I'm Only Going To Be Alive Once

I am now in my mid 40s. In my early 20s, a time when I had very little sex experience, I'd gotten married. We were incompatible sexually, never really comfortable together that way. Still, we had a big group of friends and family. Because of that (and just plain fear of change,) we stayed together for several years.

During this time of sexual frustration at home, I became obsessively interested in streetwalkers. At first I would just go to different parts of town where street prostitutes worked and watch them. Then one day I paid for a blowjob and it was on— every chance I got I was out getting street sex. In the car, in alleys, doorways and parking lots, in the hallways of apartment buildings, once in an airshaft of a public housing project, in the cab of an abandoned truck and sometimes in scary hotels.

It was an adventure, and there was a "thrill of the hunt" almost as fun as the sex. I knew all the different parts of town where girls would be, and which types would be there— from the classier ladies to the crack smokers and junkies.

The really rough, druggie girls were fascinating to me because they were exotic and intense. (After all, I grew up on a farm and had just moved to the city a few years earlier.) I did this in such a compulsive gonad-stupor that I only later gained the minimal empathy required to realize what hellish lives many of these women must have had. I realize now what karmic awfulness I was implicating myself in.

Still, I'm glad for many things I got to experience— the kinds of girls and body types I would have never otherwise been able to explore. Beautiful fat girls, black girls, tiny small girls, tall-like-a-basketball player girls, asian girls, classic blond bombshells, punk rockers, beautiful mature-aged ladies, etc.

Prostitution is often thought of as a disease risk, but I never met a street-girl during this time who didn't carry condoms and insist on their use. I never felt endangered, aside from the possibility of getting jumped or carjacked in some of the neighborhoods I went to for sex (which never happened either.)

Some of the situations were completely odd, but totally fun. I remember running into a cute, funny, curly-haired girl on the street once. I would have never guessed that she was turning tricks until she made the first move of propositioning me. We went up to her room and I laid on the bed for a great blowjob. It was only after this that I noticed that she had a ferret on a leash scrambling around in the folds of her little fur coat.

My obsession pretty much ended when my wife and I divorced. I moved on, found a girlfriend with whom I had harmonious sex so excellent it made furtive back alley transactions seem uninteresting. I didn't look back.

Flash forward twenty years. In the wake of a breakup from another relationship and a series of professional failures, I find myself looking in the Erotic Services section, and eventually I meet up with a few girls advertising there.

It's been a very different set of experiences than before. It's much more expensive (though I feel I've gotten what I paid for.) These girls have been very professional, without signs of drug addiction or desperation. There has been a leisurely pace and a general good humor and friendliness that I didn't experience in the old days. Through the internet it's much easier to access different, diverse and exotic types that would be difficult to find otherwise. Finally, it takes a little research and investigation to find the experiences that are right for you, so be careful and use common sense if you're going to do this.

I met with a gorgeous older woman in her fifties. She was incredible. like nothing I ever encountered in streetwalker days. Gentle, cheerful, thoughtful. She seemed to truly enjoy having sex and talking with me. It was so much like a 'girlfriend experience' that it felt completely natural that I go down on her, which, again, she at least appeared to enjoy. She finished me off with a lovely blowjob. Laying around talking with her, I felt really comfortable. Walking up the block, I still could smell her scent on me. I realized that this had not only been the best sex I'd had with a prostitute, but some of the most memorable sex that I've had in my life, period.

I met with a preop transexual, who was stunning, friendly and awe-inspiring in fishnets and boots. I thought I would be freaked out, but she immediately put me at ease. I had a really fun time learning that the 'girl with something extra' experience was not really for me.

I met with a heartbreakingly beautiful latin lady who gave me a fantastic sensual massage ending with a perfectly controlled handjob. We sat naked in her studio for more than an hour after, idly talking. I could have proposed marriage then and there.

Most recently, a pretty blond BBW welcomed me to her place with cheerful jokes. She encouraged me to come multiple times and there was lots of giggly moving around and shifting of positions. Afterward, we swapped life histories.

As a sensualist, prostitution gives me access to experiences which would be otherwise impossible for me. As a human, it temporarily provides for me a kind of companionship I spend long periods without. I'm only going to be alive once, so I really might as well. (The judgement of others is really the only thing stopping me, and that's pretty easy to circumvent and/or disregard.)