I Wanted To Kill Myself

I have the usual sob story: usual beatings from my dad, his psychological torture, absence of the most beneficial parenting, severe neglect, first generation immigrant experience, raped by my cousin at age 12, social ostracism, extremely repressive Christian environment and the list goes on. Consequently, I grew up being alone, which perpetuates that state, and recently I live with an anxiety disorder that is sometimes debilitating.

By age 29, I became extremely frustrated about my virginity, and decided to finally to visit an SP. I was in Amsterdam. At first, in the oversized Jacuzzi, she caressed my body with hers. This was the first time I touched a woman in a sexual manner. I felt like a human being, and almost cried. We moved on to the bed, but she laughed at me. She positioned her body so that it was difficult for me to have intercourse and eventually she told me to stop when I began to do it with feeling. Another SP had to take over to finish me, but fortunately she was comforting though lacked engagement. After it was over, she counseled me. (She and the other woman were Dutch, and as expected their English was perfect.) One of the advices she gave me was how it does not feel good without love. I wish I could find love, but I know that is not possible for me. That night I felt disgusted, angry and hated myself for seeing an SP. I wanted to kill myself. I went completely against my own moral convictions and support of feminism. The experience was not pleasurable at all, but rather very nerve racking and riddled with guilt throughout the whole act. It was something to simply do it and get it out of the way, so that I would be just like other non-virgin men.

I had two more days left in Amsterdam, so I decided to give it one more try and visited another agency. She was Belgian. She spoke with a French accent, so I had a difficult time comprehending her. Still, she was more comforting and psychologically put me at ease right away. She was affectionate, pretty and even erotic. She gave me a massage, which really put me at ease physically, and when we were doing it she appeared to be enjoying it as well. Of course, she was acting, but I appreciated her effort for a loser like me. I finally felt good, had that “afterglow,” mood of calm and strangely felt free. I ruminated if the moment of orgasm was the only possible authentic state of freedom. She explained something to me that lingered while taking a walk after visiting her, which was that visiting an independent SP or reputable agency was a good and healthy thing, as long as I do not over indulge, because sex is a necessary human experience.

Perhaps, I was becoming a corrupt scum, or I was becoming desensitized to seeing an SP. Unfortunately, this feeling of bliss was temporary as all experiences of authenticity are temporary, and I visited SP’s occasionally since then to seek respite from the severe feeling of loneliness. Having discovered what it feels like to be with someone, even with simulated intimacy, I began to long for it more and more. Still, even though the guilt and self-hate is not to the degree that it was when I first started seeing SPs, it continues and sometimes erupts with weight.

I am now 40 years of age, and I have never been with any woman, other than SP’s, because I have always been rejected. However, I also have not tried to initiate even a conversation with most women because of my debilitating anxiety, so I seek the comfort of intimacy with independent SP's to deal with the misery. I realize now that, as a human being, we all need to be touched to at least survive and live on, but once my mom dies I have no reason to live. I have no close or trust worthy friends, and so the loneliness is intense. I am damaged-goods, so even if someone would want me I can’t allow my baggage to affect her life in a negative manner. Therefore, I am not allowed a conventional relationship.

I Was Haunted

I grew up devoutly religious. My religion taught me that sex was sacred and not to be trifled with. Something about the forbidden fruits there that created an obsession. Since losing my faith, I discovered that many others in my faith and other similar authoritarian based faiths also were plagued by this same obsession. I was warned all the time about the evils of pornography and petting and fornication. Tsk. Gasoline to the fires of curiosity.

So I got married... young... I was 23. I brought my fascination of sex into the marriage only to discover that my mate was not well matched to my interests and we floated off into separate corners of the marital galaxies. I found myself dabbling in phone sex a couple of times only to be consumed by hollowness. That marriage ended and I soon remarried to a wonderful woman. We are very much in love. But again, the sex is so so. I was haunted. Was I to be one of those men who ventured through life not knowing what real sex was? The thought tortured me.

The first time I caved into actually soliciting a prostitute, I had already spent several peripheral moments observing the various local streetwalkers, fascinated by their craft and wondering if they really could provide excellent sex.

