Chase Me, Fuck Me.
August 16, 2008
I was horny Wednesday afternoon, and wanted someone to play with for my pleasure.
I keyed into my Blackberry, “You’re a hot little bitch.” and hit the SEND button.
“U wanna play 2nite?”
The text message exchange was short and succinct, but it got the point across.
“Yes. Are you free?”
“4 U, yes.”
So I called Chase. She could tell in my voice I was in a playful mood, and she reacted to that. “You wanna come over here and do me, don’t you?”
“Is it that obvious?”
“Yes, but the feeling is mutual, so why don’t you show up around 11 or so? Will that work?”
“Yes, ma’am, it will. I’ll see you then.”
I spent the rest of the evening daydreaming about what might happen, and masturbated twice before I even left the apartment.
When I arrived at her house, I rang the doorbell. “Come on in.” As I walked through the door, I threw my purse down, pulled the sweatshirt over my head, and dropped my sweatpants before I even shut the door behind me, standing there as naked as the day I was born.
“Oh, dear god.” Chase came walking over to me, stripping out of her clothes as well. Our faces met and we spent several minutes tongue fucking each others’ mouths, sucking each others’ tongues, biting each others lips, pulling each others’ hair, and exploring each others’ bodies with our hands and fingers. Chase ran her fingers down my tummy. When they got between my legs, she stuck her middle finger in my cunt and pulled it out. She looked at it, admiring the sheen in which it was now encased. “You slut.” She moved it up to my mouth with a look that told me what I was expected to do next. I took it into my mouth, sucking it and teasing it with my tongue like I would had it been her cock. She grabbed my hand and we headed back to her bedroom, where we spent an untold amount of time just exploring each others’ erotic spaces, physically and spiritually.
At one point, as I ran my tongue from her neck down to the valley between her tits, I couldn’t help but notice that she tasted sweet. Literally. I vaguely recalled this from our past encounters, but it struck me as unique that she had such a sweet taste about her, not the somewhat salty taste that everyone else I’ve put my tongue on has exuded. Maybe she’s addicted to sugar and that comes through her skin, I don’t know. She certainly doesn’t have a body that would suggest an addiction to sweets, though.
After we’d spent several minutes lavishing some oral attention on a variety of each others’ body parts, Chase got up and walked over to the chest of drawers where she kept her collection of sex toys. She pulled out her strap-on and began putting it on. My heart began to race as I realized I was about to be penetrated in one orifice or another. She then walked into another room and came back with a bottle of what appeared to be Eros.
As I watched her pour the lube out into her hand and masturbate the cock to apply it, I could see in her eyes that she was looking forward to what she was about to do. She’d picked up the silicone lube rather than the Astroglide. I hoped that I knew what this meant. Silicone is the lube of choice for rough or prolonged anal penetration. It has much greater staying power than the water-based lubes, and her choice suggested to me that she was intent on providing me with a little bit of anal entertainment tonight. “I know how much you love being fucked in the ass, so I thought I’d have a little bit of fun with that, if you don’t mind. I’m not even going to touch your cunt.” All I could do was laugh. She wiped her hands off and slapped me on the side of my hip. “Turn over, bitch.”
I did as I was told, climbing up onto my hands and knees and presenting my ass to her. She slapped my ass hard with an open hand, and then bent down and slid her tongue slowly up the crack of my ass, stopping at the little starfish, teasing it with little probing thrusts. When she was finished, she moved up and positioned her cock at the entrance to my back passage and began pushing in. I relaxed and pushed out on my asshole to allow her to enter me a little easier.
The huge intruder made it through the first door just fine, but encountered some resistance at the second one. She moved back and forth, pushing a bit harder each time, and finally it burst through. I let out an audible “Oh, god” as the cock sank into my asshole. That little twinge of pain when it pushes through that second ring always flips a switch in me that causes little chill bumps to rise up on my skin, even to this day. I don’t know what it is about anal penetration that causes me to get such a rise, but I’ve never complained about it - it’s been that way since the first time I took a cock in my butt.
Chase began thrusting slowly, going a little deeper with each penetration, training my ass to take it’s length. After a couple of minutes of work, she could bury the entire eight inches into me. I slowly slid down to where I was resting on my stomach on a pillow I’d placed beneath me, with her on top of me - her hips not resting on mine but hovering above my ass, slowly, deliberately pushing the cock into me and withdrawing it in succession. She was going tremendously slow to heighten the intensity of that erotic pain that you feel when you have something that large penetrating you. She, too, enjoys anal sex and has that experience to know exactly what I am feeling when she does this, so I know she’s enjoying fucking me this way. I could hear myself grunting and moaning with each little push, each little thrust. I wish I had thought to record it - the audio of myself being fucked anally would be hot, I think.
She was straddling me, fucking my ass, as she bent down and started biting me on the neck and in that sensitive spot formed by the back ridge of my collarbone between my neck and the apex of my shoulder. I wanted to reach down and masturbate myself, but I was enjoying the little pre-orgasmic spasms I was having in my crotch at the moment, and didn’t want it to end. I’ve never had an unassisted orgasm from anal penetration, but it does occasionally come close, and this was one of those situations.
Having that long, thick cock pushing slowly, deeply into the cavern of my rectum, followed by the slow withdrawal, resulting in an empty, hollow feeling, only to be replaced again by the refilling of it - almost as if it were pushing the seismic precursors into my abdomen until they reached the point where they could be contained no longer. There are no words to describe that feeling, really. I literally felt as if my my soul were being penetrated; the waves were pulsing all the way up into the base of my skull. When it was combined with the adrenaline shots I was receiving from the hard bites she was inflicting on my neck and shoulders, my entire body was being wracked with tension - a tension that was begging to be released.
She splayed herself out on top of me, reaching out and interlacing her fingers with mine, and used her hips as a fulcrum to fuck my ass without moving the rest of her body. I used her weight on my hips to my advantage, moving with her undulations, pushing my cunt into the pillow, using it to masturbate myself. It wasn’t like using my fingers, rapidly teasing my clit. That would rapidly get me off. This was a slow, luxurious, languishing build up of orgasmic energy. It literally took several minutes to build up to the point of release, while Chase continued to slowly fuck me anally. As your PC muscles begin to contract in the midst of an orgasm, your asshole starts contract with them, and when it has something to grab a hold of - something that prevents it from closing against itself - the strain heightens the intensity of the parallel contractions. This heightens the orgasm even more, and is one reason why I have some of my most intense orgasms during anal penetration. Chase knows this, and is using it to her (my?) advantage.
The two sets of competing, yet contiguous sets of movements combined to give me one of the most intense orgasms I’ve ever had. I don’t know how loud I was, but I was so very grateful that we were not doing this in my apartment. Someone would’ve called 9-1-1 thinking I was dying, I am sure. My entire body felt like it was one huge wave, crashing over and over and over again against a rock, releasing a tremendous amount of energy with each splash.
I laid there for several moments, enjoying the post-orgasmic waves coursing through my body, and then reached up to wipe the tears from my eyes. There are times when I cum so hard that I tear up. I don’t know why that is - the release of pent up energy produces a sympathetic response in my tear ducts, apparently. It didn’t faze Chase, though. She reached up and wiped the tear trail from my nose, and then kissed me softly on the lips. As she did, she began moving her hips a bit more so that the cock buried in my ass would dislodge and she could pull out. If there were ever a more vacant feeling than what you experience when something that large is removed from your rectum, I don’t know what it would be. Your asshole continues to pulse in time with those little post-orgasmic contractions that are still going on in the floor of your pelvis as your orgasm winds down, and as you squeeze it shut, it magnifies those remaining hints of what has just transpired.
We spent the next three hours, wrapped in each other’s sex, rising and falling through several more waves of orgasmic ecstasy. At some point, I don’t recall what time it was, we fell asleep next to each other. I awoke shortly after 3AM and kissed Chase awake. “I need to get going, sweet face. Thank you for seeing me tonight.”
She looked up at me. “You are so much fun to fuck. You are just so in touch with your own inner sexual spirit. I didn’t think there was anyone else like that out there.” She squeezed my hand. “Feel free to come by any time.”
I went and used the bathroom, washed my face and then walked out into her foyer, put my clothes back on and drove home, where I took a quick shower and headed off to bed, my body still reeling from the orgasms I’d had just a short time earlier.
Anni, Collared. Part II
August 11, 2008
This is Part II of THIS story.
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When I awoke, Anni was still sound asleep curled up next to me. The scent of her hair was intoxicating. Or, rather, arousing. I slid my hand along the curve of her hips and around to her ass. I gave her cheek a little squeeze and playfully bit her neck, and she began to rouse. I knew the proper way to wake this little whore up, so I slid my finger into the crack of her ass and found that little rosebud that I know holds a special place in her perception of her own sexuality. I knew I wouldn’t get in without any lube, but I swirled my finger at the entrance to her back door anyway, pushing in just enough to elicit a reaction from her. She sensed what I was doing and repositioned her legs to allow me easier access, the playful little cunt.
I pulled my hand away from her and reached over into my nightstand to pull out a bottle of lube. I opened the bottle and poured a bit on my fingers and slid them back into that little crevice, moving them slowly back down to Anni’s dark passage. When I reached her little asshole I continued to work my fingers in, first one, then two. When her anal muscles finally relaxed and accepted my digits, I began finger fucking her tight little sphincter. She moved her hand down to her cunt and began masturbating herself. I could feel her squeezing her PC muscles, in concert with the movements of her own fingers.
As her panting began to increase, I began biting her neck, first with little nibbles and then with copious amounts of teeth. I was spooned up behind her, and had my free arm wrapped around the upper half of her body, pulling her back against me, undulating my body with the rhythm of my penetrations to provide some sense of me actually fucking her. The sensations finally overtook her and she came. I can only imagine what it must feel like to a guy’s cock to have someone’s asshole contracting around it during an orgasm, because hers was squeezing the daylights out of the two fingers I’d buried in her butt.
As her muscular contractions began to subside, I pulled my fingers out of her ass and held them at her mouth. She looked at me for a minute and I gave her one of those, “You know what to do” looks. She opened her mouth and permitted my fingers to enter. I could feel her soft, delicate tongue dancing around them as she cleaned them for me. “That’s a good little whore. Get up and let’s get dressed for tonight.”
