collection of stories you shouldn't read at work
Was in college when a friend who had graduated was driving through town stopped and my place for the sole purpose of pegging me. We had never hooked up before, but we had been sexting for awhile at this point. When she was fucking me doggystyle while massaging my balls, I heard her say in the most seductive voice, “you love it when I fuck your ass don’t you?”
Still my go to memory when jerking off.
Truth or Dare gone sexual PT1?
So I used to be really good friends with this kid whose parents were filthy rich. We did literally everything together, so doing things like changing I front of each other or getting fully nude was usually pretty common. One day he was over at my house and we had just gone swimming. We came back into my House and we changed back into our normal clothes. We didn’t know what to do so we started playing truth or dare.
At first the questions were pretty standard for truth or dare but then they escalated a bit. We began to ditch the “truth” part and only did “dare”. We began daring each other to take off our clothes and after a minute or two we were both completely naked. We went over onto my bed and he layed on the foot of the bed while I layed normally. We started daring each other to “stroke our cocks” or “touch the other persons dick”.
Ok read my last post for context [HERE](https://www.reddit.com/r/gonewildstories/comments/f7iywb/i_bought_a_house_to_whore_myself_out_from_f_19/) ! Ok context for this story. This guy rented me for a whole 15 hour period premium package. Now we were messaging on the lead up and exchange (Not finatial he paid at the start) due to him purchasing such a long time period I of course ask him to send over a pic to show me what he looks like. I get this pic of this man and my mouth goes wide open. I can’t share for privacy reasons but I wish I could. My pussy exploded.
It was a large burly bearded man (My weakness) but there was something different. He was in full army uniform. I quickly asked if that was really him to see if my lust could be fulfilled. “Yea that is me I lost a bit of weight but yea sorry for the pic being a bit old the first on my camera. ” I tell him it is fine and begin to act super fangirly (As you do) he being a nice man answers my questions in which one of them he tells me he served in Iraq in 2014 (he is about 28). So being the creepy obsessed nationalist perv I am I ask him if he would like me to wear anything in particular during the interaction as thanks for his service. ( I was a thirsty bitch)
Some time has passed..its hard to remember how much. (See first post) we haven’t managed to get together.
Our messages although unthinkable that they could get sluttier – have indeed RAMPED up. We’ve exchanged erotica stories with fictional names (Obvs it Us in them ;-) pictures are full nudes now. His huge erect Black dick. My curvy mum bod.
We’ve firmly maintained our frustrating sexting, getting to know one another a little inbetween. Every Damn Day. He is addictive Jeez.
A meeting at his is arranged, it’s some cock and bullshit story about him needing something that I can drop off. We exchange messages, its clear this is a quickie. Testing the ground, now the boundaries have been crossed how WILL it change and is it all just frustration chat???
This will be the first time in my adult life I would have been in the company of another man with the intention of touching him in a way that a wife should not touch another man.
I drive over, nervous but excited. Butterflies but calm and confident. Not really knowing who I am but knowing I need to explore this….
As I pull up he is waiting for me, I’m not being invited in. It’s not the time, neither are we going to get in one of our cars. Play it fucking cool.
Were both nervous, it’s clear. I’m talking shit and cant remember what on earth he is talking about. He just keeps staring at me, smouldering. What is he thinking?? Is he being polite? Is it all chat??
The moment isnt right. Were too exposed, its fucking cold and this is the first meeting as non professionals.
We settle for a hug, he pulls me close. A tight bear hug, is that a erect dick or are the pictures true?? Holy Fuck. He is beyond cheeky here. I LOVE IT. As he slowly let me go were now the closest weve ever been, the tension is hot. We want to kiss but it’s just too tempting, we wouldnt stop there. We pause as we part, neither if us making the first move. Like a wound up coil, a kiss will unveil a whole heap of shit that could probably get us arrested on the street.
Today I had my first orgasm from cunnilingus.
He put a collar and a leash on me and tied my hands together to the bed. That was a big turn on. I had always fantasized about being tied to a bed, and I knew he did too. He told me to close my eyes and not open them. Then started teasing me with light kisses that made me shiver, each kiss lower than the previous one. I anticipated each of them, not knowing when and where they will be.
When he went down between my legs I already felt very turned on and I was already very wet. His breath on my pussy gave me goosebumps. He stayed like that for a while, just teasing me. Then he started moving his tongue up and down on my pussy. I felt wetness going down my butt which was slightly ticklish. His tongue kept exploring me, playing with my clit, pushing into my vagina.
