Cumming Together [mf]

Cumming Together

Previously I wrote about how turned on Jake’s stories on this sub made me, and how I would pleasure myself while reading them.

Thoroughly Enjoying Sex Stories from sexstories

Well, Jake saw my story and was equally turned on by how wet he made me. So we began messaging each other. Often. Sharing our pleasures. Our fantasies. Taking care of each other’s needs.

This text exchange and long distance sex, became a sort of relationship. As we developed
trust, we decided to push our boundaries and leave our comfort zones.

Although I have been fascinated by the idea of dom/sub relationships, I have never explored this, online or irl. Jake began by referring to himself as Daddy. I played along. This was pretty hot. He started referring to me as Baby. Mmm…I liked where this was headed.

Sometimes I took the lead in the stories we created together, and sometimes Jake did. Either way, we would both always cum, at least once, often more. Our trysts were sometimes once, sometimes twice, even three times per day.

Groo[m] Sucks off his Best [M]an Right Before His Wedding

This happened to a close friend, but she took a video, so it’s relatively easy to describe. Kelsey and Hunter (fake names) had been dating since their sophomore year of college. I knew Kelsey first, but I got to know both Hunter and his best friend, Barron, over time. Hunter was a fairly good dude. He was a classic, “all-American”, frat boy, but he had an ounce less douche-baggery than most frat guys. He’s a blonde, blue eyed, muscular, white dude with a wealthy father.

Barron was well-known on campus because he was on an incredibly renowned college basketball team. If I used his real name, people would lose their goddamn minds. He’s black, cocky in public, mild mannered in private, hella tall, completely ripped, and honestly, really handsome. I was always jealous of the dude.

Anyways, flash forward 3 years; Kelsey and Hunter want to marry. I’m still in college, but they’ve all graduated. I’m still super close with Kelsey (she’s a family friend, so I knew her way before college). Whenever we hang, Hunter’s usually there too. I have no beef with that. He’s a fun, lively, guy who always keeps an interesting conversation going. You can tell they’re totally in love. At least, that’s what we all thought.

My risky blow job [MF] whilst on a work video call. (facial) (filmed)

I’d just logged into the Microsoft teams meeting with the boss, fellow managers and a select group of staff.

Sat at the dining room table, mid morning sun shining through the back doors into the room.

The boss started talking…

Sophia walked into the room. More strut than walk. Grinning at me. She raised her eye brows and poked her tongue out at me.

She’s so beautiful I thought. Her long hair tied back. She looks cute in her oversized T-shirt and short shorts that she has worn to bed that night.

As the boss droned on I rolled my eyes at her. I mouthed to her “you look so fucking hot”. She grinned.

As she did she dropped to her knees and crawled towards me on her hands and knees. As she reached me, out of sight of the camera she nudged my legs apart and popped her head up between my thighs.

Sophia started to stroke my cock through my trousers. The boss could’ve been saying anything at this point. I was just concentrating on keeping a straight face.

A rat story. (Unfinished)

It was a breezy night in early may, a few days before I turned 22. I’d always been used to sleep in the nude, which always seemed more comfortable to me. I had been asleep for a few hours when I was awoken by a somewhat familiar pleasurable feeling in the lower side of my body but was confused as to what caused it since there hadn’t been a man in my bed for a very, very long time. As I started thinking maybe I was dreaming, I slowly lifted up my blankets to find a rat licking away at my clitoris. It took a few seconds for it to realize I had seen it, as the pleasurable feeling did not warrant my stopping it. But the creature did, in the end, see my eyes fixed on it and got scared. What happened next may horrify you as it did me in the moment, but my horror quickly melted away into pleasure as the animal entered my crotch to find refuge from my stare.

Published
Categorized as Erotica

Ch 3: Claire

He finished his lunch leaning back on his chair, listening to music, recovering. He would look out out his door and occasionally catch Claire looking over, she would always look away when he noticed. The rest of the day was business as usual, he even took some time to train her. He expected much her, as she had been the best candidate for the job and came highly recommended. As the work day ends, he sees Claire begins to pack up as he gets ready himself. He walks up to her and ask if it is ok to speak with her out of the office, she looks down and away as she studders a yes, leading then to walk out together.
They reach the parking lot where he turns to her, making her blush again, she doesn’t understand why she feel like this around him, something about him makes her mind rush.
He explains that he understands that they just met, but asks her if she would like come over later tonight, that his wife wants to get to know her, he also explains that his wife has certain likes that may not appeal the general population, adding that he expects her and understand if she rejects. His position puts him in a bind as he must make sure she understands that her decision has no bearing her job, her decision must come from the realm of free will.
She hesitates looking down away from him again, she’s heard of him from Meg, she knows him and his wife are a bit wild, but not bad people, her fear wasn’t of him, it was her. Part of her knew what she would be getting herself into, and was scared but also curious, always have been. With her prolonged silence, he assumes it may become conflict her, which he didn’t want, so he startes to say good night, “Ok!” she cuts him off. He gives a chuckle before sending her a text with his address and going their respective ways.