As I crawled out of bed, I reached back into the drawer and withdrew another little present for Anni; one that I knew she’d love - a newly acquired nJoy anal plug. “Put this in your ass. Right here, so I can watch.” I knew this request wouldn’t faze her, but I wanted to enjoy the visual of her face down, ass up pushing that silver plug into her butt. She did as she was told - it took a couple of minutes, but her ass finally took the plug. She let out a little grunt as the bulbous knob penetrated her asshole and her anal muscles collapsed around the stem to hold it in place. “You’ll wear that the rest of the evening.” I swatted her on the ass and told her to get up. I saw her head over to her suitcase.
“What are you doing?”
“I was going to get something to wear tonight.”
“I have your clothes for tonight, specially selected just for you.” I could tell by the look in her eyes that she was hesitant about seeing what I’d picked out for her. “Don’t worry, it’s hot, and you’ll look smokin in it.”
I went over to my closet and came out with her outfit for the evening. “Here’s a leather micro-mini skirt for you, and a leather sleeveless half-top. They match your collar, more or less, so you’ll be all coordinated and shit. And of course, skip the underwear, you won’t need any.” As I gauged her reaction, it occurred to me that she spent more time blushing than anyone I’d ever seen before. It’s a good thing the club is pretty dark.
I watched her put her clothes on and thought to myself, I am going to be the envy of Cockblock tonight. Who else is going to have a gorgeous slut following them around on a leash this evening? Oh, wait, this is Cockblock. I may not be the only one! Haha.
We got dressed, headed down to the car, and then it occurred to me that there’d be a better way to humiliate this little bitch. “I tell you what, let’s walk to the club, k? Come on.” I pulled her leash and we ambled our way out of the garage onto the road out that ran by the front of my apartment.
I’d left Anni’s hands unbound, no handcuffs, no rope or anything like that. Binding her hands would’ve cast her as a “victim” in the eyes of an untrained observer, providing her with some modicum of sympathy. Leaving her hands free told everyone that she was doing this willingly, which served to reinforce her image as a willing little slut. So here I was walking down Mission Street pulling my half dressed little whore on a leash. What a sight to behold. It took us a good half hour to walk to reach our destination.
As we walked down the sidewalk, amongst the masses of people, the majority of them didn’t even bother to take notice. I shouldn’t be surprised, though, since this is San Francisco. Still, there were the occasional murmurs (and shouts) of “What a slut,” “What a whore,” “Freak,” and various other epithets. At one point Anni screamed at someone for touching her. I stopped in the middle of the crowd and slapped her and told her to allow people to do whatever they wanted to her.
As we walked up to the club, Anni literally stopped everyone in their tracks; mouths dropped open. She was clearly going to be the Belle of the Ball tonight. I was so proud. I tugged her leash and led her inside.
Once inside I found Kari, one of the club owners. “Have you got everything set up?”
“Yep. The gloryhole is set up and ready to go when you are.”
Most everyone is familiar with the common gloryhole. Guys put their cocks through a hole in a bathroom wall and some random person on the other side sucks it. What we’ve arranged here is a female gloryhole. This is basically a construction consisting of a stretcher upon which someone can lie down, and a chair with a hole in the center of the seat can be placed such that it straddles the horizontal person’s face. The prone individual then services whoever sits on the chair. Such was to be Anni’s fate tonight.
“Okay. Thanks, Kari. It’ll probably be a couple of hours before we’re ready to auction her services off.”
I took my little whore’s leash and led her out to the dance floor, where we started dancing. We attracted quite a significant number of onlookers as I held her leash. Anni knew how to dance, and I think we looked pretty hot on the dance floor. We spent a good bit of our time making out and fending off other women trying to cut in. I guess some people just don’t realize how rude it is to try to cut in on a whore and her owner.
At one point, Anni indicated that she needed to go pee, so I pulled her to the bathroom. I know she thought I was going to let her just go in and take care of business, but that wasn’t the case. I opened the stall door and told her to sit down and take care of business. She just looked at me as if to ask to be allowed to shut the door. “Just sit down and pee. Everyone here’s seen another woman pee before. You’re not special.” So I stood there for a good five minutes while Anni mustered up the bladder courage to let go. With that, we returned to dancing.
At 10PM, I let Kari know that it was time to auction off the whore. So she arranged to clear the stage and have the DJ stop everything. I pulled Anni up onto the stage, and Kari handed me the microphone. “Ladies, I’d like to introduce you to Anni. Anni is here visiting me this week, and as you can see, she’s a submissive little whore. Literally, a whore. Tonight, we’ve set up a special arrangement where you can be serviced personally by my slut; orally, in fact. And this little cunt knows how to eat pussy. And ass for that matter. So you’ll definitely get your money’s worth.
What we’re going to do is auction the bitch off. The top three bidders will head to a room in the back, and Anni will personally bring each of you to an orgasm, while the others watch, either in the room or on the TVs you see around the room. What you do is write down how much you’re willing to pay to have the little slut service you and drop it in the box, and we’ll call out the top three in an hour. When you get in there you can treat her however you want - you can spit on her, piss on her, grind your crotch into her face, whatever you feel like doing.
“Can we see the goods?” someone from the crowd shouts.
“Take your clothes off, Anni, and show these people what they’re buying.” I hadn’t really been paying too much attention to her while I was addressing the audience, but when I turned to look at her, she had that “deer in the headlights” look. “Come on, whore, take it off. These people are waiting to see what they’re paying for.”
Anni reached around and undid her top and let it fall to the ground, exposing her perky, nipple-pierced 34Bs. And then she unzipped her skirt and let it fall as well.
“Turn around and show them your ass - spread your cheeks”
Again, Anni complied with my directions and turned to show the audience her butt plug. A loud murmur arose from the crowd.
“As you can see, she’s a wild little slut. You have an hour. Anni will be mounted in the rack over here. You’re all invited to come by and sample her, spank her, or whatever. Just don’t remove the plug from her ass, that’s all I ask.”
I took her over to a doubled over rack just off the stage to the right and strapped her naked little body to it. This had the effect of putting her face down, ass up with her ass facing the crowd. I told the onlookers to not be shy, come feel her or whatever they wanted to do to inspect the whore they’d be buying.
“I can’t believe you’re doing this to me, you fucking bitch.”
I slapped her across the face. “Don’t talk to me like that again, you fucking cunt. You always talk about how worthless you are, and I am going to show you that you are worth something. Perhaps not like you’d like to imagine, but that is of no consequence to me.”
A number of women approached the naked slut in the rack and began running their hands over her silky smooth body. One brave soul stuck two fingers in her mouth in anticipation of penetrating Anni’s cunt with them. “You won’t need that. She’s wet already.” The woman stuck her two fingers into Anni’s pussy and slowly finger fucked her for a couple of minutes. I could hear the squishing noises coming from her cunt as she was fucked. Another woman grabbed the little handle on Anni’s butt plug and jiggled it. Anni let out a little grunt as the tension increased on the anal intruder.
A few women came by and slapped Anni’s ass, some quite hard, in fact.
“She has a gorgeous body. Is she really 36?”
“Yes, ma’am, she is. She is a hot piece of ass to be sure.”
The woman turned around and licked and bit one of Anni’s butt cheeks.
“How does it feel to have your cunt and ass open for inspection, as if you were being sold as a sex slave in the old days, Anni? Aren’t you glad you came to visit me, sweety?”
As the hour wore on, more and more women came by to check out the whore. Several asked questions about her unique butt plug. I had Anni answer them. When the time was up, I unhooked Anni from the rack and we went back up onto the stage. “Anni is going to sort the cards and we should know within a few minutes who among you will be the lucky recipients of her services tonight.” The crowd went back to dancing while Anni sorted the cards and came out with the top three bidders.
“Looks like our three winners are Samantha S., Tonia R., and Jackie D. Collectively, the three of you bid over a thousand dollars. I’m sure you won’t be disappointed. Give us a few minutes to get set up and then meet us at the entrance to the VIP Room. The rest of you can either come in to the room itself to watch or you can watch the proceedings on the TVs spread out around the room.”
With that, I led Anni to the VIP Room on her leash.
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This concludes Anni’s story. Sadly, the inspiration I had to write this story line is no longer with me, so in all likelihood, I won’t be writing any subsequent parts. You’ll just have to let your imagination dictate what Anni does for her thousand dollars. 
Bisexuality Poem
August 10, 2008
As I mentioned here and here, a friend of mine wrote some really neat poems about sexuality. I had a penchant for “converting” straight girls when I was in high school and in my early college career (and will still do it if the opportunity arises). She wrote this poem specifically for me. 
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Both of us wrapped up in bed
Sharing secrets never said
Temptation forms in between
Begin experimenting at eighteen
All started out, an innocent fling
Now it’s all become baffling
Female friends become much more
New territory to explore
Sit back, relax, enjoy, recline
Journey over the sexuality line
Falling into your embrace
Light kisses sweep my face
Seducing words in my ear
Loving with you seems so clear
Travel lips down my shoulder
Getting comfy, feeling bolder
Allow my hands to cup your breasts
And let me free with your caress
Let me feel you in my hands
And fingering the wetlands
Trail my stomach with your lips
Ending with your tongue between my hips
The tension gives, and legs shake
The silent moaning finally breaks
Tipping orgasm, time to give back
Helping you reach your own climax
Strap it on and thrust away
The rest just happened in a daze
This was written all for Alexa
And to all the bi-girls she’s makin’
Cutting to the Chase
August 1, 2008
A couple of Sunday nights ago I got a wild hair and decided to go clubbing again. And, of course, I went back to the one place I was fairly comfortable I could find a bit of entertainment.
I walked in and meandered about for a few minutes. A couple of women dancing together invited me to dance with them, so I did. Within a few minutes of my joining them on the floor, we all three started making out. Even after some hot and heavy dancing, though, I just didn’t feel any real chemistry with them, so I bowed out and told them I was going to get a drink.
