If you remember I'm describing my first escort date. We were just about to walk through to the bedroom together.
We walked into the room. It was a small bedroom with a Queen-size double-bed pushed up against the wall on one side. The room was not as well decorated as the rest of the flat - I assumed that this was the "working" room only and not the girls bedroom and that turned out to be correct. There were a number of cuddly toys above the bed. I found that disconcerting as I don't like to be reminded of a womans "inner child" when I am about to have sex with her - its just a personal thing but I like to feel confident that the girl is mature and knows what she is doing. It was a scorching hot day and the window was open but it was silent outside. The curtain across the window was too thin to block out much of the light and the bright sunlight made the room seem harsh and clinical.
The girl asked me how I would like to start. Massage wasn't my thing so I said I would like to start with a kiss and a cuddle "If that's OK with you...". I wanted to feel her warm soft body next to mine and feel that lush dark hair on my bare skin, partly to turn me on and partly to push the rather clinical atmosphere of the room to the back of my mind. She smiled, we climbed on top of the bed (only once have I ever got inside the covers with an escort - a rather peculiarly intimate experience!) and we started to kiss. The reviews were inaccurate. "Full-on" French-kissing was not on offer. Kissing was nice but with mouth closed. It was a little frustrating for me but enough to turn me on. We kissed a lot - sometimes she appeared to get more passionate as if the "No tongues" rule was a rule there to be broken, but it never happened during the date. At some point we started to undress. I remembered to remove my shoes and socks first! The girl took the opportunity to visit the bathroom. I'm guessing she took the opportunity to lube up discretely since when we got back to the action she was already very wet. She was wearing stockings and suspenders which looked good on her, although not the best colour for her I would say IMHO.
I was surpised (and delighted) to find that she was very determined to ensure that she had a good time. She was very demanding about exactly how I should touch her to get her aroused - on the one hand it made me feel a sexual novice, but on the other hand it made me feel much better about what I was doing! She tried to put on a rubber but I'm somewhat bigger than average so it was much more comfortable for me to put it on myself. She gave me a covered BJ. Since BJ's are a visual thing for me it didn't matter that it was covered - I am not that sensitive around the glans so very few girls can bring me to the edge that way, but if it looks sexy it will get me really aroused. However, there was very little eye contact and her technique, whilst perfectly acceptable, didn't lend itself to visual stimulation. After the BJ she rode me cow-girl for a while then complained that she couldn't orgasm. I mentioned that I found it difficult to orgasm with the girl on top and could last like that for ever: "Oh good..." she said - and promptly rode me again! She was on top like this for some time, obviously quite determined to cum, and finally ended with an orgasm. In this position I realised that we seemed to have some physical compatibility problems - something to do with the girl being short in the body while I am quite long in the body. We just didn't seem to be able to get comfortable together (since this time I have stuck with escorts close to my own height to avoid this problem). I just lay back and watched while she brought herself off. She looked very sexy even in the harsh sunlight, her dark skin seemed suited to it. The whole time she kept her eyes closed. I guess she was imagining she was with someone else - although obviously enjoying the sensation of having a man's cock inside her. Her orgasm seemed genuine enough - it was not "over the top" and I could feel her vagina muscles gripping my cock lightly as she came. It was very nice to see her orgasm and relaxed me totally - how could I feel bad about what I was doing to her now? I have never known an escort be so keen to orgasm however.
We were quite chatty throughout the sex session. A bit like going to the hairdressers: "Hot isn't it? Do you like your hair covering your ears or arond you ears? Do you like your BJs soft or firm?". It tends to be a bit like that the first time with a new escort as you don't know each others little peculiarities, unless you just happen to click right from the start.
The girl needed a little time to rest after her orgasm. She made it clear that she wouldn't come again that session. I felt that it was time that I had an orgasm too, so we resumed in missionary position until I came. I had a lot of thoughts running through my head that were a distraction - I had to push them to the back of my mind and try and consider the girl as a sex-object for a few minutes.
The girl cleaned me up afterwards with a wet-wipe whilst chatting away. I got dressed and used the bathroom - she was waiting for me in the corridor - just standing there in her sexy underwear. She carried on chatting to me. She wanted to tell me a funny story. I could have listened to her all day, curled up on her sofa together, but I had a plane to catch! She was chatting to me like she hadn't spoken to anyone for a year! Sadly I had to break away. Her personality hadn't changed at all as a result of having sex with a stranger - she was still just as chatty, cute, friendly as before. The sex was nice, the girl was professional as an escort, but I also liked this upbeat friendly girl as a person and would have enjoyed spending more time with her on a social level. But it wasn't possible this time: "Take Care" she said - and off I went, with a smile on my face and a plane to catch.
She was a lovely girl, not at all what I had imagined. I felt good - I felt like a man again. No trace of feeling "dirty". Many questions ran round my mind afterwards - but more of those in my next installment.
Next Installment: My First "Punt" FAQs.