4 comments/ 48644 views/ 9 favorites The Kinkiest Thing By: Heironymous I had gathered together with a group of male friends recently. We all knew each other well and had played golf that day. Over drinks afterward, someone asked the question of the group: What's the kinkiest thing you've ever done with a woman? I didn't take the question seriously, but Charlie immediately piped up with his story. When he had been about eighteen, a neighborhood lady of about 40 seduced him during his first summer home from college. Over a period of three months or so, she taught him how to please her. She liked to be eaten out with him alternately licking in and around her hole, and sucking her clitoris while Charlie ran his index finger in and out of her ass. I smiled and wondered if Charlie replayed that scenario over and over with his wife. Someone else piped in with a story of sticking various food items up a woman's cunt and eating them out of her. Soon everyone looked at me expectantly, and I told the first story that popped into my mind, although I realize now it was not the kinkiest thing I had actually done. That will come later. The story that popped into my mind was one that happened during the years between my undergraduate degree and when I met my wife. I had sex with a vast amount of women over those years. My roommate and best friend at the time, Max, and I had gone on a float trip down a local river with a large group of friends and their friends. A girl we hadn't met before, who was strikingly beautiful in her bikini, was openly flirting with both of us all day, preferring to float with us as a little group of three rather than floating with her girlfriends. After about a four-hour float, a lot of sun, and a few beers, we invited her over to our apartment. She gladly accepted, and rode with us to our place. She sat in between us in the front seat, and I openly put my hand on her bare thigh and rubbed up and down, getting very close to her pussy. No objections from her, she just smiled and went right on with the conversation. When we got to our place, we popped open a few beers and sat down in the living room. We were still in our swimming trunks, and she was still in her bikini. I sat next to her on the couch, and put my hand back on her thigh. I moved it to the inside, and this time when I rubbed up and down her leg, I didn't stop when I got to her pussy. I ran my fingers over the thin material and she tensed and said, "Oh! I was hoping you'd do that in the car". While my roomie watched me slip my fingers underneath the material and find her wet slippery pussy, she spread her legs to give me better access. After a few minutes of this, I was getting pretty hot, and she was getting scaldingly hot. "Let's go to the bedroom", I told her. She immediately agreed and stood up and grabbed Max's hand. "You come, too", she said as she grabbed my hand as well. Max and I just looked at each other and shrugged our shoulders. We went into my bedroom and she lay down on my bed. I laid down on one side of her, and Max on the other. I made out with her briefly, and then she turned her head to Max and made out with him for a while. While she and Max were kissing, I reached underneath her and unhooked her bikini top. She arched her back to give me access, and once I had it unhooked I pulled it away to reveal her beautiful creamy C-cups with pink, erect nipples. I started to kiss and lick her breasts while she made out with Max. Max reached down and put his hand under her bikini bottom and I could tell from the way she was moving that he was fingering her. She was moving her hips to meet his hand each time he thrust his fingers into her and I could hear her moaning into his mouth as I hungrily sucked, licked, and nibbled at both her nipples. She got up on her knees and pulled her bikini bottoms off, then untied Max's trunks and pulled them off him, revealing his stiff cock sticking straight out from his body. Then she turned to me and pulled my trunks off as well. She laid me down on my back and started kissing me again, and then started kissing her way down my neck, and my chest, and my stomach. She was on her hands and knees facing me as she moved her body towards the foot of the bed so her face would be at my cock-level. I could see Max behind her, standing at the foot of the bed and rubbing her ass and gliding his fingers over her soaked pussy. She kissed her way down to my cock and took it in her mouth. She was hungry for my cock, no doubt. As she sucked it and licked my balls, I heard the tell-tale sound of a condom wrapper being ripped open, and I looked up to see Max moving in behind her as she sucked my cock. With her ass in the air, Max put his cock against her pussy and pushed it all the way in one stroke. She started moaning on my cock as she licked and sucked in a frenzy. She pushed back against Max on the outstroke of my cock in her mouth, then pulled away from him as my hard dick slid back into her mouth and down her throat. Max was fucking her pussy while I was fucking her mouth. I could tell that Max was getting close and he finally came with a loud grunt. I think she came at the same time, but it was hard to tell because it seemed like she was just having one long orgasm after another. Max pulled out of her and she flipped around so her round ass was facing me. She started rubbing her moist pussy on my cock as she licked Max's sheathed deflating cock. She pulled the condom off him with her teeth, spit it on the floor, and then politely asked him if he had another one for me. I could feel her wet pussy against my straining cock, and I wanted to slip it in so badly, but I knew well enough to wait for the condom. She ripped open the condom, spun around and rolled it down my cock, then climbed on. She grabbed my member and positioned it right at her wet opening, then just sat down on it. I felt it slide all the way in and stop against her cervix. She moved up, so just the