High School Crush
Fast forward and in my life, I went on a fast track, graduate degrees at 20, made a name for myself in my business, and now travel the world on business sometimes staying over if I like a place. I keep an apartment in New York, Paris, Berlin and San Francisco. I am from the midwest and have a small home there but I guess you could say that I base mainly out of New York. I concentrate most of my efforts on business I don't spend much time dating, and haven't had a steady girlfriend since I first left grad school. I guess all that is a build up to making excuses of why I hire hookers.
In New York, I had an evening free and called of the the upscale services and had a girl come over. Yes, you saw this coming, it was Joan. She called herself Mara instead of Joan, and to tell the truth I didn't recognize her right off. I had to use my real name of course and after she saw me she recognized me. After an awkward "How are you" conversation we transacted business. We felt each other up, I stripped, then stripped her, and she sucked me hard, and I fucked her. Asking if she had time or had to go to another appointment, she said I was the last of the night. So we got dressed and I took her to dinner. I got the whole story. She had a college degree, actually held down a hospital lab job during the day and 2 evenings a week and on weekends when she was free she worked as an escort.
She was still strikingly beautiful, and I was right as a teen, her tits and ass, along with her pussy were perfect. She had a perfect body to go along with her perfect looks. She did the escort thing for money. Living on a lab salary with out a man in her life was tough in the city. I asked if she'd like to see each other or if only through the escort service. Hesitating she had to think about it.
She called me a few days later and asked over the phone if I could resolve myself to the fact that she was an escort. I asked if she could resolve herself that I was the type of man who needed to call escorts. That was the trick we dated a bit, without sex. I didn't want her to think that just because we'd had an escort transaction that it automatically meant that she was up for sex in her private life.
We did start having some sex privately, she was still escorting, even leaving me a few times to go to clients. I asked her to come back after. It took her a while but eventually she realized it didn't mean anything to me, and our sex started to be bareback without condoms, and I even talked her into anal sex occasionally.
That's where we are now. I've taken her to Europe and s. America with me on a few occasions, even vacationing together in the south of France for two weeks. I wouldn't mind asking her to move in with me, or even get married. Not sure she'd do it though. But I think she'd rather not be a high class hooker, but remembering her she might want me around as a reminder of that life.
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