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.
Posted by Alexa | Filed Under Erotica, Work
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5 Responses to “First Client - Part Deux”
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Excellent as always.
Aside from the sex stuff, good to see proper writing too.
Alexa –
You’re quite simply the most compelling creature I’ve ever discovered. You throb with ecstasy and approach this with the eye of a finely cultured slut — which is something I always appreciate!
I may find myself getting lost in your words again and again…
- nina
Concrete, I’m glad you enjoy the writing.
And Nina, I can honestly say you’re the first person who’s ever told me that I “throb with ecstasy.” I’ll have to remember that. lol
[...] my post last month about my second outing as an official whore, I made a reference to being throat-fucked. Throat fucking is face-fucking’s debauched big sister [...]
I just realized I never commented on this one. Hot, hot, hot! I think you actually gave him the ‘pornstar+girlfriend experience combo’, (or two for the price of one!) cuz you were so into it.
Lucky bastard…