tip was in, then sat down again on it with a thud and a moan. Soon she was riding me like a bucking horse and Max came up behind her on his knees, straddling my shins, and started rubbing her tits from behind her while he pressed his chest against her back. I watched as he squeezed her firm breasts and tweaked her nipples as she rode me. My cock was feeling like it was going to burst and when she started coming again, I let go and had a fucking cataclysmic orgasm that seemed to last forever. I remember thinking the top of my head might have actually blown off. This went on for over four hours, with both of us taking turns fucking her. She couldn't get enough fucking and she couldn't get enough cock in her mouth. At one point, we were all resting, with her laying on her back with her head on my pillow, me sitting on the bed next to her, leaning my back against the wall, and Max on the other side of her, laying on his side with his head in his hand, cocked up on his elbow. As we chatted, I saw her hand slide down her belly, and soon I became aware that she was stroking her clit. Just chatting away with us with her hand between her legs, playing with her clit and fingering herself. Finally with her other hand, she reached over and started playing with my flaccid cock. It began to respond, and she turned on her side and put her head in my lap. She got her mouth up to my cock and started to lightly lick it. Then to my amazement, I saw Charlie climb down the bed and put his head between her legs and start licking her cunt. I thought it was a little weird after we had both fucked her a couple of times, but we had been wearing condoms. They would have been in a sixty-nine position on their sides, but she was facing away from him and sucking my cock instead of his. It was obvious that she was really getting off on Max sucking her pussy and licking her clit. My cock had gotten nice and hard, and she started really going at it as she started coming from Max's ministrations. She was like a wild animal, coming and coming, and sucking hungrily and greedily on my cock. All at once, I felt my orgasm coming, and with a growl I pumped my third load of the night down her throat. Charlie rolled her over on the bed, rolled a condom on his cock, and slammed his cock into her. She immediately started coming again and I sat against the wall and watched my best friend bang the girl mercilessly. And she just kept begging for more and more all night. I think we both fucked her once more that night before we drove her to her friend's house. It seemed like the most natural thing in the world, and I never felt like it was weird to be naked around Max. I don't think our bodies ever touched that evening and there was no unease between us. I think Max got together with her a few more times after that, but that one night had been enough for me and I moved on. To tell the truth, I can't even remember her name. As I said, I realized later that it wasn't the kinkiest thing I had ever done. I'll tell that story here, but it will take some leading up to it. **************************************************** I was in graduate film school in L.A. and living in a Spanish-style courtyard apartment building where all the doors to the apartments faced into the courtyard. There was an extremely attractive woman living across from me, about my age. I would see her frequently and smile and say hello. She had a boyfriend, who I saw coming and going often. He was a biker type, very rough around the edges. She didn't look the type, though. At one point I realized that the biker guy wasn't coming and going anymore so I started chatting her up when I'd see her at the mailbox. She was an aspiring actress, I learned to very little surprise, trying to make it in Hollywood. I told her I was a screenwriter getting my Masters at USC. She raised her eyebrows and said we should have a beer sometime and compare notes. I smiled. It should come as no surprise to the reader that we ended up in bed together at her place a week later, with only a very hasty beer having been drunk. In the beginning it was all pretty standard stuff, a lot of kissing, a lot of petting, a little oral, and then intercourse. I did notice, however, that she was a woman who got very, very wet during sex. Wet to the point that the sheets had a huge wet spot and both our pelvises, thighs, and stomachs were gooey and slick by the time we finished. She would say things to me that I thought might be hints, but I wasn't sure. One thing I remember is that she told me I was different than a lot of the guys she had been with. I was gentle with her. Funny thing is, though, she didn't give any indication that she liked gentle better than rough. It was just a comment. I got the sense, though, that she was wanting more than our pretty vanilla way of doing things. We fell into a pattern of "if I'm not doing anything, and you're not doing anything, let's fuck!" It was so handy with her just across the courtyard. On about the sixth time we got together, I had had a few beers with friends and came home and knocked on her door. She answered with a glass of wine in her hand, and I could tell it wasn't her first. She pulled me in and immediately starting making out passionately with me, pulling me to the bedroom. She pulled back the bedspread and covers of her bed and we lay down on the sheet and fumbled with each other's clothes as we locked our mouths together, tongues finding each other, passions running high. She must have been fantasizing about something before I arrived because she was hot, hot, hot! We got our clothes off and she immediately went down on me and started licking and sucking my cock, taking it into her mouth and occasionally opening her throat so I could get my short and curlies up against her nose. The feeling was incredible as I had never been deep-throated before, and my level of arousal was soon matching hers. When I wasn't penetrating her throat, she'd