Standard Disclaimer #1 (Tequila & Tabasco mix): I've done concerts. I've had sex with friends' girlfriends, and girlfriends' friends (and, now that I think about it, with friends' girlfriends' friends, and once, just to stretch it to the breaking point, with a friend's girlfriend's friend's girlfriend), and I've had sex in a van, but I've never had sex with anyone, much less unfaithul sex with a friend's girlfriend in the back of a van, on the way home from a concert. Beyond that, I claim the fifth.
Also: unprotected sex? Not a good idea.
* * *
Several years ago I hung out with some friends, like most of us do. Terry, Jeff and I had the same tastes in music, sports and food, and got along pretty well. When one of our favorite bands came through on tour, we all lined up to get tickets first thing. Good thing we did, too, because they sold out in a few hours.
The only kicker was that the concert was almost four hours drive away. Oh, well, that was the closest they were going to get to us, so it was go or miss the show.
We took Terry's van, a large cargo van. It had no seats, except for the front bench seat, so we put a couple of mattresses, some pillows and some blankets in back. The plan was that I would drive there and Terry and Jeff would trade off driving back.
Oh, yeah, we were taking our girlfriends along with us: Donna was my girlfriend, Laura was Terry's and Dixie was with Jeff.
The show was great and we were all buzzed afterward. We hit a Denny's and ate, then hit the road. I crawled in back with Donna and Dixie, and Laura sat up front with Terry and Jeff.
I changed into a pair of cut-off sweat pants to be comfortable, and fell asleep almost at once. I was awakened some time later when someone ran her hand up my shorts. I figured it was Donna - who else would be playing with my cock? She surprised me, though. Donna was usually too shy to do something like this in public, but since it was totally dark, she probably felt it was safe enough.
I wasn't wearing any underwear that night, so she soon had a handful of hard cock. The next thing she did surprised and delighted me: she pulled my cock out the left leg of my loose shorts, out into the open. Then I felt a pair of hot, wet lips wrap themselves around my cock, which was a surprise, because Donna was pretty shy about sex, except in bed with the lights out, and didn't often give me head, Not that I was complaining, mind you.
I knew Donna didn't like having her head held when she was sucking cock, so I put my hands on her shoulders, instead. I didn't want to make any noise, so I couldn't tell her when I was about to cum. It didn't bother her, though, and she chugged down the entire load as it blasted into her mouth. That was even more of a surprise, since Donna almost never swallowed. Again, I certainly wasn't going to complain!
I was still half-hard, and got harder as I felt Donna wiggling around before pushing her ass up against me. I could feel her skirt up around her waist - wait a second, Donna was wearing jeans! That meant this had to be... I thought back. Donna was wearing jeans and a tee-shirt, Laura had on shorts and a button-up blouse, and Dixie was the only one wearing a skirt, along with a tee-shirt. This was Dixie I was about to fuck!
Okay, I was cheating on Donna and Jeff, but I wasn't going to say a word. Dixie wiggled her ass up against me, reaching between her legs to grab my cock and guide it into her pussy.
What followed was one of the stranger fucks I've ever had. I was sliding my cock in and out of a tight, wet pussy in the dark, with my girlfriend, another girl and the two other girls' boyfriends in the front seat.
I couldn't move too much, because I didn't want to make any noise and give us away. Because of that, it was a slow fuck and it took me a while to cum again. I could feel Dixie fingering her clit, and feel her pussy clenching in orgasm several times.
When I felt the warning signs, I took a chance, moved my face close to Dixie's and murmured, "I'm going to cum," in a faint whisper. At that, she started humping her ass back against me harder, which took me over the edge. I pumped her tight, slippery pussy full of cum, then we stayed in that position until I went soft enough to slide out of her pussy.
She wiggled around a bit, then licked and sucked my cock clean before settling back down again. A few minutes later she sat up and said she had to piss, and could whoever was driving find someplace to pull over?
We came to a rest area about ten minutes later, and everyone got out for a quick piss and stretch. Ten minutes after that and we were back on the highway. I spent a lot of that ten minutes trying see if anyone else had noticed me fucking Dixie, but I couldn't tell at thing. I figured if they had, there'd have been a huge uproar, so odds were, no one had noticed.
After another hour or so on the road, I felt a hand slide up my pants leg again. Here we go again, I thought with anticipation. However, this time was going to be different. I'd been nine-tenths asleep until then, so I hadn't been paying much attention to anyone else in the van. Now that I was awake, I could hear muffled slobbering sounds coming from the front seat. Then I heard one of the guys up front moan, "Oh, yeah, baby," and the other one hiss, "Keep it quiet, they're still asleep back there."
It took me a few seconds to realize what I was hearing, then it hit me: Donna was up front with Terry and Jeff, and it sounded like she was sucking someone's cock up there. Hearing my girlfriend sucking someone else's cock pissed me off, but made me hornier, too. Also removed any lingering feeling of guilt I might have felt about getting sucked off by and fucking Dixie earlier.
Whoever was playing with my cock this time decided it was hard enough, and started pulling my pants down. I didn't put up a struggle and they were soon down around my knees. As soon as my cock was exposed, whoever it was let go, then grabbed it again, this time with a handful of something cold and slippery.
