[MF] My super fucking sexy online hot chat encounter that feels like it broke science & reality itself

I feel this story deserves to be r/gonewildstories worthy, as it was hands down one of the most amazing intense hottest encounters I have experienced and what makes it all the fucking more crazy she was the opposite side of the world to me and I feel we broke reality itself in one particular online encounter. I am just not sure readers of this story will find it as hot as I feel it was, but I will try my best to give the story the justice it deserves.

A bit of back story. I am a tall, I like to think friendly, somewhat decent, reasonably decent looking guy in his early 30’s. I had been single a while, feeling all unlucky in love and unwanted. I had tried dating apps to not much joy. I am a very sexual person but I know how to suppress it when I am not getting it, as I feel sex is about connection as much as anything. I am sure I could easily have casual no strings attached sex if I truly wanted to find it, but it is not me. I truly love sex, its on my mind constantly, but to enjoy it I need passion and intimacy and the lack of female interaction, connections and them feelings was starting to get to me.

[MF] [cheating] That time I fucked my friend while her BF texted her that he loved her.

So I’ve been friends (and fuck buddies) with Chelsea for about 6 years. We originally met online which seems totally insane now. We talked for months on Skype and finally hooked up when I had to go through Boston, where she was going to school, on a work trip. Even though we’ve never lived in the same city, and I’m 12 years older than her, we always fuck if our schedules line up. She is the most sexual person I’ve ever met and the sex has stayed insane. i’ve done things with/to her that I’ve never even thought about doing to anyone else. Because we’ve never dated, she’s had several boyfriends, and/or other fuck buddies, since i’ve met her, but that has never seemed to slow us down.

Chelsea is kind of perfect (she has quite few pictures on gone wild). She played soccer at an ivy league school. Has this ridiculously raunchy, dry sense of humor, and has never seemed to figure out that she is just straight up beautiful. In fact, she’s probably the hottest girl i’ve ever fucked. Smooth light brown skin with black hair and these insanely full lips- some part of her is probably asian. She’s little- about 5’3, 100 pounds, with small perky tits with pierced nipples, and this perfect little bubble butt.

[MF] I was staring into our waiters eyes as I began to cum

My man and I were on a mini vacation in our home town. We got to the hotel and did our normal hotel room entering events. Think nudity, penetration, thrusting, sweat, etc. However, we both decided not to cum, yet.

We got ready for the night. Him in a nice shirt and tie and me in a retro 40’s style dress with a little bra showing and garters and hose with a sexy seem down the back. He handed me a pair of remote control vibrating panties and told me to put them on.

These aren’t your typical vibrating panties. They are rubber with a plug that accepts a remote operated egg. The dildo/plug is about 2.5 inches long and almost 2 inches in diameter. While it doesn’t go incredibly deep, it fills me quite well.

We walked from the hotel to the restaurant. The motion of taking each step would pull the dildo out just slightly as my legs were fully apart and as they came back together it would slide back in to place. It was like I was getting fucked, ever so slightly, with each step. He had memorized which vibration pattern would be on depending on how many times he would hit the button. He cycled through all of them as we walked, probing me for which were my favorite patterns. It turned out that button press #4 was my favorite. It was a bit of a stutter pattern escalating to a long powerful pulse at the end.