be licking and sucking the head while she grabbed my shaft and moved her hand up and down it. It was fucking turning me on to run my long, hard cock down this gal's throat, have her wank me a couple of times, then run my cock down her throat again. I was getting dangerously close to coming, which I didn't want to do, because I was having so very much fun! I decided to return the favor, and moved down to the bottom of the bed and pulled her legs apart. She was the first girl I'd ever been with who shaved her pussy, as that was still not quite in vogue. I was running my tongue up and down her slit, stopping to lick and nibble her clit about every third trip up her juicy cunt. And it was juicy!! It was as if she was leaking oil or something; she was just incredibly wet, which turned me on even more. It let me know I was really getting to her. I started to concentrate more on her clit, licking it up and down, flicking it side to side with my tongue, and sucking on it, pulling it away from her with suction, then letting it pop out of my mouth. I added some digital stimulation, putting first one, then two, then three, and finally four fingers up inside her and running them in and out while I began lashing with my tongue at her clit. I could feel her building up to her release, and finally she let out a huge moan, I felt her muscles clamp down on my fingers, and then I got a huge surprise. She drenched my face with spray that came from her pussy. At first I was just shocked. This was 25 years or so ago, and I had never heard of a woman squirting. It came as a complete surprise. Then she sprayed me again as the second wave of her orgasm hit her. I truly did not know what had happened, and as she came down from her orgasm she began apologizing, saying how she should have warned me that she squirts out cum if she comes really hard. I didn't say anything. I was so turned on, that I just crawled up on top of her, put my cock up against her opening, and drove it in to the hilt. I rammed it so hard I could feel the breath being pushed out of her. I began pounding into her savagely. I grabbed her hands and pinned them to the bed above her head and slammed into her as hard as I could over and over. She started coming again, almost screaming from the punishment I was giving her, pumping more of her cum-juice into the mess we were slithering around in. My face was dripping wet, and our bodies were bathed in our sweat and her juices. She finally pulled her hands free and grabbed my hair and pulled my face away from her. "Come in me hard!" she cried, looking me right in the eye. That was all I needed to push me over the edge. With a mighty grunt I started pumping my load into her. First one pump, then another and another until I felt I must have no more liquid in my body. With each squirt my body would spasm with pleasure and I would grunt or groan as she looked me square in the eye. When I had come back down to earth I was aware that we were basically lying in a big puddle on the bed. She asked me if I wanted to take a shower with her, and I agreed. We got up and she stripped the bed. I noticed that she had a plasticized mattress pad. She had planned ahead. Once we were in the shower, she told me she hoped she hadn't grossed me out. She told me that she's always been that way, and it's been a problem for some guys. I hadn't really had time to process, but I told her what came into my head first: that for some reason it had really turned me on. "So you don't want to stop seeing me?" she asked, looking at me hopefully. "Not at all, I said." Whereupon she went down on her knees in the shower and brought my cock back to life so she could finish what she started when we first lay down on the bed. Amen!!! The next day, all I could think about was getting back to her that night for a repeat performance. I hadn't thought much about her if I wasn't with her up until then, but I had found the experience of having my face sprayed with her juice so erotic, so strange, so lewd, so forbidden, that I couldn't get her out of my mind. I began to leave school early to get home. I couldn't get enough of having sex with this damp, swampy woman. She wouldn't always spray; she had to come really hard for that to happen. One night we went into her bedroom, and I noticed a vibrator/dildo on her bedside table. She acted embarrassed, and apologized, but as I was going down on her, craving that moment when she would spray my face, I felt something go tap-tap-tap on the top of my head. "Use this," she said, holding out the dildo. So I removed my fingers from her cunt and reached to take the dildo from her. She pulled it away and smiled. "Let me turn it on for you." With that, she twisted the bottom piece and the dildo began to hum. She handed it to me, and I went back to work. I nibbled and sucked on her clit and slowly inserted the dildo into her sloppy-wet cunt. I ran it slowly in and out a couple of times, then during one slow withdrawal, I continued to run it up to the top of her pussy and rubbed it lightly against her clit. She moaned and I felt an increase in her juice output immediately. I repeated, sucking and licking her clit, fucking her with the dildo, then letting the vibrations work on her clit. I picked up pace and I could feel her getting closer. I kept it up without stopping, finally concentrating the vibrator on her clit. She was ramping up to a huge orgasm. All at once she grabbed me by the ears and held my face about four inches from her cunt. As she cried out, a tremendous spray hit my face. I was shocked by the force of it. It was as if she had suddenly turned on a fire hose. She held my face in place by my ears as she sprayed over and over again, losing a little force with each round. The fuck I got after that was in direct proportion to the force of her orgasm. She was an animal, as was I. After that, we fell into a rhythm. I'd stop by her place, we'd have a beer or two, then she'd leave the