[M]y adventure with a mature woman [F]

Long time lurker first time poster here.

This story took place in 2018 when I was studying in college. A little bit about me: I’m 5’ 2”, average build, living in USA and 22 at the time. She was 5’ 3”, chubby, White, 41 and a pre-school teacher.

I used to use this anonymous app where users can post anything and people can either chat or reply to that post. I don’t remember what exactly the post was but it caught my eye and I started chatting with the user. While chatting we got a little flirtatious, shared some basic info like name, age, profession etc. and we ended up planning a meet-up in a couple of days. We exchanged a couple of pictures to identify ourselves when we meet.

Comes the day of our meet-up. I was really excited to meet her. She looked pretty in the pictures. I remember just thinking about banging her during my test. I rushed home after my test, took a shower, got dressed and headed to where we were going to meet. I reach there and text her and lo and behold there she was. She was wearing a white dress that accentuated her curves, low cut showing her cleavage and a handbag across her body which kind of looked like “%” sign :p

[F]inishing what we [FM] started in high school

I love reading everyone’s stories here, and wanted to share one of my favorite memories that still gets me going years later.

I met Jay when I was too young to know he was nothing but heartbreak. We had become quite fond of each other instantly. Even as a young teen he was 6’4”, slender but toned, with red hair that went down his back, hazel eyes, and chiseled features. I was over a foot shorter, slender in that youthful way but quite curvaceous to his angular form, my hair was long and dyed black to highlight my grey eyes. Both pale enough to glow in the dark. We were beautiful together, even though we weren’t dating. It just never seemed like the right time. We loved each other in spite of it and told each other as much.

We went camping one July in a large field on one of those bright moonlit nights where everything is tinted that peculiar color of blue. Hot like a southern summer should be, clothes eventually being shed because of the oppressive humidity. Eventually there we were, in our underwear, under the moonlight on a blanket in that field. Friends since we were young teens, just chatting about life and death and everything in between.

The morning after my cousin [F] masturbated with me [M] at a family vacation

Here is [part one](https://www.reddit.com/r/gonewildstories/comments/n3hsns/the_day_my_cousin_f_masturbated_with_me_m_at_a/)

It was very early in the morning and we both started waking up. As our bodies moved, we started getting horny again and this time I couldn’t care less about consequences.

I humped her ass with my cock and let my hands slide all over her belly and dangerously close to her breasts, while my lips approached hers. She closed her eyes, turned her face away and held my hands. “We’re cousins, we can’t do it…”

That made me thinking again and I turned away from her. “Yeah, you’re right… sorry about that…”

A couple of minutes went by as we both stared at the ceiling and my dick was still embarrassingly hard and pointing up.

As I started getting up from bed, she held me by my shoulder and said “Cover your eyes and don’t uncover them, ok?”

I complied and put my pillow over my head. I honestly had no idea what was going to happen, but my dick knew that it was going to be good – it was getting harder than I ever believed possible.

my friend’s dog physically interrupted a blowjob. and she kept going. [MF]

**(Just for clarification, everyone in this story is 18. It just takes place immediately after high school graduation)**

~

My senior year in high school was very busy for me, and by the time I graduated I had also broken up with my girlfriend I was dating at the time. At that point in my life I was also branching out and learning more about myself and meeting new people and one friend group I acquainted myself with was your typical high school party-goers that weren’t exactly douchebags. I’d always been a teachers pet so this was new territory for me.

In this group of friends was this girl I thought was pretty hot. Her dad was a doctor and the ceo of his own pharmacy so she lived in this big ass two story middle class house. If there’s one thing I miss from this girl it’s how nice her house was. I couldn’t give you an exact estimate of the square feet, but that’s not vitally important anyways. Just know I definitely felt like a king every time I came over.

[F] I’m working towards being the slutty secretary.

I just started at my new job as a secretary for the CEO at a relatively small media company. His old secretary is going to mat leave and my best friend’s husband knows the guy and got me an interview. During the interview I did a lot of flirting and wore the skimpyest professional looking outfit I could throw together, a short black skirt that goes maybe halfway down my thighs with a black vest blouse thing, it covers my torso, buttons up to my neck with no sleeves, I left the top few buttons undone and wore no underwear, I also had a butt plug in. He got visibly hard during the interview and when I was leaving and raised my hand to shake his, I brushed it against his crotch, he shuddered slightly when I did that lol.

