[MF] Had kinky sex with my amazing new partner for the first time after having only vanilla sex before

I made a post on r/sex but I figured I can go more in detail here. I’m 23 years old. Lost my virginity at 16 to an old friend. Was in a relationship with my HS sweetheart from 16-21. Hooked up with a number of girls from 22 until last May. Everything was vanilla, but I’ve always had urges to try more. Like yeah, I had rough sex with my ex and with 4 or 5 girls I hooked up with. Nothing too rough; a lot of missionary or doggy with some light choking and spanking but that was it. She also got VERY wet and even with my 6 inch girth I didn’t feel a lot of pleasure most of the time. She also sucked at head but could take my dick better than most girls I’ve been with.

I’ve wanted to do more for a while, I think part of it due to porn and part of it just being bored of regular sex with my VERY vanilla ex. We weren’t very sexually compatible which ended up being part of the list of reasons we broke up.

A little help at work pt. 1

I’m a 21M and I work in retail. Let’s call my coworker Rebecca. She has a gorgeous face, around c cup breasts (very perky), and a not very big but still very nice ass and very pretty bright red hair.

We are pretty good friends and have gotten pretty close over the past year or so I’ve worked there. We tend to slack off a lot and joke around and we get along really well but shes quite a bit older than me (shes in her early 30’s) and she’s so its not like either of us are interested in being romantic in any way.

The department we work in has a back storage area specifically for our department so more often than not its just me and Rebecca back there. There’s the main storage room for the product and then there’s another somewhat large sort of storage/maintenance closet even further in the back.

Neither of us are the kind of people to shy away from a sexual conversation but we usually only talk about anything like that in a joking way. One day a couple months ago we were just standing around and avoiding work like usual and she said,

[stepcest] [drugs] Section 18 (Part 1)

In the United States of America, everyone who seeks to learn the Government’s secrets must fill a Standard Form 86 and submit to a deep background check. Your friends are interviewed, your family members quizzed about you, your past becomes a matter of National Security and is researched accordingly.

Form 86 takes hours to complete and leaves no stone unturned. Section 18 of the form asks about your family members. Names, citizenship status. how often you reach out to them, how you contact them, you name it, the form asks about it.

When the federal investigator knocked at the door and told me my stepbrother applied for a government job and he needs to talk to me about his application, I blushed. I know Eric very well. We have been stepsiblings for over 10 years now. He had casually mentioned to me somebody might come and ask. Be honest or lie, he didn’t say. He could not advise me on what to tell a federal investigator, he said. What he wrote on the form at the “Provide methods of contact” field, he also did not say.

[FM] me and my coworker had sex!

I [F] sucked my coworker’s [M] dick a few weeks ago, and we ended up having sex!

We both work at a popular retail store in our area and have been working with each other for over a year. I have always found him super attractive and if you read my last story – he felt the same about me!

So after a long period of tension between us I ended up asking him if I could suck his cock one day when we had the same lunch and he said yes, it was such a relief, I loved it.

The next day he was off so I didn’t get to see him. I was a little worried that things would be awkward between us because we had been working together all the time and always had to act normal with each other, but now I know what his cock looks like, tastes like, and he knows how much I liked sucking his dick. He is pretty laid back so I was hopeful that it wouldn’t be awkward.

Date day [MF]

I want you to picture this. Imagine you can go out shopping again like normal. We decide to go out shopping for the day. A date day. In addition to picking out your panties for the, I surprise you with the remote control vibe, which of course I’ve already charged and linked to my phone. I request that you wear it while we’re out and about today. Of course, you follow instructions.

I drive us to the big outlet mall, lots of stores and lots of exploring to be do. I’m driving and I don’t touch the remote at all. While driving we’re talking of course and you get so distracted with the conversation you forget that you even have the vibrator in your panties. We even go into a few stores and I still don’t activate it. You’ve completely forgotten it’s down there. We go into a kitchen supply store. You’re looking for some new baking tools. While you’re looking at some silicone muffin tray, that’s when I activate it, surprising you so intensely you drop the sheet almost and stumble around like someone tripped you. Don’t worry though, no one can hear it and nothing broke. I flash an evil smile at you. “This is going to be fun” I tell you. You try to continue browsing around the store, but I’ve got the toy on, vibrating low and steadily, and now it has become very distracting to you.