As I headed up to the bar, I saw her out of the corner of my eye, dancing with another woman just ten feet from me. She hadn’t seen me yet, and I wasn’t sure what the etiquette was for this kind of situation. Do I just walk up and cut in? Do I pretend to ignore her and hope that she doesn’t see me? I didn’t like that option, since I would love to have her again. I decided just to order a drink and stand there and wait for her to see me. So I got my drink and watched her dance.
Her moves on the dance floor mimicked what she was capable of in the bed – very fluid, very…erotic. And though I wasn’t going to be disappointed if I went home without someone to play with tonight (I was here primarily to let off some energy), I couldn’t lie to myself, my mind was entertaining thoughts of what it’d be like to have her between my legs again. She reminded me of Marina from “The L Word,” though her frame was a bit smaller. She had the same facial structure, same color hair, and even a hint of the same accent when she spoke, though. And she had the same drive to fuck.
Finally, she turned around to allow her partner to grind up against the back of her, and she noticed me. She didn’t miss a beat; she just fixed her eyes on me and continued grinding away with her mirror. I took another couple of sips of my diet Coke, and enjoyed the visual stimulation of watching her and her partner move against each other. I could tell she was getting off with me watching her dance; that grin she has gave it away.
As I got done with my drink, I sat it down and started walking toward the bathroom. I watched her out of the corner of my eye (and she knew I was watching her), and sure enough, she said something to her dance partner and headed back to the bathroom, following me.
I walked in and waited, knowing she’d be coming through the door. When she did, she grabbed me, pushed me against the wall and began kissing me. I kissed back, as she grinded herself on my leg. The other women in the room seemed oblivious to what was going on. That was understandable, though; just about every time I’d come into the bathroom, there was at least one pair of women tongue fucking each others’ mouths, either against the wall, in one of the stalls or even on the counter. And this was only my third time here.
She grabbed my hair and pulled my head to one side, and began kissing her way down my neck. The kissing turned to biting, lightly at first, but then it got serious. “You’re going to make me cum doing that.”
“Okay.”
“Do you want to go somewhere again? My place? Yours? The fucking parking lot?”
“If you want, sure.”
I grabbed her hand and pulled her with me as we headed out to the parking lot. As we headed to my car, she caught me off guard, “We need to talk for a minute.”
“About what?”
“I need you to know that I am not looking for a relationship, even a permanent fuck buddy kind of thing. I just got out of one, and I can’t do that right now. I don’t want you to misunderstand my intentions.”
“I’ll be honest with you, I am not looking for anything other than a recreational fuck either. Seriously. I came here just to let some steam off, and here you were. If you’d rather not…”
“No, no, don’t get me wrong. I’ll take you home and rock your world. I just want you to know what I’m about right now, that’s all.”
“Okay. I think we understand each other.” I kissed her. “My name is Alexa, by the way. I was thinking the other night, I have no idea what your name is.”
“My name is Chase. Nice to meet you, Alexa.” She extended her hand out as if to shake my hand. I took it and pulled it down to the the snap of my pants.
“I like the way you think.” Let’s go in my car, to my house. We don’t have to worry about disturbing the neighbors there. I have a feeling we’re going to be…loud.
We drove to her house, located a good fifteen minutes from the club. It was an actual house, too, not a smallish apartment like I had. Not that we needed much room. We just needed some space on the bed, the couch, the floor, or whatever. During the drive over, I had my hand down my pants, masturbating.
She asked, “Can’t you wait?” as she reached over and put her hand over mine, helping me, with only my pants separating us.
“No.”
We didn’t say another word on the way to her house. Each time we stopped at a traffic signal, we just looked at each other, knowing what we’d be doing in just a few short minutes. The sexual tension was excruciatingly palpable. If the car had been able to drive us home on autopilot, I know we’d have been in the back seat fucking the entire way.
We got to her house, walked in the door, and recreated our initial entry into her place much like we did last week at mine, pushing each other against the wall, pushing our tongues down each others’ throats, and allowing our hands to wander along and around the curves that are found only on another woman’s body. I undid her shirt and found her erect nipples with my teeth. She wasn’t wearing a bra tonight, not that her perfectly formed 34Bs remotely needed such a thing. She had taken advantage of my unbuttoned jeans and already had her fingers in my cunt, thrusting in and out like a small cock. The palm of her hand was pushing against my mound, and the pressure on my clit was enough to push me into orgasmic overload. I have trouble standing when I cum – my orgasms are almost always intense, and they just drain me of the ability to maintain anything resembling composure. I got weak and pulled back for a minute. “Let’s go find the bed.”
We headed back to her inner sanctum and found her perfectly made bed. As I finished removing my pants, Chase was biting me on the back of my neck and pinching my nipples tightly with her thumbs and forefingers. It occurred to me that she seems to be the type that can be as rough as I like to have it, so I shared my safeword with her and told her she could do whatever she wanted, as rough as she wanted until I uttered that word.
“Christ, that’s off the chain. I hadn’t thought of a safeword for regular sex before, but I like that idea.” She then gave me a safeword that she’d use as well.
We crawled into her bed, naked, wet with perspiration, and with our hands all over each others’ bodies. I ended up on the bottom, and Chase crawled on top of me, kissing me vigorously, then leaning down and biting my nipples. And in this case, I don’t mean nibbling on them – she bit them. That sent little shockwaves through my body. “Ooh, you like that, don’t you?”
“Fuck, yes. Bite them harder.”
She wasted no time complying, and I moved my hand to my crotch and began masturbating myself as she bit deeply into my nips. I’ve always been a little bit of a pain slut, and I enjoy the rush I get when someone inflicts pain on me while we’re fucking, either through biting, slapping, or spanking. As I rubbed my clit, she moved her focus to the soft meaty flesh of my tits themselves, biting into them hard enough to make me concerned that she’d leave marks. “Don’t leave any marks. That doesn’t fit well with work.”
“Oh, really?”
It occurred to me she’d probably think that I was a stripper, since that’d be about the only common job one would have where the appearance of your naked boobs was of any significant concern. If that bothered her, though, it didn’t show; she went back to chewing on me. Within the space of a couple of minutes, I came, and came hard. I have yet to have a bad orgasm with this woman at all, I thought to myself.
As I came down, we just laid there with her on top of me, her hand playing with my hair. It felt so good to have a warm, sensual body lying on top of me. She had a slightly lavender scent about her, one that I found slightly intoxicating. She began running her hands over my body and then moved up to kiss me. It started out softly, and gradually evolved into an intensely passionate tongue fucking of each others’ mouths again. We playfully bit at each others’ lips, tongues, even the skin of our cheeks. It’s amazing how your breathing sounds when that’s the only noise being made, and you’re engaged in an activity that requires you to modify your its rhythm as you interact with and counter someone kissing you. You intersperse those sounds with the tiny grunts and groans you’re making, those little subtle communications you’re exchanging with your partner…it just becomes so intensely erotic.
After a few minutes of this I rolled her over, climbed on top of her and began kissing my way down the side of her face and her neck. She pulled her hair back to allow me better access. I know how much it turns me on to have someone kiss me behind my ears, so I spent some time focusing some attention there as well. She moaned lightly and I took that as a sign of enjoyment. I continued working my way down her chest, using my tongue to paint her skin with a thin trail of saliva, stopping on the way to lavish some attention on her tits. I would grab her nipples in between my teeth and pull back until they were taut, and then let go. That buildup of pain, followed by the sudden release sends pre-orgasmic sine waves through the body, and her quick little puffs of breath when I let go each time let me know that she was feeling each wave.
As I got closer to her cunt, I could smell the musky scent of her sex. The scent of someone’s pubic area has always turned me on - there’s just something so primal and animalistic about it. The closer I got the more she writhed in anticipation. She had her hands on my head trying to push and pull me into her, but I teased her by moving out from under them and focusing some attention on her thighs, lightly biting the soft tender flesh just a few inches away from her sacred spot, making her wait for me to get around to opening her little flood gate. When my tongue finally made contact with her clit, she let out a deep, guttural moan.
I spent several minutes lavishing a wealth of attention on her special button, her pussy, her thighs, and then made my way to her back entrance. I know she likes anal play as much as I do, so I wanted to use that to my advantage. “Roll over and get on your knees, you little slut.” She complied and I crawled up behind her and began rimming her, and biting her ass. I stuck three fingers into her pussy and probed her tight little asshole with my tongue, fucking it rhythmically in synch with my finger penetrations of her cunt. She reached under herself and began masturbating, and pushing back to meet the force of my penetrations. I stopped for a second and slapped her ass as hard as I could with my open hand, eliciting a loud yelp from her, then went back to lavishing attention on her nether regions. Her orgasm was so intense that she literally hurt my fingers with her contractions.
We spent the next three hours alternating between tongue-fucking every orifice we could find on each others’ bodies in every position conceivable, and just enjoying the touch of another sexual human being. “I really enjoy being with someone who can match my intensity. That is rare in my experience. You really know your way around the erotic spots on a woman’s body.”
“Thank you. I’m glad you enjoy me. I’ll echo your thoughts because I’ve only been with one other woman who is as engaged as you are.”
“Who was that? Anyone I know?” she asked, with a quirky smile on her face.
“I doubt it! Haha! Unless you know my girlfriend.” Chase’s eyebrows rose a bit.
“I didn’t know you had a girlfriend. I just assumed…”
“Don’t worry about it. She’s in Florida, and we have an open relationship. She doesn’t care if I play around. God help us if the three of us get together.”
She laid her head down on my chest and we rested for a few more minutes. “Your heart is beating so fast.”
“A good fuck does that to me.” I leaned down, tilted her head up with my finger and kissed her lightly on the lips.
“I need a shower. Would you like to join me?”
“Oh, hell, yeah.” She grabbed my hand and led me into her bathroom, where she turned on the water to warm up and then we hopped in. We spent another 45 minutes running our soapy hands across each others’ bodies, kissing, biting, and just playing around with one another. The freedom of the experience was overwhelming to me in many ways, and I found myself mentally making notes about my feelings here vs. what I experience with clients. It is truly different in a great many ways, and I can’t see myself conflating the two worlds any time in the near future. That has been one of my biggest concerns about the work I do.
