I Was Smitten

My problem is that I tend to fall in love a little with my "providers," sometimes just a crush, sometimes veering towards more. And it’s sometimes mutual—I’ve actually dated two providers I first met as a client. Truly dated, without paying for the sex. I think it goes back to my young marriage. I was quite young, 19 years old, and I married a girl my age who was so completely sexually open that she set an almost impossible bar for the relationships I’ve had since. We divorced when we were both 23, and for a long time the only way I could experience the kind of sexual intensity I had with my former wife was to date much older women, 30 or older. Occasionally I would date someone my age or younger, but invariably I was disappointed. Younger women, and I know this is generalizing, are just not as comfortable in their own skin. Now, at the age of 38, I realize just how lucky I was with my young wife.

Right around the age of 30, I started seeing prostitutes, always in between "real" girlfriends. I use a local Internet review board and do a lot of research before settling on someone new. For the first few years, it was more about sexual variety—women of different ages, races, body types. And they were almost always extremely sexually skilled. It created kind of a vicious circle: when I started my next relationship, I would long for and expect the sexual competence and freedom that prostitutes often provided. Finally, about four years in, I started falling for a provider for the first time. Her working name was Trixie, and I was smitten the moment I laid my eyes on her. She looked like Bettie Page, tall and voluptuous, and we both felt an instant rapport. The sex was completely off the charts from the very first time. I’ve been with many women and can be a little jaded, but she surprised me with every move. From the deepest deep throat of my life to her actually asking for anal (and coming that way), she initially reeled me in with her superior sexual skills. But then, fuck, she turned out to be smart, as in scary smart. She was more than just a dirty talker... she would spin crazy, creative, erotic stories on the fly, while we were fucking, and by the time an hour was up, I felt as though I’d had sex with a dozen goddesses.

I saw Trixie as a paying client for about six months before I finally asked her out. I took her out just a few times, and we had a lot of fun, as well as a lot of really great sex. Unfortunately, I started having true feelings for her. I remember a really sad moment where the impossibility of the situation hit home. We were having Sunday brunch at a cool little neighborhood spot, and it hit me: "Dude, you’re dating a prostitute." I suddenly realized that this was something I just was never going to be able to explain to most people, certainly not my family, although I’ve since told a couple of friends who didn’t think it was that big a deal. Anyway, that was the last time I saw her as a non-client. I stayed away for almost two years and went back as a client just once before she retired. We had a sweet little reunion, and she told me about her plans for going back to school, and getting married, and moving to a small mountain town. She said, "You know, we probably could have made something work." We had amazing sex one last time. About a year later, I got an e-mail invite to a BBQ at her and her new husband’s place. I had a new girlfriend at the time, and I couldn’t figure out a way of explaining my connection to Trixie, so I ignored the invitation. I think of her fondly now, but haven’t tried to make contact.

Since then, I’ve dated one other provider, and a part of me wants very badly to ask out another who I’ve been seeing recently. It’s sad, because the sex is at the level I desire, and, like so many working girls I’ve met, she’s incredibly witty, big-hearted, and intelligent. But there’s no good end. It would break the hearts of so many people in my life if they knew the truth about a relationship that started that way, and I couldn’t live with myself lying about it. I have a suspicion that I will always harbor crushes and strong feelings for providers. There are worse crosses to bear.

I'm Faithful In Every Other Sense Of The Word

I don't know how I got interested in prostitutes, but as I get older, and my sex drive increases, I find they're more of a necessity and less of a lark. If I don't get some kind of release at least once a week (and masturbation doesn't do it for me nearly as well as someone else doing it), in a massage parlor or with a prostitute.

I'm happily married, but my wife and I don't have sex nearly as often as we used to before our daughter was born, and unfortunately, it's starting to wear on me. Not only that, but when we do end up having sex, I have to do all the work, get her all worked up and then get to humpin' at her command. It's fine and everything, but sometimes it's nice to have someone focus on me, and my sexual needs and wants, for a change.

It's not emotional betrayal but rather a physical one, but I strangely don't feel guilty after, probably because I'm faithful in every other sense of the word. I always, always, always wear a condom so I don't bring anything home, but I think I'm getting more turned on by the random nature of the hooker-john relationship and the sexual freedom prostitutes engender.

Every time I go to a brothel, it gets a little bit more fun, also. The freedom I enjoy, the challenge of finding a whore I connect well with and can enjoy the act with, rather than it just be someone who's there because she has to be. The last time I went, I got to have sex with an older (then me, she was about 38. I'm 31) Russian lady, who still occupies a warm place in my heart because she looked me in the eyes as I climaxed and genuinely seemed to be interested in my pleasure.

That's what turns me on.