First Inkling (excerpt) [MF bondage Contortionism]

*Hi everyone. Im sorry my stuff is so long. So i’ve pared it down for your pleasure. I hope you enjoy*

In short order, they learned that her ability to “Turn Out” her hip like a ballet dancer was not just something useful in her improv comedy class. She had known she had flexible hips and had told him so, but it took their first meet, for him to really start understanding what her limber hips could do. Soon their favorite starting position was for her for to lay on her back as she lifted her legs straight up, while he grabbed her tush and squeezed and then plied her outer labia with his thumbs, before leaning his head in to kiss her inner thighs as his hands curled around them, slowly climbing up her legs until his hands and tongue reached her ankles and then he would cross her ankles and fold her legs Indian-style onto her breasts and chest. They would fuck in this position. He would then would uncross her ankles and place her feet sole to sole. Moving her clasped feet onto her chin, he stretched her out into a butterfly-stretch and fucked again. Other times, he would lower her feet, still pressed sole-to-sole, down onto her chest. Her knees would drop down onto the bed beside her as she opened herself up to him. The tops of her toes would touch the bottom of her chin. She wiggled her toes at him. These toes would become the first step in the long road of foot fetishism for the poor bastard.

How Mandy went from a weak 5 to a solid 10 with one simple choice. [MF]

Ok, here we go. This is a true story from the days of my youth about a girl named Mandy.

I ran into her at the bar pretty early on in my bartending days. I had slept with only a few girls from work at this point, and was sleeping with Laura the MILF nearly every other day so I thought my needs were pretty well covered. Still, I was always looking for the next thing, and as it would turn out, she was it. Mandy was in college, and would come to the bar most Tuesdays with some friends for whatever the Tuesday night special was. She caught my eye pretty much the first time I saw her. I don’t remember exactly why, but some girls had a look or a vibe that I would pick up on right away. Shy, awkward, maybe just a little different, I don’t know exactly what it was with her, but a combination of those things led me to her, and I went for it.

Fucked my teacher’s husband [FM]

So a thing about me is that I graduated from highschool at 16 because I was a pretty good student and skipped a grade and my parents enrolled me a year early. After that I didn’t want to start college right away because I didn’t want to be the 16 year old girl at college (also some colelges literally had an age limit, tough brakes). I had a two year gap during which I did some volunteer work, some studying and some things I will tell you in my future entries (hehee). I didn’t keep in touch with many people from highschool but oddly I was on speaking terms with a teacher, Ms. Leotardo. She was very fresh out of teaching school so she was 24 at the time. She was my art teacher and we spent a lot of time together in and out of school. Although I had discovered my slutty side a few years ago already she was never part of my devious plans, until I learned about the hubby…

My first time was in the woods part 1 [virginity, nonfiction]

“Are you sure you know where you’re going?” asked Jen as Kevin turned off the highway onto an old dirt road.

“Quite sure,” he replied. Kevin is my older brother. He met Jen at school and they’d been seeing each other for a few months now. Summer vacation had just started and he said he knew of a nice place to go swim for the day to beat the heat. It sounded like a good idea at the time, but as we go further down this road, the woods aren’t the only thing that’s looking shady.

I look over at Cathy, sitting next to me in the back seat. Cathy is Jen’s younger sister; she’s the reason I’m along on this trip. She convinced Jen that it would be better to bring her along than leave her alone all day at home. I was brought along to keep her company.

My name is Mark. I’m the same age as Jen. Due to the oddities of the school districts, we went to different schools even though we live down the street from each other. It’s another oddity why Kevin and Jen didn’t bother to introduce us earlier.

[MFM] Highschool teammate turned FWB in college Part 4

The next day when we woke up, Rocky and I got to work cleaning our dorm room and clearing a space for our beer pong table. Once we finished cleaning I made a quick call to a friend that I knew could snag us some beer for our little get together with Jill later that evening.

“Man I can’t believe this is really going to happen,” Rocky said while trying to hide just how truly excited he was.

“So you decided to bet on beating her in a round of beer pong? You know she’s really good, right?”

“I’m not worried. You saw the text messages that she sent last night, she’s into this thing too.”

“Well just remember that she takes her bets very seriously, so don’t hold back, even for one second.”

After a few hours, Jill was knocking on our door and Rocky shot up to open it. “Hey Jill,” Rocky said in a slightly shaky voice as he answered the door. Jill rolled her eyes as she walked passed him. She was dressed in a white crop top, a pair of short jean shorts, her wavy light brown hair was put into a loose messy bun, and she was wearing a pair of plain white flip-flops.