gonewildstories Archives — Page 3952 of 5640 — NSFW story

My roomate [f] and I [M] part 3!

Jess was really into massages after I gave her a professional one. But, she was really into roleplay always wanting me to be something different. I was happy to oblige her. One of her biggest fantasies was to be fucked by a repair man at the door. So here we go.

One night she got into a leisurely bath and shaved her long gorgeous legs, her beautiful underarms, and little, smooth pussy mound, before spending some time soaking in the tub. She sent me several nudes of herself through out the process… (no I will not share them. I asked and she was fine with me sharing the stories but not the pics. So sorry. She however IS reading all your comments… lol) She was just stepping out of the bathtub, her hair was wet and she was completely naked, when she heard a knock at her door. (I’m roleplaying here. I’m trying to share this story from her perspective set all this up in advance) At first Jess decided to ignore it, but whoever it was, was very insistent, and kept knocking, louder and harder. She finally decided to just see who it was. She wiped her still damp hair straight back and wrapped her towel around herself, and padded barefoot to her door. She opened it a crack and there stood a cable service man. Read more »

Pounding PAWG with Perfect Ass [MF]

I didn’t think I would like Lauren. It was during a dry spell and I was desperate to be inside someone new. Dating, like anything else, ebbs and flows. In real life and on dating sites. Some weeks the dates are stacked like back-to-back appointments. Other weeks I’m jacking off to my favorites to sleep, every night.

Lauren had a cute face – but she carried herself like she felt like she could lose a few. Her chest was so big that it was the first thing you saw in anything she wore. Far from me to have an opinion on a woman’s weight one way or the other, but it was true that she was one of the bigger people I would sleep with.

The dates started off as a string of very average dinner dates out. Conversation carried by her views on political events and legal affairs. I felt like there were undercurrents to the dinners, but I wasn’t sure that I cared enough to act on it. Not that I didn’t like her – she was thoroughly nice and pleasant. But sex comes with strings and obligations, and despite the dry spell I didn’t know whether I wanted to start it. Read more »

Summer Girl[FF]riend hookup

Back in the day, when OK Cupid was young, I decided to try online dating. I put up a profile, took the silly quiz and I met a girl. Her name was Jamie and we lived somewhat close to one another. We met for the first time in a crowded public place, like sensible young women would do and had dinner at the mall. Jamie had long brown hair, wide shoulders from weightlifting and hockey playing, and was certainly stronger than me. She lived in sports bras, t-shirts and those gym pants that swish when you walk. It was summer and I’ve always hated shorts so the first time she invited me over I was wearing a skirt and t-shirt. It was nasty and sticky outside so she suggested we stay in the AC and watch a movie. Looking around her room I found the only spot to watch the TV from was the bed, so I kicked off my sandals and started to climb on. Turns out I got a shock when it turned out she had a waterbed. Read more »

The wife was 20 feet away when our houseguest made me hard [MF] (Epilogue)

A number of people have asked if this was it or not, and, sadly, it was.

After the sudden blowjob from Part 4, she’d started making more advances, but on the order of hints about how it didn’t seem like I was happy with my wife, that my wife didn’t seem to treat me very well, that she’d treat me so much better than my wife, and then along with those suggestions, stories about her past started to surface, how she’d tried to get between her coach and his wife. It became increasingly clear that she had an agenda to get me to leave my wife, and I was having no part of that. So we ended up having a huge fight after a particularly heinous scene.

The scene? We had not been getting along, and it was clear she was not going to get her way. She tried to make up with me, and asked me over to her house. I went over, and her door was open. I walked in, and she appeared at the foot of the stairs, just wearing a long t-shirt, although really not that long.

My [F]avorite/Best Orgas[M] [FM]

I’ve had amazing orgasms and although I can’t recount them all, this specific one was so insane that I almost blacked out.