[FM] [cheating] My Grad School FWB

So this story takes place a couple of years ago when I was in grad school. At this time I was married for a few years, and had been having some sexual frustrations with my wife. I met Jenny because we took the same train from the city to the suburbs, but at different stops. She went home to her boyfriend, and me to my wife. We became quite good friends over a couple of years, along with a group of 6-8 other classmates that shared the train. The group started hanging out together on the weekends quite a bit, but my wife never came because she worked a night shift on the weekends. So it would give me something to do. We’d go out quite regularly, with nothing untoward happening. Along the way, Jenny broke up with her boyfriend and moved into an apartment by herself in the city. One Saturday the group was meeting up at a Mexican restaurant for dinner and drinks, and somehow due to completely random logistics the plan became for me to meet Jenny by the train station and walk over to meet everyone else. This wasn’t totally out of the ordinary, but not a common occurrence for her and I to hang out alone, just the two of us. Now, Jenny was about 29 when this story happened, and I was like 27 I think. Jenny made great money in her job, and spent a lot of it on high fashion and always looking her best. So I was a little surprised when I met her outside the train station and she was wearing a t-shirt and jeans. One thing I did notice was how her tight t-shirt accentuated her big tits. I always could tell that she was a bit top-heavy, but she dressed very professional and classy, so they were never quite on display as they were that night. We hugged, and I could feel them press into me, and I was instantly hard. I felt bad for sexualizing a close friend, but damn those were some great titties. Jenny was a little bit shorter than me, probably about 5’9″, had a great pair of DD’s (as I would later come to find out), and a body sculpted by being a barre method instructor after her office job during the week (also something I didn’t know at the time). She had short red hair, and a cute face. In reality, on equal terms, she was probably a little bit out of my league, but she was a couple years older, just out of a recent breakup, and somehow we were on the same playing field around this time. It made sense. So we went to meet the group for dinner and drinks and had a few margaritas at dinner, nothing crazy. Randomly, one of the group of friends had some out of state coworkers joining us, a dude and a college student intern girl. Come to find out she was bisexual and a bit crazy, but on first glance didn’t really stand out or anything. So the night wears on, and we decide to go to a college bar for some reason. I have no idea, really, I think it was the one guy trying to show his work friends a good time. So we end up at a notorious college bar type of hang out in our city and are dancing and drinking the whole time. I’m quite drunk, Jenny is quite drunk, intern girl is quite drunk. In my altered state, I figure why not flirt a bit with intern girl? No harm, right? I’ll never see her again. So we are dancing pretty close in a wall-to-wall mass of 20-somethings in this shitty bar, and I get closer and closer, eventually wind up putting my hand in her back pockets while we dance, her grinding on my leg and clearly getting frisky. I kind of lost track of time around this time, and as it gets later and later, people from our group tap out. Again, my wife is at work, so I have nothing to lose as long as I’m back by 7am or so. And at this time I had no real intentions, just having a good time getting super drunk and dancing with some essentially random college girls. Good times, no harm. It winds up being just Jenny, myself, and college girl. We are all three dancing with each pretty closely at this point, mostly with the college girl at the center of attention as it was a little weird for me an Jenny to dance together, we’re just friends. But things are definitely getting hot and heavy, and the booze is in full effect. Then, college girl leans in and asks me if me and Jenny are together, and I respond with a laugh that no, I’m married. She seems shocked, says that Jenny and I were all over each other, and that she thought we were dating. She says something to Jenny that I can’t hear, and then back to me and says she doesn’t want to get in between the two of us and that she’s headed home for the night. Weird. My alcohol laden brain didn’t notice it at the time, but I think Jenny told college girl to scram so that her and I could be together. Well, at this point I am very drunk, very horny, and very much alone at 2am with a cute, single friend of mine whom I know very very well. And we dance. Hard. In the middle of everything it didn’t seem that crazy, but we were grinding hard, sweaty bodies up against each other, my hands in her pockets, her grabbing my ass. The whole thing, it was hot, sweaty, and fun. Even at this point, I thought this was just a little flirty fun, no lines had really been crossed, and that we’d just turn in at some point and go our separate ways. The bar announces last call, and Jenny and I leave. At this point we’re holding hands, I don’t know who started it, but it felt good, and after all that dirty dancing seemed relatively tame. Still didn’t think any lines had been crossed, necessarily. As we leave the bar, Jenny takes me by the hand and says she has something she wants to show me. We walk about a block or two to the beach, and sit down. We talk a little bit about her breakup, she asks me how things are with my wife, and the topic of conversation goes to how hot and heavy things got back at the bar. At this point I figure out what’s going on, that here I was sitting very close (it was cold out, we were snuggling for warmth) to a hot, single friend. And we’re talking about how fun it was to get all up on each other. Light bulbs go off in my head, and I make a decision. Yes, I will pursue this. I made the decision to cheat right then, right there. See, my