gonewildstories Archives — Page 4403 of 5640 — NSFW story

The time I [F] went to a hotel with a stranger

First post! I’m sure there will be others. I posted in r/SluttyConfessions yesterday, but there are many more people here.

This was about six years ago. I was 18 at the time, but I had spent several years trolling chat rooms on Yahoo and I had a fantasy of meeting an older guy. I had a boyfriend at the time, but we only saw each other on the weekends and I knew he had a trip coming up.

At the time Craigslist was big, so I found a casual encounters post that appealed to me. It was an older guy looking for a younger girl for a one night stand. His post said he was in from out of town and I liked that because I’d never see him again. It wasn’t offering money and I wasn’t looking for any, I wanted to see if I could do this, if I could push myself.

I told him I was 22, and we exchanged pictures. He was stocky and a little heavyset but really confident in his posts. He wanted a night of fucking after drinks at the bar, so I had to get my fake ID out and hope it passed; I looked my age, I wasn’t sure if it would work. Read more »

[FFM] 1st ever threesome… too far?

My wife is bi and occasionally over the years has told me how one day she’d like to try bringing a girl in. But we never really talked seriously about it. a week before it happened another semi casual jokingly convo and we both discussed how the first time I wouldn’t do PIV, just try things out first and see where it got us in the future. I obliged she wouldn’t have to worry. The night it happened my wife goes out with a friend for some drinks. They come back and guess around 2 am I wake up to my wife and her friend naked in my bed. They’re kissing, and kind of leading me on. Her friend keeps saying, “oh I bet he likes that. I bet he wants to fuck”. I decide fuck it.. and as I watch them kiss I slip my shorts off still in bed. I’m rubbing myself a little watching them mess around and then I get down at the edge of the bed. I pull my wife down onto her back and begin to eat her out. I reach my hand up over her and over her friend beside her a finger her a little. My cock is throbbing and I decide to start fucking my wife. We fuck around a few different positions, her on her back, she’d flip and I’d fuck her doggy while I watched her eat her friends slit. At one point I stopped and my wife came over to suck on me a little to make me last longer so I didn’t blow my load too soon. At this point I watch my wife climb on top of her friend, they’re making out, my wife doggy and Friends legs spread. I think how hot it would be to fuck my wife while We are all so close together. I climb in between friends legs, my thighs up into hers to spread her legs a little more. I slipped my cock into my wife and fucked her hard. Occasionally friend would pull her towards her and away from me and I’d fall out. Her friend would grab my cock and pull it towards them (her?)… this happened a couple times.. the last time I looked down to reposition my dick in my wife and saw friends slit… right there. Literally pussy tower. I thought how fucking hot it would to swap. I fucked my wife a couple seconds and then pulled my cock out and thrusted into her friend. Her friends pussy felt much different right away. A little wider and deeper than my wife. I scooted down a little and laid my face and body on my wife’s lower back bottom and put my hands on the bed beside friend, beneath my wife. I could hear her moan softly and my wife continued to kiss her. I fucked her for maybe a minute before I found myself thinking how my wife’s pussy was so much tighter than her friends. I thought about switching back and then suddenly found myself thinking about what I had told my wife… about not PIV until we had discussed it. I felt a little guilty as I pulled out quick and then pulled wife off her to lay her on her back and quickly finish up. They went downstairs happily. Next morning my wife tells me friend was texting how she can’t wait to do it again… Read more »

My [F]irst Fisting

He arrived last week with baby oil and nervous laughter. I didn’t know his name and still don’t. Perhaps his nerves were from being with a stranger. Some people go all their lives without engaging in anonymous encounters. But for me that is part of the fun. There was no foreplay whatsoever. The nerves might have made him forget or he might have been eager to dive into my hole. He instructed me to lay down on the towel I had put out and I did.

 

He poured the baby oil and began sliding his fingers into my now slick hole. One at first. Which is never enough. Then two. I always ask for harder with two. A moment later it was three. My hips bucked to meet his entering and exiting digits. A hand searched out his free arm to dig my claws into. The other hand reached down to his busy arm and tried to push him deeper into me. To no avail. So my hand went to my clit instead. It isn’t something I usually do during sex but then again neither was fisting until now. The man told me it was hot so I didn’t stop. Below I feel his fingers and thumb twisting and turning inside of me. I felt like I was being split open and it hurt a bit. And I wish I could replay that pleasurable pain sensation over and again. But my body must have given away the pain I felt as a few of his fingers retreated. Read more »

[F] Drove sexually crazy by the sounds of my sister

I went to my hometown yesterday to visit my sister who is in college (19, I’m 24). After a nice dinner with her, I packed my stuff up and slept on the couch before my train. Her boyfriend came over and went into her room. I heard them watching tv while I dozed off. Maybe 30 minutes later, I woke up to a thump on the wall, followed by giggling. Then only a few seconds later, unmistakeable moaning. I quietly got up and put my ear close to their door. I could hear my sister moaning in ecstasy.