I asked if I could look, because I really wanted to be able to have this image memorized in my head. He said “Yes”, so I opened my eyes and gazed at him, between my legs, working hard to make me feel nice. I found the sight of him between my legs very intimate and erotic.
The last time I held a big black cock was in high school and my memories of it were nothing but pleasurable. Weeks ago, I set out to find my new conquest. Tinder once again proved to be the perfect conduit to supply a cock to meet my needs. After weeks of teasing and messaging back and forth, I finally agreed to meet up. We met at a sports bar & grill. At first, he sat across from me in the booth. I ordered my drink and consumed half of it quickly – helping to settle my nerves. I’m not a big drinker so the effect was quite quick! I told him he was too far away and asked him to sit on the same side of the booth as me. We placed our food order, and while waiting, he began to rub the inside of my thigh, with his hand, inching closer and closer to my crotch under the table. He slid his hands down the front of my leggings and, with an entire restaurant full of people, began to eagerly finger me under the table. It took everything I had to keep a poker face and not give away our secret! As the waitress approached with our order, he removed his hands and licked his fingers. While eating his salad and baked potato, and I ate a small appetizer, he used his other hand to continue rubbing my cunt from the outside of my clothing. It’s really hard to eat when you’re close to cumming, in a public place! We wrapped that meal up pretty quickly. I excused myself to the ladies’ room to call my husband and give him the details of what had just happened. And asked his permission to go ruin this man for other women. Once I had his approval, and sent him a snap of how wet my cunt was, he begged me to go fuck my new toy.
*(First post, hope you’ll all be kind please)*
We’ve always been wild, and I guess that’s probably why we were friends. I’ve never been the type to shy away from sexual experiences, and neither has my bff. While I gravitated to high-adrenaline activities like midnight street racing, he’d be hooking up with girls over Tinder night after night at some motel. I’ll call him Mitch for the sake of the story.
We go to the same university and major in the degree. I had an apartment unit in the vicinity of the campus, a little studio that fit a bed, a bathroom and a small kitchen I never used. I was also lucky enough to have no room-mates to share it with. After classes Mitch and I would go for a beer in one of the nearby bars to relax and blow off steam. He’d tell me about his latest conquests or newest campus crushes, as well as tease me about my lack of an exciting love life.
A few months into this wild period while my wife and I were separated, a coworker randomly told me to stay away from the hot, half-Korean half-white girl who was our general manager’s assistant. She worked one floor up from me and would ALWAYS wear really tall high heels and tight outfits. She seemed really well put together as she’d strut around the building. So of course this opening was all I needed. And being a pothead, I happened to be looking for a new plug at the time… and a new connection happened to be around the corner from her place. She didn’t smoke, but I mentioned the plug to her and she suggested I stop by the next time I was in the neighborhood. The next Saturday, I came over and we opened some wine. Her neighbors came over and I was cool with it. I worked with him too and he brought his awesome pot. We sat in her backyard and I happily smoked and drank and could not keep my eyes off her sexy ass lips… and her killer legs. They were long, tan and toned from years of wearing high heels. After hours of hanging out, the neighbors left and I asked if I could crash there because I was trashed. She smiled and said yes. When we went inside and closed the door, I said, “Would you like to makeout before we go to bed?”
So Pete and I stopped fucking for a bit and his marriage was going good but I could tell he missed my cock every time we hung out. His wife had tried to peg him but he just didn’t like the feel of a fake cock up his ass so he didn’t want to do it anymore but she commented on how easy it was to get the dildo in him and he had to admit he was bi and had had a real cock up his ass more than once. After that he started to hint at wanting to start things up again but I wasn’t going to do anything until he explicitly asked or bent over and demanded to be fucked.
My FWB (u/ironman5711) is absolutely incredible in bed and has the biggest dick I’ve ever been with. He’s thick, long, and I can cum from him being half or a third in me. It’s the most mind-blowing sex I have ever had….but I’m also a kink-loving girl who wanted to be shared by him and another guy….and who wanted some poor average guy to see his huge dick, feel intimidated, but want to blow him anyways.
Thank you men of Reddit for responding to my post to find a guy exactly for that purpose.
After some screening, my FWB and I decided to meet up with a guy whose schedule and personality meshed well with ours.