The time a stranger [F] made me [M26] cum in my underwear on a train

So I recently just started using Reddit and found these porn subs not long after. I’m not really sure if anyone will read this but I want a place I can go back and read my previous sexual experiences. This is the about the time a random girl made me cum on a train.

I’ll give a brief description of me just in case anyone is curious, I’m mixed race and about 6’3. I’m in fairly good shape and I have a bit of muscle, fairly decent looking. My dick is an okay size at about 6-6.5 inches (but pretty thick) depending on if I’m having a good day or not.

This story took place when I was going to watch Liverpool vs Man City in community shield game a couple years back, Man City won on pens unfortunately if anyone remembers it. I traveled down from Birmingham to London with one of my friends, he was staying in London for a couple of days after the game so I had to travel back to Birmingham by myself. I didn’t mind as I just put my headphones in and zoned out. Unfortunately the train was packed there and back so I had to stand up on the way back. I was wedged up against a corner but I had this stunning girl with an amazing ass in front of me.

I 27[F] put my mouth to good use and got rewarded with some good 32[M] daddy dick

I’ve posted a few of my exploits on here [(pic of me)](https://www.reddit.com/user/ray-o-sunshine/comments/nykqf6/think_you_could_handle_this/?utm_medium=android_app&utm_source=share). A little backstory: I love giving head almost as much as actually getting fucked and I made moves on my coworker “Andy” 25[M] which lead to me sucking him off in my car one night. He isn’t willing to do much other than sext at this point since I’m married, but his cousin “Brenton” doesn’t have any reservations, so we’ve been able to have a bit of fun.

The night in question started with me talking to Andy about how horny I’d been all day and how I really just wanted to suck on a nice cock and maybe get bent over and railed. It was obvious we were both getting worked up and I couldn’t help but touch myself imagining how it would feel finally getting my pussy stretched out by him (even though it wasn’t likely to happen). Eventually he stopped replying, so I figured he had fallen asleep.

I [f] touched myself to the thought of my friend [m] masturbating

I (f) touched myself to the thought of my friend (m) masturbating

We flirted for a bit through text and i knew he was about to jerk off. I imagined him sitting back on his chair, his hard cock pulsing, him gripping it, him thinking about me, him cumming to the thought of me all over his stomach, knowing we could never fuck in real life. I touched myself and found myself soaking wet. It didn’t take me much to bring me to the edge. I was halfway there before even touching my clit. I had a mind blowing orgasm thinking about him cumming at the same time as me… and I still think about it often.

[F][19] I snuck my ex BF in late at night while my parents were asleep

This happens last Monday, my ex is now back in town for the summer. Some backstory on my ex he is 3 years older than me (22) and even though we didn’t date for long only a couple of months we stayed friends after we broke up. I’m still friends with all of my Ex’s which ain’t many but yeah lol. If you didn’t know I’m more of a one night stand kind of girl commitments really scare me. Anyways on Saturday my ex texts me randomly saying he is in town for the summer so we text back and forth catching up, he tells me about his girlfriend back in Washington where he is going to college about his classes and all. Just a normal conversation nothing sexual and we end our conversation with maybe we will see each other around at some point, we only live a couple of blocks away from one another and that was that.

I [f] fucked my roommate’s best friend [m] at our Valentine’s Day party

So after the second time I had sex. It was about 10 months before I had sex again lol. This story is about Leo (fake name, it’s actually his astrology sign). This is one of 3 stories with this guy. The first and second time we had sex mix together in my brain so I will be mentioning all sexual acts that happened during both times in this story.

Also, side note this is the beginning of how I slept with 3 guys in the same friend group.

Descriptions:
I’m 21 then, 5’10, white, blonde hair, blue eyes, shoulder length hair, curvy, 40D boobs with a big butt. Pics on profile.

Leo is 23, about 6’, black, a bit on the thin side, looser curly hair kept somewhat short, brown eyes, his dick was about 6 inches.

My roommates: F is 21, 5’1, petite, brown hair, half white/half Mexican. Fay is 24, 5’6, black, athletic build, got a booty and big boobs. E is 26, 6’1, black, muscular. All attractive people.

All of E’s friends were black above 6’, athletic builds, generally attractive and ranged from like 22-26.