I drank some beer, became inebriated, and found the courage to call an agency. I could barely speak on the phone. She came over. She noted I was drunk and charged me what seemed to be a high price but I was desperate. I wanted to go down on her and her do the same to me. She apparently did not bring protection. That still baffles me to this day as my subsequent encounters showed that to be a total anomaly. My first experience was unprotected sex with a whore. What a moron I was.

I spent the next month absolutely racked with a fear that I had picked up aids. I went to a local health care provider to get tested. They asked me questions and stupid me answered that yes, I had sex with a whore. Whatever. The nurse just stared at me like I had three heads. I felt so stupid.

The whole experience was a let down and curbed my appetite for a couple of years.

Then the call of the wild came haunting back as those years were filled with the same old so so sex with my wife. I wanted more. She will not consent to anal sex or role playing or anything kinky as she is devoutly religious. The same nagging of "Is this all there will be for me?" came sauntering back into my life. So I visited a whorehouse and was so nervous that I could barely get it up. She massaged me and spoke softly in her broken asian accent. Things finally clicked and I had so so sex with a bonafide whore in a bonafide place of "ill repute". It was thrilling. I was hooked.

I found another asian cutie who was willing to finger my anus. She had long fingernails so I told her to stop. Then I mounted her for what seemed to be 30 minutes and had a powerful climax. She washed me off and I hustled out the door. It was good but not excellent. I returned a month later to find another asian cutie, much older than myself but with a very large cup size. Could this be it? I got nervous. She was very gentle and soft and caring and spread her legs so wide I did not know legs could do that... and her large breasts sent me over the edge in less than a minute. She comforted me and acknowledged that I was just too nervous. Dang. Another let down... but I was still hooked.

But why? The sex wasn't all that great. Probably because I was so nervous every time. I visited again to several houses about 15 different times. Walking up to them found my heart pounding out of my chest. It was thrilling. Each time I wondered if finally I would have the great sex I craved. However, none of my visits have provided me with anything existentially mind bending. Every time I walked out I felt badly. Gotta love that old religious programming, dammit! I even tried sex with a shemale... which turned out to be anticlimatic because I could not get it up. I wanted to suck her dry but could not bring myself to do it. I tried to penetrate her but failed. She tried to penetrate me but could not get hard enough. We parted wondering what was wrong with me. The thought of having sex with a girl who also had an extra bonus for me was so titillating and I was amazed by how beautiful and feminine a pre-op transsexual was. The whole scene absolutely fascinates me. They are actually real people with real breast implants and real desires to have sex with men as a half way female. I was so sure I wanted it because some times I think I have low levels of homosexuality and this appeared to be the perfect transition attempt. I am pretty sure I will try sex with another shemale another time just to be sure it wasn't me. The thought of that excites me... but I am still very attracted to full females.

I believe part of my exploration into having sex with 15-20 prostitutes (I lost count) has to do with freeing myself from the tendrils of religion. Doing an act that I know is so taboo in my former religion empowers me to distance myself from it. That distance is something I need. I can't stand organized religion and it's surefire dogmatism of morality. Who are they to tell me what is moral? There was guilt, but also an accompanying sense of vanquishment and separation from any sort of God that might exist that I found comforting. It was like a moment of guilt followed by a sense of me sticking my middle finger up at the controlling religious roots that held me captive and took such advantage of my first 2 decades of life. I loved that feeling.

I have studied my guilt and found that it lies within the context of not being able to connect with my wife. I blame myself for that. I want great sex and I can't have it. The guilt does not come from any sense of "oh my... I am going to hell now" as I don't believe such a place exists. I just feel badly that there exists no tantalizing sexual connection with my wife.

I've Never Told Anyone This Story Before

I've never told anyone this story before.

I recently had unprotected sex with an escort. At our previous session, she had implicitly offered to let me have sex with her without a condom with no extra charge requested or required. I chickened out at the time and used a condom anyway. My instincts told me that I should not see her again, that sex with her would be unsafe and that it was time to move to a different escort. For the next two months, I stayed away from her and all escorts. But she haunted my thoughts daily--all I could think about was having sex with her, raw and uncovered. I finally gave in to temptation and saw her, knowing that she wanted me to fuck her bareback. I gave her exactly what she (and I) wanted and it was some of the best sex I've ever had.

