I Figured, What The Hell

My introduction to the biz went down like this: I was boning this guy who would come up from Montreal every weekend and eventually I started seeing someone more local and so the last time that he came to see me I told him I didn't want to see him any more and he asked me if I'd considered ever doing it for money. At the time I figured, what the hell, I've already slept with this guy and now he wants to pay me. Works for me. It was such an ego trip. I branched out after that and started posting ads online whenever I needed money for anything. I discovered that I both enjoyed it and it was not what I had expected at all (sometimes it is exactly what I expected). Most of my johns are middle-aged men with beer bellies who are unhappy with their wives, or are out-of-town on business. They are, on the whole, pretty boring to talk to, but that is what they all want. To talk and then be seduced by a sexy twenty-something. And I am exceptionally good at making them believe that I am genuinely interested, that I'm not faking it (sometimes I'm not), that I really love it when you call me "sweetie" (this is probably my least favourite thing to be called during a session, my Dad calls me sweetie, not good associations). I really shouldn't complain, at $200 an hour you can call me whatever you want. My story isn't full of horribly degrading acts done in the desperation of drug addiction. I'm not from a broken home and my parents are still married. I take pride in doing my job well and leaving my clients satisfied. When I was reviewed the first time, for an online escort review forum, I remember being nervous knowing that the guy was going to write one and was thinking of all the possibly negative things he might mention, like that ingrown hair, or my calloused feet. I was totally obsessing over it. But the review was glowing, as were all the ones that came after it. It isn't a great feeling knowing that you are being evaluated sexually and that your looks, hygiene and even your location (of the incall) are up for criticism. I'm not sure my how my ego would react if I was ever reviewed negatively. It'd be a blow to my self-esteem to be sure. But my reviews speak of me as I wish I was (without acting). I often have trouble seeing what others see as positive in me (even in my personal life) and while the reviews do boast of my carnal skills and my good-looks, they also discuss my fun-loving personality and intelligence. Part of me does this to boost a self-esteem that isn't always there and the other part of me enjoys the power in it all. That is, having something that men want and then making them pay for it. Or alternatively, throwing their money in their face. Figuratively-speaking. I call the shots and if you don't like it, go elsewhere. That and I could never bring myself to work a legit, 9-5 job. I'm 25, I figure I'll do it for a few more years, prove to people that it should be decriminalized here, make some bank (so that I have something to show for it, if my parents ever found out) and get out before it eats me up inside.

I'd Settle For Somewhere Between Monogamy And Full Blown Prostitution

I'm not sure how I first got addicted to casual sex ads online. I think I'd been a single lesbian for so long that I was sick of everything – sick of the label "lesbian" and curious about men, and sick of having no sex life.

I started sleeping with fairly safe ordinary vanilla married men that I found on Craigslist and other sites. I screened them carefully – phoning them at work, getting real life details that I passed on to my friends so they always knew whom I was with. It really was a grand experiment. But I loved the thrill of it all and it wasn't long before I was seeing kinkier guys, and engaging in more extreme situations such as partner swapping and threesomes. I came to have a regular lover and we even explored swinging parties.

All of this boosted my self-esteem, my sex drive and my joy in living. I always had a smile on my face. I posed for a lesbian sex magazine as a centrefold – even though I was a size 16. I felt like I'd claimed my body and its sexuality. I started wondering if really I was bisexual.

Most of the time it an amazing journey. On the odd occasion, it was dull-as-dishwater sex with men who really bored me and had no skill in the bedroom. During those moments, I did wonder what the difference was between myself and a prostitute. After all, I was sleeping with men I didn't care for, that I'd met on-line, and would never have emotional attachments to. The only real difference was that I wasn't getting any cash at the end of the hour.

I started to put some of my own ads on-line – seeking dinner and drinks before sex, or even a sugar daddy arrangement. None of this I thought qualified me as a pro. Then I received an interesting offer. $1500 for my "anal virginity."

I considered the offer carefully, and talked to a few trusted friends. I found out that once of my friends did have a secret whoring past, while another admitted to working in a brothel as a "receptionist." I was surprised. I decided they seemed well adjusted enough, and that I'd take the money. I emailed the guy to say I'd be up for it. But he never came through with a time or date, and I eventually figured he was stringing me along in exchange for the few naked photos I'd sent.

Figuring I'd already come so far, I posted ads for my services – marketing myself as a curvy F cup, bisexual prostitute. I asked for an outrageous rate, about $2000 an hour, and planned to book a hotel room in a different city for a few days to see how it all went. The emails flowed thick and fast – but none of my potential johns could match the $2000 an hour – apparently the going rate for a BBW woman was about $200, even if she was bisexual and double-degree educated!

I thought about it. $200 an hour didn't actually seem like a lot of money, considering I was earning about $1000 a week just to work in an office. And working in an office was at least a job I felt I could admit to. So I didn't go through with it. Mostly because I didn't think the money would compensate for the stress of a secret life on the side.

Two years down the track, and I'm in a monogamous relationship with another woman. I do love her, but I'm sexually frustrated, miss sleeping with men, and miss the excitement of online hook-ups. I'm glad I never actually accepted cash-for-sex but wish I could negotiate some middle ground of excitement. I'd settle for somewhere between monogamy and full-blown prostitution.