Where it happened: cheap motel room
Langauge: English
Sex: Male
Rating: 9
Category: Straight
My first time having sex was very wierd, and I can’t really recommend it, but I really enjoyed it and I’m glad that I did it. I was with my 19 year old brother Andy at the time, and we had gone to see a concert in a city that was about two hours from home.
We went to McDonald’s after the concert and then drove down the main street on our way to the freeway. The town was kind of old and run down and we noticed that there were a lot of hookers on the street. I asked my brother if he had ever had sex with a hooker and he said yes. He told me how to tell if they were real or police decoys. If a car stopped to talk with one and then drove on, chances are that they were real. We started to watch the girls. It was a busy Friday night so there was a lot of action going on.
Andy had broken up with his girlfriend and hadn’t had sex for a couple of months so he was getting horny. I was 14, a virgin, and of course always horny. He had some money on him and said “what the hell, do you want to do it?” Some of the girls we passed looked pretty good and my dick was hard so I said “sure.” We cruised the street, passing up the ugly girls, when we saw a fine looking girl getting out of a car. We had seen her get picked up earlier and were sure that she was not a cop. We pulled up next to her and she said she’d get in the back seat of the car. She jumped in and we drove down the street. She asked what we wanted and my brother said we both wanted to get laid. She asked if he was a cop. When he said no, she said that was good cause she’d get in real trouble if she got caught with the young one. (me) Then she looked and me and smiled and said “you might be fun!” She was wearing tight shorts and a halter top with no bra that covered silicone job breasts. They looked great to me! Her face was ok, and while up close she wasn’t beautiful, she was sexy. She said it would normally be $100 a piece but that she would do the two of us for $150. Andy only had $132 so she settled for $125. She gave us directions to her motel room.
The place was a dump with lots of hookers and lowlife hanging around. Her room was near the back so we parked, locked the car and went into the room. It was actually pretty clean with a chair and a big double bed. Andy gave her the money and she asked who wanted to go first. I told him to go first. She told me to just sit in the chair and I could watch. Cool! My brother and her took off all their clothes and laid down on the bed. I had never seen a nude girl in person before so my eyes were riveted on her tits and shaved crotch. She looked like she couldn’t have been more than 16 or 17.
Andy’s dick was rock solid and I never knew that he had at least nine inches. (Mine was about seven at the time) He reached for her tits and started to play with them. She said he could suck her tits but she didn’t want him to eat her out. He said fine and buried his face in her breasts. While he was sucking she opened a condom and slid it on to his dick. Then she went down on him and started giving him head. She sucked for about a minute and then said it was time to fuck. She got on her back and Andy got on top of her. He slid his dick into her and started pumping. Of course I was all turned on watching this. I wanted to rub my dick that was almost tearing through my jeans, but I wanted to save my cum for her. Then I started to get afraid that I would cum too fast. Finally, I couldn’t take it anymore. I jumped up, ran into the bathroom and it took about three seconds for me to relieve myself into a wad of paper. I cleaned off my dick, pulled up my pants and went bak to the chair. Andy and her will still going at it and they were both having a good time. Finally Andy said “I’m cumming” and I saw my brother like I had never seen him before. After he finished, he pulled out of her and stood up and she reached for a towel and wiped herself between her legs. She was all wet and so was the bed. She looked at me and said “let me straighten up and then it will be your turn. Go ahead and take off your clothes.” I did so quickly and was glad that my dick was hard again. She went into the bathroom and Andy put his arm around me and said “Tim, I’m proud of you. You’re about to do something special that you’ll never forget.”
I laid down on the bed and she came out of the bathroom with a condom and laid down beside me and put it on with her mouth. I was glad that I had cum earlier because I would not have lasted throughout that moment. I was able to enjoy the sensation of her lips and tongue on my dick. I put my hand on her breast and started tickling her tit. Then she brought her breasts up to my mouth and let me lick and suck them. I was having a great time. She continued to stroke my dick with her hand. She said she assumed this was my first time so she wanted to show me her body. She spread her legs and put her finger on her clit and said that she didn’t allow her customers to eat her out but she said that as long as my dick rubbed against her clit, I would bring her pleasure. Then she laid down and invited me on to her. I was a little nervous and couldn’t quite find the hole, so she guided me in. It was an incredible feeling that I don’t think any man can describe with words. I began to fuck, always keeping in mind to stimulate her clit. The more I thrust, the smoother and more slippery she became. She began rocking along with me. Then she wrapped her legs around me and really tightened up. I looked down at her breasts bouncing back and forth and then laid my chest on them to feel them againt me. This feeling pushed me over the edge and I began to cum like a motherfucker! I remember screaming “fuck this is great” and then collapsed down on her after I shot my load. I noticed then that Andy was in the chair masturbating. He had only gotten his boxers back on when he got turned on by my first fuck. He shot his cum into his boxers and we all laughed.
Now, I know this this was not legal, and it certainly wasn’t romantic, but it sure felt good. When I finally had sex with a girlfriend a year later, it was a much better experience. However, I’m glad that I lost my virginity when I did. If you choose to use a hooker, just be careful.
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