Bailed Out of a Tricky Work Situation [m] [F] [oral] [squirt] [facial]

I was in my early 20s, working the front desk at my local gym. I know you’re thinking I was the guy who slept with all of the women, but that was not me. I was too shy. Of course, I was FRIENDS with all of them. They all loved me, thought I was cute and funny, but in a BFF kind of way, not a rip your clothes off kind of way.

Sometimes, women would come to the front desk and ask me who that cute guy was and if I could casually introduce them. That was my role—getting other people laid.

When a new girl joined the front desk team, I knew I was in big trouble. She was definitely into me. I know, you’re thinking if you’re so sex starved, go for it! But she wasn’t my type. She was obnoxious—never stopped talking. Well, of course the members saw what was going on, there.

“She likes you!” They’d say. They’d encourage me to ask her out, get laid—but I couldn’t. I just didn’t feel that way for her. So, they said I should let her down easy. But the problem was, I depended on her to cover my shifts. If I confronted her, she might stop helping me. Read more »

The time we got a hotel roo[m] [f]or the night and [f]ucked each other’s brains out (Part 2)

[Part 1 located here](https://www.reddit.com/r/gonewildstories/comments/7407be/the_time_we_got_a_hotel_room_for_the_night_and/)

I felt pretty spent at this point, so I weakly got up and gave each of them a kiss before going to the bathroom. I washed my face to try to liven myself up (yes, even in a threesome, people get tired), and by the time I got back, the two of them were lying down next to each other and kissing. What a lovely sight.

I walked over to the bed and noticed that Eve had been kind enough to untie Rachel’s binds. Without my permission. I’m not a particularly controlling person, but I figured it was a decent enough excuse for a little funishment. “Did you do that?” I asked, though I already knew the answer. The two of them giggled and continued kissing. I grabbed Eve by the hair and tore her away. “I asked you a question.” She’s a huge fan of pain play and rough sex, so I knew I wasn’t crossing any boundaries when I slapped her across the face and repeated my question. I could see her eyes practically roll back in her head as she nodded in the affirmative. “Oh Eve…” I begin condescendingly, “Rachel, get the slapper.” Read more »

[FM] Overheard newlywed sex.

Sorry I haven’t posted for a while. I’ve actually been in a relationship for the past few months so I’ve been having sex instead of writing about it! But I figured I’d drop by to tell you about what happened on Saturday, because it was hot.

As usual, I was singing at a wedding on Saturday evening. The venue was a big town hall up in the midlands – they’d been married in the nearby church and were using the hall for reception, dinner and dancing. I was booked to play the piano from 4pm, as they got ready for dinner, then to sing with the band for after dinner dancing. I arrived about 3pm, just after they came out of the church.

I had driven from London so I was wearing casual clothes. I met the best man when I arrived, and he showed me around, where the piano was and where we would be playing, and also showed me the changing rooms behind the stage where I could get changed into my dress. Read more »

Missed Connections [Str8] [M] [F] [exh]

I was deep in thought, staring out my side window and watching the people go about their daily business like I do every morning on the eastbound 6E train. I didn’t even see you at first, only the faintest hint of your fragrance commanding my attention as it floated besides you. It is difficult to explain, but have you ever been around a person that smelled so good you almost felt drunk, like that their body chemistry was made especially for you? I tried to return to my morning routine, tried to avoid stealing a look at you, I even opened the newspaper and pretended to read, but I kept breathing you in..soap, vanilla, warmth. I could not see you, but somehow I felt your eyes on me, your breath on my neck causing my hairs to stand up. You tapped me on the shoulder, and I turned to see your big smile, you asked me if I had a pen.

Your hair was shoulder length and wavy, brown with redish highlights Your lips were well shaped, with deep red lipstick. Your eyes big and hazel. You said you liked my jacket, and I may have blushed for the first time since high school. I said that I liked your lipstick. Read more »

