Where it happened: Party
Langauge: English
Sex: Male
Rating: 7
Category: Straight
Junior year of high school, all our gang were still virgins. We decided to have a party out at the lake after the Homecoming dance. Steve got the keys to his dad’s cottage, and we got hold of some pretty good wine and a keg of beer.
Jessie made the Junior Court, and she really looked hot in a tight fitting black dress that was slit almost all the way up on both sides. The front was really low cut, so every time she bent over, all the guys tried for a good view of her nice boobs. As we drank, the party games became more and more interesting. We were playing Truth or Dare, and most of the dares resulted in someone losing an article of clothing.
When Jessie’s turn came around, the dare was a strip tease. Someone put on the music and Jessie began slowly dancing, doing everything she could to tease the guys. Pantyhose came off first, giving us a good look up between her legs in the process. Then she slowly worked her way out of her dress, stepping out of it as it dropped to the floor. Then she unhooked her bra, and proceeded to give little peeks at her boobs before dropping it to the floor. Finally, her panties fell to the floor. There wasn’t a guy in the place without a woody, and the girls were pretty hot too.
The next dare went to Jessie’s boyfriend Matt. He had to lick her pussy in front of all of us. At his suggestion, we all went upstairs to the master bedroom, and Jessie lay down on the bed with her legs hanging over the edge. Matt got between her legs and went to work. Soon she was pushing her pussy into his face. Some of the other couples were starting side shows as well. Then one of the girls started chanting “Put it in! Put it in!” The group immediately took up the chant.
Matt moved up and whispered something in Jessie’s ear. She kinda nodded and he took off his pants and boxers. Several of the girls moved in for a closer look at his hard cock. Then Sarah grabbed it and put it between Jessie’s legs. She started rubbing it up and down getting the tip nice and wet, then she lined it up with Jessie’s vagina. Matt pushed forward and the head popped inside. He was moving back and forth and we could tell he was pushing against Jessie’s cherry. The group started chanting “Push! Push!” Then we saw Jessie grimace a little, and Matt’s cock sunk in to the hilt. Then he pulled back out and everyone applauded when we saw the blood on his cock. Then Matt proceeded to pump Jessie maybe a dozen times before his muscles tightened and he started pumping her full of cum.
Matt pulled out and Jessie started complaining he hadn’t made her cum. Sarah whispered something to her date, and he quickly dropped his pants and moved between Jessie’s legs. After a couple minutes, Jessie started humping against him real good and we could tell she was really enjoying it. My girlfriend whispered in my ear “you want to do it with Jessie too, don’t you?”
“I’d rather do it with you,” I said diplomatically. Never having done it before, however, I was sure wondering if I could get some of Jessie that evening myself.
“If you can make Jessie cum, you can do me afterwards,” my girlfriend whispered in my ear. As she said this she undid my pants and pushed them down. My 6 1/2 inch boner poked out the fly of my boxers at full attention. About this time, Jessie humped up against David real hard and we could see more white cream leaking out as he squirted deep inside her.
My girlfriend took my cock and pointed it at Jessie’s vagina and watched intently as I slipped it in. Despite having two loads inside her, Jessie was still really tight. I lay on top of her and started sucking her nipple as I humped her. It didn’t take long til she was enjoying another orgasm, humping up against me for all she was worth. In just a couple minutes, I was making my deposit deep in Jessie’s womb. As I pulled out, I heard one of the other guys say “Lets see how many times we can make Jessie cum.”
By this time, my girlfriend was lying naked on the floor. When I came over to her, she started sucking my cock. Her tongue action combined with watching Jessie on the bed and some other couples going at it on the floor had me hard again in no time. My girlfriend spread her legs and placed the head of my cock in her entrance. I pushed in, and after several tries felt her cherry pop and my cock slide all the way in. She asked me to stop ’cause it hurt, so I stayed inside her without moving til she started slowly humping against me. Then I resumed thrusting. Jessie had taken the edge off me, so I was able to make my girlfriend cum twice before I squirted her full of cum for the first time.
We did it twice more that night. All seven guys at the party got Jessie at least once. None of the girls were virgins when we went home the next day.
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