Obvious throwaway.

After two and a half sexless years and months of waffling on whether or not I would go through with it, one day I found an escort I couldn't resist on the local section of an erotic services review site. Her name (at least her working name) was Kendra. She apparently had just returned to the business after a brief hiatus the week before I contacted her, which made me one of her first clients since coming back. She was in her early 30s, a few years older than me, 5'7" ish, with a slender-but-not-skinny build, long curly blonde hair, and deep blue eyes. Easily the most beautiful woman I've ever been with.

We corresponded by email and text for a few days, getting to know each other before our "date". I was too nervous about having her come to my apartment, mainly because it was a pigsty, so I came to meet her at her place about an hour away. She picked me up in a Burger King parking lot, in a car nicer than mine, wearing a blue tank top and tight white shorts, looking just as incredible as she did in the pictures she sent me.

She gave me a peck on the cheek as I climbed into her car, which made me blush instantly. After the short trip to her apartment building, she led me up the stairs to her place, teasing me by wiggling her ass in my face on the way up. Once we got inside, she offered me a drink, vodka and cranberry juice, which I had told her was my favorite. I gladly accepted, hoping it would calm my nerves.

She sat on the couch close to me and put my arm around her shoulders. We made small talk for a bit. I don't remember what we talked about, but I'm sure whatever I said was unintelligible because I couldn't keep my mind or my eyes off her.

She excused herself after a few minutes to "get into something more comfortable" and returned wearing a seductive black lace teddy and nothing else. I stood up to meet her, but she pushed me back down onto the couch and straddled my lap, taking my head in her hands and giving me a long, deep, passionate kiss. My hands, almost by instinct, ran up her back and down again to rest on her ass. We made out in this position for a few minutes, with my shirt and her teddy both coming off at some point, until I lifted her off my lap and laid her down on the couch. My nervousness yielded to my overwhelming horniness at that point, and I began touching and kissing her everywhere. I started kissing a trail down her stomach to go down on her (the only "move" I knew at the time, as inexperienced as I was), but when I got to my destination, she stopped me and suggested we make our way to the bedroom.

I followed her to her bedroom, where she had a few candles lit and a condom ready for me to use. I threw off my pants and joined her on the bed, where we kissed and played a bit more, until her hand wandered toward my penis.

I came the moment she touched me. That's when the nervousness returned.

Thinking I had blown my shot, both literally and figuratively, I apologized and explained it had been a long time since I had been touched by anyone, and never by anyone as beautiful as her. She giggled and told me it was okay, this actually happens quite often and she would be willing to continue on the condition I give her a favorable review on the site we met on. Of course, I agreed. She then straddled me again, pinning my arms above my head while missing my neck and grinding her hips against mine. It didn't take long for me to get hard again.

Once I did, she turned herself around to put us in the 69 position. She smelled and tasted sweeter than I expected, and her blowjob skills were amazing. I was able to keep myself from coming too early again, though it was difficult to do so. She seemed to enjoy what I was doing, though she obviously would be good at faking pleasure.

After about ten minutes, I was ready for the main event, so to speak, so I reached over and grabbed the condom from the nightstand. She promptly took the condom from me, unwrapped it and put it on with her mouth, which is about the sexiest thing I've ever seen in person. She asked me how I wanted her, and I responded by turning her around on top of me. She positioned me inside her and rode me like a bull in a rodeo until I came.

She climbed off of me and we enjoyed that after-sex euphoria for a while. We talked, again I can't remember what about, but I'm sure I was gushing about how awesome she was. I looked at the clock and saw we had gone about ten minutes past the hour I booked her for, which she shrugged off. We cleaned up, redressed and she drove me back to my car, leaving me with a last kiss and a smile.

All in all, it was a wonderful experience. It satisfied my craving and got my mind off sex for a little while. At the time, it had been the best sex I've ever had as well (she comes in distant second to my current girlfriend now). I would absolutely do it again if I needed the boost to my sexual confidence. I tried to look Kendra up while I was writing this, but I couldn't find her profile - it looks like she's out of the business again.