Now I've been seeing escorts for over two years, ever since I found out about the various escort internet boards, and have seen around a dozen different women. Though I've never contracted anything or even really worried about it, this experience freaked me out about contracting an STD. I wondered if every twinge or irritation in my crotch was some nasty bacterial infection or possibly worse. I had to think of excuses not have sex with my wife in the event that I would infect her and then she would find out, divorce me, take custody of my children and basically ruin my life. I couldn't use the family doctor to get STD tested--I didn't want to risk a positive result that would have to be reported to the State who would eventually notify my wife. I had to drive to another city and use an anonymous testing center under a pseudonym, and then pay for the service in cash so my insurance bill would not show up at the house. That week while waiting for my full test results was one of the longest weeks in my life. I could not sleep at night. I prayed to God that if the results were negative, I would give up this vice altogether.

Luckily all test results were negative--I was clean. It has been more than a month since my STD tests and I still have some psychosomatic symptoms that I occasionally worry about. I have not seen an escort since my last encounter, but the temptation is still very much there. I'm trying to understand why I do what I do--part of it is for the sex (though I have an obliging if unenthusiastic wife), but also because having sex with other women makes me feel sexy and respected. I've worked hard for years to provide for my family and to do all the right things--sometimes I just want to be appreciated as a man and to have my inner needs met, to feel wanted instead of just accommodated. I am under no illusions that these women see me for any reason other than the money, but the carnal fulfillment, and ego gratification is very had to ignore. I'm hoping, praying that this latest episode will shock me into giving this up for good but somehow in my gut I know that I will lose again to temptation. It's just too easy to do. And I like it too much.

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.)

I Partook

My wife at the time had left me, and my confidence was at an all-time low.

I got on one of those phone lines and replied to an "exotic Asian female" as she put it.

I show up at her apartment, and she ushers me to her back bedroom where she has a myriad of sex toys and an half full ashtray.

She comes into the room and starts smoking crack.

I had never smoked crack, but she offered, and my mind wasn't right, so I partook.

Next thing I know, we're high on crack and she's ready to do it.

It was very mechanical and I had trouble getting into it.

After 30 minutes, she said my time was up and we hung out and smoked yet more crack.

I ended up spending $600 for the evening and felt like a hollow shell of a man afterwards.

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 Said That One

I saw a sex worker just over a year ago, but I had thought about it for a long long time. It never seemed like something I could really do. A sex advice column pointed me to an escort review board for my town. Reading through it, I was shocked at the openness of the posters and just how many different services were available. It didn't change my mind, but I kept looking every few weeks, using the advertisements on the site instead of porn to jerk off. The women seemed closer, more real, with a call I could actually fuck them.

I changed my mind a year ago because I was turning 30 and I was still a virgin. At the time going to a prostitute seemed like the only way to do something about it. Even after I had made my decision it took me a few weeks to actually make the call. I chose an incall service near my apartment, I didn't want to meet her at my place and I didn't want to spend more money on a hotel room.

I was so nervous when making the call I barely paid attention to what the operator was saying. I heard the name of a girl I remembered from the website and I said that one. I noted down the information on where to go, but I made a mistake and had to call back twice.

Once I finally got there, I was shocked by how broken down the room was, but the girl was pretty. I handed my money, she told me to get comfortable and she went out of the room for 5 minutes. I had no idea what to do. I removed my clothes, keeping on my underwear. When she came back in the room, she immediately got undressed and got on the bed. She was beautiful, but this is not what I had imagined. I couldn't do most of what I had in mind: couldn't undress her, couldn't kiss her, couldn't perform cunnilingus. She was also weirded out by my penis, I have a phimosis. Still, I was enjoying myself until she got on top of me. She immediately started to moan, and it hit me as incredibly fake. I lost my erection. We spent the rest of our time together lying on the bed, me holding her.

For the next few weeks what I had done would hit me: sometimes it would make me happy, sometimes sad. Now it's just another memory. I stayed away from the review site for a few month, but I started going back recently. I may end up trying again, but right now it doesn't feel yet like I need to.