My wife, my friend, and I worked on updating this story. We also took in some of the remarks other have made.
*
My wife (Cheryl) and I have been married for 15 years and dated for 10 years before that. We were both in the 11th grade when we started dating. Even at that age, we loved to play with others. The first time Cheryl and I played around with someone else was only a few months after we started dating. It took place during summer break before our senior year. We had both just turned 18 a few weeks earlier.
We were in the middle of some heavy petting in her parent's pool, just as any horny teenage couple would do. We were kissing and I was playing with her nipples with one hand. She has her legs wrapped around me and I had my cock pressed into her pussy and was using my other hand to move her up and down on my cock. My friend Russ came over with a case of beer and several 2 liters of California coolers he got from his older sister. When Cheryl sees him come around the corner, we quickly split apart before he could tell what we were doing. I was so close to cumming in my shorts and I really wanted to finish but had to wait.
I had been friends with Russ for years. He had been Cheryl's only other boyfriend before the two of us started to date. He used to tell me how she had great tits and how she would let him play with them anytime they were alone, but would never let him go any farther than sucking on them. He told me that he tried to get her to play with his cock but she always told him that he would have to wait. When they stop dating (my guess is due to the limited amount of physical activity he was getting), I asked him if it was ok if I asked her out and he told me no problem. I had wanted to have a chance to feel and play with her tits for a long time. She easily had the best tits of anyone at our school.
We all started to drink. Russ and I drank several beers and Cheryl had finished off the first 2 liter of the wine coolers and was working on the second. All of us were starting to feel the effect of the alcohol. The sun had set and it was now dark enough that her parent's would not be able to see what we were doing in the pool. We had been playing around and things were getting more physical as we played and continued to drink.
I was behind her and holding her tight to me so that my cock was rubbing into her ass checks, I was rock hard again and close to cumming. I start to play around with her tits, which were above the water and visible to Russ. I ran my fingers over and around her hard nipples. After a few times of doing this, she tells me to behave, that we are not alone. I ask her if she really wanted me to stop plays with her nipple. I say, I know that Russ has played with and suck on your tits long before I did. I also tell her I think she is getting turned on knowing that Russ is watching me play with her nipples in front of him. I ask Russ if he ever seen her nipple as hard and sticking out as far as they are now.
That is when Russ moves closer to us and he reaches up, pinches both of her nipples, and says that he thinks I am right, she is very turned on. He continues to pinch and rub her nipples and she does not try to stop him. Russ is directly in front of her and she lifts her legs, wraps them around him, and pulls him in close to her so that his cock is pushing into her pussy. Russ and I both started to rub up against her. I am rubbing my cock into her ass and he is rubbing his cock into her pussy. I am squeezing both of her tits to make her nipple poke out and Russ is pulling and pinching her nipples through her top.
This was the first time any of us ever did anything sexual in public. I could tell Cheryl was getting turned on by how hard her nipples were and she had titled her head back against me and was breathing very hard. I also could tell that she did not really know how to handle situation. She has her current and ex-boyfriend playing with her tits and each of us are rubbing our cocks into her. She is horny, drunk, and willing to let us do what every Russ and I want. By this time, she had finished the second 2 liter and her resistance was just about gone. We moved her around and I had one hand on her ass holding her up, my other hand was down the front of her bikini bottoms, and I was working my fingers over her clit. Russ has one hand on her back holding her up and his other hand inside her bikini top playing with her tits.
She stops us and tells us she has to go to the bathroom. She tells us when she gets back we better start behaving ourselves before she gets in trouble. We both watch her get out of the pool, straightens up her bikini to make sure all her parts are covered, and walks to the house. When she gone, my friend asks me if I am all right with what is going on. I tell him hell yes and I am sure Cheryl is fully enjoying it also. I then tell Russ it is time to turning up the fun. We both remove our shorts and drink another beer while we wait. When Cheryl comes back, she opens the third 2 liter and downs about half of it. She then jumps back into the pool and Russ and I move up to either side of her. She is totally blowing away when she feels are bare cocks rubbing against her.
At this point in our relationship, Cheryl had given me a few blowjobs and had let me finger her down her pants, but would not go any further than that. She is an 18-year-old virgin with two naked young men rubbing, pinching, licking, and kissing her in her parent's pool. She was so horny, that she did not even try to stop us from removing her bikini top and throwing it out of the pool so we could play with her tits better. If her parent's or brother had come out to the pool at this point, we were totally busted.
We each put an arm around her back, take a one of her legs, and lift her up so that her tits and bikini-covered pussy are above the water. Russ and I each take a nipple and start to suck on it. I move my hand holding her leg up and pull her bikini aside so I can finger her pussy. Russ has moved his hand down the back of her bikini. He has starts to fingering her asshole. Several times, we were both fingering her pussy at the same time. She is moaning and telling me to rub her clit harder.
We move over to the side of the pool and Russ gets out of the pool and sits on the edge. I move Cheryl over so she is directly in front of Russ and between his legs. She starts to work her hand up and down on his cock. He is playing with her great tits at the same time. I was standing behind her with one hand down the front of her bikini and fingering her pussy. My other hand was down the back of her bikini and had my middle finger inside her asshole and fucking her with it.
She leans down and slides Russ's cock into her mouth. As she is giving Russ a blowjob, I take this as a sign she is willing to go further than she has been in the past. So with my hands down both sides of her bikini bottoms I push them down and pull them completely off. I then move my cock up to her pussy lips and slowly started slide it into her pussy. I manage to get a few inches in before I feel something stopping me from pushing my cock the whole way in. I realize I am about to break her cherry. I hold her tight and with one final push, my cock slides the whole way in and I hear her give a little squeal. I stop moving to give her a chance to recover.
Once I feel her clam down, I grab her hips and start to move her up and down on my cock. This has the effect of pushing my cock deeper into her pussy. I then push her away from my cock, this makes her take more of Russ's cock into her mouth. Everything we have been doing to her puts her over the top quickly. She starts to cum almost at once. I can feel her shaking and her pussy is contracting on my cock. Her legs give out and I have to hold her up to keep her standing.
I am slamming my cock into her pussy as hard as I can. I feel myself start to cum, so I pull her into me so my cock is as deep into her pussy as it can go. I just hold her tight against body and let several long shots of cum dump into her pussy. After months of wanting to fuck her and finally getting to do so in such an erotic way, I did not even think about protection. I found out the next day that she had been on the pill for years to help her with some female issues.