Play Ball - My First San Francisco Client

July 6, 2008

“Mike” completed the online application a couple of weeks ago, wanting to be my first appointment after I started accepting clients in the San Francisco area.  After I verified his identity, we began e-mailing back and forth so that I could get to know him a bit.  Some providers prefer to talk to people on the phone first, some prefer to e-mail.  I am one who prefers e-mail first because the way someone expresses themselves through writing gives me some insight into how their mind works, and I can gauge from this whether or not the potential client might be a good fit for me. After exchanging e-mails for a few days, he seemed pretty cool, so I called him and we set up the appointment.

He knew of my interest in baseball, and as a Giants fan, he suggested that we might go see a game as a way to break the ice and spend some time together.  Since he wanted to spend some quality time after the game back at his hotel, we mutually agreed that an 8-hour appointment would probably work best.

Unlike with my first professional fuck, I wasn’t nervous and didn’t have butterflies tumbling around in my stomach for days before this appointment.  I had already proven that being paid to fuck wasn’t going to be a problem to me, and through our conversations, I’d become quite at ease with Mike.  So up until the time I left my apartment, I really wasn’t anxious at all; it seemed, well, like a normal date, actually.

I got in my car and drove the few blocks to the Westin Hotel where he’s staying this week.  I drive up, hand my keys to the valet, get my ticket and walk through the front door into the hotel lobby.  This Westin is a very luxurious place.  Wow.  I remind myself of the words of other escorts who’ve walked through these spaces, and the instructions they’ve written about how to do it without attracting attention:  Make sure you know the way to the elevator so you won’t look like a hooker looking for a way up to the client’s room, walk like you know what you’re doing and like you have a reason for being there, and try to avoid catching the eye of security.  That last one is going to be hard to do dressed like I am - everyone turns their heads to look at me.  Mike had asked that I wear something “drastically sexy, but not slutty” for the game.  I’d chosen a black lace, midriff-bearing halter, a pair of low-rise Express jeans and a pair of wedges.  I had a good six inches of skin exposed.  I was wearing a long sweater over it, but it was still fairly easy to see that I was dressed to attract attention.  That’s what he wanted, though - arm candy for the night.

I hop on the elevator with five other people, including one of the bellboys.  I wonder in the back of my head if any of these people can tell why I am here.  I know they probably can’t, but the thought invades my mind nonetheless.  I get out on the appropriate floor, walk down to his room, and knock lightly on the door.  The wait for the answer seems interminable, and of course, now that I’ve arrived at his hotel room door, the little flutterbies hit me and I even feel a bit faint. God, this is my first serious job.  Just hurry up and open the door already.  The door pops open.  He is a nice looking man, in his late 30s, well groomed and with an air of confidence about him.  Just as he’d described and just as he’d come across in my conversations with him.  He’s dressed nicely, in a polo shirt and a pair of khakis; perfect for a baseball game.

“Alexa?”

“Yes.  Hello, there.  It is nice to finally meet you in person.”  As I walk in the door, I kiss him and immediately begin to look around.  I spy the envelope containing my fee on the table.  “Let me take care of the business end of this first and get that out of the way, and we can spend the rest of the afternoon and evening enjoying each others’ company, okay?”

“Sure. The bathroom is there on the right.”

I pick up the envelope and walk to the bathroom.  Once inside, I open the package up and count the money.  The envelope contains thirty $100 bills and another $65 to cover the cost of valet parking at the hotel.  It’s all there.  I put the envelope in my purse, take care of a couple of personal security issues, use the bathroom, wash up, and head back out.

“Do I look suitable for you?”

“Of course you do, but your photos don’t do you justice.  Wow.”

“Well, aren’t you a sweety?”  I walk over and kiss him once again, this time with a bit more intensity.  As I slide my hand down to his crotch, I whisper in his ear, “Would you like a little preview of things to come?” He blushes noticeably.  How endearing, I think to myself.  Though he’s probably ready to head off to the game, I thought it’d be nice to give him something to think about during the four hours or so that we’ll be there.

“I think it’d be foolish to refuse such an offer.”

I resume kissing him as I unbuckle his belt, unbutton his pants, and slide them down, along with his underwear.  I slide down to my knees, take his flaccid cock into my mouth and begin teasing it with my lips and tongue.  He wastes little time getting hard, and I begin one of my famous hands-free blowjobs.  His cock is slightly larger than average, perhaps seven inches long and of good girth, just the right size I think to myself.

