Lap of Luxury
Avah | June 20, 2008
I first met Chris when I was 19 and escorting. He came to see me one afternoon in my nondescript NJ hotel room for an hour of sex. I guess you could say he got a lot more. We both did. In that very first hour together there was a chemistry between us that was just palpable. And the sex was amazing.
At one point, while we were still fucking, he picked me up off the bed and carried me over to the desk. H-O-T.
Then one night I was stuck in my hotel after my car died (that same night I first met Connor actually) and Chris came to visit me late at night after he got in from a long flight. That was so sweet of him.
And every time I saw him he’d always give me some cash, even though I wasn’t officially charging him. Loved that.
Around the time that I started seeing Jefferson though, I chewed him out for ignoring me between seeing each other. We didn’t see each other often- by any measure. He traveled- a lot. And I was fine with that. And I was fine with not talking often even because even though I liked him, I really didn’t have anything invested in the relationship. But I would have liked a response when I sent an e-mail every couple of months. Because it was obnoxious to be ignored but have him pop up out of the blue and want to see me. So I told him that if he wanted to treat me like a whore, I would treat him like a john and charge him.
He apologized for treating me badly and gracefully exited my life. (If only all break ups could be that easy! Jefferson could take a lesson from Chris in knowing when to take a hike.)
I barely gave him a second thought over the past 2 years. Until this spring when I thought about cash I might need for France. I know, totally shallow. At least I can admit it, right?
Well, we IMed a bit over the past few months but never managed to connect because of traveling schedules- his and mine. And France was coming up so I didn’t think it’d happen until at least August.
But Friday night we managed to throw together last minute plans. He was to be in Boston all this week and wanted me to come up and see him. I didn’t really think I had time since my week was partially full as it was. But then he offered to fly me up. (Who flies to Boston?)
So we made it happen.
And then we spent the rest of the night flirting like crazy talking about what we wanted to do when we got together. Ideas were thrown out- another girl, rope, ass play (his ass). All I knew was I would be packing a fun carry on bag.
Monday came quickly and I packed my bags and made a pit stop at Target for some thigh highs and took off for the airport. I decided to splurge on airport parking since I would only be there for a day, plus I was getting reimbursed (though I still chose the economy lot). So a short plane ride (really short! I mean, who flies to Boston?!) and cab ride later I was standing in front of his hotel room door (a Westin in case you’re curious).
Chris grabbed me and kissed me as soon as I walked in the door. I didn’t even get a chance to set my bag down.
I’d forgotten how cute he was. And how tall too!
He no longer had glasses (laser eye surgery) and was so much more buff! Damn!
We spent the next few hours alternating between catching up and making out. I’ve learned he’s moved up in his company. Way up. He went to the Super Bowl! Where the Giant’s won! Where the Giants beat the Patriots! He was there! Sooo jealous.
He’ll be playing golf with Amani Toomer and Brandon Jacobs Friday and Monday- a work thing.
Plus the All-Star Game and cocktails with Don Mattingly. Another work thing.
Of course he had to share how much he was making these days (to some extent). Last year his commission was 1.19 million. Ho-lee fuck!
So of course for dinner we ordered room service. A $500 escort for dessert. And raided the mini-bar for a movie stack.
Yes, we hired an escort. It was kinda fun. A totally new experience for me! I’ve never been on the client side! It was such an ordeal though. It took us an hour to find someone we liked, that would play with a girl, and did outcall. Then we had to get the cash for her. But the ATM (MAC machine he calls it) in the lobby was broken. So we went out in the pouring rain in his ultra hot Audi. But the 1st bank had no cash. The 2nd one’s doors wouldn’t open. Finally we got lucky at the 3rd bank. But it took so long we thought she’d get there first and leave!
And we were half right. She was out in the hall, almost about to leave just as we got back.
She was pretty- blonde, tiny figure, big boobs, mid-30s I think. She wore a little too much eye make-up though. And she was very giggly. I half wondered if she was on E…
The main focus of the night was the two of us getting it on- Chris’s fantasy. I was happy to indulge. I do enjoy the girly touch.
I had fun with her. We went down on each other (with saran wrap, another first) and I fucked her with my strap-on. One of the hardest fucks. I got her off a few times. Hehe. God fucking is so exhausting. I don’t know how guys do it. We really do have the easy part.
Chris loved it though. He was in total guy heaven. He mostly just sat back and watched, though got some head from her. Said I was better. (Well, duh.)
After our time with her was up, he and I continued to fool around. We fucked for a little bit before he practically begged me to fuck his ass. How could I say no?
I put on my smaller dick, for a first timer. And I got around to putting on my thigh highs as well. The fucking was tricky. It went as well as a first time could be expected I suppose. The angle was hard, and there wasn’t enough light for me, so I pulled the dildo out of it’s ring and started using it by hand and that went slightly better. I switched to my fingers when he said it was too much, but then he said it reminded him of going to the doctors. (Apparently he’s been milked by his doctor! WTF???)
After that we fucked a bit more and he ended by cumming all over me.
To be honest, the sex was sub-par that night. Which isn’t what it’s been in the past. Hopefully that’ll change next time. I mean, I had fun, and I enjoyed being with him, it just wasn’t enough to get off on.
After sex we put on a movie and cuddled and stuff.
Fuck I’d forgotten how much I liked him. And wow do I like him.
Handsome. Rich. A total man’s man yet still caring, giving, and sensitive. *Gush*
Except. But. Here it comes.
He’s 41. Which I don’t give a fuck about. But he can’t let it go. At all. He’s constantly with the “if onlys.” If only I were older and he were younger. If only it were different. It bugs me so much; partly because he’s constantly going on about it. Even during sex! It just sucks because it’s obviously not something I can change. And he won’t just drop it.
What can I do, right?
I guess I can let him spoil me. I could certainly get used to him flying me out to see him when he’s away on business. And the cash he gives me to help me out. And even just having him tell me I’m beautiful and amazing (a girl can never hear that enough).
I don’t know when I’ll see him again unfortunately. Hopefully in August before he has shoulder surgery.
I’ll keep my fingers crossed.
And toes.
Because man do I like him.