[MM] Office Sex

First-off a short introduction, I’m bi and not out so am usually discrete and rather cautious. While I am happy with my personal arrangement it does mean that encounters with men are usually few and far between.
I’m in my late 30’s and overweight but strong and some might say handsome. Clean cut, 5ft10, hairy chest, uncut (usually shaved) and pack a good 7.5inches although I am not much of a shower.
My story begins when I was bored at work and went online to check out the various hookup sites I am signed up to. An older man I know popped up and over the years we have always checked each other’s profiles but not really done much further. I was particularly horny that day and decided to just message him. I used to work in a building that he managed, serviced offices and such. A guy I knew was gay and always thought was a great laugh and a handsome older man.
To my surprise I got a reply straight away, we went back and forth a few times, exchanged numbers and I acted like I didn’t know him until eventually we agreed to meet at his office after work for an ‘interview’ where I would show him my proficiency in dictation. Not wanting to massively surprise him or freak him out I gave him access to my private pics, which have my face and waited to hear whether he still wanted to catch up…and waited…
It was only about an hour but it felt like an age, he texted me and REALLY wanted to meet. 5.30 couldn’t come quick enough, I checked out dick pics and his profile for a couple of hours, god I was horny.
By the time our meet up was due I was almost frothing at the mouth for some cock and nervously made my way over to the office block he managed. I walked in and smiled as I saw him and greeted him warmly. “Hi Jeff”, a tall, beefy and looking smart in his suit. I was casual as normal, jeans and a jumper. We shook hands as the last of his staff left for the day and he said out loud “Andy, let me show you the office I recommended for you on the phone. Oh, good night Anna see you tomorrow.”
I nervously smile as we got in the lift, we made awkward small talk as we went up. He guided me to an office door. I walk through and put my satchel down as he locked the door. I turned as he came over.
My cock hard in my jeans as I moved forward and on my toes to kiss him, I’m not usually a kisser but just go with the flow as the situation dictates. He was forceful and stuck his tongue down my throat holding me as he did.
With women I tend to be rather dominant, but with men and particularly with older men I seem to want to be dominated and submissive. I say this as Jeff broke off kissing me and pulled off my jumper squeezing and biting my nipples as he worked his way down to undoing my jeans. I kicked off my shoes and got naked, except for my socks. He smiled at my rock-hard cock and jerked it while kissing me until I asked him to stop for fear of cumming.
I then unbuttoned his shirt as I grabbed at his bulge wondering if it was bigger or smaller than the pictures in his profile. Licking and nibbling my way down as I got to his pants, unbuckling his belt and then unbuttoning his trousers letting them drop to the floor as I did. Looking up I smiled as I gently bit his bulge before freeing his cock.
Not my size but slightly thicker and at least an inch smaller. I cupped his now free hair balls as I licked the tip of his cock. Jeff released a soft groan and nudged me away as he got naked too.
We moved from the main office to a side room where we embraced and kissed as our cocks, leaking precum poked and prodded at each other. I quickly dropped to my knees again, taking him whole in one swift motion burying my nose in his hairy groin until I gagged.
I spluttered out his cock and panted as I laughed jerking him, I looked up and smiled. “You have a nice cock Jeff.” Before attacking it again, gripping his thick thighs as I bobbed on his cock.
Much to my dismay he pulled me up and kissed me, reaching for my cock again as we did, I tried to push him away but he held me tight jerking me. I relented and kissed him hard, whispering how I wanted his cock so bad.
He laughed and got on his knees, taking me in his mouth. Jeff lovingly licked and kissed my cock pulling back my foreskin and taking me in inch by inch, I groaned in pleasure as my legs shook. “Stop” I whispered, “You’re going to make me explode!” He relented as he stood.
We kissed again, I think because he didn’t want me blowing so soon and also he was pretty flustered as when I grabbed his cock he flinched as a string of pre-cum dribbled out.
Somehow, I ended up with my back to Jeff as he kissed my neck, and jerked me off, I was moaning as I leant forward. His cock slid between my arse cheeks, pre-cum glazing my skin, he began to poke his cock at my butt. I felt his head poke at my rim a pushed back a little.
I wanted him in me so badly, but I have never been a bottom and would prefer my first time to be with a condom, I don’t know maybe I should have just let him ram it home. I turned around to kiss him again, but he pushed me back and fell to his knees.
Jeff looked up at me as he licked the tip of my cock as I groaned, he sucked me length to tip a few times slurping loudly as I began to pump my hips, “I… I’m going to cum”, I moan pushing his head away. He clamped down and deep throated me as I sighed feeling my cock pulse and grow as me moved back holding only my head in his mouth. I erupted in his mouth, my legs shaking as I panted “Fuuucccckkkk”.
He kept sucking and swallowing, not releasing my cock until he milked every drop from me. Jeff released my softening member as he stood, I kissed him as we shared the last couple of drops remaining in his mouth.
As happens often when I cum with a guy, I lost my urge to do anything else and just wanted to get out of there. I got nervous and self-conscious apologizing. I felt bad that I didn’t reciprocate, but he was totally cool.
I think I owe him a blowjob to completion at the very least. Hopefully I can build on this story…

[MF] I found a local redditor and talked a big game. Somehow, I backed it up with a night of intense sex.

Hi, /r/gonewildstories. Long-time listener, first-time caller… er, something like that.

**-NON-PORN BACKSTORY-**

I’ve been in a bit of a weird position over the last few months. My long-term partner and I decided to open our relationship for various reasons, but due my heavy workload I had not attempted to find anyone. Last week, I decided to change that. I took some of my stockpiled days off and, after enjoying myself for a few days, began to try and find something.

So I did what any sensible person would do when trying to spend some time away from a computer: I went to Reddit.

I came across one post that caught my eye. It was made by a woman close to my age who was going through a somewhat-similar situation. Like me, she had nerdish interest and was looking for something casual with a side of intelligent conversation. I sent her a message, she sent one back, and we hit it off instantly.

(She had also posted some pics on some of the gonewild subs. They were quite good.) Read more »

[MF] When I was 23, met a 46f nurse with a mom/son fetish in a motel…

After encountering an older woman online at a swingers site, I convinced myself to take a chance and meet her in one of my early swinger/open marriage type encounters. I flew back into town after a business trip and went straight to a motel in a small town. I waited for her and I was extremely nervous… our conversations had hinted that she had some particular kinks which I wasn’t sure how I felt about… basically she wanted to fantasize that I was her son and she really wanted to eat my ass. Ok!

