[MF] Monopoly night hook up-part 1

Heres my second story since everyone loved my last one, I hope this one lives up. Once again im sorry for the length as im remembering details. Ill be doing this one in parts.

So back in middle school there was this girl I had a major crush on, lets call her Tiffany, but always knew she was well out of my league. Because of this I never had the courage to tell her my feelings or even talk to her most of the time.

[MF] Breaking in the new apartment…with a friend & then the ex

This is a follow up to my last story with Alexa (the high school ex)

[Original story](https://www.reddit.com/r/gonewildstories/comments/6eq9ch/mf_an_evening_of_mutual_masturbation_with_my_ex/?st=j3gier5d&sh=826b0c4c)

A year after graduating college I finally was making enough to move into a place where I had my own room and only one roommate. My buddy and I moved in right in the beginning of June, I remember because he was out of town on a family vacation to Hawaii and had left me to move everything in on my own.. bastard.. but I digress

After moving in on Friday afternoon, I had some friends coming in to celebrate the new place. I was in a great location with a ton of bars and clubs just down the street. My same hometown GF (from the last story) was about 30 minutes away, and consumed with her own studies at college. I remember counting my blessings that she’d be stuck inside studying for finals while I was able to celebrate my new apartment that night sans girlfriend (I know I was young and dumb).

Childhood Friends [MF]

Childhood Friends

Part 1

Funny how things happen. After some substantial financial setbacks, my husband, Brian, and I ended up living back in the Midwest, in the old farm home where I had grown up. It was quite a step down from the gulf-front home we had lived in previously, but we had managed to make it as homey as we could.

Brian had finally found work, but it required him to travel through the week most of the time. I had not yet found another job, so kept myself busy working in the yard and repairing the old house.

On this hot and humid 92 degree summer day, I was mowing our two acres of grass. After about 20 minutes I stopped and changed from my shorts and t-shirt into a two piece swim suit – my rather skimpy “sunning bikini” as I called it in more leisure times of the past when working on my tan on the beach. But I guess it’s just as easy working on a tan while mowing grass. There were so few cars coming down this deserted road we lived on that I could have probably gone naked and no one would have seen me.

[FM] First Time in the Back of a Car

As I have stated before I have a bit of an oral fixation. I was visiting my parents for a couple of weeks recently, and was missing the freedom of having my own apartment. It’s a lot harder to have random hookups when you have nowhere to take them. I was chatting with people on tinder and bumble, but kept running into the same problem, nowhere to hookup.

Then I started talking to Mike, he was older than me, 30, and very good looking. Around 6′ and muscular looking from his pictures. I’m 5’10, 23 years old, curvy in a good way, and have long brown hair. We decided that we would try to find a place to have a discreet car hookup, as we were both currently staying with our parents, but needed some kind of release. I told him I had never hooked up in a car, that I was a good girl in high school (which is surprisingly the truth), and that seemed to excite him more.

Giving [M]y [F]irst Blowjob: An Awkward Tinder Hookup

This is my first ever post on Reddit, and I am not proud of this story. However, it is completely true to the point that I hope the guy in question doesn’t find this post. Also it ended up being really long…please be nice!

Some back story: I’m a 23 year old bisexual girl. I first had sex with a girl when I was 16 and have had a few serious relationships with women, but my experience with men was limited to some high school kisses. Recently I found myself growing curious about cock. To the story…

For the past year I have had a casual FWB relationship with one of my close female friends, I’ll call her Alison. Alison is 29 and bisexual, and has a lot of sexual experience after being quite promiscuous in her younger years. One night I admitted to Alison that I feel a bit pathetic having not done anything sexual with men in my life.