I wasn't sure what was going on, then a warm ass was pressed up against me and a hand was guiding my cock between a pair of ass-cheeks. Was she going to put my cock in her ass? I wondered, only to have that question answered seconds later as she shoved her ass back against me hard, forcing it into her asshole.
Assfucking is one of my favorite things, but Donna won't do it unless she's incredibly horny, or so sloppy drunk she's about ready to pass out. Obviously, whoever this was, she felt differently about having a hard cock stretching her ass open. I grabbed her hips with both hands and slowly slid my cock the rest of the way up her ass, until I was balls-deep.
Sliding my hands up her waist, I didn't feel a skirt, but a thin blouse, so this was Laura, with her shorts down, or off all together. Okay, I was running up my total of cheating sex tonight.
That was another slow, stealthy fuck, quietly sliding my cock in and out of a tight, anonymous ass in the dark. I love dicking a gal in the ass, and Donna wouldn't let me do her like that very often, drunk or otherwise, so I was enjoying the hell out of myself.
I'd already cum twice, once in Dixie's mouth, and once in her pussy. That'd been an hour and a half earlier, maybe more, but with the edge off like that, I was going to be giving Laura's ass a real workout. I worried, in that distant part of my mind that's always awake, about Laura making enough noise to alert Terry and Jeff to what was going on back here, but it was only distant.
Laura pressed back against me, hard, making a choked whimpering sound, and I imagined she was biting down on her knuckles to muffle the sound of an orgasm as she dug the fingers of the other hand into her pussy. That was enough, prior orgasms or not, and, grabbing Laura by the shoulders and pulling her to me and down, I shoved as deep and hard into her ass as I could, and held her there as I came in her ass.
Once her tight ass had wrung out the last spurt, I started to slowly stroke in and out again, but she pulled away, then turned toward me, once my cock had popped out. She kissed me, long and deep, then, moving her lips to my ear, murmured, "that's enough for one night, I think."
"Thanks," I murmured back. I felt her wiggling around, and, in a momentary flash of light from outside, saw she was pulling her shorts back up. Deciding that was a good idea, I pulled my own back up, and just in time, too.
A couple minute later, the van pulled off the road, and Jeff loudly announced, "Piss break! Everybody out!" Dixie answered drying, "Classy as always, Jeff." As I staggered out, I recognized the gas station we'd stopped at. We were only a half-hour from home, and after everyone had cycled though the bathrooms and picked up snacks and drinks, we were back on the road, and spent the remaining time shooting the shit about the show, work, and whatever else came to mind.
This time, Donna was sitting in back with me, and we spent some time kissing, and groping each other. I noticed she'd bought some breath mints in the store. The small, always awake, and usually cynical portion of my mind thought, Good idea, girl, when she offered me one. I was just as glad, though, that she didn't do anything more than rub and stroke me through my shorts. I was still sticky from whatever lube Laura had used. I had my hand in her pants, though, and Donna didn't stop me from sliding a finger under her panties and into her pussy, after rubbing her clit for a while, of course.
I had that bit down pat, and at one point Donna had to bite her lip and grab onto my shoulder hard, as she shuddered though an orgasm. That was a nice thing about Donna: she'd chide me for being a one-track, single-minded sex fiend, but she enjoyed her orgasms just as much as I enjoyed giving them to her.
Donna's pussy was wet, but it didn't feel any wetter than any other time I'd fingered her to orgasm. I didn't think Jeff or Terry had actually fucked her, not in the front seat, while driving. Oh, they could have, whoever wasn't driving at the time, but that'd have been pretty obvious if anyone in back had looked. I wasn't too worked up over the idea, anyway. I knew, well, I was 99% certain, anyway, that she had sucked one or both of them off on the trip back from the show, but I'd fucked both of her friends, one of the up the ass, and the other had sucked me off, to boot. I was well ahead of Donna, when it came to cheating.
We were soon pulling into Terry's driveway. It was way too late to hang around and shoot the shit, so we all said our good-byes and headed for home. It wasn't far, and five minutes later the two of us were shuffling from the car to the front door. The two of us hit the bathroom at the same time, brushing our teeth, then I suggested a quick shower before bed. It'd relax us, clean off the sweat from the show, which had been as overheated as any other concert I'd ever been to, and, most important in my mind, get the film of lube and shit off my dick, just in case I could interest Donna in a late-night / early morning quickie before falling asleep.
Turned out, there was no need to try interesting her in anything. She eagerly hopped into the shower with me, where we took turns lathering each other up, which, like usual, left me hard and her giggling. A quick rinse, towel off, and we were off to the bedroom, where, Donna almost shoved me down onto the bed, before straddling my face, and lowering hers to my cock, which hadn't softened between the shower and the bed.
Unlike her usual behavior, which was best described as "only in the dark", this time Donna was so worked up that she was being much more forward than usual, not that I was going to complain. She was sucking cock with a fervor I'd rarely experienced with her, and grinding her pussy into my face as I wiggled my tongue into her clit as hard as I could.
