(M)entally unstable work friend lets (M)e bang his (F)iancée.

Hello GWS. It's been a few months since I last posted a story , and although it didn't do too well, I had tons of fun writing it and sharing it with the internet.

It was a cold dark night. My cell-phone buzzes as I'm sitting ass on my PC at home. It's Blake; the psycho sex addicted weirdo from work. " Dude come over tonight, you won't regret it ".

I had been working with Blake for a year at a restaurant while in-between jobs. Blake was a smooth-talker with all the ladies at the restaurant, hooking up with multiple waitresses and women that worked at the mall nearby in turn making all the other dudes look like amateurs. He was a very average looking guy, probably 5'9, short hair, green eyes, not in shape but not out of it either. He had a way with words and body language, to this day I think he was the only natural pick-up artist I have met in real life. But he was also kind of psychotic , getting in fights all the time and been arrested too.

I'm a 6'1 215lb slightly muscular white guy with a shaved head ( military reserve ). Read more »

First Time and only Anal with Kelly [m/f] [Long]

Long time lurker and lover of this subreddit so I thought I would give a this story a shot. If you all do like this story I have plenty more with Kelly and would love to share.

This took place during the last semester of my Junior year of High School. At the time I was 5'10, 225, and a decently fit guy. I had played football all throughout my high school career and spent most of my time in the weight room. I was an offensive lineman so being a big bigger was always a must but at the time I was built more like a fullback (for those of you who know anything about football). Her name was Kelly, she was 5'5, ridiculously fit girl (she had been a dancer all her life) with a beautiful ass and amazing C cup tits. We had dated the year before (I have plenty of stories from that time if there is interest) but after we broke up we would constantly hook up when we were both single. She had always aimed to please me and loved to try new things in the bedroom. Our M.O. was to sneak out of our parents houses, I would go pick her up, take her back to my house and then fuck like rabbits. We had played strip poker a week before with one of my best friends and talked about doing it again. I received a text about 11:00 pm. "Hey! :) want to hang out tonight?" Obviously I knew what that meant but I didn't want to seem to eager so I texted back "Sure, what do you want to do?" and she responded with "Well I want to work on my poker skills ;)" We waited for our parents to fall asleep and we snuck out of our houses, I picked her up and we came back to my house. Read more »

[M4F][Str8][bd][Mdom][feather][candle wax][ice cube][orgasm] …here’s Squirming Handcuffs

I wonder just how many goosebumps can be generated by slowly running a feather, from your chin, between your breasts and all the way down to your ever swelling mound, as it gets warmer and warmer. Then circling your breasts, in turn, running the tip of it through the crease that's made when breast joins chest. And then I wonder how much you'd wriggle as I produce the Ice Cube of Joy. Not to amateurishly smear it around. Oh no. Just hold it in my fingertips at first, just above your nipple. Letting it drip. Watching it stiffen. Then, and only then, would I lazily drag it across your skin, all around, from the pulse in your neck, to the heave of your breast, down to the soft skin just by your hip. I wonder if this heinous activity would produce such filthy words to be uttered from you, as I take what's left of it and terrorise your poor little kitty. And the beautiful thing is, you can wriggle all the fuck you like, but you are utterly powerless, and loving every second… Read more »

My friend’s mother

This happened to me about six years ago. I was either thirteen or fourteen years old when it happened. My palms are becoming sweaty just from thinking about the story I’m about to tell you, it took quite some courage to start writing this. I guess I’ll try and keep it short.

Back in school I had a good friend named Ryan, and well, he was my only friend. After school we always went to his house to hang out. His house sat almost in the middle of a big grazing field, which mostly worked in our advantage as it gave us a lot of room for playing outside. Since the house was in the middle of the field, you would have to follow a long driveway to get there. But that’s enough description so let’s cut down to the flesh of the story.

It was 20.00 in the evening and a huge fight broke out between my parents and me. I was frustrated and couldn’t stand it any longer so I called Ryan’s house, as I needed to break away from this mess. He picked up the phone and was surprised hearing from me at such a late hour (we were kids back then), but after hearing my story he said I could come over, although he said he was going to be away at football practice until 21.00, so I would have to wait for him. Read more »

[m/f] How I came to fuck my girlfriend’s best friend.

First of all, my name's Maxime, I'm 26 and I live in Lyon, France. It's been nearly 5 years that I am with my girlfriend (Agathe) and I've met her best friend (Caroline) at the same time.

I love my girl more than anything, but I've always been kind of attracted by Caroline. She's blonde, average size with curves, thin legs. I've heard about naughty stuffs she did thanks to my girl telling me, they're close and often tell each other about their sexual life. It's always been a fantasy to sleep with her even more since i saw her naked during our holidays 3 years ago. We went to my house in the french mountains, she thought she was home alone and decided to have a naked sunbath. I was upstairs and saw her, nice D cup breast and a little strip on her pubis. I couldn't help my self and had to masturbate.

