Four years ago my wife Karen and I began exploring the swinger lifestyle. Things in our marriage were great but our sex life had gone a bit dull. Over the course of a few months and countless discussions we decided to try it, starting with small steps. We usually met both men and women at clubs or bars and initiated conversation. We started out with oral-only encounters to see how we felt and then progressed to sex.
Our first threesome experience wasn't great. It was a female friend of mine who we went out for drinks with one night and ended up back at home in bed with. Her name was Cybil and I had wanted to fuck her for a long time. Things started out great because initially Cybil was all over Karen. Then as soon as I started fucking Cybil we both got really into it and Karen ended up not getting enough attention. We all had fun that night but Karen wasn't a huge fan of the third female dynamic.
Not long after we tried a threesome with a male (a guy who Karen knew loosely through friends) and it was pretty amazing. His name was David and we had a great time. Although I had watched Karen be intimate with several other people prior to this, I had never experienced her having sex with another man and I loved it. David and I fucked her like crazy that night and I learned how much it turns me on to watch her getting off with another man. I also learned how great it feels to have sex with her after her pussy gets really stretched and eventually filled with cum. David started out that night wearing a condom but after about thirty minutes of sex his cock started going a bit soft and Karen told him to take off the condom. It shocked me at first, mainly because at the time Karen wasn't on any form of birth control, but I didn't want to stop it once I saw him take that condom off and push his cock into Karen's mouth to get fully hard again. That process took less than a minute, then he was hard as a rock and ready to go.
At thirty eight, Karen is an incredibly sexy woman. She is 5'8'', long brown hair with red highlights, and in great shape. She's got beautifully perky breasts and a firm round ass everyone notices. I love watching her ass bounce while she's riding cock. It's impressive.
She's got a small patch of perfectly trimmed pubic hair, and she usually likes to wear nail polish when she knows she's going to get fucked. She also loves certain outfits and shoes, and that night she was ready for the roll and willing to fuck like a porn star.
Karen was so into the sex that she let David cum inside her (twice actually). I gave her the last load of cum that night and was surprised at how turned on I got by sliding into her after another man had used her, watching myself slide in and out with another man's semen covering my cock and dripping out of Karen. It made me feel dirty and I loved it.
After that experience, and a brief period of concern over a possible pregnancy, Karen got on birth control. We still intended to practice safe sex as much as possible, but we also knew how much fun it is when Karen wants to feel like a creampie slut. We eventually made it a point to choose married men as playmates, mainly because Karen loved feeling like a "side slut" and also because it greatly reduced the possibilities of diseases, drama, attachment, etc.
Our lifestyle progressed with the agreement that when I wanted to sleep with another woman I would tell Karen but she wouldn't be involved. We had one more threesome experience with a female after Cybil at which point Karen realized that A) she likes men fucking her way more than women and B) she isn't a fan of watching how turned on I get sometimes with other women.
Over the years the majority of our play dates have been with other men, aside from my occasional side fucks. I love sharing Karen's pussy and she loves being the center of attention. We usually play once every few months, as Karen has gotten to be more and more choosy with her men.
Several months ago Karen and I took a road trip to visit some friends. We had six hours on the interstate to entertain ourselves, which of course eventually led to talking about sex. The conversation led to both of us getting turned on, which led to me pulling out my cock and stroking it while Karen was telling me about how much she loved our most recent threesome experience at that time.
That of course led to getting some road head.
As I'm driving down the interstate with Karen sucking my cock I see that a semi is approaching on our right.
Given our lifestyle I saw no reason to make Karen pause as the semi drove by. Needless to say, the semi driver noticed what was happening and decreased his speed a bit to enjoy the show. Once we realized that, Karen decided to make it count. She paused to slip off her shorts and panties, and lifted her leg up with her toes touching the roof of our SUV as she leaned back over to continue sucking me. The semi driver got quite the show as she blew me and rubbed her pussy with her right hand. Then after a few minutes we heard the semi's horn. Karen stopped and looked up at the driver, as did I. The driver was holding up a piece of paper with "pull over?" scribbled in sharpie.
