I had an afternoon with an escort several years ago while travelling on business. I was spending the weekend in a hotel near Heathrow airport. Sunday afternoon I was a bit bored so I looked in the local paper and there were several adverts for escort services. I rang one at random and told them where I was and that I wanted a girl for an hour. Twenty minutes later she was knocking on my door. By now I was quite nervous; never having done anything like this before. I opened the door and there was a very attractive women, probably early thirties, jet black hair to the middle of her back, blue jeans and a white t-shirt.
I stood back and she walked in. I can't remember her name, I think she could see I was nervous but she soon put me at ease. Business first she asked for the money which I gave her and she slipped it in her bag then called the escort agency to say everything was OK. She took the lead and said "Shall we get undressed?" I stood on one side of the room and she the other. Soon I was naked and looked across at her, already topless pulling down her jeans and then panties. She was a real stunner with large but firm breasts, very white skin, nice nipples and a little strip of pubic hair above her vagina. I was (and still am) quite inexperienced with women, especially really pretty ones like this - in all honesty I have to say I felt completely out of my league!
She lay on the bed and motioned for me to join her. I lay down and I remember stroking her shoulders and upper chest. I asked if I could massage her back and she said sure, rolling onto her front. I started rubbing her back for a while, then her arms before moving down to her feet and then legs. She parted her legs a little and I could see her anus and the slit of her vagina. She rolled over and there she was completely naked and smiling. My penis was hard (it had been since she walked in) and I was very afraid of two things;
1. I am not vey well endowed, about five inches fully erect and not very thick either.
2. I was sure I would shoot my load as soon as we started anything.
I decided to prolong things by going down on her so I moved down the bed and started licking around her pussy. My wife and I have a quite conservative sex life and she does not really enjoy oral sex so this was fairly new territory for me. I licked all around her vagina and then along her slit up to her clitoris. I just sucked, and licked and slurped for all I was worth before finally taking her clit in my mouth and sucking on it flicking the end with my tongue. I felt her tense and shudder very gently - I hoped it was an orgasm and not a giggle. I kept working her pussy for a while and was rewarded with another small shudder. Although still nervous I knew I could not put off the moment any longer so I moved up her body until I was lying on top of her, my penis just touching her slit, she put her hand down and guided me in. I slid straight in and she sighed a little bit. She could feel I was nervous, and I think she knew it was not going to last long. I lay like that for a while and she quietly reassured me saying "take your time". Not wanting to risk long strokes in and out I moved my hips in small circular movements so the pubic area above my penis was stimulating her clit. She opened her legs wider and pulled her knees up. I vaguely remember touching her nipples and she asking me to be gentle with them before I started pumping her with my little dick. Three or four thrusts later it was game over and I just lay on her feeling the warmth of her pussy on my shrinking penis. You can't believe how good I felt at that point - I had just fucked a beautiful women and not humiliated myself in the process.
She was very nice and said that she had no complaints as the oral sex had indeed given her a couple of small orgasms. We cuddled for a while and then she got dressed.
I think what stays with me the most was how very nice she was, I didn't know what to expect but for some reason always thought a prostitute would be rather hard nosed and business like - this one gave a truly full girl friend experience. That was my only experience with an escort.
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