Category: gonewildstories

I was an adorable redhead’s (26F) first after her divorce [MF]

A few years ago I met with a gorgeous redhead from whisper. I had seen a post of hers when I was on the east coast for business, we started chatting and flirting, hit it off, and decided to meet for a date at the beach boardwalk. Turned out she was very recently divorced at 26, and I was her first “real” date ever, since she started seeing her ex when they were sophomores in high school. They had never really been on a proper date before, which meant I ended up being her first date she’d ever been on.

When I saw her walking toward me in a cute little red dress, she was actually cuter than the pictures she had sent me, which is rarely the case. She was clearly nervous, but a good conversationalist and obviously also quite smart, which I appreciated. We got some sort of board walk snack and sat on a bench and talked, with the conversation quickly moving to BDSM since she hadn’t been able to do any of that with her ex husband and she was curious about it. Between the conversation and how good she looked, I started to get pretty hard under my pants. I was wearing jeans and evidently my cock was pressing hard against the fabric along of the upper part of my pant leg, because she kept glancing down and I could tell she was getting a little flustered. I noticed and asked if she wanted to go find somewhere to park that was more secluded. She asked “and what?” sort of teasingly, and I just responded “I’m sure we’ll figure something out.” Read more »

Upside down pineapple club orgy [group]

My husband and I joined the swinger lifestyle about 6 months ago and it has been phenomenal! We have played with a few different types, but most recently we got the chance to have an orgy with my favorite couple (we will call them Sandy and Danny) and friends of theirs (we will call them Jessie and James). Obviously names were changed to protect the naughty. Skip to *** for the playtime.
To help picture it: I am 5’3 on a good day, usually with honey blonde hair, blue eyes, pretty face, thick, boobs and curves, but nothing out of this world. My husband has a killer smile, a nice beard that he keeps tight, and rocks a dad bod.
Now Sandy is a gorgeous woman. Thick in ALL the right ways. Her ass is definitely out of this world. She has dark eyes and long-ish dark hair, and the most kissable lips. (Yes, both sets). A fun fact for later in the story: she really enjoys cum play. Her husband Danny is the quiet observant type. He has bright blue eyes and an average build.
On this particular night, we got a hotel room and planned to go to a lifestyle club. Sandy and I got ready. We tried on multiple lingerie sets, modeled for our guys and each other, until we settled on our outfits. We touched up our makeup and off we went to the club. (We both opted for black fishnet shirts, black skirts, and neon lingerie in case you were wondering.)
When we got to the club we met up with some of our other friends. We drank, we danced, we played pool. We were having a fantastic time. Sandy introduced us to a ton of people. She’s a bit of a social butterfly. One of the couples she introduced us to was Jessie and James. James is mixed. He has a medium light complexion, dark hair, dark eyes, and an average build. Jessie has long brown hair, hazel eyes, big, round, natural tits, and a great smile. If you couldn’t tell, I’m a sucker for a nice smile.
***It was getting towards the end of the night and we were getting ready to go find a room to play when Jessie and James stopped Sandy and asked if they would like to play. Sandy explained that she and Danny came with us and had every intention of playing with us, but if Jessie and James were willing, and we were willing, she would love for all of us to play together. They said yes, we said yes, so off to find a room we went.
We found an empty room and all three couples piled in. I turned and jumped on the bed, threw my booties up at Sandy and told her, “unwrap me like the present that I am!” She giggled and said, “yes ma’am.” She took off my shoes and then leaned in to get on the bed. I took advantage of her position and locked lips with her as I ran my hands up her chest and around her neck. She moaned and I released her. She called Jessie over to join us. They made out above me as Sandy undressed Jessie. I wiggled out from under them and told Jessie to lay down. I got on my knees at the foot of the bed and gently licked Jessie’s pussy. My tongue flicked up and down on her clit. I kissed her inner thighs. I tasted her and enjoyed every bit of her.
I picked my head up and saw that Sandy had started to involve James. So I tagged my husband in to take over eating Jessie out and I went to attend to Sandy’s husband, Danny. He grabbed my hips and pounded me from behind as I watched Jessie enjoy my husband’s oral skills. My husband came up for air so I took advantage and motioned for him to come tend to me. He was the only guy that still had a dry dick. So I wrapped my mouth around him for a few good thrusts. I could tell that Danny was close so I spun around and licked my juices off his cock and gave my husband the opportunity to spit roast me while Danny fucked my face. I could hear my husband moan with pleasure every time my body tensed from Danny’s cock hitting my reflex. Danny came in my mouth. I swallowed and got up to take a sip of my drink. I sat down on the edge of the bed and put James’s dick in my mouth. He had already cum with one of the other girls, but I love feeling a guy grow in my mouth. I sucked the last little bit of cum from his cock and once he was hard I started to get up. James cupped my face and told me I was a very talented and good girl. Nothing gets me going like praise.
I got up and went back to my husband. He fucked my face for a few minutes and then came on my tits. Sandy must have heard him cum because her hand quickly glided across my boobs. She is finger painting my chest with his cum as she is making out with Jessie, while Jessie is getting railed by James.
My husband grabs Sandy’s wrist to stop her from smearing all of the cum. He licks a thick stream of cum from between my tits and kisses Sandy swapping the cum from his mouth to hers, while I lay below them. I hear her “mmm” in delight.
We see the lights come on. This is the club’s signal to wrap it up. I grab my husband’s hand and demand, “make me squirt.”
He gives me that look that says “I got you/you don’t have to tell me twice/don’t tempt me with a good time”. I spread my legs for him. He pulls one of my legs up, and quickly thrusts his fingers inside of me, hitting my g-spot just right. I pant, then moan, then scream in ecstasy. I clutch the bed sheets. I cum so hard and squirt. The bed is soaked. I am soaked. Naked, but still soaked. I bend over to grab my clothes. Sandy smacks my ass, which splashes her and a couple others. We all laugh, clean up and get dressed. We say our goodbyes to Jessie and James and head back to our hotel room.
That was our first of hopefully many orgies in the lifestyle. I hope you enjoyed it at least a fraction as much as we did. Maybe I’ll write more stories about our adventures.

