[MF] First time trying anal

Hey there folks. So I figured I’d post another story since my Brit was such a good girl today (bad girl?) and posted a story and a pic. Maybe this will entice her to post again tomorrow…
Anyway, quick intro. My Brit and I are making a distance thing work until we can be together permanently. If you want to know what we look like, there are plenty of pics of us on here, so feel free to check out our history.

Ok, so during out last visit we decided to knock out a few more of our bucket-fuck-it list. She’s a woman who loves anal and I’m a guy who hasn’t had a chance to do anal before. So, in the midst of our time together, we decided to give it a try. So here we go, here’s the story of the first time (but certainly not the last time) she let me fuck her arse. There isn’t a big build up to this, no long tease, so we’re gonna hop right into the dirty stuff.

Getting Caught in the Middle of a Road Head [MF]

Me and my GF, both in our 20s, went out, as we usually do on weekends, to watch some (literally) underground rock shows. She’s a gorgeous brunette, petit, fit, tattoed all over, with a big, round ass, thick thighs, perky small boobs with pierced nipples. She’s just perfect, I’ll call her T. I’m tall, with brown hair a little below the shoulder, beard, with some muscles from my days of actually exercising but a bit on the heavy side now.

After the show, T was very drunk and I was just a little tipsy. I was the driver that night. We made out a lot and were both pretty horny, and we knew we were going to fuck like rabbits at home. About 4am, we entered the car and headed to my apartment. Shortly after, she put her hand in my thigh. I grabbed it by the wrist and put it over my crotch. She felt my dick trough my pants. Turning my head, she’s got this huge horny smirk on her face, turns to me and starts unbuckling my belt and unzipping my jeans.

I didn’t mean to [MF][GIRTH][ASIAN][TRUCKER]

#Thick 50 year old trucker has his way with me
Around **12 years ago**, after visiting my sister out-of-state, I stopped at the same hotel I stayed at on the way up. I could’ve drove the entire way home in one day, but I got a late start leaving so I decided to stay at the Holiday Inn and get up really early to make it home in the early afternoon. The hotel was clean and since I’m a **picky Asian chick**, that’s important.

When I checked in at around 5pm, they were serving dinner (somewhat edible) in the main lobby area via a buffet style selection of typical mid-western cuisine. Not wanting to get back in the car and drive to a better culinary option, I opted to eat at the hotel. So, I checked in and decided to walk over and peek at the food. While doing so, I noticed a rather large, burly man kinda starring at me. He had just come out of the little pool area with nothing but a towel and swim shorts too small for a man of his stature – you could obviously see this man was **packing!** I don’t know if he noticed my accidental glare towards his nether regions, but he walked beside me and said, “what are they serving?” I kinda smirked and said, “I dunno, but it looks edible.” He said, “Hell this looks way better than the Flying J, I’m coming back down here.”

Czech Tinder Creampie [MF]

**I’m going to start to this story with something unsexy. In this one i was stupid, lust overcame, and i engaged in risky behavior. Thankfully she ended up being sane (no kid for me). And i got an STD check, which came back clean. So stay safe!**

I was in Prague with some friends and after a good amount of beer and comradery i decided i needed a night to myself. So during breakfast i downloaded tinder, uploaded some pictures, and started swipin’.

By lunch i was talking to this Czech Blonde. We exchanged information and had plans for drinks that evening. I’d heard rumors that Czech girls were the leave you at the door with a kiss type. But as soon as i touched her waist i could make out the faint outline of panties not meant for a night of solitude.

After a few cocktails the sexual tension started to rise and the conversation naturally drifted towards sex.
She liked getting tied up, having her ass eaten, and loved to be submissive. Perfect. I took a sip of my whiskey, pulled her in for a rough kiss.

After the parade. [MFF] Sort of.

This is the story of what happened after the parade where my first wife Carrie and I had sex watching it while sitting next to her friend Jennifer. This is my second story post so I hope you like it. And if you do remember, tits drive the imagination so please send nudes! Sorry, that just seemed funny to me so I had to add it.

After Carrie and Jennifer left to go back to our place so Carrie could clean up after taking a load in her cunt, I headed off to get us some primo weed. As I was heading to my buddy’s house I replayed the recent events through my mind. What caught my attention was that when Jenn was talking to us she couldn’t seem to figure out whose pussy she wanted me to be fucking, hers or Carrie’s.

An awkward but kinky moment [MF]

Hello all how’s everyone been, good I hope. Recently I found myself in an interesting situation that I’m not sure how exactly I feel about it or really how to go about it, but that’s not the real reason I’m here, naw I’m here to tell you about what happened between myself and my friend [Lexi](https://www.reddit.com/r/gonewildstories/comments/78m84p/mf_let_me_show_you_why_they_call_it_riding_cowgirl/?st=JCASF8MD&sh=354ab90f) as she was kind of explaining the situation.