We finished up our shower, got out and dried our hair. We got dressed and she drove me back to the club to pick up my car. It was almost 4 AM, and even though I was physically exhausted I was on a mental high. I couldn’t quite place my hands on where it was coming from.
She pulled up next to my car and I opened the door to get out. I turned to thank her for a wonderful night, but she had already gotten out and was headed over to my side of the car. She extended a hand to me and helped me out, then pushed me against the car and began kissing me deeply again. She grabbed my hair and forced her tongue into my mouth with the same intensity she had when we were in mid-fuck in her bed.
After a good minute of intense, hands-all-over-each-other passionate kissing, she pulled away. “Thank you for a very hot night, you gorgeous bitch. Give me your cell phone.”
I reached into my purse and pulled out my Blackberry and handed it to her. She entered some numbers and hit the “send” button (after figuring out which key it was! lol). “There’s my number. If you ever need someone to spend some time with, call me. Any time.” She gave me another quick kiss and walked over to get into her car.
“The feeling is definitely mutual. Good night, Chase.”
I drove back to my apartment and crawled into bed and relived the experience in my head in various little vignettes until I passed out and drifted into lala land.
Anni, Collared. Part I
July 10, 2008
After having corresponded with Anni via e-mail and offsetting blog comments for well over a year, I was excited to finally be meeting her. As I waited for the plane to arrive, a tremendous excitement built up in me knowing what I had in mind for her when she got off the plane. I’d never done anything like this in such a public setting before, and I was quite sure she hadn’t as well. It should be interesting.
Anni is the very embodiment of the term MILF. She was in her mid thirties, and had the body and face of someone two-thirds her age. She was a mother, a wife, a girlfriend and, for the upcoming week, unbeknownst to her, she was also going to be a whore. My whore.
She walked through the security gates and got a huge smile on her face when she saw me. She ran up to me and hugged me tightly, as if rediscovering a long lost friend.
“I have a surprise for you, sweet face.”
“What is it?”
“This.” I pulled a collar with a leash attached to it out of my bag. Anni’s eyes widened to the point where I thought they were going to burst from her head. “Tilt your head and pull your hair back.”
“Right here?” She looked around nervously, knowing that the vast throngs of people passing by would see me collar her right here in the middle of the airport. But I knew of her deep desire to be owned, and I was going to play it up for all it was worth. She was going to be my collared little slave for her stay here in San Francisco, and it was going to start right here, right now. “Yes, you little cunt. Right here, right now.”
Her face turned dark crimson with embarrassment as I placed the collar around her neck and locked it behind her. After I had secured it, I put my hand behind her neck and pulled her to me. I gave her a deep, passionate kiss right in front of everyone; I wanted her and all of those around us to know that she was mine. I grabbed the leash and pulled her with me as I took her down to collect her bags. “Come on.”
“I see you wore a skirt like I asked you to as well. It looks good on you.” In midstream I changed my mind about going straight for her luggage and diverted us to the bathroom. “I’ve got a better idea, actually.” We darted into the first women’s bathroom we came to. I pulled Anni into a stall, leaned against the wall, raised my skirt up and pulled my panties to one side. “Get on your knees, bitch. You know what to do.”
Anni complied exuberantly and buried her face in my cunt, teasing my clit with her tongue like a professional. I had imagined her doing this a great many times during our online conversations. And clearly she’d been practicing with her girlfriend at home. I grabbed a handful of her dirty blonde hair and pulled her face into my crotch harder, and began grinding myself on her gorgeous little mouth. I wanted to make sure I marked her face with my juices so she’d be cognizant of my scent the rest of the afternoon. Within the space of a few minutes she was hitting those magical places that push me over the edge, and I came quite hard.
I took a couple of minutes to regain my composure, then tied Anni’s leash to the coat hanger on the door so I could wash my hands. “Take your panties off and give them to me.” She complied and handed me a red thong. “Red, huh? Women who wear red panties are said to be hotter than average. Are you hot, Anni?”
“I like to think I am. You think I am,” she said with a knowing look in her eyes.
“That’s true, I do.” I bent in and licked her lips. “Hmm, I taste good on you. Do you think most of the men in this airport would think you were hot?”
“I don’t know. Probably.”
“Well, let’s go see.” I handed her the thong, grabbed her leash, and pulled her out into the walkway outside the bathroom. “Find some guy who’ll buy your thong.”
“What?”
“Find some guy walking down the terminal here and convince him to buy your thong. You’re so hot, surely some guy would want one of your thongs with your scent in it, don’t you think?” Anni stammered for an answer, unsure of how to proceed. “Just walk up to random guys, hold out the thong and ask them if they’d be interested in buying it. How hard can it be?”
“I can’t do that, Alexa. I just can’t.”
“If you don’t, I’ll leave you here in the airport, holding your panties. That’d be embarrassing, don’t you think?”
Anni lowered her head. “Yes.”
“So get on out there and sell them. I’ll watch you.”
Anni began walking out into the middle of the walkway, trying to stop every guy who walked by. She had all the grace of a newborn fawn, unsteady on her feet and unsure exactly what she was supposed to do at this point. Most of passersby just dodged her, appearing to be in a hurry to get to their next flight. A couple of them stopped, but quickly walked away shortly thereafter. I couldn’t hear what she was saying to them, but it obviously wasn’t having the desired effect. I guess it is somewhat strange for a woman to be standing around in the middle of an airport with a collar on and a leash hanging from her neck trying to sell used panties.
Finally, a pair of young guys came down the hallway. She approached them and convinced them to stop for a minute. During the course of their conversation, I could see the two guys looking at each other, at her, and at me. They got huge grins on their faces and one of them pulled out some money – I couldn’t tell how much – and handed it to her. She handed him the thong, and turned around and walked back to me. Tears were streaming down her cheeks. When she got to me, I wiped them from her face, and kissed her softly on the lips. “That wasn’t so bad was it?”
“I have never been so embarrassed in my entire life.”
“You’re in for a long night, then, my dear.” I grabbed her leash and we headed for our original target, the luggage claim. “How much did they give you?”
“Ten dollars.”
“You’re a cheap little whore, aren’t you? What are you going to do with it?”
“I don’t know. I figured you’d want it.”
“No, you can keep it. I’m sure it won’t be the last money you make this trip.” Anni got a very puzzled look on her face. That’s okay; she’ll figure it out soon enough, I thought.
We headed down to luggage claim and stood around with everyone else waiting for the luggage to show up. Many of the people kept glancing over at us furtively, no doubt wondering what kind of woman would allow someone to lead her around n a leash through such a public space. What kind indeed.
She saw her bag come out and instinctively went for it, and the sudden movement caused her leash to pull out of my hand. “Oh, my god. You did not just do that.” Anni stopped dead in her tracks and once again turned a deep shade of red as it occurred to her that everyone had heard me holler at her. “Come back here.” She did as she was ordered. “Bend over and grab that rail, and pull your skirt up over your waist.”
“Please don’t do this in front of all of these people, Alexa. Please.”
“Bend over, bitch.” Anni stared at the ground for a few seconds, then pulled her skirt up and reached down to grab the rail along the edge of the luggage track, exposing her naked little ass to the entire crowd. I took a little leather crop out of my bag. “You must learn not to yank the leash like that, Anni.”
“Yes, ma’am.”
I swatted Anni across her taut little butt cheeks five times, each time eliciting a yelp from her and leaving a little red stripe across her golden brown cheeks. The crowd stood aghast at the spectacle unfolding before them, to a person. Some of them were clearly entertained by what was happening to my little toy, while others were just as clearly troubled, perhaps not even believing their eyes. And with her bent over like that, everyone had a clear, unobstructed view of her hairless little cunt. It was hard to miss the fact that she was very aroused by what was happening to her.
“Now, go get your luggage and let’s get out of her before you embarrass yourself some more.” Anni shot me a snide look and took off after her bag. She tried to ignore the looks she was getting from everyone in the crowd. A couple of people tried to taunt her, and I had to chime in, “You guys leave my whore alone.” With that they backed off.
Anni snagged her suitcase and we headed off for the tram to the parking garage, with me pulling her by the leash the entire way. I lost count of the number of people who stopped mid-stride to stop and stare at us.
“I can’t believe you embarrassed me like that in front of all of those people.”
“Oh, shut up. You had cunt juice draining down your leg. You were getting off on it.” Her ensuing silence spoke volumes.
When we got to my apartment, there was the usual handful of people milling around in various places, including Kelsey, the girl who worked the front desk. Her eyes nearly popped out of her head when she saw me pulling Anni around by the leash. Everyone else ignored us and we headed on up to my apartment. As soon as we walked in the door, Anni asked if she could go to the bathroom. “You can after you take care of my needs.” I reached under my skirt and pulled my panties down and let them fall to the floor, and then leaned over and grabbed the top of the chair. “Make me cum.”
I knew in this angle, Anni would have to bury her whole face into my backside, with her nose buried right in my ass. I put my leg up on another chair, and reached around to pull my cheeks apart so she could have better access. As she buried her tongue in my cunt, I grabbed and pulled her head into me. Again, in rather short order, she’d done a yeoman’s job and once again had me climbing Mount O. She clearly knew her way around the female anatomy, and I was looking forward to spending the next few days allowing her to hone those skills. I came so hard I almost fainted.
“Okay, now you can go use the bathroom. And whatever you do, don’t wash your face. Leave my scent on you,” I said, nearly out of breath.
“Ooookay. You taste good,” she said with a hint of insolence, licking her lips.
She went off to the bathroom and remained in there for what seemed to me an inordinately long time. Curiosity got the better of me, so I snuck over to the door and listened. The unmistakable sounds of muffled orgasm wafted through the door. The little cunt was getting herself off! Without permission, even! I grabbed the handle and swung the door open, much to the surprise of my little charge.
“Are you enjoying yourself?” I don’t think I’ve ever seen anyone blush so much within such a short space of time. “Go ahead and finish. I’ve always wanted to see you have an orgasm anyway.” I folded my arms and leaned back against the wall to watch.
Without hesitation she splayed out on the toilet seat, furiously rubbing her clit with one hand, and finger fucking herself with her other hand. She maintained eye contact with me the entire time, making sure that I could see that her orgasm was coming from deep inside that special dark place she had in her psyche – the place where her secret submissive side lay hidden from all but a select few. She knew that she needed this and was willingly accepting the role I’d selected for her on her visit.