Showtime With The Boss – From Str8 to Sissy on Cam

**Intro**

So this is the first part of a story I wrote. And if you like it, feel free to take this as a roleplay prompt and message me!

**The Best Plans are No Plans**

It was Friday night and I didn’t have any plans, so I figured I’d do what I always did when it was Friday night and I had no plans… have a few beers, play Xbox for a while, and then browse the internet for a while until eventually browsing my way to some porn to jerk off to.

My roommates Jay and Tyler had tried to cajole me to come out to party with them tonight but I just wasn’t into the vibe of the noisy college bar they wanted to go to. Even during the summer when most of the students in town were gone, it would still get especially crowded on Fridays with students like us that kept their off campus apartments year round. Eventually I delayed enough where the guys took off without me and I had the apartment to myself to relax.

[FM] The time my girlfriend [19F] hooked up with a guy in the work bathroom during her overnight shift

This happened a few years ago and one of my biggest regrets is that I never saved screenshots of the texts on my computer before wiping the phone.

​This story is about my girlfriend at the time, we’ll call her Kaitlin. Kaitlin is about 5’9″, a natural redhead, slightly thick but in a very good way, has a great ass and boobs, and was only 19 at the time.

​ We had only been dating for about 3 months when this story happened, but we are both very sexual and had openly talked about our sexual past. Despite being only 19, she had a bit of a slutty phase just before we started dating, and she knew I enjoyed hearing about it.

My Best Friend’s Dad! [Teen] [MF] [FF]

My family moved from California to Texas four years ago, during the summer before my freshman year. Entering high school was going to be hard enough, but to do it in a completely different town, a completely different state, I wasn’t so sure. Amanda made it easy. I met Amanda the day after we moved in. July, in Texas, is hot; the sun lives here, I swear. The doorbell rang, I opened the door, and there she was. Amanda. Wearing shorter shorts than we wear in Cali, a skimpy little tank top that halfway covered her bikini top. She was 14, same age as me. That afternoon she would become my first friend in my new home.

Freshman year breezed by, thanks to Amanda. We played together, studied together, talked about boys together. Our bodies became more developed, filling out our bikinis a bit more nicely. We were both on the volleyball team, skipping cheerleader tryouts, at least for freshman year. Sophomore year was more of the same. Amanda talked me into trying out for cheerleader. We both made it! More studying together and talking about boys, and practicing our cheers. My first kiss, my first real kiss, was with her. It wasn’t a lesbian type kiss or anything. Neither of us had ever kissed a boy, and Amanda had a huge crush on this guy, I don’t remember his name, but he asked her to Spring Fling. She was freaking out.

[FM] I [22F] left a blind date with a “nice boy” to have hot sex with the “bad boy” bartender [31M]

When I graduated from college, I moved to a city a few hours from my hometown that has a thriving Jewish population. I love my heritage, but it has never been a top priority of mine to find a community of Jewish young adults around my age. One of my best friends from high school, Naomi, is also Jewish, and, from the moment I unpacked my last box, she kept trying to set me up with her cousin who lived a short subway ride away. “He’s such a nice guy,” she kept insisting, “all he needs is somebody to give him a chance!”

To me, that was code for “my cousin has no idea how to talk to women, and I figured you’d be nice to him.” I wasn’t against going on a couple dates with some NJBs (“Nice Jewish Boys” for the uninitiated), but I just wanted to meet new people, and I definitely didn’t want to settle down. Jewish men are awesome, amazing, inspiring, sensational, but they had a tendency in those days to put me in the marriage zone. I was generally not somebody they casually dated or hooked up with — something about the size of my tits and my responsible life choices meant that I was the person they could see bearing their children and buying a nice home with in the suburbs. And, being 22 and a total commitmentphobe, I was Not Down.

[MF] Swallowing my Tinder date’s cum for the very first time.

This happened about twelve months ago. Little bit of backstory but I’ve tried to cut it down as much as possible, skip to * if you just want the filthy bit ;) Names changed for obvious reasons.

I’d been on Tinder on and off for about three months. Mostly I’d talk to people for a couple of weeks, then things would trail off and the cycle would start again. One night I was swiping away and I paused on this guy’s profile. We’ll call him James. James was tall and had a cute face, but there wasn’t much in his bio that made me think we’d have anything in common. If I’m being totally honest, other than the fact he was tall, nothing about him was my type. But for whatever reason, after deliberating for a minute or so, I thought “fuck it” and I swiped right.

Seeing as this is an erotic stories sub, I’ll skip the minor details. Despite my initial hesitations, we actually ended up having a lot in common and had the same sense of humour. So basically, to cut a long story short, after a few months of speaking we decided to meet up. I would never normally invite someone round to my house without having met them in a public place first, but I’d been speaking to him for a while now and I had his other social medias so I knew he was who he said he was.