I (32m) ran into an ex-student (24f) in a hotel bar [MF]

I am a (new-ish) professor and I also consult on the side. In one of my consulting trips, I was staying at a nice hotel with a decent bar. First night there, I went up to the bar, sitting alone, having some bar food for a quick dinner.

I was surprised to see an ex-student of mine walk in calling out for me and waving at me from far off with a big smile. She told me she was on a girls’ trip, and sat down beside me. We caught up on what she had been upto after graduating, and I told her about my work over drinks. It didn’t take long for our talk to go from academic stuff to outright flirting. She was wearing a dress and I’m pretty sure she noticed where my eyes wandered to occasionally during the conversation. I invited her to my room to “continue catching up”, but we both knew what we were going to do. Read more »

[FM] Dumb Girl Gets Blacked And Passed Around ♡ it’s me i’m the dumb girl ♡♡♡

So, I decided to talk some of the black guys I knew around my school, chatted with them, and asked for a few of their numbers. Then when I got back home, I texted one of them, and said we should hang out some time. He agreed and said that he and friends were hanging out at his house that Friday, just chilling with nothing much to do. So I said I’d be happy to keep them company, and then I asked him, what I should wear.

“I think you’d look good in some kinda goth fit tbh”

So, I put together a really cute outfit for that day. A black tank top that said “Juicy” over my chest in silver letters, some baggy black pants, underneath, a really comfy pair of Calvin Klein bra and panties, and some fish net leggings to bring it all together.

I got a ride from my friend over to their place which wasn’t too far from mine, but I didn’t feel like walking since we’d gotten some snow recently too. When I got there, I reminded her my location would be shared with her, and I’d text her when I got home that night. I walked up to the door of their house and knocked. I could hear some shouting and then the door unlocked and one of them answered the door and saw me standing there. He looked me up and down and smiled. Read more »

GF let’s [M]e cum on her [F]ace to apologize for interrupting my nap

This story has a lot of red flags in it for what this relationship was: unhealthy and toxic. Nevertheless, this story frequently enters my mind from time to time because it has certain elements in it that get me going even though these events took place about 15 years ago.