It didn’t take long before she was having her second orgasm. When she came down, she lay spent against the back of the toilet. God, she looked so sexy laying there, so vulnerable, yet so strong - the ultimate embodiment of feminine sexuality.
“Wash up, except for your face, and bring your luggage into my bedroom. You’ll be sleeping in my bed.” You have a long night ahead of you I suspect, so we need to get a bit of rest before we head out. Do you remember that club I was telling you about? Cockblock? We’re headed there tonight.” I could see the look in her eyes – one that told of ecstasy combined with fear. Tonight would be interesting no doubt.
I went and took my clothes off and crawled into bed and awaited Anni. She came into the room, removed what little she still had on, and crawled in next to me. I snuggled up next to her, wrapped her in my arms, and kissed her lightly on the neck behind her ear. “Welcome to San Francisco, sweet face.”
She squeezed my hand. “Thank you, sweetheart.”
I’ve Found Something I Like…
June 27, 2008
about San Francisco, and its name is Cockblock.
Yesterday, I was in a mood. One of those moods I get in when I haven’t had sex in a few days. And though I’d had sex on Tuesday with Nikki, that was…different. As I described here, that was more of a “making love” kind of thing rather than an outright fuck. I needed to be fucked. And given what I experienced at Cockblock the other night, I thought, well, that seems like it’d be as good a place as any to pick up a woman who knows her way around the female body. And, gosh, was I ever right.
No sooner than I walked in, alone this time, I was being hit on by all kinds of women. I went out to the dance floor and watched a few people dancing for a bit, and within a couple of minutes, a pretty brunette came up and grabbed my hand and pulled me out to the dance floor. We danced for a few minutes, and then we switched partners. Within the span of about 10 minutes I had danced with another couple of women. Then she came back to me and we started dancing again. Then we started making out. For the record, she kissed me first.
I worked my way back behind her, put my arms around her and yelled into her ear over the driving music, “Are you in the mood to be with someone tonight? For a one time thing? No strings?”
She turned around to face me, put her arms around my neck and kissed me again. “Does that answer your question?” she yelled over the music.
I grinned, grabbed her hand, and dragged her toward the door.
“Hang on, I have to get my stuff.” She went and got her bag from a friend (was I stealing her from someone?) and met me back near the front door. I took her hand again and pulled her, literally, to my car. We hopped in and drove the one and a half miles to the garage at my apartment. When I stopped, I got out and went over to her side of the car. As she stepped out, I pushed her against the car and kissed her, pressing my body against hers. My body was literally throbbing with excitement; I’d never just gone out and picked up anyone before for the sole purpose of taking them home and fucking them. But I needed this. I wanted this. I hoped she had that same energy in her right this second.
I grabbed her hand again and pulled her to the elevator, pushed the button for my floor, and we continued kissing each other during the short trip up. I wonder if they have security cameras in those things? I hadn’t bothered to notice the handful of times I’d been in them. This girl knew how to kiss, and knew where to move her hands, and at the time I didn’t give a shit who was watching.
The elevator stopped, and the doors opened. I pulled her down the hall to my little flat. As we went through the door into the apartment, she pushed me against the wall and started kissing me again, and running her hands up and down my sides, trying to work her way under the corset I was wearing. I reached around and untied the back of it and let it slide down where she had unobstructed access to my chest. She immediately took advantage of it. In retrospect, as cheesily theatrical as it sounds, it was to me somewhat reminiscent of the scene in Loving Annabelle* where Annabelle and Simone begin to consummate their simmering relationship.
“Bite them, please.”
As she dug her teeth into my nipples, I reached down and began masturbating myself through my pants, bringing myself to the first of many orgasms I was to have in the span of the next couple of hours.
I reached up to her and began unbuttoning her top. She started helping me, so I moved my hands down to unbuckle her belt and get rid of those pants. I wanted to bury my face in her pussy and force her into orgasmic overload. We moved to the couch, and when I finally got her pants undone, I pushed them down to her ankles. She was wearing boots and it was next to impossible to get them off as quickly as I wanted to, so I told her to grab her knees and pull them toward her. She complied willingly, and exposed her cunt to me. I barely made contact with it before she started screaming. Oh, god, she was a screamer. I had wondered if the walls in our building were thick enough to keep the neighbors from hearing what happens from one room to the next, and I guess in the next few hours I’ll know, perhaps.
We took turns lavishing attention on each others’ special parts, kissing, licking, sucking, biting….fucking. She was good. Really good. It was nice to be with a woman who knew what she was doing. The vast majority of women I’ve been with had to be led or coached, or given permission to do what I wanted them to do. Not her; she knew what I wanted, what I needed, and knew she didn’t need to ask permission. She’d known that since we were on the dance floor. My question to her at the club was tacit permission to take me; to fuck me.
When I asked if she wanted to play with the strap-on, she didn’t even blink. “You bet.” After two hours of unconstrained, rabid fucking, we began to wind down. I’d had six orgasms, which is just one short of a session record for me, and we were both just too exhausted to continue. We had taken turns forcing each other to cum, and the lower half of my body ached from the repetitive orgasms. As I’ve said in the past, mine typically last between 30 and 45 seconds, sometimes as long as a full minute, and are very intense. I have no idea how many she had. It was at least six. Not that I was counting.
We laid on the bed for a little bit, she with her head between my legs, resting on my thigh. I have no idea how long, really. I was in such a state of bliss that I wasn’t overly concerned with what time it was. This type of hookup was new to me, and I was unsure about what we were supposed to do next! Apparently, she knew where to go, though. “Are you ready to take me back to the club?’
“Sure.” I crawled over on top of her, pushed her hands out on the bed above her head and we engaged in a long, sensual kiss. We got up, cleaned up, got dressed, and walked out of the apartment. It occurred to me that anyone in the halls who’d heard us might see us leave. I’d be doing the walk of shame from my own fucking apartment! 
But no one was around. It was eerily quiet, punctuated only by the sound of blood coursing through my ears. I could feel my heart almost beating out of my chest - my entire body bristled from the excitement of having been consensually taken with such unabashed vigor.
We took the elevator down to the garage and headed over to my car. When we got in, I leaned over and kissed her again. “Thank you for that. You’re quite good.”
“So are you. It was totally my pleasure. Do you come to Cockblock often?”
“No. This is only the second time I’ve been.”
“You need to get there more often then. I show up every once in a while. A lot of interesting people there.”
“Do you do this often? Go home with someone from the club?”
“Not often, no. It usually has to be someone who really grabs my attention.”
I just looked over at her and smiled. I drove her back and pulled up along the curb. She leaned over and kissed me. “Thanks for the sex.”
“Shit. Thank you. I needed that. Badly.”
She took her index finger and ran it down my cheek, “I’m glad we could help each other out. See you later. I hope.”
She got out of the car and walked off. I drove back to my apartment, took a shower and crawled into bed with my body still tingling.
Yeah, I think I’ve found at least one thing I like about San Francisco.
I hope I see her again soon. I don’t even know what her name is.
* The song playing at the beginning of the scene is All Over Me, sung by Erin Kelly, the girl who plays Annabelle in the movie. It is one of the top 10 songs in the playlist on my iPod.
The Training of Alexa
June 12, 2008
Over at Nina’s place this morning, she wrote regarding an article in the NYT about how women react and respond to sex and sexuality, in particular how they react to erotica and porn.
In it, she writes:
Curiously – women responded to watching not just straight sex, but also men having sex with men, and most significantly, women with other women, and the key trigger tended to be the intensity of the action. So in other words – the hotter the action, the more aroused the women became, which tends to follow my own experience there too.
I enjoy watching porn – to a point. It isn’t something I seek out, but it isn’t something I consider gross or a turn off either. I’ve often been turned on by porn; and usually, the more out on the fringes it was, especially in terms of BDSM or D/s – the more aroused I’d get. I would tend to visualize myself in the scenes I was watching, sometimes pulling feelings and memories from my own experiences, and the more I was able to visualize those things in my own mind, the more aroused I’d become. I don’t know that this is by any means a universal kind of response. Men and women process sexual stimulation entirely differently – or so we thought – maybe we really don’t?
Actually, it is more common than she might imagine. I will freely admit that I, too, get majorly aroused watching BDSM porn. The harder it is, the more aroused I become.
If you’re not familiar with the web sites run by Kink.com, you are truly missing out on porn, especially if you have any kind of interest in BDSM, even on a basal level. One in particular has caught my attention over the past few weeks, The Training of O. If you are not familiar with it, the web site’s basic premise is the training of a female to become a sexually submissive slave. The concept for the web site is based loosely around the infamous novel, The Story of O, by Pauline Reage.
The training takes place over the course of a week and, to the uninitiated, it might seem brutal, 
misogynistic, and degrading. I’ve even known people to become physically sick while watching the videos. The women are subjected to a variety of physical and psychological encounters that are designed to break their spirit and make them become submissive sex slaves for a Dom, or master. Of course, the reality is that it is porn, and therefore the basic premise of it is acted. The kicker in this case is that the women are actually beaten, flogged, caned, slapped, and brutally fucked throughout the entire week. They’re forced to assume painful physical positions and perform sexual services while they are abused. They are tortured with nipple clamps, forced orgasms, and endure a variety of other physical bondage scenarios.
All of the subs (submissives) in training record a video “journal” at the end of each day wherein they recount what they went though that day, how they felt during and after the sessions, what they learned, and what they think might be upcoming for them based on what their trainer has taught them during any given session. During many of those videos, you can see the bruises, welts and other marks left by the whips, flogs and other devices used on them during the training.
And, lest you think the women are coerced or forced into performing, Kink includes recordings of their consent at the beginning of each video and at the end where the model state explicitly that she consents to what is going to take place, that she’s aware of the safewords, and that she’s ready to go. Kink has perhaps the best reputation of any of the fetish porn producers, with a statement of values, a statement of model’s rights, and a statement of director’s shooting rules that guide their productions. I’ve exchanged e-mails with a couple of the women who’ve participated in their shoots, and both have nothing but positive things to say about their experience and the people at Kink.
