Tag: Anal

My best one night stand, part 2: Dominating a hot Swedish girl and filling every hole M/F

The first part is here: https://www.reddit.com/r/gonewildstories/comments/506ivo/my_best_one_night_stand_somehow_enabled_by_my/

I really enjoyed writing out the first part of that night, its definitely one those memories that slips into my mind when I’m bored and horny. The last story was a lot of build-up, the rest of the night and next morning was a bit of a marathon – we slept maybe three hours out of the following 12 and did our best to absolutely wreck each other. The dialogue is not accurate, this was a couple of years ago and while I know we did a lot of talking I’ve approximated it as best as I could.

 

If you’re not in the mood for reading the last one with a lot of exposition tldr: I went out on a Friday night with a group of colleagues, somehow managed to pull the most stunning woman there that night and brought her back to my place where we had intense animalistic sex across my living room. I paused shortly before round two which is where this one picks up. If you’re looking to picture everything, Angelica is a tall gorgeous blonde Swedish woman with blue eyes, legs for days, a tight round ass and high firm tits that were just a bit more than a big handful. I’m tall and in decent but not amazing shape with pale skin, dark hair, green eyes as well as a bit of chest hair and a short beard. Read more »

Today I [F, 18] lost my anal virginity to my boyfriend [M, 18] in the shower (period sex, anal play)

My boyfriend came over last night after being gone for the week. He got here pretty late, so we ate dinner and almost immediately fell asleep after. We usually sleep naked, but I was anticipating my period, so I wore Nike shorts with a pad to sleep.

When I woke up this morning, my boyfriend was cuddled up against me. I wanted him so badly. I checked my pad and realized I hadn’t started bleeding yet, so I grabbed his hand and started sliding it into my shorts. He perked up and hesitated, surprised that I was letting him finger me because I usually avoid period sex due to the mess. When I told him I hadn’t started bleeding yet, he immediately started up again. He took my shorts off, leaving me naked, and started rubbing my clit. I wanted him to be fast, since I was afraid of bleeding on my sheets, so I moved his hand lower and he went into my pussy with two fingers. I gasped when he went in me, my pussy hadn’t gotten any attention while he was gone. Then he started to push up deeper into me, fingering me with the “come hither” motion (my favorite). My eyes went wide when he hit my g-spot. I felt like I was in heaven. He tried to bring me back to reality by kissing me on the lips, but I couldn’t come back. My eyes remained wide and slowly rolled into the back of my head. And then I realized… I needed more. Read more »

The Timestop [Str8] [Fm] [school] [anal] [huml] [cuck] [nc] [Fdom] [Mdom]

(This is my first attempt at writing erotic fiction, or any other kind of fiction, so any and all feedback/criticism is welcome. As long as this does not get completely demolished there will be atlas a second chapter.)

Before I discovered my “talent”, I had lived an unextraordinary life. I had spent my first 5 years of high school with only a small handful of friends and was by no means one of the star pupils or “populars” that you would find in any school. Outside of school my life was equally plain. I played football but was not good enough for any team, mainly because I was extremely unfit, but not fat.

My family were moderately rich, my father a business owner, but not decadent by any means. So, whilst I got most of the things I wanted in life, I was not swimming in cash. The same could not be said about those at my school. The majority of them were extremely well off. The type that spent their summers in the bahamas and their winters in the alps. Many of them fit the normal stereotypes for rich ids too. Most of the boys excelled at rugby and cricket, and most of the girls were hot (as rich girls seem to be for some reason) and usually stuck up. Read more »

Four couple swap – Part 3; The night I (M39) and a my wife’s petite friend (F37) experienced each other for the first time

Back in March, my wife and I and three other couples who we are really close friends with started swapping after a drunken night of innuendo and a joke that two of them were swingers. We didn’t start this in a drunken state, but instead, waited a couple weeks and planned it out in excruciating detail, which I think helped to make it something that we decided to continue to try in various permutations. If you want more background on us, or how this came to be, the previous two stories are here:
[Part 1]( https://www.reddit.com/r/gonewildstories/comments/509ln3/the_first_night_of_six_months_of_swapping_with_my/)
[Part 2]( https://www.reddit.com/r/gonewildstories/comments/50hahx/mf_our_first_night_of_swapping_with_3_other/)

In the days that followed the first night we were all together, we each talked with our spouse, about how we were feeling about what happened that night. There was unanimous positive sentiment about the situation, and enthusiasm to try it again with a different pairing. The upcoming weekend wasn’t an option for us, as two of the women would have their period, so we decided to delay until the following weekend to repeat our activities, and use the upcoming one just to hang out in a friendly situation with the kids, etc. to make sure there wouldn’t be any weirdness. Read more »

Fucked my grad school colleague and long time rival [FFM] [light spanking] [anal play]

If you are anything like me and sometimes like to skip straight to the part about the sex, I’ve marked where it starts **in bold**.

I’m a grad student who has been at the same university for 7 years. In my undergraduate years, people would frequently mistake me for Grace. I would get called by her name. I would have people comment on something I had supposedly said or done that I would later find out was something she had said or done.