That small voice in the back of my mind murmured, so, you get horny when you've been sucking someone else's cock. Handy information. Donna came after a couple of minutes, which was quicker than her usual. I'd already cum three time that evening, so I didn't cum in Donna's mouth, not quite. Of course, it usually takes a while for me to get off from a blowjob, so there wasn't anything to tip Donna off there.
Panting, Donna rolled off of me and onto her belly. As I reached out to finger her pussy from behind, she looked over her shoulder at me with a wide, naughty grin, and asked, "You feel like putting it in my butt? It's been a while."
Grinning back at her, all I said was, "Sure," while I heard, sucking cock really turns you, doesn't it?
Donna didn't let me do her in the ass very often, but it was often enough I knew how she liked it. Reaching into the bedside drawer, I pulled out the bottle of special lube we used just for this, and spent the next couple minutes lubing up Donna's ass while she fingered herself. She liked me to rub a fingertip around, just touching her asshole, then slowly push it into her, narrowing the circle I traced with it, until I was in to the second knuckle and just wigging it around before just sliding it in and out of her ass for a minute or two, making sure it was thoroughly lubed up.
As soon as I was able to easily slide that finger in and out, it was time to pull back a bit, slather a generous layer of lube on my rigid, throbbing cock, then place the tip directly to her tight little pucker and, oh-so-slowly, press into her.
My natural instinct, of course, was to just slam it up her ass in one massive thrust, but she'd only let me do that when she was absolutely shit-faced, falling down drunk. This was good, too, though. Feeling her ass resist at first, then the pop I could feel as her sphincter dilated and head pushed through its tight embrace, and her gasp as I forced the head of my cock into her tight ass - these were all some of my favorite sensations.
As soon as I had the head and maybe an inch of cock in her ass, I heard Donna gasp out, "Stop! Don't move an inch!" I held myself where I was, as I felt her fingers moving harder and faster on her clit, and dig deeply into her soaking pussy. Donna wasn't often in the mood for getting her ass reamed, but when she was, she really got off on it. She'd told me once it was the combination of the nastiness of the act, and how it made her feel completely stuffed full. "Getting fucked in the ass makes me feel like a complete, nasty slut," she'd said.
This time was no exception, and I could feel Donna starting to tremble. I paid close attention, because what came next required precise timing, if I wanted to get it right. When her legs started to shake, I tensed myself, and then when Donna went rigid and arched her back with an incoherent cry, I shoved my cock as deep into her clenching ass as I could in one motion. There was something about that, forcing my cock root-deep into her ass while she was cumming that made her cum even harder. The incoherent cry became a muffled shriek as her arms and legs flailed around and she buried her face in the sheets. It felt like her bucking body was forcing me even deeper into her ass, which was clamping down on my cock so hard it was on the very edge of pain.
Then, it was over, Donna's orgasm had passed. Sometimes, I came when she did, the intensity of her orgasm pushing me over the edge to my own pleasure. Sometimes, like now, I didn't. Slowly, I pulled back out of her ass, until just the tip was inside her, and I had to keep pressure on it to keep her from squeezing me out. As soon as I reached that point, I shoved back in, forcing my entire length into her until I was once again fully buried in her ass. As I thrust back into her, Donna pulled a pillow to her face and moaned into it.
I kept at it, pulling all the way out of Donna's ass, or nearly so, then slamming back into her as hard and deep as I could. I was still a bit pissed at her for, I was absolutely certain, sucking off Terry and Jeff, and I worked that out by fucking her tight ass harder than I'd ever done before.
(Yes, I know, double standard. Sure, she'd cheated on me, but I'd cheated on her more, with Laura and Dixie. I'm sure if you kept score, getting a blowjob from one of your buddy's girlfriends, then fucking her, then fucking another buddy's girlfriend in the ass got me a lot more cheating bastard points than one or two blowjobs would have gained Donna cheating bitch points. Still didn't change how I felt. Sometimes, I'm a bastard.)
Finally, with one last tremendous thrust, I buried myself and stopped moving, as I pumped a load of cum deep into Donna's ass. I held that position until I started to go soft, at which point her ass squeezed me out. She rolled over underneath me, pulled me down for a deep, hard kiss, then said, "Damn, babe, I didn't think you were ever going to get that one! My ass is so sore I won't be able to sit down for a week! Let's get cleaned up, and get some sleep."
"Good idea," I answered, and the two of us got into the shower for a quick scrub and rinse. I started to stir erect again as Donna's soapy hands stroked it, and she said, with a laugh, "Down, boy, down! Save it for later. You ain't doin' my butt for a while, not after that fuck you just gave me. It'd take me way too long to for you to cum in my mouth, and I'd fall asleep before you were done if you did me normal. Save it for later."
I laughed and agreed. "Yeah, you're right. I'd fall asleep first, anyway. I'll hold you to that 'later', though."
"Deal!" she instantly agreed, and after we'd rinsed off, it was time for bed, and, finally, sleep.
As I was drifting off, I heard that small voice. I wonder if she was turned of from sucking someone else's cock the other times she wanted me to fuck her up the ass? Maybe I should try to get her to do that more often...