One of the most embarrassing moments of [m]y li[f]e | 2016

I'm sharing a story that happened several years ago. It was incredibly humiliating when it happened, but enough time has passed that it doesn't really bother me anymore, and I like the stories here in /r/gonewildstories. I thought I could share mine and maybe somebody would enjoy it.

This story happened when I was in college, 21 at the time. Just a quick bit about me: I'm 5'6, had shoulder length brown hair. I have always been a little overweight but on the upside I have full D cup breasts and my ass is fantastic.

At the time of this story, I had been dating Brett for about 3 years. Brett was 22, 5'9 and thin but not especially toned. We were both really nerdy, loved to play games and had a lot of mutual interests. Brett had some other geek friends in college and eventually they became my friends too. Hanging out with them was usually pretty tame, a little drinking but nothing too crazy.

One night, Brett had 3 of his friends over to our apartment. Everyone brought their laptops and got set up on our kitchen table. Team Fortress 2 had just come out and Brett and his friends wanted to play together. It was like a mini lan party at our place where they would hang out, drink beer and make Futurama quotes.

Of Brett's friends at our party that night, there was Greg, who was 21 and pretty shy. After I started hanging out with Brett's friends, it took Greg a few times of hanging out before he would even talk to me directly. I felt bad for him because he was sweet but he was also definitely overweight and I was pretty sure he hadn't had sex yet.

Stephen was also 21 and more outgoing than Greg, but still shy. He had a lanky build and wasn't bad looking but he loved to go on and on about anime, which I don't think helped him date at all.

Finally, there was Andy. Andy was 22 and 6'. He worked out but he was studying engineering and was somewhere between a bro and a nerd. Andy was definitely something of a player and liked to brag about his hookups in front of the other guys. Still, he was definitely part of the group and he especially liked video games.

Brett and his friends got into a match on a public server. I remember that everyone but Andy ended up on one team but Andy ended up on another. Andy had already had a couple of beers which probably wasn't helping him play, and the other guys kept ganging up on him and killing him. It was pretty funny, and for a while Andy kept a level head about it, but eventually he started getting upset about it. Eventually he decided he didn't like playing on his own and he quit. We all agreed to take a break, and I went to the bedroom to look through our board games to see if I could find anything that looked good.

Brett followed me into the other room. I knew what would be on his mind. Sure enough, as soon as we got in the bedroom, he closed the door. He turned me around to face him and started grabbing my ass and kissing me. He surprised me with this sudden outburst of affection and in almost no time we were both naked, in the bed. Brett started playing with my nipples, which always gets me so turned on. He traced one hand back and forth along my pussy, checking if I was wet and then wasted no time getting on top of me and letting himself enter me. I had to stifle a little moan as I felt him fill me up. Brett grinded his hips slow but deep, not loud enough to let our guests know what we were up to. It felt really good.

I could tell he was getting close to finishing, but he stopped and pulled out. "I'll wrap things up with you later," he told me, and then quickly got dressed and went back out where his friends were. I was surprised that he stopped so suddenly, but I figured he wanted to get me worked up and make me wait for it.

I had barely got my clothes back on when Brett stormed back in and immediately went to his desktop in the corner of our bedroom. He looked upset. After some frantic clicking, he looked up at me and said "Steph, they found our porn."

Throughout the past 3 years of our relationship Brett and I had taken quite a few very intimate pictures and some videos. It was something Brett was really into and while I was hesitant at first, his enthusiasm helped me get into it. He always assured me that he would never send them to anywhere and that he would delete it all if we ever broke up. I had no reason not to believe him and eventually I found it really fun to pose sexy for him. He took pictures of me in lingerie, or partially undressed, and of course many of me completely naked. There were pictures and videos of me giving him blowjobs, of him fucking me, and even fucking my ass. At one point Brett talked me into letting him film me while I was peeing. It would have been way outside my comfort zone but I always thought it was hot when Brett would jerk off to our videos rather than porn on the internet and that was something he was into.

And now, I was learning, his friends had found it. While we were in the bedroom, Andy was bored and started poking around our shared files. Brett had shared our collection so that we could watch something from my laptop in bed, and he forgot to unshare it. To make matters worse, Brett was meticulous about organizing and naming everything, so there was no doubt as to what was in that folder.

I freaked out and couldn't believe him at first. He had come running back in so that he could turn the shared folder off. And now, in the other room, his friends had been watching our most private moments together. I was mortified. I couldn't possibly face his friends again.

It was worse, though, he told me. Andy had been saving files over to his computer. When Brett told me that, I was furious. I sucked up what I was feeling and we went into the other room together. I had a million things going through my head and was dizzy with panic. I was not going to let them walk out of here with any of it.

