NSFW story — Page 10219 of 11466 — collection of stories you shouldn't read at work

[MF] From strangers to anal in less than an hour

This happened a few years ago, and remains one of the most random encounters I’ve had. Because of the timeline of events, there isn’t much back story at all.

I had spent the day out bar hopping with different groups of friends. Being in a big city, it’s easy when you don’t have to worry about driving from place to place. Finally, a bit after midnight I decided I’d had enough for one day and it was time to call it quits. By this time I’d accepted the fact that I was also going to be going home alone.

Being a nice night, and only about a half mile from home, I decided to walk home. About a block from my apartment, a cab pulls up to the curb slightly ahead of me and the rear door swings open. As I walked by, I glanced over and saw a cute brunette paying her fare. My eyes lingered a bit as her dress rode up her thighs when she leaned forward to get her change. She caught me looking, but I didn’t really care or think anything of it. Read more »

[F]amily [m]asseuse + accidental orgasm = bliss

This happened during the summer of 2015, when I was back at my parents’ house for a week-long vacation. I had literally just left my job at a pretty high stress law firm and had a week of holiday before I started at a smaller family type office firm. My parents had seen what the last two years at my job working 90hr weeks had done to me, so they were doing everything they could to make their son feel better. Literally, it was a bit embarrassing when I showed up at Disneyland in my mid-20s with both of my parents in tow.. but they were having a blast so I couldn’t complain.

Later that week my mom, being the sweetheart she is, had booked me a massage at the country club my parents are members of. I was pretty stoked because my last month at the firm, I was travelling non-stop (mostly D.C.) and had been in more airplane seats than I cared to count. My mom let me know that my massage was with Clara (real name because this is anonymous enough) Clara was our family favorite of the 3 masseuses at the country club – I’d probably had 15 massages at the country club and 14 of them were with Clara. Now I’m not very spiritual, but I did love the reiki healing and aroma therapy aspects she’d introduce in the massages, always got me super relaxed. Read more »

[MF] Got too high from an edible, but my gf took great care of me

I’m not inexperienced with weed by any means (near daily toker), but a few weeks ago I ate a weed gummy that got me WAAAAY too high. I was looking forward to a nice stoned night of dinner and a movie with my girlfriend, Danielle, but this edible had other plans. About halfway through dinner, I started to overanalyze every little thing about my surroundings, felt like my vision was pulsing…the standard “too high” symptoms. I didn’t want to miss the movie, but I was already about to have a panic attack so the thought of sitting in a dark room full of people for 2 hours was basically a nightmare. Danielle was very understanding and we decided it’d be best to head back and try to relax in the familiar comfort of home.

Some physical descriptions – I’m 25, 6’1″, admittedly kinda your generic white dude with a beard and couple tattoos you’d see at a Brand New show or something. Danielle is 22, 5’5″, brunette, with a 10/10 petite body, perfect-handful C cup boobs, and a bubbly ass. She also has a few tasteful, but sexy tattoos on her. Read more »

Hooking Up With a Girl From High School I Found Online [MF]

This just happened last weekend and it was a shock to me, but it was great. I was up late one night flipping through profiles on a certain adult site. I’ve had sporadic luck on there before but nothing consistent. I see one profile for a woman in my area, around my age (low 30s), she looks good so I figure what the hell I’ll message her on the IM service.

To my surprise she actually responds. We start to chat and realize he have a lot in common. She tells me her name and I think that its vaguely familiar. After a bit more chatting I start to think that she really is sounding more familiar, so I go to Facebook to search. I’m not friends with her but I know she was in theater back in high school so I look up one of my friends who was into theater and she is friends with this woman. Turns out she graduated a year after I did…so I did vaguely remember her. Read more »

My New Kitten – [MF] [MDom]

We first met online, after you read an erotic story I wrote that you just couldn’t get out of your head. It was something about the tone it was written it, the subtle, yet forceful, dominance of the man in the story. It was so well written you wanted to know who was behind it… and when you did you weren’t disappointed.

Our relationship developed quickly enough. It didn’t take long for me to know who you really were, and it made your stomach alight with butterflies each time I spoke to you in such a way that reminded us both of your desire to be controlled… your desire to be owned. But not just the tied up and spanked type of owned – like truly and completely owned. I could tell almost from the start that you wanted to give yourself completely to the man who could see it in you and draw that side out of you. Read more »

Mutual sucking with a straight, virgin crossdresser [MT] [M29,T20]

A couple of weeks ago I was browsing a fetish social network and saw there was a new user in my area. A crossdresser calling herself Lara, 20 years old, slim, 5’9”. There were two pictures, one of her ass in a black thong, showing a nice muscular ass, not hugely feminine, but more androgynous. There was a second photo or her crotch from the front, in black satin panties with a slight bulge and just the smallest hint of her cock head. She said she had no experience with guys and was looking to try everything from kissing to anal, but lived with her parents so couldn’t host.