room and come back in holding the dildo. She would smile, hand it to me, then take me by one of my ears and lead me to the bedroom. She's strip the bed down to the sheet, I would undress her, then myself, and I would go down on her with the dildo. At the end, she would hold me by the ears, placing my face directly in front of her cunt, and spray me with her cum. Then I would be in charge, and give her a rough, hard fuck. But that's not the kinky part. Not yet. Two more things happened that shaped our sexual relationship. First, as we were taking a shower after a particularly great fuck, she mentioned that being in the shower with me suddenly reminded her of when her first boyfriend took a shower with her. He was a little bit older, and while they were showering, he had told her that some women like to get it in the ass. While he was telling her this, he was soaping up her back, then butt, and started to soap up her butthole. She said she had braced herself against the wall and bent over slightly and that he had penetrated her, eventually getting himself all the way in, and pumping a big load of cum up her ass. As she was telling me this, she was soaping up my dick, which responded both to the mental image she was conjuring up and to her ministrations. She turned, ran the bar of soap up and down the crack of her ass a few times, then bent slightly and braced herself against the tiled wall. I moved in behind her, found the tight rosebud of her ass, put my cockhead right up against it and gave a little push. Nothing. "Use more soap," she said. "And start with your finger." So I grabbed the soap and soaped up her rosebud and pushed my index finger in. She gasped, and I felt a twinge in my cock. I moved my finger in and out, and with the other hand soaped up my hard cock. Again I put the tip of my cock against her rosebud and gave a little push. I felt some give. I pushed a little more, and I felt the tight ring of her sphincter pinching the end of my cock. I gave another little push, and suddenly slid in about half way. She grunted and spread her feet wider apart on the tile floor, gaining better balance. I withdrew slightly and pushed forward again, this time going a little deeper. She groaned. I withdrew again and then pushed myself all the way in. She came on the spot. The Kinkiest Thing I've Ever Done This is a true story about the kinkiest thing I ever did and, most likely, ever will do. It happened seven years ago, when I was a junior in college. I changed everyone's names, but otherwise everything really happened. I went to a large Midwestern university. During my first year there, I became good friends with another of the guys on my floor in the dorm, Jeff. We didn't have a great deal in common – I was a suburbanite who grew up ten minutes away from the downtown of a decently sized city, whereas he had grown up on a farm in a town with a population in the low thousands – but we hit it off really well, and soon I was mostly hanging out with him and his friends. During sophomore year, Jeff, myself, and a couple other guys rented a condo near the university. Jeff was a really outgoing, friendly guy who knew a ridiculous amount of people, so parties at the condo were not a rare occurrence, and it was at just such a get-together that I met my first really serious girlfriend, Jenny. Pretty soon, to the major consternation of my friends, I was spending more time at Jenny's than at the condo, and the next year we got an apartment together. Jenny was an interesting girl. Like Jeff, she had grown up in a small town and, though she would never admit it, a lot of the conservative values of the area had rubbed off on her – she rarely drank to excess, never did drugs, had never slept around (she had only had sex with one other guy before me – a boyfriend in high school), and kept to her studies. At the same time, she had a real disdain for all things rural, was gung-ho about finding her way to a big city after school, and generally tried to cultivate a cosmopolitan and sophisticated personality, double-majoring in Women's Studies, even though she had no aspirations toward academe and wanted nothing other than to become a successful businesswoman. In any case, we were a fairly typical college couple – a little too young and immature to be forging a serious relationship at that point in our lives and thus doomed to an eventual break-up, but still a good couple – we didn't fight a lot, we were never unfaithful to each other, and we generally had a good time together. The best thing about the relationship was the sex. Jenny knew practically nothing about sex when we first got together (the first time I turned her over during sex, she thought I was going to try to fuck her ass – she didn't know what doggystyle was). I was your average 21-year-old horndog, and I made her cum for the first time in her life (and many times thereafter). Despite her borderline-prudish nature, she came to trust my mildly kinky exploits, and eventually I bought a pair of faux-fur-lined handcuffs and a blindfold, and gave her her first bondage experience. She really enjoyed it, but not in that animal-lusting kind of way you sometimes get when a girl is exposed to her most taboo desires. I think she mainly just liked the fun, kinky idea of it. Jenny didn't know just how kinky I could really be. I've always had a thing for making women cum. It's not just the seeing the pleasure on a woman's face – though that is a big part of it. It has to do with the idea of her relinquishing complete control over her body. Being in complete control of a woman to the point that her own body is doing things involuntarily. Given this fetish, I pretty naturally progressed from the idea of the simple idea of the female orgasm to the idea of the forced female orgasm. Making a woman cum against her own will. Now, whatever you may be thinking of me, I'm no rapist. Submitting another person to humiliation or pain has always just