It happened 3 years ago and since then I didn't have many situations like that. Read more »

[MFF] Summer Job led to Threesome: Threesome #2 Part I

My last update wasn't exactly the most positive. Annette and I had pretty much resigned ourselves to the fact that we weren't going to be having another threesome for a long, long time. It sucked, since both were very interest in s repeated, and yet it wasn't really all that bad since, hey, we had already had one and we still had each other.

A few weeks ago, I get a text message from Annette, simply saying "Come over." I had nothing else going on so I thought hey, why not? I drive over to her place and knock on the door, only to see her opening it in nothing by a red corset and black stockings. She and I basically sprinted up to the bedroom, and within seconds she was laying down on the bed, my face between her legs and and my pants around my ankles, furiously stroking myself. Read more »

Here I go once again slipping into women’s panties

It's become more preference and I look so Sexy whenever I've put on a Pair of NEW PANTIES. I just can't resist playing with myself eagerly, Nobody has ever seen me "openly" dressing myself up Feminatly and acting somewhat like a chick would. I really have a strong urge and desire to be able to show off in front of one or more females. To become a honeys Sex slave for a weekend & only permitted to dress as a woman, I'd love it I just know that I would. Writing about this has made Jr stiffen up nice and hard, That means (time to give myself pleasure until I unload my cumm all across my stomach) Tonight I feel like shaving my pubes smooth "I'm so fucking close darling, I'm feeling it and she's gonna be a monster too.Here here oh yea I shout while you look on. Panting vigorously with some whews in there as I erupt a huge amount of Jisim everywhere and up to my neck. Break time and a short nap with the Jisim drying

Saturday Morning in Early Spring [M,F]

The sun and birds wake me up. I rub my eyes, stretch, yawn, and walk to the coffee pot and pour myself a cup. The kitties are playing and purring next to me to remind me to offer them treats for being so well behaved… What to do today?, I think to myself…. no prior commitments, nothing pushing me out into the world.. a blessing these days. I turn on the jazz station and open some windows. The breeze that comes through reflects a leaving winter.. it's cool and crisp, and optimistic. Or maybe that's just me…

I walk through my home and acknowledge my plants. Running my hands over their leaves, pruning back stems that have come and gone. I light the candle in the living room, that quickly delivers an aroma of warm cinnamon buns.

I put on shorts, a button down soft denim blouse, and a bandana rolled and tied to keep my hair back. I continue the rhythm I have naturally fallen into of caring for my home on this Spring Saturday.

As these tidy things go, I find myself scrubbing the shower caulk feverently, bending over and breaking a sweat… Read more »

Anonymous fun in Cloud City [FMM]

This happened this past summer, at Burning Man. For those who don't know, Burning Man is a week-long art and music festival in the middle of the Nevada desert, which attracts all sorts of people, young and old. A bit about me – I am a mid-twenties bisexual male, six feet tall with dark hair, dark tan complexion and brown eyes.

On the second to last day of the festival, I decided to walk around (naked, of course – it's hot in the desert) to find somewhere new to take a nap. There were many such public napping tents, one of which was called Cloud City – it was full of pillows and couches and cushions for people to lounge on, under a tent, letting them get out of the sun for a while and relax. I found a great futon mattress that was barely dusty at all (dust gets EVERYWHERE in the desert) and fell asleep quickly, being very hungover from the previous night's rave. There wasn't anyone else near me in the huge tent, since it was midday and most people were probably still sleeping in their own tents. Read more »

Her name was Emily [m/f]