I look up at him and gaze into his eyes while I am going down on him - eye contact is so important for making the experience more erotic for a man, and I want him to know that I am enjoying having him in my mouth.  After just a few minutes, I can tell he’s approaching the point of no return - his breathing gets heavier, he starts making those little guttural grunts people subconsciously make when they start down that road to an orgasm, his hips start to move back and forth as if he wants to fuck my mouth harder, and he puts his hand on my head.  Finally he cums, and, like the professional little slut that I am, I swallow every drop of it without missing a beat.

“Jesus Christ.  That was intense.”

As he comes down from his orgasmic high, I finish cleaning up his cock, and help him get his pants back up.  I walk back to the bathroom to rinse my mouth out, and return to find him still putting himself back together.  “Are we about ready to go?”

“I am now, yes,” he says with a big grin on his face.

We both laugh and head out the door.  We go down to the garage and get in his car (a silver, high-end BMW, very nice indeed), and drive to the stadium.  AT&T Stadium is only a few blocks away, though traffic increases the time it takes to get there exponentially.

I’ve been to a handful of professional baseball games, mostly in Atlanta, and one in Philadelphia.  The electricity of a baseball crowd has always infatuated me, and this one is no different.  As we walk from the parking lot to the gate, I am aware of looks and stares being directed at me, though I am not really dressed much differently or any more provocatively than many other females in the crowd.  Maybe I am imagining things.  Though I am holding Mike’s hand and it appears we’re a couple, I still subconsciously wonder if people can tell why I am really there, and I wonder to myself if I’ll ever overcome that feeling.

We get in and find our seats.  They’re very well situated, down at field level along the first base line behind the dugout, about 10 rows back from the wall (in Section 107 for those familiar with the park).  We’re there about 45 minutes before the game starts, so we watch the players taking batting and fielding practice for a few minutes, chat about random stuff, including the chances of the home team winning tonight (which we collectively decide is practically nil).

“Would you like anything to eat or drink?”

I am a bit hungry, so we head off to the concession stand, where I get a hot dog (I love concession hot dogs!), a bag of chips and a diet Coke.  We spend the time before the game chatting about a variety of things, but mostly my newness to San Francisco and about baseball.  He asks how I got interested in the game and I go into this spiel about my parents taking us to games when we were little, and my watching it on TV growing up.  We always had TBS, and they were always playing Atlanta Braves games, so I became a fan, mostly because of Chipper Jones!  Ha!  We talk a bit about the Braves and their history, and the fact that, sadly, they always seem to choke late in the season.  Interestingly, this year, the Giants have a worse record than the Braves do at this point.

Finally, it is time for the game to get started.  We settle in and things get pretty bad for the Giants right off the bat (so to speak).  The Dodgers score two runs in the first inning, and it stays that way most of the game.  The Giants don’t score until the bottom of the 6th, and then it is only one run.  During the game the score flashes up that the Atlanta Braves lost once again (6-1, to Houston).  Dammit.  The Giants score again in the bottom of the 7th, tying the game up, and the crowd goes ape shit.  Miraculously, they go on to score three more runs, and win the game 5-2.  No one really thought they’d win because the pitcher’s record was like 3 and 12 or something.  Anyway, there is much celebrating.

We hang around for a few minutes to let the majority of the crowd get out of the way, and then leave ourselves.  We get back in the car and begin the long, arduous process of creeping through the traffic to get out and head back to the hotel.  It’s about 9:15, which means he has me for another three hours or so.  After a few minutes of inching our way toward the edge of the parking lot, we’re clearly not going anywhere in a hurry, so I figure I may as well find a way to kill some time.  “I’ve never given road head before.  Does it count if you do it in a line waiting to get out of a parking lot?”  He looks over at me as if in disbelief.

“Does it matter if it counts or not?”

“Not really.”  I reach down and unzip his pants and reach in to pull his cock out.  It had already started getting hard and that made it a bit difficult to get it out.  I am finally able to free him and move my head down and take his fully erect cock in my mouth once again.  Giving head in this position, in his car, is a bit more…problematic.  The fit is, shall we say, tighter.  Regardless, in between moving his foot back and forth from the gas pedal to the brake, he appears to be enjoying what I am doing, and within a few minutes he cums again.  A horn blows, refocusing his attention on moving up the few inches necessary to placate the asshole behind us.  I quickly swallow and begin cleaning up my mouth while he re-situates his cock into his pants.  I wonder out loud if the couple in the car next to us in line realizes what I was doing?