I met Aaron on Tinder. We briefly chatted as I was in between dudes while they were between my legs. It’s really easy to be a hoe on Tinder. Anyway, Aaron didn’t really talk much. I wasn’t even sure if he wanted to fuck, given how spotty our interaction was. The weekend had come to a close and I haven’t had sex yet, which was extremely rare in my case. I opened up the app and looked through. It was already midnight on a Sunday and I figured that no one was available for a hookup. I gave up and smoked up a blunt, and looked for my vibrator because masturbating while stoned is the best. My phone went off with the Tinder notification, either being a new match or message. Either way, I was pretty adamant on staying home but didn’t mind chatting.

Message from Aaron: “Hey, wanna come over and smoke?” Read more »

Exploring Cara – Part 2 [MF][MMF]

Things got interesting with Cara immediately after I ordered her to her knees, she sucked me off, and swallowed everything. After this, the texts and emails began to pile up. She kept telling me how hot it was and that she couldn’t stop thinking about me. I was doing the same and couldn’t stop thinking about how much fun it was to dominate her. I told her she was mine to do with as I pleased and that the next time we met, she had better be prepared.

Fast Forward – One Week

We were schedule to meet at my studio around noon that Saturday. We had been messaging prior and I instructed her to bring something sexy to wear as we would be working and playing today. When Cara showed up, I wasted no time in getting started. I demanded that she show me what she had brought and she seemed a bit embarrassed. She told me she would go to the bathroom and get changed for me but I told her to strip and change in front of me. As she began taking her clothes off, I couldn’t believe how beautiful her body was. She was thin, long brown hair, quite tall, with beautiful C-Cup tits. She slipped on a very slutty teddy with a pair of crotch less panties and said very softly that she had been waiting to wear this for quite some time. I asked what else she brought and she told me that she had brought a vibrator and a dildo in her bag as well. I then told her we were going to play a little game. Read more »

The day [M]y ex [f] made my cum in my pants.

This took place many years ago now but it often comes up in my thoughts. She had spent the week away for work and we had been sexting like crazy that week. She had told me to wait and make sure I didn’t cum because she had something special planned for when she got home. I agreed and promised I’d wait. When she got home we met up for a day of shopping she said that was going to be part of the surprise. We both drove there and met up in the car park parking next to each other. We got out and she was immediately all over me I was thinking this was the surprise. We were all hands and she wasted no time getting her hand into my pants. I was rock hard and she was working me over exactly how I liked it. She would drool onto her hand while staring into my eyes making sure it was nice and slippery and in no time I told her she was going to make me cum thinking we would take it to the next step but she just tightened her grip and went faster. I couldn’t work out what was happening. I was thinking about how good this felt and how badly I wanted to cum but was also thinking she’s going to make me cum in my pants and I didn’t want that, spending the day with cum filled pants and this was going to be a big load she had been teasing me all week making me wait. As these thoughts are being processed she’s working her magic and the final moment was her grabbing one of my hands and shoving it up her dress and strait into her wet pussy. She had no panties on and when I felt how wet she was I erupted inside my pants. She pulled her hand out as soon as I started to cum leaving the wet mess all to myself. She rubbed her hands together grabbed my hand and said let’s go. I was in shock she had planned this I asked her what’s going on and she just said I told you were going shopping. I protested a little on the basis of my cum filled pants but she just kept pulling me towards the shops. She was so playful and cute about the situation and I could tell how proud of herself she was. I couldn’t be mad at how happy it made her. After me waiting for her while she tried on some clothing and even some lingerie I was ready to go home and get properly cleaned up. So I ask her if we can leave and she asks to stay a little longer. I explain how uncomfortable I’m feeling with all this cum in my pants and she just tells me that’s just to make things even. I ask what she means by that and she tell me she’s going to show me at the next shop. She picks out a dress and goes into the change room and comes back out and tells me she’s ready to go home now. I ask her what she’s going to show me and she grabs her phone and then my phone dings and she tells me to check my phone and I’ll know what she’s talking about. I grab my phone out and open her message and it’s a picture of her bent over in the change room mirror with the same dress on wearing a butt plug. I look at her my face lit up and she says things up my ass are so uncomfortable but when we get home you can replace that plug with your cock.
She was always a naughty little one. She thought it was only fair that I can the day with cum in my pants if she’s giving up her butt virginity. I thought this was a fair trade.