I was about 200lbs, 6 feet tall, and thickly hung. She was a redhead nurse with large tits and a little too much makeup. She looked better in person as I watched her walk towards to motel from my second story window. I was very young and inexperienced so I was very nervous.

She knocked on the door and I let her in. We exchanged pleasantries and I had a hard time keeping my eyes off her chest… they were quite large. She wasn’t a super model but she definitely exuded the “milf/cougar” stereotype and spoke to me in a very caring manner. Even her purse looked like a mom’s purse to me. We really didn’t talk long before things got heated… Read more »

[MF] Two lovebirds have a bit of a hatefuck

We met in college and became each other’s first sweethearts. We’re still going strong after these few years. Sometimes, being a little hotheaded and still building up what it means to be in a relationship, we have a small crisis here and there.

This was one of those days. End of semester season of deadlines. Video game icons on the desktop call out from beneath the white interface of standard issue MS Word. Folder full of TV shows is invoking its charms. We’re under pressure, and whacking away at the keyboards.

*”Baby, could you make some coffee?”* – she asks. A perfectly fine question. I take it with a prolonged sigh, somewhat resembling a groan. *”What’s with the sighing?”*, she starts accusingly. *”Nothing! I’m just tired.”*, I said a tone too loudly. She gives me a look, I give her a look.

It’s just a dumb situation that sometimes happens. Sometimes I say something a tone too loud, sometimes she gives a very pronounced eye-roll that is interpreted at an entirely inappropriate register. For whatever reason, it never fails to give the room the atmosphere of sour cabbage. Read more »

[MF] Watched through a window at a shady motel. [Voyeur/Exhibition]

It had been a long day of traveling for my wife and I. Our flight was delayed and we didn’t land until 1am. Not wanting to drive the extra hour home, we decided to rent a cheap room in the city. After we collected our bags, we set off for the “hotel”. As we got closer, we noticed it was in a pretty shady neighbourhood. We checked in and drive back into the guarded parking lot, noticing that even at 2am there were guys hanging out in the parking lot watching us. After parking and finding our room, which was on the first floor and situated in the back of the lot where there was little light, we struggled to get the door to unlock. As we fumbled around in the dark, three boys around 14 years old came running around the corner of our room laughing and chasing each other. They got quiet as they saw us and kept on going. Once inside the room, we turned on all the lights and inspected the room for bugs or anything else crazy. Satisfied the room would suffice for a few hours of sleep, we began to get comfortable. I stood by the bed and stripped out of my travel clothes. My wife did the same at the end of the bed. I couldn’t help but watch her and stare at her perky 36c tits. Her size 6 body was the perfect hour glass shape and instantly began to arouse me. I stepped up to her and took her in my arms, pressing her chest to mine, my hands cupped her ass and pulled her cheeks apart as my cock hardened and pressed up between her legs. She grinded against me and moaned softly before pushing me back onto the bed and straddling me. She positioned herself over me and lowered her supple pussy down against my raging cock. I watched as her pussy lips part on the length of my cock and she began rocking her hips back and forth, sliding up and down the length of my cock. I grabbed her hips and pushed my hips up to her to ensure she could feel her clit sliding on me. This drove her wild and she bucked wildly before tell me she wanted me inside of her. She lifted herself off of me and turned around before straddling me backwards in a reverse cowgirl position. I lifted my cock up to her. She positioned the tip of my cock with her soaked pussy and lowered herself down inch by inch until I was completely inside of her. She gave a slight shudder as she touched down, enjoying the feeling of me inside of her. I sat up just enough to grab her tits from behind and pinched her nipples. She moaned again and began bouncing up and down on my cock, filling her completely with each bounce. I eventually laid back and put my hands on her hips, letting her tits bounce freely. It was shortly after this when we both noticed the flash of a light as if someone was trying to take a picture. We both froze and I sat up and stared at the direction the flash came from. In our haste, we failed to notice the heavy light blocking curtains were not closed. Only the sheer white curtains were drawn across the windows that did nothing to block the view inside our room from the outside while our lights inside were on. For a moment we sat there in silence, staring at the window. My wife asked who I thought it was as she sat naked on me, my cock still inside of her, and her body on display. I teased her and said it was probably the three kids from earlier. I told her it was probably their first time seeing tits like hers and reached around and gave them a squeeze. Her pussy squeezed my cock in response and she began to rock her hips slowly. I told her to spread her legs more to give whoever it was a good view. She complied and began riding me faster. It wasn’t long before we both started to cum, my cock flooding her pussy. As our orgasms died off, there was another flash of light from the window. My wife laughed and hopped up and walked towards the light switch which was near the window in question. We could hear the sound of several footsteps run off as she got close. She turned off the light and we went to sleep soon after. Til this day we wonder if the pictures they took turned out or if the flash against the white curtains and glare blurred them all out.