We spend the next 15 minutes or so in parking lot traffic and finally break free.  We eventually make it back to his hotel around 10 PM and head back up to his room. I head to the bathroom to freshen up and return to him. He offers me a drink, and I ask if he has any sodas available, or perhaps some water.  He hands me a bottle of water and we spend about 30 minutes talking about random stuff, including my school background and what I want to do with my graduate degree when I get done with it.  I can tell he’d like to ask about my work, but I explained to him before our meeting that that subject was off limits, and he respects that.

Finally, I reach over and give him a slow, lingering kiss.  “Why don’t we get a bit more comfortable?”

As he begins removing his clothes, I explain to him about safewords.  “Basically, you can do anything you like, ask for anything you like.  We can take it as easy as you want, or as rough as you want; I am open to just about anything.  If I use my safeword, then you know it is getting to be too much for me, okay?”  I give him my safeword.

“Anything?”

“Within reason, yes.  If you’re unsure, just ask.” I have to attach that qualifier to it; I never know what someone else’s idea of “anything” might include.

“Do you do anal?”

“Yes, I do.”  I take off my top, and pinch and play with my nipples, giving him his first full view of my boobs.  He seems happy enough, so I start taking off my pants as well.  Soon, I am standing there in front of him, naked as the day I was born. I move into him and begin kissing him again.  He puts his arms around me and reciprocates, and then begins kissing down my neck, and down to my chest.  When he reaches my chest, he begins lightly biting and sucking on my nipples.  This sends a tingle down my spine and raises little chill bumps on my skin.  He gets tickled at this.  I push him back into a sitting position on the bed, straddle his lap and continue kissing him.  I can feel his cock begin to harden under me.

He then decides he want’s to be the aggressor, turns and pushes me back onto the bed and begins to crawl in between my legs.  I know where he’s headed so I grab my knees and pull my legs apart, opening myself up to his tongue, his lips, and his teeth.  He’s very confident, lightly biting at my clit, sucking it and massaging it with his tongue.  I can tell he’s got some oral skills.  I’ve always cum easily, especially when someone who knows what they’re doing is at work, and this case is no different.  My orgasm comes rather quickly in fact.  I can sense that his success has emboldened him a bit.

“Are you ready to fuck me?

“God, yes.”

I reach over to the table and grab a little package, and open it up to reveal a condom.  I pull it out and roll it over his erect cock, lie back, and guide him toward my entrance.  He positions himself over me and slowly pushes in, and then commences to fucking me.  I reach around and grab his ass and pull him into me.  “Yeah, that’s it.  Fuck me.  Just like that.  Yes.”  God, it feels good to have a cock inside me.  He slows down for a minute and then looks down to where we’re joined to admire himself going in and out of my cunt, and then picks up the speed again.  I counter with pelvic thrusts of my own.

“You know, I’m not going to last long at this.  Do you mind if I put it in your ass?”

“Not at all.”  He pulls out, and reaches over for the bottle of lube on the table, and begins dripping it on his cock.  I squirt some on my finger, reach around and push it into my asshole, not so much to lube it up as to make sure the little hole is ready to be penetrated.  I was glad I’d given myself an enema before I left tonight.  I always do that because I never know when a client will want anal penetration.  I turn around on my hands and knees with my ass facing him.

“I love your tattoo.”

“Thanks.  It was actually my birthday present to myself on my 18th birthday.”  I feel the tip of his cock at the entrance to my back door, and he slowly starts to push in.  It is fairly easy to tell that he’s not as experienced with this kind of sex as he has been with our other activities.  “Grab a hold of your cock and push it in sloooowwly.”  As he does that, I push back on it, and it slides in.  That momentary spasm of pain tells me the head is inside.  I let out a little grunt, mainly for his benefit.

He begins thrusting, slowly, back and forth, pushing his cock deeper into my butt with each successive penetration.  I don’t know why, but I have always been comfortable with anal sex.  It has never really hurt me like it has some people and I am very grateful for that at this particular point.  Eventually he bottoms out and then begins thrusting harder. I lean up and pull his hands from my hips and put them on my tits.  “Fuck my asshole.  Fuck it with that big cock.”  He kneads my tits as he continues his thrusting, and uses them to pull himself into me.

