Her Uncle’s Party [MF][dominatrix][collared]

A deal was struck between the champagne blonde dominatrix and her uncle Remy: he won’t sell the business where Shae Lynn’s ‘dungeon’ is located and she’ll throw him the party he requested – an S&M themed masquerade party at his house in Paris for him and his friends complete with pretty young women who are willing to do anything. And now, here she was, brushing her hair into a top knot ponytail at a vanity table in one of her uncle’s upstairs bedrooms as she readied to entertain her uncle’s well-connected friends. She stood, looking at herself in the mirror. Her skin was pale against black lace panties and bra on her trim frame. She slipped on her black lace mask and five inch black high heels, then picked up her riding crop. Time to start the party. She gathered the ten young escorts she’d dressed in the same black lingerie from their waiting room on the second floor and lined them up awaiting her grand entrance cue.

Uncle Remy, his high ranking friends and Shae’s boyfriend, James walked out of the study where they had played poker for hours. Content and pleasantly drunk, the seven men shuffled into the foyer.

The Car Wash [MF][Mdom][Fsub][bdsm]

x-posted from /r/dirtywritingprompts

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Standard disclaimer. This is a fantasy, I have no idea if objects and such depicted and described can be used for the purposes as depicted, any resemblance to real places or people are coincidental, blah blah blah

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She reclined in my passenger seat of my Dodge Magnum. Her skin was flushed, and her breathing was faster than normal.

I reached for her left hand and held it.

“You can still call this off. Little one.”

“No. I am ready.”

I gave her an reassuring squeeze, as I pulled up my car to the gas station and carwash. I slipped the owner an extra hundred this afternoon, telling him that I had something kinky planned with my girlfriend in the carwash. He nodded in understanding. He had no idea what I really have planned.

I left the engine running as I went around to the passenger side and helped her out of the car. Her robe parted and her long legs revealed themselves for a second, then she stood straight and took a deep breath, and nodded.

17 y/o caught then catches

To start the story off this happened a few years ago. When I was in highschool I lived in a separate state than my dad and would visit him every summer in between school years. Often times we would stay at his girlfriends house, she had a couple extra bedrooms. For the sake of this story we’ll call her Kristen.

One morning I had woken up and found myself home alone, knowing my dad was at work and I figured girlfriend was too. I decided that it would be a great time to turn on some porn and beat my dick like it owed me money. Thinking no body was home, I decided that it would be alright to leave the bedroom door unlocked and slightly ajar, and the sound of the porn would be more than okay so I played it rather loud. I laid in bed, turned on my favorite video, placed the laptop slightly to my side slightly obstructing my view to the door. Caressing my above average teenage cock, I started slowly stroking it.

[M]y oral hookup with a MIL[F]

Recently I’ve been craving to go down on women.
Believe it or not, I’ve made it to thirty without having had the pleasure of doing so. One girlfriend even refused to let me do it and pushed me back up again when I was initiating it on my own… but nevermind that now.

Craigslist isn’t widely used where I live so you get one serious reply every once in a blue moon, and that’s if you’re lucky.

Cue a few weeks back when a reply to my ad – in which I offered to go down south without any recompensation required – flew in. It even had a picture attached, a lovely toned backside of a woman only wearing a thong of sorts.
She outright stated how she may not be what I’m looking for because she was a few years above the upper limit I had listed. She didn’t look like she was in her early fifties however, and after making sure there was no catfishing going on, we agreed to meet at her place. It took me a little more than an hour to get there by car.

My (Married) Secretary [M/F]

I’ll preface this story by saying it is 100% true, possibly with the slight exception of the things said as this happened over two years ago. With that said, this is the story of my six month plus affair with my married legal secretary.

The first time I met my secretary was during my interview. Her name was Erica. It was a Friday evening as it was the only time I was available to meet for the interview. She was a few years younger than me but trusted with making hiring decisions. We ended up knowing a few people in common and talked for several hours. I got the job a few days later.