I say all of this because, I, too, could and have projected myself into the models while watching those videos. I admit that I enjoy pain play during sex. Nikki and I often slap and bite each other during our more intense sex sessions. In fact, I had to finally give up the ring I had in my right nipple because Nikki would often pull on it so hard that I would bleed, and more than once it became seriously inflamed. We’ve been known to slap each other in the face during sex (and I don’t mean love taps). We have a nice little paddle that leaves a big bright red mark on your ass when it is applied with any significant amount of force. And very few things get me going more than Nikki grabbing and pulling my hair while she’s grudge fucking me in the ass in a doggy position with a strap-on.
I could easily see myself participating in the kind of scenes produced for TToO. And my apartment will be exactly one mile from where Kink films its videos. Luck? Fate? Who knows? 
All of this begs the question, “why?” Why would anyone, especially a woman, want to subject herself to being slapped, spit on, abused, humiliated, hurt during sex? That, my friend, has confounded a LOT of people, including a great many psychologists.
I won’t lie, there are times when I wonder why in the world I’d want someone to slap me in the face or spit in my face when I am being fucked by them. That pretty much defies any reasonable explanation, doesn’t it?
Perhaps, though, that is the basis of the conundrum. Human sexuality is not reasonable by any stretch of the imagination. As Nina and I (and many others) have said on several occasions, the largest sex organ in the human body is the brain. How we each interpret, process and respond to sexual stimuli is determined by a wide range of things, both innate and experiential. So much so that it really isn’t possible to even summarize them in a short piece like this. Who’s to say what is or isn’t reasonable to someone else, though?
There is one train of thought that much of this has to do with giving up control. People who spend a great deal of time directing and controlling things in their daily lives long for some release where they can accede “control” to someone else. By allowing someone else to take control of you and use you for the piece of meat that you are relieves you of any “responsibility” during the sex, and they assume control over you, allowing you to just give in and allow what happens to happen. Our brains allow us to derive pleasure from this in some perverse way. This all takes place deep dark places in the psyche where our innermost desires can often be found. And, then, some people just want to submit; they want to serve someone else. Or, as Nina has mentioned in the past:
This is a pure truth – however, there’s something larger at work here for me, and that’s the idea which extends beyond simply wanting to submit. For me - I want to be made to submit. That it’s the process of feeling that personal strength and will slip away and surrendering the idea of self to someone else. It’s almost like being broken – that one strong willed person can be made to completely submit and love the whole process and feelings surrounding that.
And, thus, the appeal of the scenarios in The Training of O to me. I’ve said here before that I have developed a strong desire to explore my submissive side. In every relationship I’ve been in, in just about every sexual situation I’ve been in, I have been the one in control. Or, in the case of my relationship with Nikki, it has been an egalitarian relationship. With my new line of work, I will largely be the one in control, so even with it, I generally won’t have the possibility of exploring my truly sub side (and in fact, it might even be dangerous to do so, at least initially). Putting myself in the model’s shoes while watching those videos allows me, for a brief period of time, to be made to submit. I find it very…cathartic on some level.
Then of course, there’s the pain. Why would anyone want to endure pain during sex? Sex is supposed to be about pleasure, right? Well, let’s frame it a different way. Think about jalapeños. Some people can eat them, with all of the searing pain it produces in the mouth and derive great palative pleasure from it. Others of us can’t stand eating something that makes our mouth sting, and can’t understand why someone else would. Same basic principle. Different things do different things for different people. And yes, you can quote me on that
Pain releases all kinds of chemicals in the body, some of which heighten excitement and arousal (i.e., testosterone, adrenaline, and even endorphins). Let’s see….what other situation might one find themselves in that involves heightened states of excitement and arousal? Oh, yeah, sex! Ha! If you put the two together, for many people, the sex becomes incredibly stimulating, not just in the genitals, but across the entire body. So, maybe slapping and biting are the jalapeños of sex. Some people like it, some don’t. I know when Nikki slaps me while she’s fucking me, the hair on my arms stands on end and I get goose bumps. The sting of that slap sends a shot of lightning down my spine, right into my cunt as it is being penetrated with that cock. Talk about a feedback loop.
For many people, though, all of this would have an effect diametrically opposite to arousal. Some people just don’t get aroused by being slapped or being forced into submission. This is particularly true for people who grew up in an environment where they were forced to be compliant, such as with overly authoritarian parents, families where emotional, physical or sexual abuse was occurring, or people who’ve been raped or abused later in life. And a woman who was in an abusive or domineering relationship with a partner might likewise consider this kind of activity to be anything but arousing. Again, it all goes back to our own individual makeup and those experiential circumstances we’ve encountered that make us who we are. You have to have a strong sense of self and a pretty good dose of self esteem to be able to enjoy this kind of stuff to be sure.
And finally, there’s the subject of humiliation play. This includes things like name-calling (whore, slut, cunt, bitch), being spit on, being pissed on, being facialized, etc. As Franklin Veaux describes it, humiliation play is “…any kind of activity in which one person says or does something that causes embarrassment, shame, or humiliation in the other.” He goes on to explain that many people grow up in environments where any expression of sexuality evoked shame. As a result, shame and sexual arousal become inextricably intertwined. When you combine this with that sense of objectification that comes along with being treated like a piece of meat, the result can often be very sexually arousing (and yes, I know it’s not politically correct to enjoy being objectified). While some of it may be extreme, I think it is relatively easy to see why some women would enjoy being called a slut in the bedroom. I mean, we’ve been told all of these years that only sluts enjoy sex, and, well, we’re enjoying the sex, so we’re sluts, right? The bedroom is the one place where it is “safe” to be a slut for most women, and as long as they know it’s just play, they’ll often enjoy that kind of thing. (And a note to the guys reading this: Feel her out to see what she thinks about being called a slut in the bedroom BEFORE you do it. You don’t want the surprise you’ll be in for if she doesn’t play that).
Clearly, there is a vast untapped area of psychological research that could be done to figure out what’s behind why some people enjoy these kinds of activities. I know there are often times where I am inwardly embarrassed and disgusted by the fact that I have asked someone to spit in my face while they’re fucking me (or performing some other sex-related function with me). But I always turn to the knowledge I’ve gained through my studies, which have long since shown me that there is no such thing as “normal” when it comes to human sexuality. I just accept it and move on. If I squick someone out by requesting something they deem weird or perverse, I’ll just accommodate and move on. I don’t have the requisite knowledge, yet, to figure all of this stuff out, but I think you can tell that I am terribly interested in it, from both experiential and philosophical perspectives. I shall continue my…research.
To get back to the question I know most of you either have asked or will ask, no, I won’t do a video for The Training of O. The only reason, really, is that, years from now, those videos would surface and be used against me somehow. I mean, I am a woman, and any expression of any sexuality on my part immediately casts me in a disparaging light, right? *rolls eyes*
Anyway, I am off to download another video and fantasize about being forced to throat fuck James’ cock while my tits are being whipped with a wet leather strip. 
First Client - Part Deux
April 18, 2008
My first professional fuck had gone really well. So well, in fact, that he wanted to see me again. We spent the week casually exchanging e-mails. He’d obviously had a good time. “I can’t tell you how many times I’ve jerked off reliving that experience in my mind.”
“Hopefully, when we’re done next time, you’ll have something else to jerk off to.”
We arranged to meet at the same place at the same time a week later, on Wednesday evening. This time he was willing to pay $500 for a “porn star experience” – more aggressive sex involving anal. Nikki and I almost always had pretty intense sex, but, again, it had been a long time since I’d been able to fuck a guy like that. Getting paid for it would just be icing on the cake. I was concerned that he might not be willing to go hard core, though, given his rather tentative nature in our first session.
“Listen, you’re welcome to be as aggressive as you want, do anything you want. I’ll use a ‘safe word’ if it gets to be too much for me. If I say (or grunt) the safe word while we’re fucking, you’ll know to stop. Otherwise, you can do what you want as hard as you want.”
“That’s cool. I’ve just never been one to be really aggressive in bed. I really want to do a woman in the ass, though. My wife has never allowed me to do that and it has always been a fantasy of mine. The rest is just extra as I see it.”
Wednesday afternoon, I spent a couple of hours getting ready. That included the use of an enema to clean out my rectum. With anal, you never know how intense it’ll get and what you’ll end up dealing with, so it is better to take that extra step just in case. I drove to the hotel and pulled into the parking lot. His truck was there just as it was the last time, in front of a different room. I got out, went to the door and knocked. He answered and let me in. I gave him a quick kiss, “Hey.” I noticed an envelope on the dresser next to the television, and picked it up and headed for the bathroom. Once inside, I opened it up and counted the money - $500 just as we had agreed. I used the bathroom quickly and went back out.
After a few minutes of polite banter, I suggested we get comfortable and we began disrobing. As I pulled his shorts off, his semi-erect cock popped out. I finished up with his pants and moved over to where I could take his cock into my mouth. As I went down on him, I could feel him growing harder with each thrust. I took it out of my mouth and licked my way down his shaft to his balls, and began licking and sucking them one by one while jerking his cock slowly. I built up a big wad of spit and spit on the head of his penis and began jerking a bit faster while sucking on his balls once again. I put him back in my mouth and used my free hand to play with my pussy. I was already sopping wet in anticipation of knowing I was going to be fucking that cock in just a few minutes.
I asked him if he’d like to control the movement for a few minutes. “Sure.” I moved back on the bed and lay down on my back with my head on the pillow. He straddled my chest and put his cock between my tits and began moving back and forth. Once again I spit on his cock, then put it back between my tits and squeezed them around his rod as he fucked my chest. He did that for a few minutes, and then I reached around, grabbed his ass, and pulled his cock closer to my face. He scooted up and allowed me to wrap my lips around him again. He began thrusting into me, slowly at first, but as he began to get the hang of it, he became more forceful. I pulled it back out long enough to tell him, “Come on, baby, fuck my mouth; fuck my face.” He began thrusting again, going a little deeper each time. My oral on him a few minutes ago had allowed me to relax my throat a bit, so I was in a position where I could accommodate his seven inches.