Within the space of about two minutes his grunting tells me that he is on the verge of cumming again, so I start squeezing my anal muscles in rhythm with his thrusts.  This sends him over the edge and he cums in my ass.  I reach around and put my arm around his neck to help stabilize the both of us as his final thrusts empty his cock into my rectum.  As he comes down, he kisses me on the neck.  I go back down into a doggy position, and he falls softly over my back, spent.

As we lie there I playfully squeeze my asshole around his cock a couple of times, which makes him laugh.  He gets up and pulls out, removes the condom, and goes to clean himself off.  I clean myself off as well and when he returns, he finds me lying on the bed on my back, masturbating for him.  He still has a little under an hour left of our time, and I plan to make it worthwhile for him.  Perhaps it is just my naivete at this point, but I feel if someone shells out three thousand dollars for an evening with me, they deserve as much as I can give them, especially if I am enjoying myself.  And I am.

“Have you ever watched a woman masturbate before?”

“I can’t say that I have, really.  Except in pornos.”

I continue playing with myself for a few minutes.  “Do you want to help?”  His face brightens up as he moves in between my legs and begins tongue-fucking my cunt again.  Again he demonstrates his prowess and I let him enjoy himself.  I grab some hair on his head and gently grind my cunt into his face.  Once again I find myself on the verge of another orgasm, and allow myself to just let go. The orgasm overtakes me and I try to suppress my groans so that we don’t attract the attention of his neighbors.

As I lie there recovering, he allows his hands to wander up and down the inside of my thighs.  “You have such gorgeous skin.”

“Thank you.  I try to take good care of myself, though if truth be told I probably spend more time out in the sun than I should.”

“Well, the tan really works on you.  I notice you don’t have any tan lines, either.”

“No, I don’t like tan lines on me, so most of the time I spend in the sun is sans clothing.”  We just lie there, both of us naked for a few minutes, just talking about random shit.

“Well, I’ve had a really good night.  My team won, and I’ve had three orgasms.  I can’t say that I’ve ever had that much success in one evening.” We laugh as we get up and begin cleaning up.  I get dressed, gather my belongings, and call down to the Valet Desk to have my car brought out.

We spend a few more minutes talking, and I finally tell him it is time for me to leave.  I give him one last kiss.

“You know, I’ve been out with I think about eight escorts now here in the city, and you are easily the most remarkable young woman I’ve had the pleasure of being with.  I just felt so…comfortable I guess is the word.  I still can’t believe this is your first time.”

“Well, thank you for that.  I appreciate your saying that; it makes me feel good.  I’ve always had a knack for making people feel comfortable around me.  I don’t know what it is; maybe it is my genes or something.”  We both laugh.

“I hope you’ll allow me to see you again in the future.”

“Absolutely.  I had a great time.  You have my number; just give me a call whenever you’re ready to see me again.  Especially if the Giants play the Braves.  Ha ha!  See you later.”  I give him another kiss and wink at him as I walk out the door.

I take the elevator down to the lobby, and walk out to find my car waiting for me.  I pay the valet charge, get in and drive back home.  I walk up to my apartment, go in and immediately pull out the envelope, and lay out the money on the desk in front of me.

“Wow.”

Comments

18 Responses to “Play Ball - My First San Francisco Client”

  1. Ally on July 6th, 2008 1:56 pm

    Wow, indeed. And, I’m not talking about the money!

    You add a personal “touch” to your.. dates. I think that’s why you’ll constantly be giving the guys (and girls) much more than they expect. That extra… Je ne sais quoi. The lucky fuckers.

    It sounds like you had an awesome time. ;-)

  2. Iman on July 6th, 2008 1:57 pm

    Wow.
    Wow indeed!

    That’s so amazing. I’m really glad it was a good experience and it seems like he’s a nice guy too. What have you paid for now? The first year of grad school with 8 hours? Nice! lol

    p.s. that’s pretty darn hot!

  3. Phil on July 6th, 2008 2:17 pm

    You covered all the bases with your great story. Reading it gave me a hardwood bat… You are becumming America’s new National Pastime.

  4. Keeley on July 6th, 2008 7:05 pm

    Sounds like it all went really good! I’m very pleased to hear that. I didn’t doubt you at all but I think there will always be a sense of worry for me.

  5. Pages tagged "ball" on July 6th, 2008 8:01 pm

    [...] bookmarks tagged ball Play Ball - My First San Francisco Client saved by 1 others     narut0247 bookmarked on 07/06/08 | [...]