been a turn-off for me, and I'm not so stupid as to think that fucking another woman against her will would be anything but a painful and humiliating experience. So that gave rise to a dilemma – how could I ever explore my fetish to its full potential? Self-denial would be the obvious answer, and is basically what I've resigned myself to since college, but discipline in sexual matters is not necessarily the forte of a 21-year-old guy, and I thought hard about how I could explore this desire with Jenny. Eventually I figured out something of a solution. Given that Jen was living with me and all, actually making her cum against her will was something of an impossibility – consent was more or less inextricably bound up in the entire arrangement. It would have to be another man. It figured it would take a lot to get her beyond the point of reluctance (to put it mildly), so the guy would have to be really good looking. I thought immediately of Jeff. I'm not gay, but guys can sometimes tell if another guy is good-looking, and Jeff was one of those guys. He had the blonde hair and blue eyes that you find a lot in that part of the country (originally populated by Scandinavians) and his face was sort of a combination of boyish, fresh-faced good looks and more of what I assumed to be "macho" features (strong chin, e.g.). And, between working on the farm in the summer and going to the gym practically every day during the school year (he eventually gave up on trying to drag me there every single time), he had a pretty strong, fit physique. And, if I needed any other indication I could just look at some of the girls he brought home, who were generally smoking hot. Also, Jeff and I were good enough friends and he was a good enough guy that I knew he wouldn't go around telling people about it. My own reputation wasn't that big of a deal – finding out that a college-age guy is a horny perv is no big news flash – but the last thing I wanted was for people to be talking about Jenny. Jeff and I were hanging out one night after a pretty decent amount of booze when I broached the subject. Unfortunately, he declined, telling me how he wanted us to stay friends and going on to talk about how he'd ruined his friendship with another guy we both knew by sleeping with that guy's ex (even though they were long broken-up, the guy still got really sore about it). But he was pretty cool about it – he didn't call me weird or anything, it was more of a polite decline. I think it was about two more months that passed without anything happening in regard to my little fetish. Actually, this was a good thing, as I'd continued to build on the fantasy in my head, and had more of the minor details worked out. I can only speculate on what changed Jeff's mind, but he had recently gotten out of this very brief and troubled relationship with a pretty head-case and had been taking a break from girls and the night scene. So he'd been kind of stewing in his own juices, so to speak. Also, I know if it was me, and I knew for a fact that, at any time of my choosing I could have sex with a girl I'd never been with, no strings attached, and in a way I'd never done it, that would eat at me over time. But, as it happened, we were hanging out again a couple months or so later when he asked me if I was still interested in what I'd talked about before. I said most definitely. I just asked Jeff that he never tell anyone and that he follow exactly the plan I was going to lay out to him. My biggest concern is that he'd deviate from what we'd talked about, the whole thing would go awry, and I'd be in a ton of trouble. Even if things went perfectly, there was a chance I could be in trouble, but I was too much of a slave to my desires by that point to back away. But Jeff agreed to do what I asked. The next day I went to the adult store and bought a better blindfold and a pair of ridiculously overpriced leg braces – the kind where the leather fits around the knees and connects to straps that can be secured around the frame of the bed. By that time the school year was already over, and Jenny worked evenings, always getting home later than me, so I had time to set everything up perfectly. I even went out and got some little tea light candles to sort of set the mood in the bedroom – there was always the chance that Jen just wouldn't feel like having some kinky sex that night, so I figured that if she saw I had gone to some trouble she would be less likely to decline (though she was usually fairly good at not denying me). That evening, after she got home, she saw the bedroom and asked what I had in mind. I told her I wanted to tie her up, and that I wanted her to put on her lingerie first. She had this negligee that was like a slip that ended just below her pussy and had basically a bodice top with strings that could be untied to let out the breasts. She said to give her a little time to unwind and then she'd meet me in the bedroom. I said okay and got on the computer, pretending to check my e-mail. In actuality, the plan was for me to e-mail Jeff the time he was supposed to come over (he was to be checking his e-mail every few minutes). When Jenny appeared in the doorway of the computer room in her slip, I quickly sent the e-mail I'd already typed, telling Jeff to leave for our place in about ten minutes. Jenny and I went to the bedroom. She was a little surprised by the leg straps, which I'd already strapped to the frame, but she went along with it good-naturedly. I handcuffed her wrists to the bedposts and, after a little struggling, managed to get her legs securely in the straps, which forced her legs apart, exposing her naked pussy. I kissed her on the mouth and the neck and sucked her earlobes. I untied the bodice part of her slip and played with her tits. I ran my hands up and down her inner things and eventually started rubbing her pussy. Jeff took a little longer to show up than I'd expected, which actually wasn't that big of a