“Can we do that thing where you hang your head over the side of the bed?’
“You bet.” I’d actually wanted to try this for some time now anyway. He got up off of me and I moved over the edge of the bed, and allowed my head to hang back off of it. It was weird looking at the room upside down. I’d never done oral on a guy like this before, though I had practiced on Nikki’s strap-on a bit when I was learning how to do deep throat. My head was too low to get a good angle on him, however, and we had to stop and collect some pillows to put under my neck for him to be able to penetrate my mouth without having to assume a weird, contorted position with his knees. “If I tap you, stop and pull out, okay?
“Okay.” As he pushed his cock deep into my mouth, into my throat slowly, I was thinking to myself what an interesting view this is – the underneath of a guy’s cock and nuts. It was interesting to see the guy’s nut sack coming at my face in this position. He slowly built up some rhythm and I felt him grab a hold of my tits. His speed gradually increased to the point where he was basically fucking my throat as if it were a pussy. Being in this position allows me to open my throat up a bit more and, thus far anyway, I hadn’t gagged on him.
I tried to time my breathing so that I could inhale when he was withdrawing. That sounds wonderful, but is a bit harder than it might seem at first blush. The thick, slippery mucus that is produced when you’re doing deep throat work tends to accumulate in your mouth, making it a bit difficult to get good air passage around the cock at times. Still, I was able to accommodate him without too much of a problem. The practice with the fake ones appeared to have paid off.
“This is a fucking incredible sight, to see my cock sliding in and out of your mouth.” I tapped his leg and he pulled out for a second so I could catch my breath, and then grabbed his legs and pulled his cock back into me. He once again grabbed my tits and began playing with them and he shoved his cock deeper into my throat. He began grunting a bit, “I’m gonna cum.” He tried to pull out but I had my hands wrapped around his legs and kept pulling him into my mouth. As his orgasm built, he began thrusting deeper into my throat, and eventually that first shot of cum shot out. It’s tough to close your throat to prevent cum from going down it with a cock in it. I just stopped trying to breathe for a few seconds as he continued to thrust into the back of my throat. I could feel the spurts of cum going into my throat and sliding back onto the roof of my mouth. The result of gravity, no doubt.
When he was done he slumped over for a second, and I had to tap him again to get him to withdraw his cock from my mouth. When he did, I turned over and had the presence of mind to not try to swallow and breathe at the same time, knowing that would cause me to choke. So I hung my head down to allow the cum to move to the front of my mouth. I turned toward him and opened my mouth and showed him the load he’d just deposited in my mouth, then smiled and took a deep breath, threw my head back and swallowed. I could tell by the look on his face that he was impressed with my performance. “For someone who’s never done this before, you sure seem to know what you’re doing.”
I laughed. “You’re just the first person I’ve charged to fuck me, not the first person I’ve fucked, dude. I’ve even taught people how to suck cock before.”
“No doubt.”
We chatted for a few minutes about a bunch of random stuff to give us some time to recover. Then I began going down on him again to resurrect his cock to its previous state of hardness. “Do you mind if I practice something on you?” He got a look on his face that was a cross between puzzlement and concern.
“Like what?”
“I want to try putting on a condom with my mouth.” I reached over to the table and grabbed a condom and began opening the package.
“No, go ahead. I’d like to see that.”
I pulled the condom out, pinched the tip of it and made sure I had it facing the right direction, and put it in my mouth behind my lips, then moved over to his cock again. As I went down on him slowly, I could feel my teeth scraping the condom as it went down. I knew that wasn’t good, and when I withdrew him from my mouth, I could see scrapes on the condom wall. First time was a failure. “Let’s try that again.” I pulled out another one and tried it again. This time I made a more concentrated effort to keep the rolled edge of the rubber outside my lips, and succeeded in getting it all the way down his cock.
“Impressive.”
I reached over and grabbed my bottle of Astroglide, squirted some in my hand and lubed his gloved cock up, and then repositioned myself and slowly slid down on the hard rod. I love fucking a guy in the cowgirl position, chiefly because I can grind my cunt into his pubic bone and make myself cum. I spent a few minutes fucking him, just moving up and down on his cock. I leaned forward and hung my tits right over his face and let him lick and suck them. He playfully bit at my nipples, sending little shivers through my entire body. I wish I’d had my nipple piercing still, so he’d have had something else to play with as well.
I leaned down and whispered in his ear, “I’m going to cum on you. Is that okay?” I wanted him to know that I was going to use his cock to make myself cum.
“Fuck, yeah.” He began thrusting with his hips to match my hip movements. Within just a few seconds my already heightened state of arousal began to morph into that climb to an orgasm. As I ground my pussy into him, he grabbed my hips and used them as a fulcrum to push his cock even further into me. My orgasm built and then it let go; it was pretty easy to tell. I’ve never been the quietest person during sex. I’m not sure if anyone was in the rooms next to us, or for that matter, if anyone was passing by outside. If they were, they had no problem discerning what was taking place in Room 107, though.
As my orgasm subsided, I laid down over him and rested for a minute. He ran his hands up and down the length of my body, raising chill bumps over my entire body. After I’d recovered for a minute or so, I was ready for the next step. “I need your cock in my ass.” I moved up off of him and got into the doggy position as he moved around to my rear.
“You have a gorgeous ass,” he said as he slapped it with his open hand.
“Well, stick your cock in it and fuck it.” I felt him place the head of his cock at the puckered little entrance to my rectum and begin pushing in. “Put a little lube on it.” He reached over and grabbed the bottle on the desk and squirted some in his hand and began rubbing it on his cock. All of the sudden I felt this cold substance running down the crack of my ass. He’d positioned the bottle over my butt and was dribbling a little bit out of it onto my little pucker. I reached around and stuck my finger in my ass and finger-fucked myself a minute or so to get the door open for him. “Alright, try it now.”
Once again, I felt him begin to push in. I relaxed my anal muscles and pushed out a bit to help him get in. As the head of his cock pushed past the entrances, my asshole collapsed around his cock to grab a hold of him. He pushed in slowly and then withdrew a bit, and repeated this a few times until he was able to get his entire length in my butt. I assumed the “face down, ass up” position that always works for me for anal. It also allows the anal muscles to tighten up a bit more on his cock, heightening the feeling for him as well.
“Fuck me. Fuck my asshole.” God, it had been so long since I’d had a real cock in my ass. It brought back memories of my very first anal at 16 – the orgasm I had then caused me to literally almost pass out. The feeling of being full, followed immediately by a withdrawal, resulting in a feeling of emptiness is intense. To me, anyway. I reached under and began masturbating myself, and within a few seconds felt another orgasm building. I could tell this one was going to be even stronger than the one I’d had a few minutes before. “I’m going to cum again.”
“Come on, bitch.” The waves of my orgasm overtook my body with a force I hadn’t felt in quite a while as he fucked my asshole. I don’t know how loud my moans were. Quite frankly, I was too focused on the feelings in the lower half of my body to worry about how much noise I was making. I pushed my face into the pillow in an attempt to muffle the screams. It was apparent that he wasn’t terribly experienced in this area since he continued to pound away at my ass while I was cumming rather than timing his thrusts with my orgasmic contractions. Oh, well; no matter. This is about him, not me.
As I came, I slowly slid down into a flat on my tummy position as he continued to fuck my ass from above. This allows a guy to use his full body weight as a force behind the penetrations, which makes ass fucking even more intense than it otherwise is. Once my orgasm subsided, I continued to squeeze my asshole in rhythm with his thrusts. Apparently this worked well for him because after about a dozen more plunges, I could feel that adjustment in speed that, in my experience, portends a guy cumming. “Cum in my ass.” I began squeezing my anal muscles harder to coax his white sticky liquid out of that rock hard cock he was shoving deep into my rectum. I was still feeling the afterglow from my orgasm, and the thrusts and anal contractions were magnifying that even at this point.
Finally, he came. He collapsed onto his knees and began using his hips to thrust himself as deep into my butt as he could get, burying his cock to the hilt. With each ejaculation, I could literally feel the contractions of his cock in my asshole. After about a half dozen waves, he slowly slid down on top of me and off to one side. I rotated with him so he wouldn’t just plop right out of my ass, and once we’d adjusted, I gently squeezed my ass muscles as I pulled away from him. I got up and took the condom off his cock and threw it into the trash, then crawled back onto the bed and snuggled up next to him.
“That was the strongest orgasm I have ever had. No shit. God damn.”
“Well, I’m glad you enjoyed it. I had a pretty strong one, too.”
“Are all hook….escorts this good?”
“Quite honestly, I don’t know. I doubt it. Most of them just do the quick, get it over with sex and that’s the end of it. I hope I don’t get to that point.”
We spent several more minutes just chatting about random stuff. He wanted to know why I didn’t have a boyfriend, but I explained that I wasn’t going to get into my personal life. He understood the need for me to maintain a separation between my private life and my professional life. He also explained that he couldn’t afford to keep seeing me. I understood that. Coming up with $300 - $500 every few days wasn’t the easiest thing to do. I explained to him that my rates were going to be a bit higher once I moved to San Francisco. “I think you’ll be worth every penny of it. Quite honestly, I always wondered how girls could charge that kind of money and people pay it. But if you’re any indication of what most girls are like, then I can see why.”
“Well, thank you. I appreciate that.” Having someone tell you you’re a good fuck is very affirming, even if you are being paid to do it. More so, in fact, as I see it because they know you’re not fucking them because you like them. We spent a few more minutes talking, and then began getting dressed. I picked up my keys and the envelope and headed out the door.
“Thank you for the good time,” he said, almost plaintively.
“You’re welcome. Thank you for being a nice, likeable guy for my first job. You really made it easy for me. Good luck.” I shut the door behind me and walked to my car.
I am, of course, aware of the fact that I enjoyed the sex the past couple of weeks largely because it has been two good years since I’ve fucked a man. I knew that not all of my clients were going to be this good, this kind, and this easy to get along with. But at this point, with just these two appointments to judge against, it seems to me as though this is something I’ll be able to do on a professional basis. I was $800 richer for about two hours worth of work. Once I started charging my regular rates, I should be making some good money.