Karen and I looked at each other and it turned into one of those "what the hell, why not?" moments. Karen nodded her head yes, at which point the semi driver motioned for us to follow him, which we did.
About twenty more miles down the road we pulled off and followed the semi to a large truck stop area with a huge parking lot. We got out and met the driver, a thick-built guy named Steven.
Steven introduced himself and thanked us for the "show". He presented himself surprisingly well and he was very articulate over the course of conversation, which peaked our interest even more...as did the wedding ring on his finger. Of course given the circumstances we knew what Steve had in mind. After several minutes and fumbling through how to ask he finally decided to ask if we wanted to "have some fun".
Karen smiled and said "well I don't know, what do you have to work with?". At this point we were standing near his semi, close to where we parked. Steve looked around to make sure no one was paying attention, backed up immediately adjacent to his cab, and unzipped his jeans. He pulled out an impressive looking cock-it was very thick, perfectly shaped head, and looked semi-hard without even being touched...and clearly, once getting hard the length would be one of the biggest cocks Karen has ever taken. I could tell that Karen was ready to get pounded at this point. She looked at me and said "I'm good for it if you are".
Steve is not exactly Karen's type. He is built thicker than Karen usually goes for, and hairy. But she was into it. The three of us climbed into the sleeper cab (which was surprisingly comfortable and a big turn on as a new sex location) and Steve sat down after pulling off his boots and jeans. Karen got on her knees between his legs and slid his cock into her mouth.
I got comfortable while Karen delivered a great blowjob. Steve relaxed as she worked his cock up and down, breaking a few times here and there to lick his big hairy balls. I could tell by her moaning and the amount of spit coming out that she was really enjoying David's enormous dick shoved down her throat. Given the amount of time Karen spent sucking his dick I wasn't sure if she had decided to not have sex and just get Steve off with a BJ, but her intentions became clear when she started easing down her shorts and panties while moaning louder with every thrust of her head. Her pussy was dripping wet so I knew we were going to be there for a while.
Karen finally got up, finished stripping completely naked, and got on her knees where David had been sitting. She presented herself and David took full advantage, spreading her ass cheeks apart and going straight for her asshole with his tongue. I was hard as a rock watching him lick her asshole, getting her loosened up and within a few minutes tongue fucking her ass while fingering her pussy. David then gave Karen's wanting lips their due attention, burying his face between her thighs and licking up as much of my wife's sweet fluid as possible.
Finally Karen couldn't wait any longer and whimpered "put your cock in me". With that Steve slipped on a condom and started pounding Karen's sloppy pussy. At that point I couldn't wait any longer either so I got on my knees in front of her with the small amount of space available and pushed into her mouth. I loved holding her head and watching her rock back and forth while he worked her.
An odd but very sexy thing then happened. While changing positions so she could sit down on his fat dick, Karen grabbed Steve's boots and put them on. Just an old pair of worn out cowboy boots...Karen slipped them on and wore them the rest of the time while Steve and I shared her holes. We took turns sharing her mouth, pussy, and asshole until I finally lost my load. The truck cab was very warm and we all ended up drenched in sweat, the smell of sex and sweat filling the air.
Steve finally came into his condom a while after I did. He pulled it off, threw it on the ground, and settled down to rest, the hair on his body wet and his cock smeared with cum. Karen did her duty and immediately started cleaning him up. She licked his cock clean, then his balls.
Then Karen did something else I had never witnessed. She had Steve lift his legs up and she started licking his asshole. I had absolutely never seen Karen this turned on before. Steve looked like he was going to lose it with pleasure and of course his erection returned with haste.
Karen once again presented herself for sex. Steve started to open another condom package but Karen said "no...don't put that on, just get back inside of me". Steve obliged and spent almost another hour fucking my wife while I watched. He eventually poured himself into her, after which I took my opportunity and filled her with the last load of the day.
We finally parted ways after getting Steve's number. Karen and I were both interested in keeping him around as a long term fuck buddy.
We kept in touch and continued to meet with Steve every time he was passing through our area. Steve would leave the truck in a safe place and we'd either have him stay at our place or meet at a hotel.