wife and I were in a verifiable dead bedroom after just 2-3 years of marriage, in our mid-to-late twenties. Sex was about every other month, and only begrudgingly. This from the girl who fucked me the very first time we met, and exhausted my entire condom supply in the first weekend we met. Down to nothing. So I was frustrated, depressed, confused, and felt just a little shitty about myself from all the rejection. And here I was. So yeah, I made the call in my mind, that I’d do this. She was laying down, I leaned in and said something to the effect of “let’s pretend this isn’t real, just for tonight, and it’s all a dream, then we can wake up tomorrow and return to normal.” And with that we kiss, gently at first, and then more passionately. My heart was racing, and I realized we were not nearly as drunk as I first thought, it had been a long night and the alcohol was wearing off for both of us. We made out right there on the beach, and I’ll be damned if it wasn’t romantic as fuck. And, at this point, still not all that irrecoverable as far as lines crossed. Making out isn’t not cheating, but it isn’t that bad either. Jenny gets up, grabs my hand again, and leads me back to the bar. We are in a tunnel under a road, and I stop her and spin her around again, kissing passionately. But now, we have a little bit of privacy in the tunnel and more mobility as we’re standing. So I reach up her shirt and start to massage her surprisingly huge tits. I ask if this is OK, and she says yeeees, like letting out a sigh. My hand wanders down to her jeans where I unbutton the top button, and spin her around so she’s facing away from me. I’m nibbling on her ear and neck while I reach down in her panties to feel her wetness. To my amusement but not necessarily surprise, she is cleanly shaven (smoooth) with a little landing strip and wet. I mean, dripping wet. I was surprised by this, and made a comment, and she replied something like “well what do you expect, you’re hot!” And I was so instantly turned on by this because it was a woman expressing attraction to me again, something I hadn’t been getting in my marriage. And it set something off inside of me, I grabbed her hand and shoved it down my pants to feel my rock hard erection as I pet her soaked pussy. I only brought my hand out for a moment to taste, and that drove her wild. She reeled away, spun around, and fixed her pants, kissed me deeply, and took my hand again and led me to a cab about a block away. The cab ride to her apartment was awkward, as it was a moment to collect ourselves and fully realize what we’re doing. Nothing happened in the cab, and as we got to her apartment and she led the way we just chatted casually about nothing. We knew what was going to happen, but it seemed very relaxed. As soon as we got inside her apartment, though, the switch flipped again, and I pushed her down onto the couch and quickly got her pants and panties off. I immediately dove in, lapping up her wetness and taking in the whole experience. I love eating pussy, and she had a fantastic pussy to eat. I was thrilled. We clumsily kicked off the rest of our clothes and made our way to the bedroom. Now we’re both naked, but I am fixated on going down on her, and continue licking her up and down, managing to get first one then two fingers inside her. Around this point I can see she’s really enjoying this, and I start to make a come hither motion with my two fingers while I suck on her clit. I mosey on up to her ample breasts and suck each of her nipples for awhile, and manage to hit just the right angle with my fingers and now my palm against her whole labia and clit, quickly going up and down, pressing just hard enough. She loses it, convulses, and squirts all over the bed. And she was a gusher, making a huge wet spot from her orgasm. My mouth was latched on to her nipples while this was all happening. Her body relaxes, then she sits up, and asks what was that? She apologized for squirting, saying that had never happened before. I told her not to apologize, it was beautiful, and I had a ton of fun giving her that first experience. I moved up and cuddled her gently, as she came down off her orgasm high. We were chatting a little bit about how crazy this was, and this and that. Then she says “your turn” and gets up, and tells me how much she likes sucking cock, and how she’s really good at it too. I’d kind of forgotten about my own pleasure being so wrapped up in her orgasm, but now stood at attention and received the best, sloppiest, deep-throatiest, blowjob I’ve ever received, before or since. This woman was a real pro at this, and was very very motivated to return the favor. As I filled her throat up with what was probably a huge load, in what has become one of my most replayed spank-bank moments of my life, she stared at me deeply in the eyes with a huge grin on her face, and sucked me dry. It also struck me how absolutely cute she was, and how awesomely dirty. She sits up, we cuddle, and she tells me how if I were her boyfriend she would ride me everyday. We share some kinks and fantasies, hers being used freely like a sex doll, and mine in taking her from behind in the school library, between the shelves. But at this time, we’re both pretty spent, and it’s nearing 5am when I could catch a train back home. So we kiss one more time, and I hastily dress after realizing that I had just cheated on my wife. She’s laying in bed, I kiss her one last time, and throw the sheets off one last time to see her gorgeous naked body, and leave. I ran to the train, missed it, and caught a cab home. Got home just in time to beat the wife, who had no idea I was out all night. Me and Jenny didn’t fuck that first night, just didn’t come up, but if there’s interest I’ll tell the story of the first time we fucked and did anal, ass-to-pussy, and creampie. She was fun, and I’ll never forget Jenny. We filled a need each of us had in that one specific time in life. She’s married now to some dude, and lives in a different state. We lost touch along the way. And me, I’m still married.