My First Client
April 11, 2008
I went home and took a quick shower, sat down in front of the TV and went back to reading my e-mails. Three months later I was still getting random, spurious e-mails from guys who’d responded to my original Craigslist ad. Most of them were just shots in the dark as far as I could tell. Other than explaining to them I’d found someone to take care of the original facial request, I hadn’t said a word to the majority of them, and I couldn’t figure out why they kept sending me the e-mails. As luck would have it, though, one had come in between the time I’d blown the guy this afternoon and the time I sat back down. It is an excellent example of what I am referring to.
“After that discussion about the facials, I want random sex. Let’s just meet and let me pull down your panties, lick your pussy till you cum, then turn you around, bend you over and fuck you until I cum. Which cheeks would you like to feel my warm cum splash on?”
I had done nothing more that respond to this guy’s original query about the ad with “I’ve already found someone to take care of this. Thanks.” He’d taken the liberty of sending photos of himself and his erect cock with his first e-mail, though. I went back and looked, and he was quite attractive – a middle aged guy in his late 30s, perhaps. I thought for a few minutes, and then typed out a quick reply. “Are you willing to pay for it?” I actually figured he’d reply that he didn’t want to pay for sex. But, this was Craigslist of course.
“Well now, that’s an interesting question. I know that everything I value comes with a price. What do you have in mind?”
Shock. What do I say to him now that my bluff has been called?
I had already kind of entertaining the idea of experimenting with some guys before I began my “official” work as an escort in San Francisco. I didn’t want to go into it in a strange place without any experience doing anything like this before. Sure, the facials and blowing the last guy was one thing, but actually going to meet someone to fuck them for money was the ultimate first step as I saw it. And up to this point, I’d only really thought about finding a guy who propositioned me at work. That happened quite a bit, and I really didn’t know if I’d actually go through with it until it happened.
I figured I may as well play this one out, though, to see what might come of it. I replied, “Well, guys have been paying $100 to cum on my face lately, so if you want to actually fuck, I think $200 seems reasonable, don’t you?” I attached a couple of photographs so he’d have some idea what I looked like.
“Well, I like what I’ve seen, but for that I’d like to be able to take my time and enjoy you. You are a very lovely woman and I’d like to seriously enjoy your body. Can we talk an hour or so for that price?”
“I don’t have a problem with that. What part of town are you in? You want me to come to you or you wanna meet me somewhere? And what do you mean by “enjoy”?”
“Enjoy… I really love a fit woman’s body. You look to have a very nice figure and soft skin, so I want to touch and taste and enjoy it. If you can’t host me, we’ll need to meet somewhere.”
“What part of town are you in, and do you know a good, inexpensive hotel near you that we can use? If we go that route, you might get a bit more than an hour. I won’t be a clock watcher.”
“I’d enjoy that. I’m in Pembroke Pines, so I’ll have to see what I can find. Can this be a GFE and can I pop more than once?”
“Sure. If you want to add $100 to it, you can have a PSE - anal, rough face fucking, etc. Your call. Just let me know so I can plan accordingly.”
“You’re too pretty. I just want to touch, lick, suck and fuck you and have you do the same to me. I have meetings all day tomorrow. How does late afternoon on Thursday work for you?”
“Haha! Okay, whatever works for you.” I explained that I have classes on Thursday afternoons, and that we’d need to find a day next week for the rendezvous. He indicated that he’d get back to me, which he did a few hours later.
“I thought about it this morning and I’d like to offer you a different proposal. Let’s look at the little rougher and nastier sex, but let’s go ahead and make this a true play date that you just happen to get paid for. Let’s say $250 for a couple of hours of play, but let’s make it something that you really enjoy, too. I like being dominant sexually and you seem to like to be submissive, so let’s just play in a way that gets us both off. As an example, we could play that you are my new slave just being delivered and I need to inspect you and try out, punish you if you don’t do as you are told, etc. I’m open to any scenario that turns you on. What do you say?”
“$250 for two hours is a bit too low for two hours of sex play, I’m thinking. I’m certainly open to that kind of scenario, but for two hours, you’re going to need to come up with some more money!” I may be becoming a whore, but I’m not going to be a cheap one. He countered with $300.
“I can live with that, I guess. You’ll need to bring some condoms - don’t forget those. Let me know how you want me to dress, too.”
“How I would like you to dress? I love the school girl dress with the white button blouse look, and I love the really short skirt with a tight see through top. Let me know what you have. I’ll bring condoms. I hope oral is bareback, though.”
This was to be the first significant decision I was going to have to make as a new hooker – oral with or without condoms? It didn’t make sense to use condoms for vaginal or anal sex and not oral, since anything you had would likely be transmitted orally anyway. Still, the thought of sucking a latex covered anything was…less than appealing. I knew I’d have to get over that for my own safety, but I elected to forego it this one time. “Bareback is fine with oral. Did you decide if you wanted the GFE, or the PSE?”
“As far as rough or GFE, I’ll like to know from you what really turns you on. It would give me the most pleasure if you were aroused by what we did. That’s the biggest turn on for me.”
“Well, it’s your money, so you’re the one who makes the call on what you want. I’ll be aroused regardless. If you want the softer, sensual GFE, then that’s what you get. If you want the hardcore PSE, then you can have that as well. You get what you pay for.” I had already decided that, for the time being, I wasn’t going to have many hard limits. Nothing involving shit, animals, or anything patently illegal, but unlike some women, I wasn’t going to say no to anal or water sports, no kissing, no this, no that, etc. I am there to service the client, and he or she had purchased my time, so I was going to do what they wanted to do, by and large. At this point in my journey I didn’t see any need to put limits on anyone, and I enjoyed anal sex, rough sex and even watersports to a degree. That may change; we’ll see.
We continued to work out the finer details of where, when and what he’d want do to specifically. He wavered back and forth between soft, sensual girlfriend experiences to the hardcore, rough fucking porn-star experience. I explained that it was his money and he’d get whatever he wanted to pay for, regardless. He finally settled on a fantasy, stripper/lap dance, GFE-kind of fantasy. So we set it up for a nearby hourly hotel not too far from the house.
“You do realize you’re going to be my first, right? I’ve let guys cum on my face for money, but I’ve never actually fucked someone for money before. ”
“Actually I kind of guessed that, and I’m really looking forward to it. I think you will be wonderfully fresh. Thanks for doing this for me.”
I spent the next several days running through all kinds of scenarios in my head – how things might play out, would he do this, would he do that, would I be turned on or not, etc. While I knew superficially that I felt comfortable with doing this, it was still an inner struggle with myself fighting against that societally-ingrained image of how “wrong” it is to be fucking someone for money. I had done tons of research on it, read every book I could get my hands on about it, and written all kinds of papers supporting the legalization of prostitution. And of course I’d even been relatively comfortable taking money from guys who wanted to cum on my face. But it was still tough to overcome what 20+ years of indoctrination had taught me about it when I was going to be spreading my legs and allowing someone to penetrate my inner sanctum. That was one reason, I decided, that I needed this trial run – I needed to make sure I was going to feel comfortable taking a stranger’s cock before I actually started putting myself out there as a professional.
I spent Wednesday randomly exchanging e-mails with him about the upcoming festivities. He was nice to chat with, and that made me feel a bit more comfortable about it. Still, I was a bit anxious – a perfectly normal reaction as I saw it. As the afternoon wore on, I was surprised that I was already getting wet in anticipation of what was to come. I took a shower, fixed myself up, got dressed, collected my music and prepared myself mentally for what was to come.
At the appointed time, I drove to the hotel. It looked for all the world like the archetypal “hourly motel” you see associated with prostitution on the news and in the movies – a sort of run down, one-story U-shaped structure with a facade that looked like attention to detail on the part of the maintenance staff had long since been fogotten. I wondered to myself if he’d patronized this place before. It dawned on me that this wasn’t exactly an auspicious beginning to my career as a paid sex provider – certainly not the glamorous five-star hotel that I had in mind when I first gave serious consideration to doing it. But, I told myself, this is a trial run, not the real deal. I pulled into the parking lot and found the room number he’d texted me. His truck was sitting in the parking lot so I figured he’d already be in the room waiting for me. I knocked and he opened the door. “Hey.”
“I honestly thought you wouldn’t show up.”
“Why’s that?”
“I just figured you were too hot to really be doing this kind of work. Don’t get me wrong, I’m glad you did. God, you’re gorgeous.”
I laughed. “Thanks.” We bullshitted for a few minutes, and then I suggested he get comfortable in a chair that was situated next to the cheap little table they had in the room. As he took his clothes off, my first thought was that it’d be nice to be bent over that table while being fucked. But I had serious doubts about whether or not the table was going to hold my 120 pounds up with someone pounding away at me. He sat down as I found an electrical outlet to plug my boom box into for the dance.
I popped the CD into the boom box and set it to play one of my favorite pieces to dance to, NIN’s Closer. As the music started, I walked over and began dancing in front of him, slowly disrobing one little piece of clothing at a time. I’d worn my school girl outfit – a thin white button-up and a very short mini-skirt, and had my hair up in pig tails just as he’d requested. I turned around and wiggled my ass about 4 inches from his face – close enough that he’d be able to smell my scent. He licked and lightly bit my ass and then slapped me on the right butt cheek rather smartly.
As the song wore on, I continued taking clothes off and dancing around him, occasionally grinding on his lap. Once I had my top off, I put my tits right in his face and let him suck and bite my nipples for a few seconds. I grabbed his head and gave him a long, sensual kiss.
I got back up and danced on, teasingly removing the little wrap that I called a skirt. I slowly slid my thong down around my ankles, and kicked it off into his lap. “You can keep that when I leave.” I put my right foot up on the back of the chair behind his head and began masturbating less than a foot from his face just as those infamous words came out of the box, “…I want to fuck you like an animal.” A couple of years of using Closer as a favorite lap dance song had allowed me to time that just right. He started to move toward me, but I pulled back. “Un, unh. Not yet, my horny friend.”
After a few more minutes of dancing as the song wore down, I finally leaned back on the table, spread my legs apart and reached down and started masturbating myself again. He observantly took this as a sign to move in, and got out of the chair onto his knees and moved over to where his face was even with my pussy. I took my index and