problem as I had time to work Jen up pretty good. Other than being about ten minutes late, Jeff executed his part of the plan perfectly. I had left the door unlocked and he came in so quietly that even I didn't know he was there until I saw the light enter the room when he eased the bedroom door open. Jen didn't know a thing. And, just as I'd asked him, he'd already taken his clothes off in the living room. It was kind of weird to see my friend standing there butt-naked, but, then, the whole thing was kind of weird. I started licking Jen's clit while Jeff watched. I didn't want to make her cum yet – she had a really hard time having more than one orgasm, and I didn't want to ruin it – but the idea was to get Jeff hard before he got on top of her. After about a minute, I looked back, and he was silently stroking himself, already fully erect. I remembered when a girl Jeff had been with a long time ago had gotten drunk and told me he had a huge dick, so I was kind of disappointed it wasn't this monster cock I'd worked up in my imagination, but it was a little longer and thicker than mine. All in all, a pretty good size. The whole time I had kept my clothes on, so it would seem natural when I got off the bed momentarily. Just as we'd planned, after I'd taken off my clothes, Jeff got up on the bed kneeling between her parted legs. I remember that the first think he did was play with her tits, just sort of squeezing them and moving them around in circles. Jen didn't act like anything was up; I'm sure she never knew what was going on before the blindfold came off. Just as I'd asked him, he made sure not to kiss her yet or get to close to her face, as I'd worried that would give everything away. Then he started licking her pussy. It was really weird watching another man lick my girlfriend's pussy while she made little sighs of pleasure. To be honest, I actually did feel a pretty strong twinge of jealousy, then and throughout the whole thing. But the hotness of it all really outweighed that. I remember that my heart was pounding so hard I was worried Jen would hear it and figure out something was up. But everything went exactly according to plan. Jeff stopped licking her pussy before she came and got on top of her. Just like I told him, he was teasing the opening of her pussy with the tip of his cock. Jeff wasn't wearing a condom – I hadn't really mentioned it one way or the other. It was at about this point that the feelings of jealousy became really strong, but I kept them under control, and just stood off near the closet, watching the whole thing. I was so engrossed in it that I didn't even think about the weirdness of standing there naked, my dick hard as a rock, with my good friend right there in the room. So Jeff was on top of Jenny, his cock just teasing her. Then he pulled the blindfold off her face with the hand he wasn't using to prop himself up. I'll never forget Jenny's reaction. Immediately, she screamed – not like one of those long, drawn-out horror-movie screams, but more of a startled yelp, like when someone pops out from around a corner and you didn't know they were there. Her face was pretty much the epitome of shock. She said, "Jeff?!" in a way that was less angry or upset than just confused. And she started looking around the room for me, and quickly saw me there by the closet. I'd told Jeff to give her a second after he took off the blindfold before he started fucking her, so he was still just propping himself up on top of her, his cock just about to enter her. Jen and I locked eyes for just a split second before Jeff thrust himself all the way inside her. It couldn't have worked out better, because I actually got to look into Jenny's eyes as another man's cock plunged inside her. I just wish I were an expert writer so I could fully convey how it looked. She let out a gasp, and her face was a mixture of fear, confusion, and – the more I think about it the more I'm sure – a little pleasure. I only got to look into her eyes for a second before she whipped her head back around and looked up at Jeff. Jeff and I hadn't discussed anything that would happen after this point. I just assumed he would pretty much know what to do after that, and I was right. But that first minute or so was really touch-and-go. Jenny said, and I quote her exactly, "What the fuck are you guys doing?!" and that sort of shocked me as she almost never cursed. And she really started to look pissed off in those first few moments. I was seriously worrying that she would start screaming and the night would end with Jeff and I in jail, our futures in doubt and my relationship with Jen shattered. But Jeff played it well. He didn't say anything; he just stared into her eyes. And he didn't just start fucking her like crazy. He would sort of drag himself out of her and plunge himself back grinding his pelvis against hers. He wasn't thrusting savagely, but it looked like he was doing his best to get himself all the way inside her every time. The weird thing was that, after that initial outburst, Jenny stopped talking. I talked to her about it later and she said she really didn't know what to do. And when I asked her later why she didn't yell at us or something, she said she guessed she was just too much in shock. It's kind of embarrassing to admit this, but I actually learned some things from Jeff that night. I think, like some guys I had bought into that Hollywood idea that sex is supposed to be this beautiful gentle thing. I wouldn't say that I was pussy in bed, but I had never fucked Jen really hard, even when we did our bondage thing. It's hard to explain, but, despite my thing about orgasms and control, the sex act as a whole was never really about domination to me, so I had never really taken it to that level. But Jeff was different. He just kept staring at her at first while he fucked her, and his whole look said "I am dominating you". Jenny was stone silent at first. But after just a little