Roommates in college [FF]

Hello GWS!

I was just teasing/playing with myself when I remembered this story back in my college days! College was a crazy time for me. Keeping up with homework and moving half way across the state to UCLA was so tough. I lived in a cramped dorm room with another girl.

Kaitlyn was amazing. Charismatic, fun, outgoing, and just loved life. Although she was just a junior, it seems she got it all figured out. I was a sacred freshmen who just moved from a small town to the big city. I mostly kept to myself and didn’t do too much and tired to lay as low as possible.

So the way our dorm was set up, we have two closets and our bed were across the room from each other and were those small but long twin beds that you could never find sheets for. And in front of our beds was where our desks were. All in all the room was pretty small, but it’s a dorm room, so I didn’t care too much as long as I had my space. Read more »

My homies pt2 [mmf]

…..I couldn’t believe I was actually doing it! Allowing two men to ravage my body. I had mixed emotions but none of them were telling me to stop. My pussy was drenched and my clit was throbbing with anticipation. Coop’s strong but soft hand grabbed my waist while he pushed my head further into Remy’s crotch with his other hand. I took Remy’s thick cock in my hand and started teasing the tip with my tongue. Slow circles around the head first before taking him in my mouth whole. He was so big. I had to open wide. He grabbed the back of my head and proceeded to fuck my throat in slow strokes. All the while coop had inserted the tip of his rod inside my hot quivering pussy walls. I jumped from the pressure…it had been awhile lol. The deeper he pushed …the more juice seeped around his shaft.
Coop was in ecstasy. Eyes closed, head back, knee deep in good pussy. I could tell he was into it. He grabbed my hair and pulled my head back away from Remy while he sped up his pace. I moaned and threw my hips back. He felt so good. This was so surreal. The realization that I was fucking my two good friends alone had me on the verge of cumming.
Remy was getting restless. He was next behind me in no time. Now his dick as I stated before was huge. When he entered me, I was in a total fucking trance.i was facing him as He wrapped his whole arm around my waist picking me slightly up off the couch arm. He had full access to my tight hole and took full advantage. Stroking me fast and slow in tandem. Fuck he was good. Who taught him to stroke like this so young? I was at his Mercy. I was his, all of me.
He pulled out for a second and dropped to his knees to suck on my swollen clit. That did it! I came instantly!
He re entered me from behind, pumping away while playing with my asshole. Something I hadn’t experienced until that moment. I could feel his orgasm building up. He reached around grabbed my neck from behind. Kissing my neck and whispering how I was his now. His queen. His little freak. I came again right before he unloaded inside of me. So much cum! He then kissed me on the lips and smacked my ass. It was then I had noticed coop had finished himself off watching us. … We all looked at each other and laughed. “Wanna grab some Denny’s?” Coop stated. “Hell yeah” we said in unison…my homies man lol

Trading Sweat [MF]

The furthest we had gone in high school was making out, her shirtless in a white bra with full cup coverage. It was boarding school – the rooms were squares and four to a room. I had gone with her roommate to junior prom, so it was awkward while we kissed each other in a separate corner of the room with a movie playing on her laptop and makeshift curtains barely drawn.

*

Kaelyn was tiny, but had a great rack. The kind of rack that distracted from everything else – her tits were so great that I hadn’t really thought about her ass. (I would later find out that she had the kind of ass that was plump handfuls, great to reach my hands around and grab as I pounded her.)

Throughout the years Kaelyn and I kept in loose touch. We were involved with the political scene, and in and out of similar campaigns. We went off to school in different parts of the country, but now for a short time found ourselves in the same city. Both of us were staying with our parents, and there was nowhere to go.