Grace and I both have tattoos, are both tall, thin and athletic, both live in skinny jeans and boots, and are both high achieving students. In our undergraduate years, we never had a class together and there was no overlap in our social circles, so I never once spoke to Grace. In truth, I think I was slightly jealous of her. I felt like she was a hotter version of me and I didn’t like it. Read more »

Donna [Str8, FM, anal, mast]

I met Donna at a colleague’s birthday party. She was this elfin woman, small breasts, thin face, standing at the punch bowl all by herself. It was impossible to guess her age – she could have been anything from mid twenties to mid forties, depending on how the light caught her skin, her eyes, her smile.

“I see the way you’re looking at me,” she said, teeth showing. She had this spicy, Eastern scent, like that summer I spent in Cairo when I was nineteen.

I could feel my cock pushing hard against the front of my pants. “People talk about you,” I said, and she laughed and nodded.

“Punch?” She winked and glanced at my crotch while she ladled two glasses.

Later, as I lay back on her bed, grasping handfuls of the pillow, grunting breaths where I could, she picked up the conversation again.

“What do they say about me?”

Her fingers gripped my cock so hard that the head had turned purple, tugging it like she was trying to pull it loose. But it was the strap-on thrusting into my ass that made me buck and whimper. Read more »

(M)y Big (F)at Gypsy MILF Impregnation – [BDSM] [Deepthroat] [Anal] [Impreg]

Part 1: https://www.reddit.com/r/eroticliterature/comments/2wzet4/my_big_fat_gypsy_titwank/
Part 2: https://www.reddit.com/r/eroticliterature/comments/2xat2i/my_big_fat_gypsy_assfuck/
Part 3:https://www.reddit.com/r/eroticliterature/comments/2xprwf/my_big_fat_gypsys_sister_and_her_secret_sex/
Part 4: https://www.reddit.com/r/eroticliterature/comments/4clfn7/my_big_fat_gypsymother_throatfuck/

“Hear me out, Mrs Brady. I’m not threatening you or your girls. I’m offering you a business proposition. My friends in law enforcement and countless other high-flying perverts in this town will pay good money for the kind of services your girls can so skilfully provide. Take their money and you will have them, quite literally, by the balls. No more threats to kick you off your land. No more unwanted police attention. And a sizeable income.”

That was the verbal contract that started it all.

The business, if you can call a secret sex-dungeon on an illegal travellers site, was fast becoming lucrative for Mrs Brady and her daughters Della and Darla.

As for me, a security guard in a local store – turned pimp, I enjoyed both the sexual and financial spoils of my new line of work.

Rumours of the “gifted” Brady sisters had travelled fast within my network of law-enforcement contacts. A waiting list of eager perverts had quickly built up. Read more »

[M/F] Catching up with Smiles

Hey there, I wrote a couple days ago about [having first a threesome, then a foursome](https://reddit.com/r/gonewildstories/comments/4zzy1u/mmf_first_time_in_a_threesome_and_then_a_foursome/), make sure you read the comments on that post as well, there’s another two posts down there, maybe I should submit them separately. Last night I caught up with Smiles, and apologies again for the awful fake names. Read more »

A Bit of Shade [MF][Mdom][Fsub][anal][bd][nc][first person]

> Seeing how this goes. A little something I wrote for someone who had a good RP prompt a while ago, so apologies for all the ‘you’ and ‘your’ strewn throughout. Future stories, if I do post them here, won’t have that.

I sigh in ecstasy as I pull my cock out of your tight and unwilling ass. You’re yesterday’s fresh catch, and I just had to give you a good early-morning ass-fuck to remind you of your new status as my personal fucktoy. Your plaintive moans through the ring gag that had kept your mouth fastened on my cock most of the night had been more than enough to fully awaken me for the long day ahead. It was a shame that I couldn’t give the rest of you the fucking you deserved, but it would have to wait. I was still on the run, the authorities were looking for you and thus for me too, even if they didn’t know it yet. I hadn’t recognized you when I’d stolen you off the sidewalk from the nearby college campus (an impressive feat if I do say so myself) but it turns out you are a rather important young lady and this was causing me no end of anxiety and grief. So for all the trouble you’ve caused I say you deserve all the rough anal I’ve given you, and more, but we need to get on the road and get the hell out of Dodge. I clean myself off and zip up my pants, returning to your restrained form on the hotel bed, your frightened and dry, red eyes pleading with me, the sweat gleaming on your body telling of this morning’s exertions. Read more »

[M/F] Our first night of swapping with 3 other couples, Part 2 – My wife and my friend

I had previously posted a story about how my wife and I and 6 of our friends (3 other couples), had gotten started with swapping. That story is [here]( https://www.reddit.com/r/gonewildstories/comments/509ln3/the_first_night_of_six_months_of_swapping_with_my/). Where that one left off, we had just swapped for the first time, and the next morning, over breakfast, my wife Kristin had told me all about her night, in as many details as she could. A couple days later, my friend Scott, who had slept with my wife that first night (as I was sleeping with his), and I grabbed beers, and he also talked up their fun together, so I feel like I have enough of a basis to piece together this retelling of their experience. The background from the first story is good to understand how we got here, and how the whole thing worked that first night. I won’t belabor this story with all of those details. Read more »