Sneaky work head [MF]

I have a couple of co-workers that are new to our place of business. Each of them has been with us for about 4 months, but I have only recently gotten to know one of them over the past few weeks. We have gotten along very well, and she has fit in with my other primary coworker (we are a team of 4) very well. One thing that has helped the 3 of us (2 females and myself) bond is a shared dislike for our other coworker, which has nothing to do with this post. Whenever we have down time, we are usually hanging out, talking about our time outside of work, hobbies, family, etc…but it never takes long for conversations to become inappropriate in the workplace.

After lots of innuendos, we have started sharing more about our sex histories and things like that. It certainly makes the day go faster, and it is always a little more pleasant thinking about attractive women and what they like in bed. One day, the subject of Reddit came up and I asked what her username was. She immediately began blushing and said there was no way she was telling me that. Now I became even more interested in what subs she followed, and what she may even post. She didn’t tell me, but I began telling her that I posted on here before, as well as have had some #success on RAOBJ. That led her to admit she would be down for a random bj, at which point our conversation quickly progressed to hypothetical situations where we could meet up on our next break!

My First Time: Anal [MF]

*Context: Based on the the DMs and questions I’ve been getting – which I fucking love by the way – I started thinking about writing a series of posts about my first times. E.g. my first blowjob, first time having sex, first threesome, etc. I can’t post things here that happened when I was under 18, so I’ll probably write those up and post them elsewhere, maybe on my Patreon.*

*(I’ve previously written about my first time with a girl, which was in college, and my first time touching a boy, which was in high school so I posted to Patreon.)*

*You know me… my name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

In between my senior year of high school and college, I was dating a guy named Taran. He was tall, like 6’4”, lean, and played on the basketball team. White guy, smarter than your typical athlete, but just into having a good time.

That time I banged my Ex and GF in a threesome[MFF][Group](Long)

[M27]This is by far my greatest/ favorite sex memory. I relive it a lot to cope with my current DB situation. I’m gonna give a little bit of a backdrop/history before going into my story if you’d like to just skip to the good stuff go down to the ~>.

I’m male, 19 at the time, about 6,2 and weighted around 240Lbs. I wasn’t the most attractive person at the time. I was your typical teenage boy. Lots of time spent watching porn and day dreaming about sex and my wildest fantasies. I came from a broken home and I hung out with a bad crowd. We weren’t ideal citizens. I had fooled around with tons of women before I actually had sex. Late bloomer. I lost my virginity to one of the the females in this memory. We will call her Arya. We both had birthdays in August so we were 18. Nice tight ass and solid D cups. We had dated our senior year of high school. Every day after school she would suck my cock while I fingered her pussy. It was hard for us to have sex, we both had younger siblings so we were never truly alone. We actually had to schedule the day I lost my virginity around our parents work schedule(Funny story for another time). We ended badly as I found out she was entertaining other men.

Chicago NYE rendezvous [F] [FM]

(X-posting from r/sluttyconfessions because I thought you all would like it too)

I was at a New Years Eve party in Chicago. There was an open bar, so I was pretty drunk. Let’s be real, I was white girl wasted.

I had just finished taking a tequila shot off of my friends stomach (and she was wearing a dress, so our decision making was top notch by this point). Said friend’s boyfriend had brought along some of his friends. I started chatting with one of them, and he told me all the things a drunk 22 year old girl wants to hear and are naive enough to believe: things like that he liked me because I was smart and different from other girls. EYE ROLL.

So of course we start to make out at a booth in the bar. By chance, he happened to be staying with a friend who lived next door to the bar, so off into the blizzard we go, abandoning my friends and any and all semblances of decency.

Flying interstate to fuck a Tinder sex goddess [part two] [MF]

Part 1 here, read for background and buildup: [https://www.reddit.com/r/gonewildstories/comments/9yl1z4/flying_interstate_to_fuck_a_tinder_sex_goddess_fm/](https://www.reddit.com/r/gonewildstories/comments/9yl1z4/flying_interstate_to_fuck_a_tinder_sex_goddess_fm/)

Quick recap though – me, Alice, Tinder, amazing chemistry, filthy sex, massage.

Pictures are a tentative maybe due to privacy concerns, but not totally off the table…

And just a side note – she’s flying in to my city tonight, so this is directly to her: You’re going to walk out of the airport through the crowds to meet me with your heart-shaped metal plug in. Back at mine I’m going to fuck you however I want, wherever I want, you’re going to come while you’re more filled up than you’ve ever been, and then I’m going to come deep down your throat. And now anyone on the internet who reads this knows exactly what I’m going to do to you tonight. Although there’s some stuff that I haven’t mentioned, surprises are fun.