bit, every time he would do one of those long, grinding thrusts, I started to hear a little sort of muffled whimper from Jenny. I remember she had her lips shut tightly early on, so I was just hearing these little whimpers from her throat. Eventually, on one of his thrusts, she opened her mouth and let out this soft gasp, just kind of a puff of air with a little whimper mixed in. This must have been some kind of cue for Jeff, because that's when he really started fucking her hard. I remember, he got in this position so that his knees weren't even touching the bed and he was just supporting himself over her on his hands and feet. And on every thrust he would basically drop his pelvis on her, making the whole bed groan and emitting this sharp slapping sound from where their pelvises collided. And every time, that little gasp. It went on like that for awhile. They were just staring into each other's eyes. Jenny had this look on her face like she was about to cum, but I think it was still just sort of an expression of shock because she didn't cum right away. It was just that slapping and those gasps. To this day I have no idea what Jenny was thinking as she stared into Jeff's eyes while he fucked her so hard, though I pressed her afterward to no end. It was inscrutable. Somewhere along the way Jeff got really into it, more so than even I was comfortable with. Bear in mind I didn't think this was exactly how sex was supposed to go. Because even though he had his knees back on the bed and was no longer basically piledriving Jenny's poor pussy, he had grabbed the bedposts and was using his arms to pull himself up into Jenny really hard. I thought he might be hurting her, but she was getting more vocal and it didn't sound like pain. And Jeff started talking dirty to her. I can't remember everything he said, but I do remember him saying "You like having my dick inside you?" and "You wanna be my slut?" Jenny didn't respond except for the little cries she was making as he fucked her so hard. Finally, Jeff got to fucking her like an animal, I mean he was going at like jackhammer speed. We just had this cheap aluminum bedpost and I thought he was going to yank it off the frame. In fact, as I saw later, it did bend a little bit where the screws fit into the frame, and the slight angle of the bed frame was always a bit of a reminder afterward of what had happened that night. But, as I was saying, Jeff was really fucking my poor girlfriend without abandon at this point, and I could tell she was on the verge of cumming. This was no small feat because I had learned that the way to make Jenny cum was to eat her out almost to the point of cumming before starting to fuck her, and Jeff had not really licked her pussy that long. But I had asked him not to because I wanted to see her cum while she was being fucked and I knew that if she came solely from being fucked it would mean she was really turned on, which, in turn, would only turn me on more. The next part is pretty much seared into my brain for eternity. Jeff is on top of my girlfriend, fucking her like a beast, she's about to cum, and he says, "How does it feel to get fucked by a real man?" I'm not kidding. I was really shocked, because it was a pretty hurtful thing to say with me in the room, even if it was just "dirty talk". But I don't think Jeff was out to humiliate me; he was just really, really into the moment. But that was like a trigger for Jenny. We all have our little orgasm quirks and when Jenny came she always tilted her head back a little bit. Well, immediately after Jeff said that her head flipped back like he had just flipped a switch or something. I mean, her throated was literally arched. And she fucking came. When I was thinking about how things would go beforehand, I had focused on the "forced" aspect of the orgasm, so I always sort of imagined it like she would be trying to hold everything back but cumming nonetheless. But Jenny made, like, zero attempt to hide how hard she was cumming. She was making the same little yelping noises she made when she was with me, but louder and more abandoned. I had planned to try to cum on her face or something when she came, but I forgot and just unloaded all over the floor. Honestly, I think that was the hardest I've ever cum. I asked Jenny later if that was the hardest she had ever came and she just said, "I don't know, maybe" but she was usually not really forthcoming about sex. The Kinkiest Thing I've Ever Done Right when she was about done cumming, Jeff came too. This pissed me off on two counts, because, first, he was not wearing a condom and she was not on the pill and he did not pull out and, second, I had told him to try to make her cum more than once, and there he was, finishing up. On the second point, I asked him later and he just said, "Sorry man, I couldn't help it." I remember that right after I came, things did not seem right. All the lust was gone and all I was feeling was jealousy, but, after all, I had set it all up, so I wasn't going to complain. And it's not like she fell in love with him or anything. But I know now that watching another man cum inside your woman is kind of a blow, all hotness beside, and I don't think this thing we did is something I would ever try now with a girl I was really serious about. Still, it was really hot, and I have to admit that, even seven years later, I still jack off to thoughts about it. Oh, and in case you're wondering, she did not get pregnant, though we had to go to Planned Parenthood the next day and get the morning-after pill, which I felt supremely shitty about. But Jen was actually really cool about it; she just acted like it was one of those things in life you have to do and didn't act like she was mad at me or Jeff. The part afterward was actually a lot less awkward than I had thought it was going to be. Jeff didn't try to make out with her forever or anything like that, and we got her untied pretty quickly. And she