When we got into the other room, you could feel the tension in the air. Neither Greg nor Stephen would look me in the eyes. Andy was dismissive, saying that we were making too big of a deal and that we shouldn't have left it in the open if we didn't want people to find it. I wanted to reply but I continued thinking about how these 3 men had just watched me in the most exposed, vulnerable positions.

Brett called Andy an asshole and Andy said he was willing to delete the files, but he wanted a bargain.

"I want Steph to get completely naked and-"

"No!" Brett shouted back at him.

"It wouldn't be something we hadn't seen already. I wasn't finished, though. She has to get naked and each of us gets to touch her wherever we want for a full minute."

Brett was not having any of this and the argument continued on. Greg and Stephen remained silent and I only managed to get a few words in. I just wanted this to be over with. I hated to think of what Andy would do with those videos. I didn't want to find a video of me on the toilet on the internet.

"Fine, I'll do it," I said, catching Brett completely off guard. Before he could even start protesting, I pulled my shirt off and unclasped my bra. Stephen and Greg's jaws both dropped as I slipped out of my bra and stood topless in the room. Andy cheered at me and Brett backed up to the wall looking completely helpless.

Between Brett's handiwork earlier and stripping down in front of Brett's friends, I was getting worked up. I was afraid I would have a big wet spot on my panties so I unbuttoned my pants and pulled the panties off in one go, making sure to bend down away from Andy so he wouldn't get a show.

"Greg, you go first, your minute starts now." I walked to where Greg was sitting and he looked completely stunned. He stared at my breasts and ended up just lightly squeezing them. I think it was the first time he had ever touched boobs and he had no idea what to do next.

Andy made sure to point out when Greg's time was up, down to the second, and then made fun of him for wimping out when he could have done more.

"Oh well, he did what we wanted. One down, two to go. Stephen, your turn." I turned to Stephen and he got started. He managed to be more adventurous than Greg, running his hands over my breasts, my sides, butt and thighs. Only when his time was about up did he start touching my pussy, but only just the outside. He thanked me when Andy called his time up, and I moved on.

"Finally my turn. Saved the best for last."

"Fuck you Andy, let's just get this over with. As soon as your time is up Greg gets to search your computer until he's sure you don't have any of our files."

"Fine, but you need to turn around and bend down."

I went along with it, telling myself that this would all be over with in another minute and then I could get dressed and we'd get to move on, and hopefully never speak of this again. I figured maybe he was just going to spank my ass or something.

Immediately I feel his hand running back and forth along my pussy.

"Wow, Steph's already wet for me. How nice. I guess she likes the attention."

I started to tell him off but he shoved his finger inside me and all I could manage was a gasp. Brett had got me so worked up earlier, and as much as I hated it, Andy's finger felt amazing. Andy started pressing on my g spot and I moaned again. I hated him.

I stood there bent over looking at Brett's sullen face while Andy continued running his finger back and forth. His technique was incredible. Brett and I had had great sex but he never played with my g spot like this, and it felt really good.

I realized I was going to come. Andy's finger was so relentless, there was nothing I could do to stop it. I backed up into his finger, my pussy pulsing on his finger as he sent me over the edge.

I got lost in the moment, the feeling of Andy's finger was so good. I couldn't keep quiet and moaned loudly as it happened. Andy said nothing but didn't let up, continuing to rub. I could tell I was already close to having another.

The room stayed silent. I think everyone was too shocked by how this unfolded, nobody could say anything. Andy just kept going, and after I had my second orgasm, I was on my way to my third. Andy started teasing my butthole at the same time, which I absolutely love. His touch was perfect.

"Uh, it's been... fifteen minutes," Stephen said, breaking the silence. I knew we had gone over time but I couldn't believe how long I had stayed like this. I remembered where I was and what was happening, and I pulled Andy's hands off me. I found my panties and put them back on.

"Brett, make sure you get every last file. Don't let him leave here with anything." Brett looked up like he was waking up from something. I collected the rest of my clothes and moved into the bedroom. On my way out, I noticed Andy's erection, which was very visible against his jeans.

Brett stayed with his friends for at least another hour. I think they just stayed out there talking. When I got back to the bed, I couldn't stop thinking about how good Andy's hands felt, how it felt to have everyone watching me. To think that they had stumbled on my photos... my pussy was on fire. I got my Rabbit out and started using it. I imagined Andy pinning me down and fucking me hard. I came four more times before I turned the rabbit off and put it back away.

When our guests finally left, Brett came back to bed and didn't say anything. He didn't even take off his boxers, he just got on his side of the bed and laid there in silence. I wish he had fucked me because I was still so turned on. We didn't talk until the next day and it took a while to come back to what had happened. Suffice to say it was an incredibly embarrassing situation for both of us.