Another note – there’s a lot of detail in this, maybe too much? It’s partly because it’s fun for me, but also because I’m mostly writing this for her – she likes to read it, and gets off on other people knowing what happened.

******************

[MF][FF] First story! Long story, but I have always wanted to share. Part 1.

This is my first time ever sharing this story with anyone but it’s something I’ve always wanted to tell. I’ll preface this with some detail about us as that seems to be the norm here. My husband is 6’2, in shape overall but not some gym fiend, and is about 8” when hard. I’m 5’5, thin, some curves but nothing too amazing, I guess just generally petite.

My husband and I are both very sexual people, always trying new things and broadening our horizons. We both enjoy sex and have always pushed out boundaries to an extent.

This particular story took place a few years ago when I was 29, he was 33. We were recently pregnant with our first baby, and I was constantly horny, getting some of the most intense orgasms I’ve ever had. Naturally, that made me want more and more sex. My husband was thrilled and happy to have more sex. This went on for several weeks, I got crazier each time, my fantasies going wild. As I normally would, I would talk to my husband about each fantasy while we had sex, often describing it in detail for him so he could enjoy it too. He and I would go back and forth with wilder fantasies, trying to make each other cum first.

My First Time: With a Girl [FF]

*Quick context: Based on the the DMs and questions I’ve been getting – which I fucking love by the way – I started thinking about writing a series of posts about my first times. E.g. my first blowjob, first time having sex, first threesome, etc. I can’t post things here that happened when I was under 18, so I’ll probably write those up and post them elsewhere, maybe on my Patreon.*

*And you know me. My name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

College was an exciting time for me. I went to a big school in New York, and there were a lot of new experiences, sexual and otherwise. My first year, I lived in a freshman dorm, and shared a room with my Asian roommate Nancy, in a hall with around 20 co-ed rooms.

Games my [F] bf [M] and I play….. [NSFW]

I had posted this earlier on [r/sluttyconfessions](https://www.reddit.com/r/sluttyconfessions)

I’m a long time lurker, first time poster on this sub. Just testing the waters with this post. If this receives a positive response, I’ll make more.

I’m a 34 year old woman, curvy and tall. My bf is 30 , 6’2″ and muscular. He and I are the most sexual people we know. We both enjoy kinky sex, sex with multiple partners, dominating our “sluts” etc. We have an open relationship as we both want the other to have as much fun as possible. We’re both bisexual and often bring girls and guys home to each other. Let me share with you some of the things we’ve done.

My bf has a slut who lives in another city and he sees her when he travels there for work. She has a boyfriend too and they’re into cuckolding. My bf ties him up and fuck the living helL out of her as he watches and cries. He makes her kneel right next to him and suck his cock as bf stands over him with his foot placed on the cuck’s chest. He then makes her tell how much she loves being fucked by a real cock (my bf is huge). These encounters always end with my bf cuming on the guy’s face, marking him as his bitch.

The worst thing I [m] ever did [f]

When I was in high school I had an on/off relationship with a girl named Jessica. She was a very pretty, athletic girl from a wealthy family. Think college soccer player; slim with an ass you could bounce a quarter off of. For visual I was 5’9″, 160 lbs, around 9% bf, shaggy brown hair, and 7″ for those that care. Her family loved and trusted me and we still talk occasionally to this day. The problem was Jessica was absolutely crazy. She strung me along, fought about everything and overall was a drain on me life. When I was 19 she had broken up with me in a particular fit of crazy and burned all the belongings she had of mine. About a month after that her family offered me a good bit of money plus access to their sweet house and liquor cabinet for a week while they were on vacation to housesit.

You’re a virgin? [virginity] [MF]

The loosing of my virginity was somewhat unusual.
For context, I was 16 (age of consent here), he was 18.

Previously I’d done the usual handjobs, been finger banged, given a couple of Bj’s, had my pussy eaten twice (fantastically I might add) and also been titty fucked (they were already an E cup after all)…. there didn’t appear to be much else to do other than the main event.

I didn’t really date as a teen so wasn’t holding out for ‘the perfect moment’ with a boyfriend I loved. I just decided one day I was ready to stop being a virgin.

Barely a week later I was making out with Andy at a party. We’d fooled around a few times, kissing and hand stuff and I’d given him a Bj drunkenly once a few weeks before. Anyway this night I was really feeling it and getting pretty hot and heavy (on our friends couch) by the time my hand was sneaking into his jeans he’d had enough and whispered in my ear to see if I wanted to go back to his place. He lived with his Dad who was super chill about what happened there. I didn’t hesitate to agree so in (broke) teenage style we started the 20 minute walk to his place.