I [M]eet people from reddit. Here are my stories. Part 1

Hello fellow horny redditors. I’ve hade nominal success on here over the past year(s) that I’ve been responding/posting. I figure that it’s time to share a few of those successes and answer questions if you have them. I’ll post over the next few days/weeks/when I get around to writing these. I will not share the usernames of redditors I have written about unless they read these and give me permission to do so or have already given me said permission, so guys no hunting.

I’ll start with a lovely redditor that I met one Autumn. I responded to a simple post that was asking for a dinner date. There was a new(ish) restaurant that they wanted to try and they didn’t want to go alone. It was still pandemic times, but the place had a rooftop for outdoor dining. This first encounter was very much meant to be platonic. We met outside the restaurant, got our temperatures check, and headed up on the elevator to our seats. Both being masked and wearing coats because it was chilly created a little bit of mystery until we were seated. Once we were seated I was finally able to see her pretty face. Great cheeks, cute smile. We go to chatting and flirting and the night concluded with me walking her to the train station. At this point we were vibing with one another, we got a little handsy and made out, but decided to call it a night because it was late and we both had work in the morning.

Needy Whore Chronicles:The Beginning [MF]

I can’t seem to shake my needy whore mood for him really to the point of begging but have to check it currently, so in turn you get another story faster then normal. So let’s rewind to the beginning since everyone asks.

I unknowingly stumbled across him on a app. We talked kinks and different scenarios for a couple weeks. I was maybe a month out of a toxic long term relationship when we started talking. I was deprived seriously deprived sexually from this relationship I left. I was exploring my kinks and learning to embrace parts of me I couldn’t or wasn’t allowed to.

We arranged to meet on a local hiking trail for oral. It took me a bit to find the trail I’m not the greatest with directions. Finally I found said trail and him. We began with attempting to have me gag on his cock in the back of his car. It was a struggle so we decide to go up the trail a bit finding a spot I dropped to my knees and went back to gagging or trying to gag on his cock.

I [M] 36 had sex with a younger girl [F] 24 when I thought it would never happen again

I had spent the last 10 years in a long relationship with the same woman (she was a bit older than me) so I thought I would never go to bed with a 20-something year old in my life. Besides, I am not as fit as I used to be and I have a small beer belly, so I can see why a younger girl would never be with me. I didn’t feel too much confidence.

I was so wrong. Some time ago I started talking a lot with a young girl from my own department. She started as an intern at 21 or 22, but she was quickly hired and started working with me. I would see other men checking out at her, or at least, I did, but she was soooooo out of my league. So skinny, so cute, so intelligent, so perfect. An amazing body, a sweet personality. Everybody liked her. In my defence I got to say that people liked me and I have a very good reputation at work, so she enjoyed working with me a lot and I taught her a lot of things about it.

I fucked my first boyfriend only when he became my ex [FM]

*A warning: the lines between consent and non-consent might get blurry.*
———-

First boyfriend gave me [my first taste of cum](https://www.reddit.com/r/gonewildstories/comments/td5uj2/my_first_blowjob_or_i_swallowed_sperm_at_grandmas/), but when we dated I was not ready to go all the way. After our break up, we remained friends. At times, he flirted with me, which felt benign because he had moved to a different place and was getting plenty of quality pussy.

So, 7 years after our break up, I did not take him seriously when he said his main regret was not fucking me while we lived in the same city. I laughed it off. Well, it turns out he really did mean it, and this became a sticking point in our conversations for months. To his credit, he waited for me to break off a marriage prospect before he pounced.

“I thought he was the keeper. He would have made you a very happy wife.”

“There are some things I need to do before I commit at that level.”

“I sure hope fucking me is one of them.”

[MF] When I was a twinky 20-something fresh out of college, I lost my anal virginity to a woman twice my age whom I barely knew.

When I was in my early 20s, fresh out of college, I was a skinny nerd who spent too much time on the internet and was exploring the world of fetish and BDSM. I wasn’t a virgin, but my real world sexual experiences to that point had been pretty lackluster for all involved!

I got chatting to a woman on a BDSM personals site who was about twice my age (guessing early-to-mid-40s). She seemed to get a kick out of how young and “innocent” I was. I was pretty good at flirting online in those days, and so I did a good job of pushing her buttons and getting her all riled up.

One night, after we’d both had some wine and were chatting away, she gave me her address and invited me over. I hurried over there as fast as my excited little feet would carry me. Part of me was worried that this was some kind of elaborate catfish and I was about to be mugged, but since I was in my early 20s, horniness overrode any sense of caution!