So I have been having recurring dreams of an encounter I had a few years ago. Every time I wake up I am hard as a rock and need to come to reddit and find something to help "release the tension". So I figured I used this site enough, I should give back. The following story is absolutely true and took place a few years ago, its still the best experience I've had! So, I am an active duty Air Force enlisted person at the time. I was happy with choosing the Air Force because of all the women I've met and slept with since joining. I've been all around the world and met exocitc women from Japan, Hungry, Panama, Thailand, Turkey…etc. Through all my travels I still prefer American women, probably because I can relate to them the best. Anyway, I had just arrived at a new duty station and was getting to know the people I would work with. It was a small office but good people and the job was a lot of fun. A few months in, I was speaking to a co-worker when he described his last assignment where he fucked his officer boss. Said it was his best ever experience. I had never really thought of doing that before, it something that is so taboo in the military that they never miss an opportunity telling you how much trouble you'd get in if caught. The more I thought about it, I realized I never had an officer supervisor that was female. I've worked with some smoking hot officers before but never had they been directly appointed my boss. I began to fantasize about working with some of those previous officers again and making love to them. Thought it would always be a pipe dream though. About another month passed and my officer boss, a male, announced he was retiring and that a replacement would be arriving in 3 months. I'll never forget the day his replacement, my new boss, walked in through the door. She was an Air Force Captain, about 5'7", blonde, athletic build, tan, above average rack, pouty lips and beautiful blue eyes. Her smile almost took my breath away as she reached out her hand to me and said "Hello, I'm Emily and look forward to working with you." All I could muster was a weak smile and a "Yes Ma'am". That night my mind began racing about living out my newly discovered fantasy.
As time went on and I began to get to know her better, she hinted at having a bit of a wild side in the past. I took meticulous mental notes hoping I'd get a chance to use them.
Finally, I came up with some plan that seemed logical in my head but realistically could crash and burn in a second. The first portion of my plan was to let her know I noticed her and had some interest in her. I decided to stay back with her in her office after one of our staff meetings. This was not unusual enough to be noticed by anyone else but gave me precious one-on-one time. All I said was "Captain, I just want to say that you're stunning and make it easy to come to work". I really didn't know what to expect, I was ready to be thrown out of her office and reassigned. Instead she smirked and and said "It's nice someone notices." I was so shocked that I thanked her and quickly left. That had gone way better than I thought. Another week went by and I stayed after another meeting. I told her I had something to say and the she could stop me at any time. With a bit of worry she told me to go ahead. I explained that she was one of the most beautiful women I had ever spoken to. I also said that I like living on the edge sometimes and that if she wanted an adventure to just let me know. "Hmm, what kind of adventure do you mean?" "Out of this world" I said and smiled but secretly regretted sounding so stupid. She stared at me for a moment, as if to size me up and replied "You know I've been watching you a lot, you impress me and your uniform is always sharp." Ok, I thought, where is this going? She continued "I have had this thought of fucking the brains out of one of my NCO's since I joined, but I've never been in command before."
My heart was racing, was I dreaming again? "Well you certainly are now Ma'am". I thought it could happen right here and now but realized there were people still working right outside her office. When she spoke again I almost came in my pants. "I want to fuck you, but it has to be here at work right here on my desk". All I could muster was "Ok". She went on, "On Monday's when we have to where our blue uniforms, if I have my skirt on that day it means stay after work and come into my office." The Air Force had instituted "Blue's Mondays" to get everyone feeling all Air Force again after years in Iraq and Afghanistan. One of the options for Air Force women is a skirt with their dress blue uniform. "I said I'm all in" and she just smiled and said "Look forward to it too." Of course she kept me waiting, the first Monday came and went, she was wearing pants. The second Monday, same thing and the third. I started to think she had been messing with me back in her office. She would shoot me sexy glaces during meetings and ask things at work like if we thought tongue piercings really helped. What a damn tease I kept thinking. Finally, the fourth Monday. I show up to work and there is Emily standing in the parking lot waiting for me in a skirt. Holy shit was all I could think. I said good morning and complemented her on her uniform and she replied "glad you noticed". That day dragged on forever. It was about 6:00 before the last person left the office. I quickly did a walk around and made sure everyone was gone for the day. Once confirmed I nearly ran to her office.
I opened the door and there she stood, behind her desk and simply said, "I've been waiting all day for you to walk through that door".
I slowly walked up to her, began to kiss her and pull her towards me. I wanted her to feel how hard I was already. She paused and said, "I want to leave my uniform mostly on. Roll my skirt up and I'll pop my blouse open when you take me from behind". "First", she said as she smiled. "I want you in my mouth". She ripped my shirt off, undid my belt pulled my pants down and proceeded to take my full 7" into her mouth. I groaned so loud it startled her. I had to strain not cum already, but damn it felt so good. I looked down at her and saw those shiny Captain's bars and her sexy blue eyes looking up at me.
When she was satisfied that she had brought me to the brink she stood up. I started rolling up her skirt and found that she was not wearing panties and had on the most sexy knee high black stockings I've ever seen. "Bend me over and fuck me!" she nearly screamed.
My fingers entered first, her pussy was so wet and tight that I couldn't wait to enter her with my rock hard cock. I wanted to eat her out too, but she said "just fuck me". I slid into her slowly, just the tip and teased her a bit. Her moaning was like I've never before heard…so sexy and drove me to penetrate her fully. I got in a good rhythm spanked her toned ass every once in awhile and just pounded her. She finally ripped open her blouse, buttons flying everywhere, pulled down her bra and revealed the nicest set of tits I've seen. My hands instantly found them as I continued to pound her over her desk. She whispered as I bent over her "I want you to cum all over my tits, nobody's ever done that for me before". I gladly said yes! A few more thrusts and I was ready. I pulled out and she quickly turned around, grabbed my cock and jerked me to the biggest cum shot of my life. I yelled out as I came and looking at her tits and uniform getting soaked in my cum made me want to cum more.
I did it, couldn't believe I actually lived out a fantasy! After it was over I changed into my civilian clothes as did she. She told me that it was great but it won't happen again. She didn't want to risk either of our careers by getting caught.
A few months later I was deployed and I received a care package from her. Inside was the normal stuff: beef jerky, magazines and candy. On the bottom of the box I noticed something else through. It was her cum stained blue uniform shirt from that night! Inside was a note "Remember our night and you'll get through anything over there" Signed Emily. Sadly, I've never seem Emily since. She moved to a new assignment before I returned and I eventually left that base too. Like I said at the top its recently that I started dreaming of this encounter again. I hope you all enjoy it as much as I did! Read more »