NSFW story — Page 10983 of 11466 — collection of stories you shouldn't read at work

Third (and best) time visiting a hooker

EDIT: First time visiting a hooker

Second time visiting a hooker

My experience with the memorable handjob by my busty friend in Pimlico provided plenty of wanking material for the following months. It was my default memory anytime I jerked off without porn and I'd replay it over and over, picturing those milky white tits and my cum glistening on them.

I moved to Finchley in North London not long after. My new place was big and soulless, my housemates friendly enough though. One of them was a girl called Sarah who was a bit chubby and had decent sized tits. She was timid and quiet and her boyfriend spent a lot of time at the house. I once caught a glimpse of her naked arse through her slightly ajar door. I stopped and looked but as quick as I had spotted it she had moved out of view. I would often find myself staring at her bosom when she wasn't looking, imagining my cum spraying as she wanked my hard dick. It was pure fantasy though. There was no way anything would happen there. Read more »

How I [21M] cheated with my high school best friend (21F)

Hi everyone, it’s my first post on Reddit and english isn’t my native language so please tell me if something sounds weird !

The story I’m about to tell you happened a few years ago. I was hosting an Halloween party at my parent’s house (we have a nice place with a pool and not a lot of neighbors, so ideal to party !) and my girlfriend back then couldn’t come because she was studying really far away.

It was basically me, my sisters and 30+ friends of us, including some of my girlfriend’s friend and my best friend Anna.

Anna and I knew each other since the first year of high school, we used to take the same bus every day for at least 45 min. We always sat next to each other to talk, so we deeply knew each other personality, private and sex life.

She’s a petite blonde with a great body (I’d say a good B/ small C cups) and she exercise regularly. I’ve always thought that she was hot but never really wanted to date her because I knew she was not really the "faithful" type (sweet irony). But sometimes, listening again and again to her story describing precisely what she was doing with her body was a big turn on, I can’t deny. Read more »

Craigslist Experience [23M/26F]

Lurked on craigslist for a while today seeing what there was to see. I'm pretty good at weeding through the trash there and blasting out messages where appropriate, and I've had some really good experiences there. I'm always looking for amateur types who have obviously "never done this before", and wind up nervous in person. I've got at least one other great story I can recount, and a few lesser stories, but this is about today's.

So, I found this girl offering "stress relief", made it clear she's really into giving oral and would go out of her way to meet up. She seemed pretty genuine, and all the little tells were there that this would be legit, but also likely competitive. One of the secrets to Craigslist is to refresh often, and be the first message, which is exactly what happened. We chatted a bit, she asked for a little help (40) and made it clear that we were only looking at oral. I figured that I might be looking at a pretty good deal here, I've seen much worse being offered and demanded. Told her I was down, and then I popped the big question I had on my mind, and the one that would determine exactly how good of a deal this was: Read more »

Housewi[F]e fantasy [M]et

I came home from work this afternoon and decided to make dinner for my boyfriend. Dinner was in the oven and I was cleaning the kitchen when he walked in. The kitchen smelled amazing and I handed him a glass of wine to go with my own. I start to scrub the floor in the kitchen- I tend to be a very messy cook and mopping while standing just doesn't get the job done. So I am on all fours scrubbing the floor and hear my bf walk up behind me. "Don't touch me" I playfully warned- he never listens….

He starts massaging my ass through my pants when I looked back at him and told him I didn't have any underwear on. He slowly slipped his hand in the back of my jeans and continues to massage my ass. Eventually pulling my pants down around my knees, he kneels down behind me and pulls my ass cheeks apart and covers my asshole with his mouth, while slipping a finger into my aching pussy. He finger fucks and kisses me until I am rocking back and forth against him, begging for more. He undoes his pants and pulls me onto his cock, hard. I came almost as soon as he was inside of me, and then again, and again. We fucked hard on the kitchen floor next to the meatloaf baking in the oven. When he was about to come- I spread my ass cheeks apart and told him to cum on my asshole. His cum feels amazing in between my ass cheeks and running down my legs. I didn't want to stop- I used his cum as lube as I fucked my asshole with a finger until I was spent. Read more »

The unexpected happy ending.

I'm a happily married 40 something man with two wonderful children who experienced the best massage of his life. The day started off like any other day with running errands and getting lunch. I had an appointment with my massage therapist that I was looking forward to. I've been going to her off and on for the last few months when my back and shoulders were hurting.

She is 6 foot 1 with long tone legs, short hair and 34 D cup boobs. She always wear yoga pants that show off her ass and a tight shirt that made it hard to relax and enjoy my massage. The last few visits we would flirt back and forth some but nothing to risqué.

She instructed me to get undressed and get under the covers face down. I did as instructed and waited for her to get back into the room. I was thinking about how hot she was looking when I heard the door open and she said "What seems to be hurting you today"

"My shoulders and my glutes hurt" I responded. Read more »

I’m back: Sex With an Acquaintance After a Party [m/f]

Some of you might remember me. I posted under a different ironman name up until recently. I deleted my account, because it got hacked. Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren't lost. I will post new stories as well when I have a chance. (New stories will come I promise). Here is an old one. Hope you enjoy:

Like I've said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I'm generally considered a good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give. Read more »

[M/F] Finding new ways to relieve stress during finals

This is a story of a hookup between me and my friends-with-benefits Charlie. I call him my “casual bae”, and we’ve hooked up a handful of times so far. Some info about Charlie: He’s an exchange student from England, at my school for the year. He’s 6’ tall and lanky, with reddish-brown hair and a smile that brightens even the gloomiest of winter days. He has a winning accent that captivated me the moment I met him (I have a huge thing for British accents). The story of how we first hooked up is actually quite weird, but I will save that for another day. Charlie and I are very open to each other with what we’re into, and we are very sexually compatible. He tends to be dominant whereas I’m more sub. This story takes place yesterday.

It’s finals week, so I hadn’t seen Charlie for a few days before this. He texted me around 11:30 AM saying that he had just gotten out of a stressful final, so I told him to come over to my room. He came in and I hugged him. He smelled amazing; I don’t know what cologne he wears, but it drives me crazy. We laid down on my bed and he pulled me close to him. We stayed curled up together for a little while, talking about his final and our schedules for the week. Read more »

Pawg Anal training with a friend [F/F]

So this happend about a month after I hooked up with Mike from my last post. Photo of clelsea and I http://imgur.com/fSf63KZ

I was hanging out with my best friend Chelsea and we where talking about mikes fascination with anal and why all they guys in college wanted anal sex.

Clelsea and I are best friends and she has always had a obsession over my ass, she always wants to take these pictures when she's drunk calling it "praise the booty" actual photo

http://imgur.com/HTnbpjq

We where studying for a test on my couch when chelsea said "have you ever tried anything anal wise? " I said well besides when Mike was licking my ass when we fucked no I have not. She said "well did you like it?" One thing lead to another and boom she said " well I have always wanted to lick your ass" as she rested her hand on it.

She began pulling my shorts and leaned in and kissed me as she wispered in my ear "let me see your fat ass" I always wanted to fuck Chelsea and now was my chance. She said bend over pulled down my shorts exposing my virgin asshole ass well as my large labia which always looks used up. Read more »