This is probably my “wildest” story and I still can’t believe it’s true when I think back on it.
It warrants some background, so I’ll start at the beginning. Two years ago I went to Russia and met a friend of a friend. We went out partying and after drinking copious amounts of alcohol, I ended up naked in his bed. Yes, it was “one of those” nights. I was in a bit of a dry spell and on vacation, so I didn’t mind too much. Free pass. We actually had amazing physical chemistry. He wasn’t a looker, but his huge dick and skills in the bedroom made up for it. We did my favorite position of me lying flat on my stomach with my legs straight, and closed, ass up and him straddling me. My pussy felt so tight, gripping him. It sent me into multiple orgasm mode, just pure bliss! After that night, we instantly fell in lust. I met him again the day after and we got high and fucked all night and morning, I barely had time to grab my suitcase and head to the airport the next day.
After I had a taste of his cock, I wanted more of him. We started emailing and skyping with each other and decided to meet in Amsterdam three months later. It was all very romantic, the modern fairy tale you could say. Meeting him in person was very exciting, we were both super giddy. However, after hanging out a total of maybe three days, I began to lose interest. All he wanted to do in Amsterdam was get fucked up. I mean, I love to party, but it is such a beautiful city I just wasn’t into smoking pot all day and fucking at night. It soon became clear we had no chemistry outside the bedroom. When I refused to have sex one day and went for a walk to get space after a minor argument, he packed his stuff and left me alone in the hotel. Definitely not how I envisioned, but I was going to make the best of my trip.
The next day I did the redlight district tour and was instantly intrigued with the girls. After the tour I stood for maybe 30 minutes watching one or two girls. It was so interesting the way they lured men to their window. They knew just who to target. One girl in particular caught my eye. She looked a tad bit younger than me, very tan, petite with a super tight body and gorgeous face. I walked past her quite a few times and she started to recognize me.
The next morning I went back to see what she was up to. Beautiful as ever. As I was trying to discretely continue on my way after ogling her, a man in his 50’s turned to me and asked if I wanted her. I said yes, but I didn’t want to pay. He offered a deal, he would pay, but have the chance to watch. I said that since I wasn’t a hooker, he couldn’t touch me and we agreed. I walked in with my heart racing. It was only around 11 am and I was completely sober. We had some small talk, then the man slipped her 50 euros and pulled up a stool and sat next to us to watch. He unzipped his pants and pulled out his cock. I turned my attention to the girl. We started kissing lightly. She was only wearing a tiny black thong and her small tits were perky. I sucked on them for a bit. She smelled so good, some kind of vanilla lotion. I explored her body further, gently rubbing on her tiny clit over her thong. I was so conscious of not touching myself with that same hand in case she had something, and was in general very on guard. She helped undress me and we kissed a bit more. I was beginning to relax a bit and completely tried to zone out the man, who was beginning to jerk off. My adrenaline was running.
The girl pulled out a medium sized purple vibrator, put a condom on it and asked if I wanted her to use it on me. I said yes. There was a mirror right next to the bed and I looked over at myself. My legs were spread open and I was sitting up leaning against the wall. The sexy little thing was using the vibrator as a dildo on me and I watched her work. It was very hot watching myself, and I really began to enjoy it. Within maybe 10 minutes I felt the build up and felt the familiar wave rush through me. She took out the toy and giggled a bit.
The after orgasm feeling, combined with the whole random aspect of the situation made me a bit uneasy. I threw on my clothes and dashed out of the room after a quick thank you to both of them. Overwhelmed, I had a hard time catching my breathe. What an interesting twist to my trip, I thought to myself. It was totally worth coming.
Source: reddit.com/r/gonewildstories/comments/30v6vt/my_ffirst_and_only_time_with_a_prostitute_in_the