Fuck it was hot!! Before I knew it, I was reaching into my panties, fingering myself as I got wetter and wetter. A few minutes later, I heard her whimper out, “wait slow down, I’m gonna…” then a loud moan as she definitely came. This triggered me to cum as well as I tried to keep silent. I snuck back over to my couch, still breathing heavily from what I heard. Read more »

Tuesday night threesome [MFF]

First, my partner had a session with her while I was away for work travel. I got to watch part on video chat. When I got home, I kept her up all night during our first time together.

She texted that she was horny last Sunday – one of us had to stay with the kids, so I sent my girlfriend to her place.

This weekend, the new unicorn was unavailable, although my girlfriend and I were kid-free. So, it was debauchery weekend – basically naked the entire time, playing, fisting, pegging, you name it. My girl kept complaining the next day that it was uncomfortable to sit down.

On Tuesday, it was on. Our new unicorn arrived a little after 9pm. I greeted her with a kiss, then led her to the bedroom. We all sit on the king size bed and talk for a bit, a few small kisses, a little light petting. We’re all starting to get turned on, and my girl heads to the bathroom, which she always does before sex is about to start.

I pounce at our unicorn, lay her down on the bed, and start kissing her deeply. My leg is between her thighs, and she starts grinding on it. Read more »

[MF] A first date

I went to a sex site years ago I did some messaging but actually got connected from the erotic stories posts. I used to write and share stuff there. I hooked up with another sexy story teller.
It started with a compliment on one of her stories. She checked out my profile and started complementing me back on my stories.

Anyways we chatted on line for a bit back and forth. After a particularly hot cam session we decided to meet up. But the pretense was no sex. I was fine with that. Cue the date. We met at a local pub above a coffee place down town. We had both eaten and just ordered some appetizers. (We will call her) Amy and I talked for a bit . The was definitely tension in the air. She mentioned no sex again but it seemed like more of a reminder to herself than to me. We’re decided to get some ice-cream and cool things down. There was definitely an attraction. The ice-cream maybe wasn’t the best plan. That’s all I needed 10 minutes of watching her slowly lick something and talking about how good it was. Read more »

Fucked co-worker in front of my now gf [MF]

This is also another story which happened before I and my now girlfriend started dating. We already knew each other but only as friends. I work in software engineering and female coworker are rare for us. But since Karin joint our team, we got along really well. We soon started to see each other outside of work and so on.

So there was one day, when Karin asked me to come over to her place after work since she got some good weed. Since I already planned to meet with my now gf, I asked Karin if she could come with me and she agreed. So I texted Nina and asked her if it was okay and Nina also agreed.

So after work I grabbed some beer, picked up Nina and made my way to Karin’s place. Her place was well set up. It was a place to chill. Once there, Karin and Nina grabbed a beer while I rolled up my first joint of the night. Once done, I grabbed a beer too and all three of us made our way to the balcony, where we started talking philosophy, drinking beers and smoking joints. Read more »

You have my permission to cum freely, but only under 2 conditions [FM]

“I loved what you wrote” he texted early this morning”

I smiled. My homework was to write about our 1st encounter as D/s and submit it to reddit. I had only heard of it, but after a quick search online, I was able to obey him and do as I was told.

“I am really proud of you. You’re such a good girl. You can have two orgasms without permission. But they can’t be in the same day, and they can’t be at home”

Butterflies raced to my stomach. A grin broke across my face. Not only could I masturbate freely, but I had to find somewhere else to do it. Luckily, I knew just the place.

He then went on to text, “ You will tell me when you have done it and I want two things. First, a photo or video and second, You must write about it on reddit for everyone to read.

I texted back quickly, “Yes Daddy”. Read more »

Kate[MF]

Well we met on whisper, which is some weird mix of a chat App and a Catholic confessional.

It was never my intention to hook up with her, but good intentions are what the road to hell is paved with.

I was married and she was engaged, it shouldn’t have gotten past hello.

Whisper has a function that tells you how far away the person is from you,

turns out we stayed in the same apartment complex.

Obviously, it was a huge surprise for both of us. She asks me to come over for a bit and say hi. I know I shouldn’t go, but I do anyway curiosity always got the better of me. I knock on the door and this thick little Carmel girl in booty shorts opens up and we’re both kind of eying each other ya know?

She tells me to come in, we chat for a bit she shows me around the apartment, shows some of her art projects, at one point she goes to the hall closet I peak over and she’s bent over gripping the sides of the door frame. To this day I think she was teasing me. Read more »