It was a long week. Stressful hours in the office and bad sleep. This was the summer of 2008 and it was hot and humid. Friday finally rolls around and when I got home I was pretty tired. It wasn’t my intention to fall asleep early, but I guess my eyes were heavy and I drifted off. I had plans to hang out with friends, but those plans faded away as soon as my head hit the pillow.

I had been dating this girl, let’s call her C (I have another story of her in my history that I wrote for r/hotpast), for about a year and a half. Things were a bit rocky and we had split and gotten back together again, but things were still tenuous in our relationship. Read more »

[MF] A fun cable car ride

Hi everyone, I’m a long time lurker, but I thought it was time to share a bit back to the community.
Me and my now wife always had a rather vanilla relationship, but we are always horny as monkeys and more then a few times it got the best of us.
Descriptions: I’m a former athlete with some international experience, 5,9 ft tall, 210 pounds and a 6,3 inch dick.
My wife is a former dancer, with toned legs and a bubble butt to die for. She is 5,1 ft tall, weights 117 pounds with perky boobs.
For the spicy part go to —–horny mode activates—–
Today I want to tell you a story of when we were visiting Italy, after a few days in Venice we had planned to move towards Sicily. Sexwise the days in Venice were a bit slow, we had sex upon arrival in the hotel room, but then nothing more for a few days.
Visiting the city, walking the whole day and drinking a bit of wine with dinner made us too tired and so we just slept for 3 days.
Then finally on the 4th day we were flying to Sicily, no more extreme walks under the sun, just a 2hrs fligt after a good night of rest.
No need to say so, but after 4 days with my wife always in a tank top or in a sundress I had the hots. Raging boner more often then I would have liked and so on the plane I approached my wife with some naughty thoughts, and she was on the same page 😈
Unluckly as soon as she was in the lavatory a queue was formed. The second time I manage to slink inside after her. The wait nearly drove me crazy, so I immediately kissed her deeply, and then turned her around lifted her sundress enough to display her round ass. Now only the panties where between me and my awaited prize, I put them to the side, complimenting wifey’s round ass. I probe her pussy with a finger, she moans a bit and it’s wet as the sea……*DinDon*”We are preparing for landing, get back to you seat and fasten your seatbelt”… Shit. We reorginize ourself as fast as we could, she exit first I wait a minute and exit the bathroom. The gaze from the Italian hostess was not happy, but there was nothing she could do.
We then land, get the luggage and the car and drove to Trapani where we had our BnB. The sexual tension was still there but we decided to respect the plan we had and to hit Erice to have dinner.
After sharing our plan with the BnB owner he tells us to not use the car. There is a cable car from Trapani to Erice. We took his advice and arrive after the sunset to tha cable car station. We were basically the only ones in the place that evening, so we get our tickets. I already imagined what may have come my way, so I fake to have to tie my shoe to get some cable cars of distance from the only other people there and we get on board.
—–horny mode activates—–
We start our ride and after a moment we are in the dark admiring the scenery and the sea behind us. After a brief moment we lock our eyes and next thing a I know is that my wife had me sit, lowered my pants and briefs and is devouring my dick on her knees. She is not a deepthroater but she knows how to give a nice sloppy BJ, she sucks my balls, spit on the glans and lick it from base to head repeatedly. Her sure kill move is to force her tongue in the hole on top, take then the head in and suck it strongly while licking under the head, I was not ready to receive this. 4 dry days and the hornyness from the plane made me know that I would have bursted immediately like that. So as she plucked the tongue in the hole I stopped her. I turned her around and I had all the intention to start again from where I was interrupted. A moment later she had the skirt of her dress on her head and her panties to the side. The view was a wonder, I couldn’t control myself and buried my face directly in her ass, lickin and sucking her pussy. She was tasty as always and I was enjoying every moment, but up ahead the end of the ride was at sight. So without further ado I placed the head of my dick at the entrance of her pussy, painted with it a bit so to get it wet with her juices and then entered her. She was wet as a lake, so I got at it fastly, as an animal. I pumped her strongly and stared to feel her pussy contract over my cock, that sent me over the edge. I cummed inside of her, but I continued pumping as I knew I had to fulfill my duties. After some more second she started screaming her orgasm. Just in time, we were dangerously approaching the cable car station.
I pulled out, an abundant creampie gushed out of her and landed on the floor of the cable car, forming a small white puddle, a mix of cum and pussy juces. That is one of the sexiest live show of my life. She graciously placed a tissue in her panties and got herself together while I pulled up my pants. We got out, probably not giving away anything, but a bit flustered. Surely if that night someone took that cable car they may have inquired on what the white puddle was.
Sorry for the wall of text. I hope you enjoyed it as much as I did.