I creampied my Fiancé’s mom on our wedding day. [MF]

I’ve been working full time, so it been hard to find time to write. Here’s a story I posted to a sub a while back for your entertainment.  I’ll add more when I have time.

I had been fucking my ex fiance/wife mom (Laura) for a couple years at this point, but that’s a whole book I could write. Anyways, it was the wedding day, and my fiance was getting ready in one spare room at her parents house, as I had to use the other. The only way to get to the room I was getting ready in was to cut through my future in laws bedroom. So my fiance was in bride mode getting her bridesmaids ready, my future father-in-law was out entertaining the extended family. About an hour or so prior to the wedding started, I had just showered and was heading to get my tux on. I opened the door to Laura’s bedroom and saw her on all fours, ironing her skirt for the wedding. She didn’t have an ironing board, so she was on all 4s with the skirt placed on a towel stretched over the floor. She only had on a light green spaghetti strap tank top, and a white lacey thong. Instantly, all the blood in my body rushed from brain 2 to brain 1, making my boxers tight.

[FMF] Our first white chick.

Chloe and I have been together for 13years (dated for 2, engaged for 1 and married for 10) and have a
4-year-old son. We are both Filipino and are very close to both our families.

With that being said, all our vacations since we have been together have always been centered around family, either visiting or going on trips with them.  We have had weekend getaways but because of our careers, and our child, those are very few and far between.

Last month we celebrated our 10-year anniversary and Chloe’s mom gave us a 5-day Bahamas Cruise, for just the two of us and my parents were going to babysit our little one during our vacation.

One of things that was always great in our marriage is our sex life. Even with our busy lives we make sure to have at least one hot sexual night a week.  It was our escape as a couple, something we do for us. Needless to say, we were both excited with the idea of having 5 full days to ourselves, and if we knew our family wouldn’t demand to see pictures of our trip, we would probably stay in our room the whole time and fuck each other’s brains out.  The more we talked about it, the more we got
excited.

Sex with student[MF]

How I 29[M] slept with a girl I used to tutor [F]

I’m not sure how long this will be, nor am I the best writer but I hope whoever reads this enjoys it. This happened relatively recently, and I’m still in shock

I’m a teacher, and I started out at 22 in a NYC rich boys only school. The downside of being a teacher, especially in a private school is that well the pay is subpar, and thus I got a side job, so I started tutoring math. I mostly got work through recommendations, former students, and parents.

Enter Sarah who was the younger sister of the boy I tutored a few years earlier. She kinda had some problems, but I needed money, and Sarah’s parents were willing to pay me so she wouldn’t fail AP Statistics.

I tutored Sarah when she just turned 18 I couldn’t deny that she was attractive. Sarah’s eyes were blue and she had olive colored skin. Sarah would kinda flirt with me and often she wore low cut tops on the regular, when the weather got warmer, booty shorts or jean shorts were her go to. I was 28 at the time, but still managed to keep some distance from her.

[M]y [F]irst Time [Cheating] With Lily

If you want to skip to the action, go to the *****

This story takes place nearly a decade ago when I was 21. For a brief period of time I was sleeping with my OG high school crush, Lily. Lily and I had always been close friends in high school, but owing to my own nerdy demeanor and bad timing with our other relationships we had never actually gotten together during our teens. Like a lot of guys, I didn’t find my confidence until University, when girls started noticing and hitting on me for the first time.

Lily was an absolutely bombshell. 5′ 9″ (somewhat shorter than my 5′ 11″) with alabaster skin in contrast to her crimson red hair and sharp green eyes. Her classic hourglass frame and plush D breasts made her the subject of many people’s attention – guys and girls alike. She was the most outgoing bisexual girl I ever had the pleasure of seeing romantically, and was simultaneously flirty but dismissive in a way that just made everyone around her crave more of her attention.

[fM] Got fisted by a rich dilf at the pool side

Well, i didn’t know i was such a hottie in my lingerie although i get that alot but it’s becoming so sweet and also becoming my hobby to make some old man cum smoothly and take off that stress boiling through his hot pants.

So i went swimming at La with a friend i stayed with last week and stormed into this hot looking man although i undressed him but didn’t want to shoot the shot first.

So while i and my friend were on some tequila shots we decided to cool off in the pool and swam a bit and so fucking happy, probably cos we was high af or something.

So along the way we had a little chat with him that morning and he was actually separated from his wife and wanted to taste an Asian pussy while he got the chance, my friend moved a little away cos her man was coming to meet her and she didn’t want no complications so i stood my ground and was actually enjoying his conversation with me.