The Professor

It’s the period before lunch; I have my favorite professor for this class. He keeps my full attention not so much because of the subject but because of who he is. I have always had a thing for smart guys. Even in high school when all the girls wanted the jocks. I liked the guy who could solve hard math problems or understood the periodic table and newton’s laws. They just seemed sexier, more mature and more in control of themselves. This professor has the same qualities; he is really into his subject and shows a real passion for getting the most out of his students. That really turns me on, I have tried to get a feel for him but he stays above the level I wanted him to go. Today I asked for a meeting with him after class during lunch in his office. I wore a special outfit for him today. A button down blouse, a short skirt no panties, heels and I’m wearing Bright Red Lipstick. I sat in the front row to see if I could get his attention during class. While he was speaking I would lean over my desk exposing my cleavage. I made sure to unbutton the top two buttons just as class started. I also slowly opened my legs as class went on until I caught him take a peek. Then closed them and slowly opening them again just enough for him to get another eye full. This made me very wet and I could tell he liked what he saw as he smiled at me when I did it. Towards the end of class I gave him one last look as kind of a preview and then class let out.

[MF] An Evening of Mutual Masturbation with my Ex [cheating]

This story happened a few years back towards the end of college. I was in a long-distance relationship with a girl who was still living in my hometown, as you can imagine there were many a trip back home to spend time with her. Every time I made this journey home, I’d pass through the town where my high school ex was currently at college (Alexa). Alexa had broken up with me the summer after high school, claiming that she needed to “experience life” and didn’t want any attachments being away from home for the first time

Fast forward 3 years – I’m driving on my way back home to school one Sunday evening and I send a text to Alexa asking where a good place to eat dinner in her college town is as I’m on the road, hungry, and its getting dark. She responds back & I head to the place she recommended to eat. I’m not two steps from getting back in my car when my phone lights up, it’s Alexa again

Alexa: How was your dinner?

Me: Could have been better

Alexa: Come by and let’s change that

[MF] The night my Gf gave me a blowjob in the back seat while my parents drove us home

This is my first time posting and is a true story as well. So im sorry it’s long but im remembering details.

Back when I was a senior in high school and living with my parents, my girlfriend at the time would come over every weekend and stay the night, so it wasn’t uncommon for us to get into crazy sexual adventures while we both explored our sexual fantasies. And we where both pretty open to trying almost anything new at least once.
So one weekend my mothers, sisters, daughter, or simply my cousin, was getting married and of course we were forced to attend with my parrents.
After the wedding there’s the ceremony and dinner, which is where I got bored and asked for the keys to the car so I could go charge my phone and me and my girlfriend went to the car in the parking lot. At this point its already around 830 pm and dark outside. Now as I stated before, we were both pretty open about sex and anything related, so with out warning while in the back seat of the car, I asked her if she would blow me.

I still think about his cum way more than I expected ;) [mm]

Sorry in advance if this is too long, but I enjoyed reliving the experience. It’s been years since I’ve talked to him, but I still think about his cum way more than I thought I would.

My best friend all through middle school ended up going to a different high school than me, so we hung out a lot after school and stayed over on weekends, that kind of thing. I suppose it was a long time coming, because we used stay up late so we could watch those HBO Real Sex shows together, and there were so many times when we spent the night at each other’s houses that I would “pretend” to fall out of the opening in my boxers while I made extra trips to the bathroom. I’m not proud of this next detail, but I had a bit of a crush on his older sister too, and he never knew that I stole one of her bras and some panties and would dress up and pretend to be her. My first real set of lingerie. I guess I was a bit of a slut then too…

My fine new life, I guess! [MFM]

This account is well over-due. I’m posting only because /u/rosevillegirl has kept asking me to. This is for you!
However, disclaimer, it is not going to be an overtly pornographic post, sorry. I write professionally, but graphic romance has never been my niche.

So I’d been posting regularly on Reddit (the only reason I’m on here, really) since getting out of a five-year relationship. I’m dead-set on exploring for awhile before settling in again. So in my search for FWBs, or hookups, I’ve also expanded into group play. Now, I’ve been involved in threesomes since high school, and pretty regularly until that serious relationship. Since then, I’ve been meeting couples and arranging group play with some friends of mine.

So I want to share two experiences here: a great one, and a not-so-good (because even my fine new life isn’t all sunshine all the time). First, that not-so-good one.

My “friends” as I’ll refer to them – although we met through CL through a shared interest in group play, and basically formed the “wingmen” (heh) – were not available when I got the message from Emily. She was a 29 year-old who really wanted to experience a foursome. We went back and forth for a couple of nights, emailing and then texting, as both her and I made sure she was serious about this. Sometimes fantasies don’t always want to be realized, you know?