[MFM] Cuck in closet while I fucked his girlfriend.

I’m sober now. But I still jack off to all my sexual adventures from my past. One of my favorites is fucking this petite latina named Jackie while her dude watched from a closet.

She’d come to the bar I worked at, thinly dressed and horny. She knew I liked to party with go fast and her thing was go slow. So she’d invite me over under two conditions. One that when we fucked she could record it. Two, her bae would be jacking off in the closet.

So I closed bar and followed her to her apartment. Her tight brown ass and flat chest flashing through her dress. Once I we got there we got high in her bathroom. There’s something about getting your dick sucked while snorting and smoking dope. She was working my cock with her mouth getting me ready for show time while I could here her bf getting the scene ready in the bedroom.

She loved to be degraded. Calling her a dumb bitch, cheap slut, and worthless cunt only made her throat me harder. Read more »

Date Night at the Bar [MFM]

I pulled the car into one of the last remaining stalls and pushed the button to shut off the engine. Slowly, the vehicle lights dimmed and eventually turned off as I sat there and watched the nightlife moving all around me. The line up to get inside this particular establishment surprised me. I had anticipated it would be busy, but this was more than I had guessed. No matter, busier was very likely better for an evening like this.

Finally, the moment I had been waiting for since I parked, I spotted her walking down the sidewalk towards the line. It was unclear where she came from, but what was very clear was that she was here to have a good time this evening. Her modest heels highlighted those tanned legs that seemed to go on forever. My eyes traced their way up to her thighs and were pleased to see the black leather of her skirt, hugging her form just right, and short enough to make you excited everytime she moved. As she walked towards the crowd, it was easy to see more than a few boys eyeing her up. Her thin red top showing off quite a bit of skin, being only just enough to cover her voluptuous breasts, and with a deep plunge that left me questioning if it would even continue to do that all evening long. Read more »

[MF] 24M I came in my 38F Assistant Manager’s mouth in her office.

Hi all,

This happened early last Friday, around 3pm or so.

For some backstory, my manager is a married 38 y/o female who’s married to a decent guy around her age. She has always expressed they have a loving relationship, but that he can never satisfy her the way she wants in the bedroom.

Now, my manager and I go back a few years. She was hired as a regular salaried employee only a few years ago, and recently got a promotion at the start of last August. I report to her when it comes to problems with reports I find and other hands on issues at my job. She also signs off on forms and purchases I make for my job. So I see her many times every day.

I have gotten incredibly close to her since I started working there. We text constantly, and have gotten lunch/coffe together countless times, as our overhead boss doesn’t keep track of us every second, as our job requires we visit other buildings where I work. We share memes, talk, vent, and she helped me through a rough breakup I had last spring. Read more »

22[F] accidentally changed with the blinds open

In my apartment complex, my neighbors are these two guys who are really cute. We’re all in college. One of them in particular I think is very very cute, and I make small talk with him in passing. I once brought some baked goods over to their place to thank them for doing us a favor. Just friendly neighbor kind of things.

At our place, my bedroom window opens up to the walkway outside of our doors. When I have my window open, my neighbors can pass by and see into the room. I keep it closed most of the time for privacy, but sometimes keep it open if I just want some sunlight.

This morning, I took a shower and was combing through my hair when my towel dropped. I just let it be as the window blinds were closed, and continued to do my hair while standing around naked.

It was only when I looked over and saw my neighbor (the one I think is especially cute) walk by that I realized that the blinds were not completely closed—they were open just a crack. Read more »