I've Always Been a Quiet, Shy Guy

I've always been a quiet, shy guy, overweight, and not very attractive. I've never had many relationships because I always let those things hold me back from even trying. I've only had sex with one girl and that was just twice, and it wasn't very good. So I guess I'm the perfect candidate for a prostitute, since my anxiety about rejection keeps me alone.

I always liked to read the ads on Craigslist, other online sites, and local free papers. I always thought about calling, but probably chickened out hundreds of times. One night when I was 27, I finally had the nerve to actually call one. It wasn't as bad as whatever I had imagined in my head. The conversation was easy, what kind of girl would you like, etc.? After hanging up, the real panic set in. Someone is actually coming over to my house. The rate was $150 which I carefully counted and had ready nearby.

About an hour later there was a knock at my door. I answer and there is a big guy and 2 pretty girls. The girl I had called for was a cute younger brunette with a nice body; I don't really remember the blond girl. I learned that the big guy drives them from place to place and he is also there to check the place out and make sure no one else is there for the girl's safety. So it started out with this guy going through every room of my house and looking in my closets. Now that I have this experience, I think escort agencies should let guys know about this, because I almost told them to leave right then. I was very nervous and looking for any excuse to call the whole thing off. I wasn't expecting a group of people to show up and go through my things.

After the inspection, the girls tried to upsell me to have both of them. I was shy enough with one girl, two was more than I'd know what to do with. That and I was very uncomfortable discussing this kind of stuff with a group of people. The guy and the other girl went out to the car and waited. The brunette girl explained that the $150 was for the agency. If I wanted anything more than for her to dance for me, it would cost more. I didn't know much about this stuff but was in no place to argue. It was almost kind of funny: I had to break open my piggy bank (I keep bills in it) to get more cash. I ended up scraping together another $100. For that amount, she agreed to dance for me while I masturbated. Not what I was hoping for but too shy to just say forget it. She had me take my shorts off and sit on the couch while she turned the TV to MTV2. She disrobed, handed me some lube and started dancing. I got hard after a minute or two and started stroking myself. It seemed like forever, maybe 10 minutes, nothing much is happening. I'm jerking, she's dancing, but it's just not happening.

Then a funny thing happens. I'm in a townhouse, and I can see my neighbors coming home through the crack in the window. The crack's not big, but in passing if they were to look, they can see in. My brain goes crazy. "Great. The couple next door is coming home, can hear the loud music, and see a naked girl dancing in my living room. Not to mention there is another couple parked in my driveway for no explicable reason. What are they going to think of me now?"

I just kept going. After a couple more minutes, the girl stops dancing and asks me if there is a problem, because clearly if you've been masturbating for about 15 minutes and nothing has happened, something is wrong. I just said no, and she went back to dancing. After another 5 minutes or so, I was finally able to come. She handed me a towel, got dressed, and that was it. She left.

I felt so stupid later. All I could think was that my neighbors now probably think I'm some weird pervert. That, and essentially I paid $250 to jerk off. I thought it was going to be something that made me happy, maybe even feel better about myself, or more confident. It was just the opposite: embarrassing, demoralizing, and depressing.