I’m sorry this one is so long and has so much explanation the situation was just kind of…unexpected so If you actually read all this and enjoy thanks otherwise I’ll mark where things get steamy with a dotted line.

I’ve written about Lexi before but cliff notes version early 20’s single mom, very much a country girl, tone legs, nice ass, really nice breasts. Little bit on the Curvier side since she’s had her son but I alway though she could use a little more meat on her.

I don’t want to bore you guys with a lot of details so to get at least closer to the good stuff and to kind of fill in key details:

-Every other weekend Lexi’s son goes and spends a weekend with her ex

[F]ucking a body builder, just another Tuesday

Tuesday night I played with a new guy. I’m so lucky to have a Master who lets me see so many new guys. This guy I met off Reddit and we chatted for a few days to get to know each other. We seemed to have a good chemistry. Something that also made him stand out is that he is a body builder. I have never been with anyone that muscular so I was very excited. He said he was willing to get a hotel room so we made plans to meet on Tuesday night.

Once we got to the hotel room we started making out. He grabbed my ass and I could easily see he had a strong grip. We moved so that we were laying on the bed and he was grinding his hips into my pussy. I could feel his hard cock through his pants and it was turning me on. He stood up to take his shirt off and I took my top off as well. Seeing his muscular body was very hot. We went back to making out and he was grabbing my tits through my bra. He reached around my back and unhooked my bra. Once my tits were free he started sucking on my nipples and pinching them. He was very aggressive with sucking them and pinching them, it elicited a lot of moans from me throughout the night. He moved his hands down my body and pulled my leggings and panties off of me. I was already soaking wet.

[MF] A Much Anticipated Meeting

This is the story of one of my first meet ups with someone from Reddit. Names have been changed as always and if anyone’s interested I can post a part 2. Thanks and enjoy.

Her name was Caitlin. I was browsing the fun side of reddit when I came across her post and messaged out of boredom one day at work. I dunno how it started but we ended up sexting a lot that day. We started talking about each other and found out we were both from the same city as well. Maybe it was the fact that we were close to each other but the sexting continued every day after that.

We swapped numbers and started trading photos as well. From her showing her boobs in the back room at work to me showing her my hard on in the office and other places as well, we decided to meet. You have no idea how many times we made each other cum at work. One time she even called me and we had phone sex while I was at work and I heard her cum for the first time. Her voice was like honey and I knew I wanted her then and there.

[MF] Unplanned [cheating] with a stripper in Vegas

Long-time lurker and this is my first story. Honestly, I don’t even know why I’m writing this all down. Maybe it’s so I’ll always remember what happened. Maybe it’s a way for me to tell someone something that nobody knows about me.

I’m a middle-aged man who’s been married for a number of years. Sex with my wife used to be good; it hasn’t been for many years now for reasons I won’t get into. When we do have sex (infrequently), it’s out of some sense of “duty” on her part. I honestly don’t remember the last time she tried to get an orgasm; she doesn’t want any foreplay and after a few minutes, she just wants to go to sleep. Not saying it is her fault, just that it is what it is, and I’m just hoping that this season of our life will pass.

Anyway, I sometimes go to strip clubs when I’m out of town. My wife knows about it, she knows that some very naked girls get very close to me, and she knows that I like to get handsy. I wouldn’t say she’s exactly encouraging about it, but she figures guys will be guys and as long as I’m not getting naked, and there aren’t any bodily fluids exchanged, she’s not going to complain. Basically, she is just fine not knowing any details of what goes on, so long as I keep things from going too far.

The things Millie and I would do in the hallways of our high school senior year [MF] [exhibition]

Please see [my first Millie post](https://www.reddit.com/r/gonewildstories/comments/7pgbeg/angry_fucking_my_ex_in_the_park_next_to_her_house/) for a description of Millie and our relationship. The long and the short of it is that I dated Millie through high school and one year of college, that Millie is great, and that she had small tits, a beautiful round ass, and a hairy pussy.

Millie and I were on a nerdy academic team in high school. It met two or three times a week, but practice never started within 2 hours of the end of classes. Even though we both had cars by senior year, it didn’t make too much sense to go anywhere. So, we got creative with that extra time.

Millie and I were always tearing at each others clothes. Our need to explore each other’s bodies was insatiable, but we rarely had time alone. Even though her mom was almost always home, Millie’s basement was the place where we fooled around most. Basically we would pretend to watch TV, but one of each of our hands would be in the others’ pants. If we heard the door close or the shower start, we’d assume we had enough time to fuck. She wore skirts when she could, and I’d pull just my dick out of my fly so I could quietly penetrate her while her parents were milling about upstairs. Her mom would often come down to do laundry when I was over, so we often had to suddenly sit up and act normal whenever we heard the telltale squeak of feet on the first step.