Admittedly, she was a bit of a bitch as I got to know her. Entitled, didn’t like to work, thought she knew everything, and bossy as hell. But, for as difficult as she was, she had an amazing body. The kind of girl that could eat anything and not gain a pound. About 5’6″, 115-220 lbs, brunette hair, fantastic ass and tits that were as perky and firm as they came. It was hard to get mad at her for how she acted when she looked as great as she did. An added perk was that she loved wearing skirts and dresses with heels, a personal crutch. (for reference, pics of me in my earlier posts)

A night of firsts for me [mf]

I had just broken up with my girlfriend and all I had on my mind was some meaningless rebound sex. Yik Yak was still reaching its peak in popularity where I lived and I was looking through it one night. I found a yak by a girl saying she wanted to experiment with a girl, but was afraid to take the first step. I commented on it, joking that I’d help ease her into it with a threesome. Obviously I expected to come across as any other horny guy and not be taken seriously.

Jonah and the World Around Him PT.3 [mF, mast, inc]

Jonah let his fork fall to the plate with a distinctive “clink,” and sat back heavily into the booth. “I’m stuffed!”

“Well, you should be! That was enough Pad Thai for three people I think,” his mom chuckled. ‘Or one ravenous teenager,” she thought.

The substantive meal and light conversation had brightened Jonah’s mood considerably. His mom avoided asking him about school, so he didn’t have to get into any of that. And, very thankfully, she didn’t seem to know that she had nearly walked in on him masturbating.

Jonah’s mom regarded him for a moment. Definitely not a little boy anymore. Still too cute to be a man. ‘That painful in-between stage,’ she thought to herself. She sat quietly for a few more moments, dreading the conversation she had been putting off all dinner. ‘Well, it’s now or never,’ she concluded.

“So, Jonah,” she began cautiously. “Do you have any romantic interests? Girlfriend? Boyfriend?”

He looked down at his empty plate and hesitated for a few moments before responding. “Are you going to do the thing where you try to talk to me about sex and it gets all super awkward and stuff?”

The turfs always greener on the other side? (M/F)

The turfs always greener on the other side? (M/F)

This is the story of my friend Jen and takes place back in my sophomore year of college about 8 years ago.

Jen and I had grown up going to all of the same schools from 1st grade forward. We would were never really good friends but would occasionally hang out as part of larger groups and got along just fine. She was always a decent looking girl but nothing to write home about. That was, until our junior year of high school. My buddies and I would joke later on that you could almost point at a calendar and note the exact day the Jen got hot. Let me describe her: Jen was tallish, 5’9″ or so, probably 120lbs, long legs terminating at a tight round butt, long dark hair, pert B cups and freckles.

All sounds good right? One major problem; she was in a long term relationship, something around 3 years with a guy who wasn’t even close to in her league. He was a couple years older and looked like Shrek. More importantly perhaps was the fact that I had zero game. None. Not even a little.

Met him at the Canyon [F+M]

I broke up with my most recent girlfriend actually almost 2 months ago to the date, but we have only managed to not see each other for spans of 2 weeks. One week we don’t talk, then eventually one of us breaks, then we decide to meet up for whatever reason and then we started to fuck again after we broke up.

The first couple of times we fucked again were HOT as fuck and will soon have their own entry, however that hot sex only lasted like 3 different occasions. Then it started feeling like it felt towards the end of our relationship, so I decided to end end things. I gave her a long letter explaining why after I gave her that letter I was going to disappear from her life. I wanted her to know my reasons and not think I’m some asshole. I wrote the letter on a Wednesday even though I was barely gonna give it to her that Friday or Saturday. When I went to hang out with her that Friday night, from my end, it was the last Friday ever, so I tried to make it special. But in order to make sure I did give her the letter, I posted an ad looking for a guy who’d fuck me that Saturday night. The guy I ended up picking was one who had a huge cock.

Looking for a story

About a dude who’s girlfriend is 26 and they live together. Some brat 18 year old moved in next door. He comes to the door and knocks and tells the boyfriend he wants to fuck her. The bf and GF sit there and put him down and make fun of him till he pipes up saying “I bet I got a bigger dick” the gf laughs and challenges him. The bf is forced to pull his pants down along with the teen. When she sees what the teen is packing everything changes and she fucks him right there in front of the bf. I think the story is fairly new but I can’t seem to find it.