Chapter 1: Escorting Pros and Cons

Of all the things I’ve done, being an escort has to rank up with the stupidest, but yet the hottest, on the list. It’s one thing to go out on a date and get laid - any girl can do that any time she wants if she really wants it badly enough. But when a complete stranger is willing to pay just to possess you for a few hours, now THAT is something else entirely.

I dabbled with the escorting business when I was in college. Back then the rules were so strict that I was about crazy being so horny so I thought it might be a good way to blow off some steam without getting in trouble at school. Thus it really wasn’t the money I was interested in all.

Well, the first few “clients” were just as I had hoped and everything seemed to be going along just great until I had this one guy insist on tying me to the bed and blindfolding me, only to bring in a few friends once he had me helpless. The ironic thing is that had he simply asked (and paid a little more of course) I wouldn’t have had a problem with it. Still, it was enough that I quit immediately after that and stuck with things like bachelor parties where there was safety in numbers.

After college I escorted but it was for a professional agency dealing with “legitimate” clients - no sex allowed. In fact, sex with a client was the one thing that would get you fired faster than anything as the agency I worked for wanted to keep a good reputation with the local vice squad. They were allowed to grope me a little but nothing more than what I let most guys do on a date anyway.

My cousin followed a different path. Even in college she found ways to earn a buck turning tricks. She only attended for two years but her sophomore year was a joke academically as she spent most of her time on her back in her dorm room - among other positions. Without much else to fall back on than her back (sorry, poor pun), she found herself an agency to work for who took care of clearing the clients and handling the money so she wouldn’t have to deal with the problems of being arrested for prostitution. Kristen was twenty when she started whoring herself but she looked more like she was sixteen or seventy which put her in high demand for all those older guy with “teenage daughter” fantasies and such. She never told me exactly how much she made but it had to be a lot given her spending on clothes and even a car.

There were a few times she invited me along on one of her “assignments”, usually when she needed another girl and one wasn’t available from the agency that night. A couple of times it became quite interesting, to say the least. There was one particular party where I was fucked more times by more guys than I ever had been in my life - and probably ever will. For over three hours they lined up and fucked me, many of them not able to wait and just squirting themselves on me while another guy fucked me. It was one of those nights I’ll never forget, that is for sure! God, it took three showers to get myself clean afterwards!