wasn't angry or anything. In fact, she played at just being kind of amused by the whole thing, though I know she was still kind of in shock by it all. And we actually all went into the living room afterward and watched TV, kind of like we were all just friends and nothing out of sorts had just happened. We really didn't talk much about it, which, in retrospect, I know is kind of weird. Anyway, I could go on talking about how doing that affected our relationship (not as negatively as some people might think, though we did eventually break up for mostly unrelated reasons), but that was the hot part so I'll just end it there. I wish I had all kinds of tales like this I could write about, but really that was the only extremely kinky thing I have ever done. Still, by anyone's standards, I think it was quite the doozy. Even though I felt a little jealous, especially after I came, I don't really regret it at all. The only thing I regret, which I had no control over, was Jen's reluctance to really open up about it afterward. I mean, we definitely talked about it, but I had wanted every last detail about what she was experiencing. I guess I'm just greedy. The one thing that kind of still bugs me is why what Jeff said triggered her orgasm. I mean, I'm not a complete doofus who thinks she should have been upset or affronted just because it was a little mean, and she was pretty much ready to cum anyway. But you could just sort of tell that that's what yanked her over the edge. So, if any girls are reading this, and I'm serious here, any thoughts you have about female psychology during sex and why him saying that would trigger her orgasm would be appreciated. I have my own thoughts on it, and I'll admit that I'm partly asking because a girl's thoughts on that would be a turn-on for me, but I'm also sincerely curious to hear another perspective. Also, I think Jen came so hard because of the shock and the novelty of the situation, but I saw this show on the Discovery Channel that said the female orgasm was an evolutionary adaptation that causes more sperm to be retained, in which case a woman's orgasm is a signal that her body thinks her mate is really genetically fit. So sometimes I wonder if, subconsciously or whatever, Jenny's body thought that Jeff was "fitter" than me and that's why she came so hard. Again, a sincere answer would admittedly be a turn-on, but I am also genuinely curious about what a woman thinks about that. The Kinkiest Thing As the warm water cascaded over us, I worked a steady in-and-out motion with each thrust burying my cock deep in her ass. Even though I had come not thirty minutes before, I let go with a tremendous force, depositing my load deep in the recesses of her ass. The second thing that happened was shortly after this. I had drunk quite a few beers, and I had gone down on her with the dildo, and she had sprayed my face, but before I fucked her, I told her I had to get up to go pee. All that beer wanted out, and it was uncomfortable to be turned on and wanting to fuck, but have to pee at the same time. "Um, there's something I've always fantasized about," she said as I started to get off the bed. "What's that?" I asked as I started for the bathroom. "For a guy to pee in me while he's fucking me." Well, after the experiences we'd been having, I figured, "Why Not?" She lay back on the bed and spread her legs, reaching out to me with her arms. I walked back to the bed and she took me in her arms as I lay on top of her. She reached down and grabbed my cock as I buried my wet face in her hair. She guided the tip to her hole and pushed against it. I returned the push, and slid easily into her. I slowly stroked it in and out. "Let it go," she whispered. "Just let it go." I was trying, but I couldn't quite get to that feeling of letting it go while I was in the middle of fucking. "Please," she whispered again in my ear. "Piss in me. Fill me up with your piss." I was having trouble, but the fucking was feeling so good, and I was really enjoying it "Just let it go," she whispered again, and suddenly I felt it nearing. I felt it moving up my urethra, and finally felt the tip of my penis open as the pee began to gush out of me. It immediately flooded the inside of her pussy with a warm, slick wetness that enveloped my cock as I emptied my bladder into her cunt. She started coming and she came and came, each wave harder than the last, until I had emptied myself. I growled and grinded, once, twice, three times into her and then spurted my load into her piss filled cunt. "Oh my God!" she said. "That was incredible." I think that was a fair description. As we talked about it later, I asked if that had fulfilled her fantasy. "Just one more thing," she replied. "Next time after I start coming, pull it out and piss on my tits, stomach, and pussy." No problem. So for about six months, until I finished film school and took a job in New York, we had a twice-a-week ritual. I would drink coffee all afternoon, then have a few beers with her. She would bring out the dildo, lead me by the ear to the bedroom, I would go down on her with my tongue and the dildo, she would hold me by the ears and drench my face with her cum, then I would put my cock in her cunt and piss. As soon as she started coming (which was like clockwork), I would pull out and piss all over her tits, her stomach, and I especially enjoyed aiming it at her pussy. After that, it was my choice, I would either continue fucking her in the cunt, or smear her juices on her ass, roll her over, and take her anally. Then we'd get up, shower, and she'd change the sheets and bed pad that she always miraculously had clean and ready. It was the pissing in her and on her pussy that was the kinkiest thing I ever did with a woman. And by the way, her name was Gina. What's the kinkiest thing you've ever done with someone? Email me with your story. If it's good, I'll edit and compile it with others and print it here -Heironymous