  6. blackdog on July 7th, 2008 12:27 am

    you threw a ‘perfect game’ there, just like I knew you would…

  7. Shannon on July 7th, 2008 3:35 am

    Sounds like YOU had a successful night as well! I’m glad.

  8. AtlantaBondage on July 7th, 2008 5:01 am

    On non-sex-related note - I spend enough time thinking and posting images about that, Myself… (plus I don’t see any bondage or S&M mentioned above - *yawn*) I bet you weren’t able to catch Atlanta’s 17th inning win over Houston last night in San Fran - love that town, by the way. The game started at noon and after an initial rain delay plus the extra innings wasn’t over until around 8:00 or so. So, good thing for the client that you weren’t on an eight hour date with ballgame included here in Atlanta. :)

    I find something incredibly honest about being paid to fuck - as desired - and being paid to be a great date. Men often spend money on dates and ultimately to get sex from women they don’t plan on marrying anyway. They may as well go out with a pleasant, sexually self-actualized, piece of delightful arm candy with great oral and anal skills.

    I enjoy you writing about your self-consciousness over how you may be perceived by others - if they know you’re a “pro.” I’ve had girls meeting Me at a hotel - the Westin in Atlanta in one example - for a BDSM session in which I made them dress overtly sexy, valet park, make that same walk and then the return trip when I was done with them that commented on the same feeling even though they weren’t receiving the same form of payment. I gain some level of pleasure from the experience making them feel to other like a whore. Of course, I like whores.

    -M

  9. Flynn on July 7th, 2008 8:27 am

    Wow, it was really interesting to read. Thanks for sharing ;)

  10. Alexa on July 7th, 2008 9:05 am

    M,

    So, good thing for the client that you weren’t on an eight hour date with ballgame included here in Atlanta. :)

    That would’ve been interesting. I supposed he’d have wanted to leave early. Sounds like the Atlanta game was a good one - at least they won! :P

    They may as well go out with a pleasant, sexually self-actualized, piece of delightful arm candy with great oral and anal skills.

    Oddly enough, I agree with you on this. ;-)

    I gain some level of pleasure from the experience making them feel to other like a whore.

    There are times when that can be hot, yes, I agree. But when you are doing that and it can get you arrested, it loses some of its appeal. :lol:

    Thanks for stopping by. ;-)

  11. Alexa’s Update # 3 | The 'Real' Princess Diaries on July 7th, 2008 2:46 pm

    [...] I had my first San Francisco date Saturday.  It went well.  I have another lined up for tonight (a “quickie” - 2-hour [...]

  12. Keeley on July 7th, 2008 3:32 pm

    I’m not sure if you are willing to talk about this but when you say you take care of personal security issues, what does that mean? What exactly are you doing for security?

  13. Alexa on July 7th, 2008 4:14 pm

    No, Keeley, I won’t discuss the security stuff in public. That’d give it all away! :shock:

  14. Keeley on July 7th, 2008 6:28 pm

    That’s what I thought >.< I figured there was a bunch of private stuff but thought there might be other things that everyone (minus me) already knew about so it would be okay to talk about it lol

  15. Miss Mo on July 10th, 2008 10:51 am

    Sounds like a very successful evening. <3

    Very fun, indeed.

  16. Raquel on July 10th, 2008 11:44 pm

    Oh my, Alexa! Maybe you are a slut?! Lol! ;)

    It sounds like you really enjoy your job, and that’s wonderful, but don’t forget to play it safe. It scares me to think of all the strange fluids you’re swallowing. It makes for a hot read, but safety first! Call me overprotective…

  17. Alexa’s Update # 5 | The 'Real' Princess Diaries on July 21st, 2008 1:50 pm

    [...] Mike, my first SF client has become my first “regular” client. He’s booked me for another eight hour appointment. He feels comfortable enough with me that he wants to take me to the zoo and then “go back to the hotel for some ravenous sex.” He told me that I am the first escort he’s felt would actually appreciate going to a place like this, and he’s wanted to go for some time, so he thought he’d ask me. I accepted, of course - I love zoos.  It did occur to me, however, that this is the zoo where the tiger got out and attacked those two morons who’d been taunting it.  [...]

  18. Alexa’s Update # 7 | The 'Real' Princess Diaries on August 4th, 2008 9:49 pm

    [...] also saw Mike again this past Saturday.  He booked an 8 hour appointment with me and took me to the San [...]

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