My wife and I have been married for 15 years and dated for 10 years before that. We were both in high school together when we started going out. Even then, we loved to play with others. The first time I can remember showing off Sheryl or playing around with others was at the start of our summer break before our senior year. We had both just turned 18 a few weeks earlier.
We were playing around in her parent's pool. Making out and I was playing with her nipples when my friend Russ came over with a case of beer and several 2 liters of California coolers. We quickly split apart before he could tell what we were doing. I had been friends with him for years. In fact, he had dated Sheryl before we started to date. He used to tell me how she had great tits and would let him play with them anytime they were alone but would never let him go any farther than that. He told me that she would jack him off but never blow him. When they stop dating, I asked him if it was ok if I asked her out and he told me no problem.
Both of us drink several beers. Sheryl had finished off the first two 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. I start to play around with her tits again. She told me to behave that we are not alone. I ask her what the big deal was, I know that Russ has played with and suck on her tits long before I had.
That is when Russ moves over to us and we both started to play around grabbing her tits and ass. We started to rub up against her. Rubbing her nipples or rubbing our cocks against her ass. This was the first time any of us ever did anything like this. I know I was excited and could tell Sheryl was turned also. Her nipples were rock hard and her pussy was so slippery even in the water. I also could tell that she did not really know how to handle situation. She was with her current and ex-boyfriend, both are playing with her tits and pussy, and she is horny and drunk. By the time she had finished the second two liter her resistance was just about gone. I had one hand holding her ass up so she was floating on top of the water and my other hand was down the front of her bikini bottoms. I was working my fingers into her pussy. Russ has one hand holding her up so that her tits are completely out of the water and his other hand inside her bikini top playing with her right nipple.
She stops us and says she has to go in to the bathroom. She tells us when she gets back we better start behaving ourselves. She told me a few weeks later that she had went inside and fingered her pussy until she came. She was hoping to get control of herself but that it just made her hornier than she was already.
While she was in the house, I talked Russ into turning up the fun and we both removed are shorts. When she gets back, she was totally blowing away when she feels our cocks rubbing against her.
By now in are relationship Sheryl had given me a few blowjobs but would not go any further than that. Here she was an 18-year-old virgin with two naked young men rubbing, pinching, licking, and kissing her. It only took a few me attempts and were able to pull her top off so we could play with her tits better.
Russ and I both take a nipple and start to suck on it. I have my hand down the front of her bikini bottoms and fingering her pussy. Russ has his hand down the back of her bikini bottoms. He has been fingering her asshole. Several times, we were both fingering her pussy at the same time. She is moaning and telling me to rub her pussy harder.
We move over to the side of the pool and Russ gets out of the pool and sits on the edge. I move Sheryl so she is directly in front of him between his legs. She starts to work her hand up and down on his cock. He is playing with her great tits. 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 his 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. I slide her bikini bottoms down and pull them completely off. I then move my cock up to her pussy lips and slowly started to slide it into Sheryl wet pussy. She stops me a few times telling me to be gentle, because it hurts. With one final hard push, my cock slide all the way into her pussy. She yelped with the pain, that is when I know I had just popped her cherry. I let her rest a few minutes and to get comfortable with my cock in her. Once she relaxed, I grab her hips and start to move her up and down on my cock.
This had the effect of her pulled back hard into my cock first and then force to take more of Russ's cock into her mouth. With the amount of stimulus Russ and I have giving her, puts her over the top and she starts to cum almost at once. I can feel her shaking and her legs have giving out. I reach under her and hold her up to keep her standing.
At this point, I am slamming my cock into her pussy as hard as I can. I can feel myself start to cum and pull her into me so my cock is as deep in her pussy as it can go. I let several long shots of cum dump into her pussy. As I am holding her tight to me, Russ pulls his cock out of her mouth and starts to pump his own cock as fast as he can. He then cums and I can see his cum hitting Sheryl in the face. After the first few shots, he pulls her head back down on his cock and holds her there while he finished cumming in her. I can still remember how great it felt to cum deep in my girlfriend's pussy while I my best friend was shooting cum on her face and down her throat.
We all took a short break. Russ and I drank another beer and she downed most of the 3rd two liter of coolers. Sheryl is so drunk now that she is sitting on the side of the pool completely naked not caring if anyone could she her or not. Russ is holding his beer in one hand and is using the other to play with her pussy. I am on the other side of her and I am playing with her tits. She is so drunk now she can hardly stay sitting up.
When we finish our beers, we both get out of the pool. We pick Sheryl up and lay her stomach across the picnic table. Here ass is facing Ross's side of the table and her face is on my side. I am not sure she even knows that we moved her. I move over to her and slide my cock into her mouth, and start slowly fucking her face. Russ was behind her and he worked his cock into her pussy. I use a slow pace and enjoying the feeling of my cock sliding in and out of her mouth. He is pumping her quick and hard and I can tell he is not going to last very long. As he starts to cum, he pulls his cock out of her pussy, and cums on her ass and back.
Once he moves away from her, I pull my cock out of her mouth and move to the other side of the table. I first start to fuck her. As I am looking down at my cock sliding in and out, I have a clear shot of her asshole. I pull my cock out of her pussy and try to push it into her asshole. I cannot get the head of my cock to penetrate her, so I stick my thumb into her pussy and get it wet and then work it into her asshole. I am trying to loosen her asshole enough to fit my cock. Once I get it to move in and out several times, I do the same thing with my first two fingers. I use Russ's cum to lubricate my fingers and her asshole. I can then easily stick my fingers in and fuck her ass with them. I fuck her with quick thrust in and out of her ass.
I pull my fingers out and this time I can easily slide my cock in. Her ass is so tight on my cock I love the feeling. I then start to pick up my pace and soon I am pulling my cock almost the entire way out and then slamming it back in to her asshole as far as I can. I only last a few minutes before I am cumming inside of her.
When I finish cumming, we roll her over on her back lay her lengthwise on the table. We let her legs and arms hang over the edges leaving her pussy spread wide open. We then sit around the table and finished off a few more beers. We both play with her tits or pussy while we talked. One of us comes up with the idea to fuck her with a bottle of beer. I down the last of my beer and place the top of the bottle at the opening of her pussy. As I work the bottle into her pussy, Russ is holding her pussy lips wide open. We are drinking Miller's and the first few inches slide in easy. Once I get to where the bottle widens I have a hard time getting more of it in her. We each take a leg and pull her legs up and apart which opens her up and the bottle slides past the neck and almost all the way in.
I fuck her with the bottle a while and then ask Russ if he want to try. He also fucks her a few times with the bottle and then just leaves it in her with only the bottom sticking out. I continue to play with her clit and the bottle.
I keep telling him how tight her asshole was and that he should try fucking her like that. After a while, he got up and we roll her over again. He then gets on the table with her and tries to fuck her in the ass. She still had the bottle in her pussy and he tells me he cannot get his cock into her ass, I tell him I bet the bottle is too big, reach up, and pull it out of her. With the bottle out, he was able to force his cock into her ass. I sit back and watch as he fucks her until he cums deep in her asshole.