Where it happened: hotel room
Langauge: English
Sex: Male
Rating: 2
Category: Straight
You will never believe that my wife and I have been married for 7 years but have never had proper intercourse yet. She was very scared of penetration and found every attempt I made extremely painful. Of course, I touched her in all the right places and she masturbated me a lot. We have tried doctors a couple of time but to no avail. You can understand my frustrations but I tried not to cheat on her. So i watched xxx movies and masturbated a lot.
Now I was a businessman travelling a lot in Asia and used to order massage on my hotel room. Contrary to popular perception, most massages were men-to-men and pretty clean. Last year I was in Eastern Malaysia in a resort hotel and have order massage in my hotel room again. To my surprise, a woman showed up. But I was too excited to try out what actually happened and also too shy to turn her away.
As usual, i took off all my clothes except my panty. But she smiled and said, “No need to be shy. Take it off. The massage is more comfortable that way.” Again i am too shy to say no and just do it. I did not want her to know this is my first ever massage by a female. I started to get excited when she massaged my back, wondering what was really going to happen.
After massaging my back, to my utter surprise, she asked me to turn around so she could massage my front! I compiled but with a major erection right in front of her face. She ignored it and just keep massage my body. I started to look at her seriously. She was wearing a T-shirt and a pair of jeans. She wore a lot of make-up and was clearly not pretty, but she seemed to have a nice body. When she massaged my abdomen, her fingers started to brush my penis on the side. It was very clear that she was seducing me into having sex with her.
She then asked when was the last time i had a “release” and then offered to release me with some stupid technique massaging my balls (with additional cash of course). It was the first time any female other than my wife touched my body and was just too excited to say no. But the technique did work. She then asked whether i wanted to have sex. I shyly said yes, worrying all the time this hooker massager would find out i was a virgin at 32.
She went to the bathroom and came back with no clothes on. A bit fat and with a pair of very nice tits (definitely 35 plus). We then proceeded with all the foreplay, with her on top and I played passive all the time (too shy as a virgin). I spent lots of time kissing her big tits hanging literally over me. And she rubbed her tits against my body a lot. She then put a condom on my semi-erect penis, and started making love on top of me. I ejaculated after 2 minutes. She noticed something wrong and smiled at me “a bit nervous”. “I have not done it for sometimes” i replied.
She then put her clothes back (in the bathroom) and left (with some money from me of course).
This must be a disgusting first time. Sex at 32 with a not-so-pretty hooker for only two minutes (10 minutes foreplay though).
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