This is a series of stories about experiences with Jill, my first long term girlfriend and sexual partner. They are based on true events except that they are revised into what could have happened if we had been focused differently. If we'd known then how to have a relationship good enough to do the things we could have, then we would have been mature enough to have things turn out this way.
Jill was a few years older than me and we learned a lot about sex during the few years we were together. She was nearly as willing to experiment as I was, that is, when she was willing to have sex. And that was not as often as I wanted. But even between times we talked about positions and techniques that we had heard about but not tried. We thought sex could be just for fun under the right circumstances. We talked about what it would be like to do other people we would see walking by, even threesomes and more.
Jill had large boobs for her size and she came to enjoy the attention they brought her. She never liked wearing a bra so I always encouraged her to take it off as soon as we left for our dates. Although she didn't always wear revealing tops, I still liked knowing she had no bra.
She had an older cousin, Jenny, who spent summers with her ever since their teen years. Jenny was very much into sex. She enjoyed the excitement of a new guy. She claimed to be an expert in the Kama Sutra. I think her mother was a French relationship psychologist. Some of Jenny's attitude influenced Jill because she became much more sexual when Jenny was around. Those two slept in the same bed as they had since they were children, because there was no spare bedroom.
Although we wouldn't have sex, Jill and I would still make out while Jenny was there. Late one night, I unbuttoned Jill's night shirt and rubbed her clit while kissing her boobs. Jill was lying on my left arm so my left hand was free. Jenny found my hand and moved it under her shirt to her boobs. I think she was rubbing her own clit while I rubbed her boobs with my left hand. My right hand and mouth were busy pleasing Jill.
Orgasms weren't a big event so things just died down. I left without telling Jill about Jenny's activities. Jill was a little jealous when Jenny would walk around in skimpy clothes. I never made a big deal about it but Jill could tell I noticed. So I thought it was best to not mention it.
Jill's college class organized a charity golf game and needed Jenny and I to play the next day. Another student, John, who was from our hometown and the roommate of a good friend joined our team to complete the foursome. Jill and I knew John but hadn't spent much time around him. I thought Jenny would probably like him since he was one of people Jill said would be fun to do. But she said there wasn't much attraction, other than that.
John was the only one who was decent at the game. He and my friend lived next to the golf course so we met there. It was unusually hot for a spring day. As the game began it became obvious that we had not dressed for the heat. We sucked as golfers but we had fun with it. John was trying to help the girls with technique but it didn't make much difference. The longer we played the higher the temperature climbed. I told the girls that at least John and I can take our shirts off, which we both did. We bragged about how much better it felt with the breeze on our skin. Jenny said the best she could do was to take her bra off. She did that without removing her shirt and stuck the bra in her golf bag. Jill told us she wasn't wearing a bra, but could only tie the shirt up around her waist.
Jill wore a flannel button up shirt while Jenny had on a football jersey. John offered to go get t shirts for them back at his place since it was just next door. They would still be shirts but would have to be cooler than what they were wearing. The girls thanked him as he ran off.
John caught up on the next hole. He gave each of the girls a plain white man's t shirt. Jill and Jenny hid behind a golf cart to change. I tried to peek but didn't see anything other than their backs.
As we finished the game John and I paid more attention to the girls than our game. The view had improved substantially. Jill and Jenny didn't seem to either know or care that we could see through the t shirts. We stopped even keeping score. By the time we finished most people had gone so we went back to John's apartment for our cars. We were all very thirsty so we went in for cold water. The girls took their tops in so they could return the t shirts.
After getting us large glasses of water, John sat on a small sofa while the girls and I sat on another small sofa near the door. John fiddled with the stereo as we drank our water. John and I thanked them for their choice of outfits and said we were sorry they had to change back to their normal tops. We also said we hoped they enjoyed our shirtless outfits. We still had not put our shirts back on. We pointed out the fact that we had been undressed that way for much longer than the girls wore the t shirts.
Jenny stood up and said she enjoyed our show very much and said, "And here's a little gesture of appreciation." She then took off the t shirt, standing for us to see. Jill hopped up and took her shirt off as well, saying that she appreciated the show also.
I was shocked. John and I were didn't know what to say so we just looked. All I could say was, "Wow." Neither made a move to put their other top on.
After what seemed like hours, Jill, my girlfriend, walked over to John and sat on his lap with her boobs right in his face. She leaned over and kissed John. I was so shocked, it took a minute to notice that Jenny was straddling me the same way. Jenny kissed me for a long time then whispered in my ear that she had wanted to fuck me since we met. She said, "Relax and enjoy; Jill is OK with this. You might even like the show."
I started kissing her all around her boobs and neck as she rubbed herself into my crotch. As she stood me up to take off my shorts, I looked over to see Jill on her knees blowing John. He was obviously enjoying himself, moaning as he laid back on the couch. Jenny pushed me down. I moved around to get a view of Jill as Jenny took off her shorts. She took my dick into her mouth for just a few seconds before sitting on my lap again. She slowly guided me into her.
Jenny took her time fucking me. There was no wild humping, only slow moves as she alternated kissing me and putting her boobs in my mouth.
Jenny told me to look over at Jill. She stood up and took her shorts and panties off, then pulled John up onto his feet. She sat on the sofa and pulled John down on her, guiding his dick into her. She laid back on the couch with her legs around John and her arms back over her head. She moaned as she took him deep inside.
Jenny asked what I saw. I told that I saw Jill having a good time. She then asked what I thought. My response was this was the hottest thing I'd ever done. She then stood up and got on her hands and knees facing Jill and John. She told me to come in behind so I could get an even better view of them. I played with her boobs from the back.
Jill got up then put John on his back with his head toward us. She straddled him and guided him in as she looked at me and smiled. She sat straight up giving me the best view ever. I couldn't last long looking at that so I came quickly and even more intensely than normal. It seemed to take hours. We watched Jill and John for a few more minutes before Jenny suggested a shower. She went straight in and waited for me a bit while I caught the last glances of Jill.
After soaping each other up I moved around behind her and began rubbing her clit with one hand and her nipples with the other. It didn't take long for Jenny to have such a strong orgasm I had to hold her up.