I messaged her right away and we began chatting. Over the course of the coming days I found she was “straight” – or as straight as you can be when she’s telling me she wants a man to fuck her in the ass while dressed in her sisters clothes. We chatted back and forth for a bit and built up a good rapport. Eventually I suggested we meet last Friday night. She was kind of cagey about meeting, but did agree that we would meet at a car park close to my home and chat, before going to my house after if she was comfortable. Read more »

Trilogy – Part 3

We exit the bathroom wrapped in our towels, our wet hair hangs free over our shoulders, dripping on the floor. She heads to the bedroom but I grab her wrist and pull her back into my arms.

“Come here.”

I lick her lips slowly then slide my tongue inside her mouth; I missed it already. My tongue curls around hers. She ends our kiss abruptly and falls back against the wall.

“Should we..” Her voice trails off as she glances at the second bedroom at the end of the hallway. Her eyes spell out her need for more. I smile mischievously and nod.

We walk to the second bedroom and knock twice. No answer. I open the door carefully; he’s still asleep. We enter tiptoeing slowly. We drop our towels at the foot of his bed. We giggle silently. I crawl under the covers and lie next to his sleeping body. She sits on his bedside table, one leg on top of the other.

“Good morning, sleepyhead.” I rub his chest lightly, trying to wake him up. He’s a deep sleeper.

She leans in close and licks his beard – he loves it when we do that. Read more »

First Threesome with [M]y Boyfriend [MMF]

My boyfriend (25) and I (27) have been together for just over 3 years, and the whole time one of our biggest fantasies had always been to share a female partner. A few weeks ago, we finally decided to give in and gave the ol’ Craigslist a try. After a few dead ends we were contacted by a stunning 34 year old woman with short blonde hair, and a gorgeous petite body. After just a couple of short conversations, we agreed to meet and did so the very next day.

When she arrived, she came in, we got the pleasantries out of the way, and then almost immediately began making out. I’ve got my eyes closed, but we’re both kissing and touching her all over and pulling up her dress. In practically no time, I suddenly realize her dress is all the way up, and I’m rubbing her pussy throgh her panties. It was almost as though I had been hypnotized. Her panties were already completely soaked, and of course getting wetter. Read more »

Three days later, and my FWB[M] still has me[F] smiling.

After a few weeks of a change in our work loads and schedules, and then I was traveling on the west coast, it had been a little while since my FWB and I had seen each other. Fast forward to this past weekend; and I woke up Saturday morning extremely horny and deseprate for the taste of him.
I reached out, but he was busy on his one day off that weekend, and I didn’t want to push it and bother him. So I satisified myself and then made myself busy for the rest of the day as a distraction.
Sunday morning comes, and so do I. I wake up horny as all hell again and have a couple solo rounds before I even get up out of bed.
Later on that night, I reach out again, hopeful! Turns out he’s got some free time, but warns me it might be a quickie since he has some work to do once he gets home from work. I’m fine with a quickie, because my body is just on fire from the thought of him.
45 minutes later, he walks into my house, and up the stairs like he owns the place (I love that) and finds me on the bed in a skirt, tank top and no panties.
After he quickly gets undressed and lets me fondle that magnificent patch of chest hair, we make out for a little bit and then he peels off my clothes and starts touching and rubbing all the good parts. We quickly get to sex, and as usual, his rock hard cock slides in and fills me up and INSTANTLY feels amazing. This time, at one point we got into a good rhythm while doing it doggy style, and the best was feeling his balls swing forward and smack against my pussy. Or maybe the best part was while in missionary position as I asked for his thrusts to be harder, he would slowly pull out but then thrust so hard and firm it made my clit tingle. Or then the part when…Sorry, I could go on and on and on!
Compared to our previous 2-3 hour marathons, this was a quickie (only about an hour ;) ), but it was still pretty damn great. The best part was he was determined to make sure I came a few times before he left. Without me even saying anything, or asking, he took it upon himself to make sure I was fully satisfied. And that’s why, three days later, I’m still smiling like an idiot.