A friend[F] just told me[M] about a risque sex life she had a couple years ago, while we drank and talked on Facetime. [public]

So, less than a year ago, I met a girl named Haley. Haley is a fair skinned, brunette with light brown hair, who’s about 5’4″(Perfect height, if you like small girls). Her eyes are a light brown and wonderfully shaped. She has tattoos on her chest, arms and thighs. One of her best features is her smile. It’s really infectious when you’re the reason she smiles. Basically, Haley is a beautiful girl who definitely looks like a great person to get to know and have fun with, at first glance.

So Haley was a girl who got in the military, right after high school. Leading up to the time she got in the military, she went to the recruiter’s office to find out all that she had to do, in order to enlist. They had a system in place which let the future enlisted were able to come to a workout on the weekends with the recruiters. This is where Haley met Brad.

My Wingman Has Great Boobs [MF] [F] [swinging]

(Yes, it’s long. But good stories often are. All * names have been changed to protect people’s anonymity. Skip to the *** if you don’t want backstory, but you’ll miss the context. And there’s more than one round of sexytimes involved.)

So let me tell you about Candy*.

She’s fucking hot.

Okay, a little more? Candy is about 5’10”. She’s done a lot of modeling, including some nude modeling. Early 30s. (A few years younger than me.) She’s got amazing long legs, perfect and sexy from a decade plus of dance. She’s thin, gorgeous, a mix of ethnic background that makes her turn heads even in a t-shirt and denim shorts and no makeup, a +3 ass of perfection, and beautiful 34-B boobs that don’t need a bra.

So, to sum up, Candy makes guys drool.

She’s also my best friend. And my wingman.

And make no mistake, I am not oblivious to how sexy my best friend is, but from the moment we met we’ve just bonded as friends. She can totally be just one of the guys. She can fart and burp with the best of us. She’ll point out the hot server at Friday’s to me in case I missed her.

My best friend set me up with her roommate but had to finish the job herself — Lantana Part 2 [MFF] [long]

Last Friday I posted about how I lost my virginity with Lantana, my best friend from high school. We hooked up when she got a little drunk after dumping a cheating boyfriend. Some readers asked if I ever got together with her again, so I thought I’d share a story from the following summer . . .

I was definitely hoping that my first time with Lantana would become a steady relationship, but that just wasn’t practical. We lived about four hours away from each other, and she wasn’t sure we were a good fit as serious romantic partners. Having been such close friends growing up, she was concerned that a break-up might make things too awkward to continue the platonic side of things. That sounded like an excuse girls use to mean they’re not attracted to a guy, but the good news was Lantana’s concept of the “friend zone” was different than most. I don’t know if she was disillusioned from having been cheated on or if she was just growing more adventurous, but she made it clear she still wanted to be friends with benefits. Although I wanted something deeper, I wasn’t about to turn that option down. So we got into each other a few times over the breaks (fall, Christmas, spring).

[MF] Fucking the GF’s Friend [F25] while she slept in the same bed.

The girlfriend [26] (We will call her A) and I [26] were at home the other evening just sitting around the living room. She had spoken about feeling like a drink the night before, as she was feeling stressed over work. So i had made sure to pick up a bottle of wine on the way home and got myself something as well. When she has been drinking she gets pretty horny so I make sure to never impede her consumption. So we sat around drinking and talking for an 1-1.5 hours. She was getting quite tipsy. I just thought I would drop the question if she wants to go out anywhere. She looks great in a dress and heels. About 5’5″, 110lbs. Kind of pale skin, medium length dark brown hair. We start sending some texts around to see if anyone else wants to head out to a bar or club. Eventually a friend of hers (we will call her T) replies and the plan is for the 4 of us to head out. My girlfriend and I and Her friend and her boyfriend.

[MF] My Innocent Friend is Full of Surprises

During my senior year of college, a group of friends and I rented an off-campus shithole, the kind of place that would sink into the ground depending on the weather, which was perfect for six college guys. Given the living conditions, rent was dirt cheap and so we left a room unrented, which we turned into a drinking games room, and because we’re millennials, filled it with our childhood participation trophies.

A couple months into the semester, itching for broader competition, we decided to have our own beerfest: a multi-team, multi-event, all-night extravaganza. The event was meticulously organized, with pre-selected rosters, uniformed teams, schedules, and scoreboards. It was both incredibly impressive and a testament to just how far you’ll go to “spice up” drinking when you’re doing it as much as we were in college.

To get this out of the way, I’m a very average looking 5’9”, with an athletic build from soccer. I’ve got naturally tan skin due to some mixed heritage and have dark black hair.