Awkward Stories

44,618 results
Orientation
Length
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Infinite Scroll

She Saw a Huge Snake: Nature Walk

by Diana Retnuhvek on Sep 25, 2017
Exhibitionist & Voyeur

Things were funny between Aubrey and Kevin over the next few months, ever since Aubrey discovered Kevin's big secret. Anytime she saw him she gave him this amused smirk, like 'I know something about you no one else does.' He would feel awkward about it, but also enjoyed it a great deal. Aubrey never hung out with Kevin that much, but did in fact see him w...

Our Story Ch. 02

by jack12123 on Feb 12, 2019
Loving Wives

This story has started with a previous Chapter "Our Story Ch 01" kindly read that story first to understand what happens here! ***** Chapter 2 - The weekend it all began: Saturday It was late in the afternoon when I finally got up with a throbbing headache. I looked around and realized I had fallen asleep on the couch. I groaned sitting upright, feeling a...

A Good Friend

by Soma99 on Nov 27, 2017
First Time

I really enjoyed thinking back on these true events and I hope you enjoy it as well. This story is a bit more gentle than some of my other ones. ***** I nodded my head and pretended to be interested as Lyndsey explained why this weekend's party was going to be better than last weekend's, and the weekend's before that, and the one before that. It's not tha...

Closer and Closer

by iheartpiercings on Sep 14, 2017
Erotic Couplings

"So, Laura," Aria said. "I saw you reading porn earlier today." Laura barely glanced up from her phone as her face began to tinge with red. She made a noncommittal hum. Her and Aria's boyfriends were in the room as well. They had the TV on, playing some sitcom Laura wasn't really paying attention to. She was playing a tower defense game on her phone. Her...

Confessions from All Fours

by FlatDownMan on Sep 14, 2017
Fetish

It happened more than two weeks ago now, but still I can't get it out of my head. It's almost like it's consumed me. The questions and self-doubt, the denial, the arousal, the insecurity, the confusion, it's all still there like it just happened five minutes ago. So here I am baring my soul and my thoughts and feelings because I have nowhere else to turn. I...

Learning to Let Go Pt. 02

by KingBandor on Mar 27, 2018
Loving Wives

It was about 9:45 by the time we arrived and parked. The place was called an adult theater, but it didn't look like a theater, at all. I don't know why, but I had a mental image of an old-school movie house. It was just an isolated building in a run-down, semi-industrial area. The building was old and had probably once been a warehouse. It had a large, bri...

A Visit to Prague

by ladytellmemore on Sep 13, 2017
Erotic Couplings

There are just some things that shouldn't be talked about out loud, out in the open. Somehow, wanting something didn't mean she could talk about it -- ever -- not in the circles where she operated. She had sophisticated friends, who went on about politics and music and wore expensive clothes to brunch. Admitting what she wanted sexually, no matter how open m...

My Naughty Neighbour Ch. 01

by BiscuitHammer on Sep 11, 2017
Erotic Couplings

Chapter 1- An Odd Introduction I had grown up in a big city and lived in various versions of the large city until my early thirties. Then I'd met a small-town Midwest girl (at least, it was a small town to me, only a hundred thousand people) and married her. We ended up moving to her small Midwest town and lived there longer than I would have liked. To my...

Live a Little, Right?

by alex1034 on Oct 5, 2020
Erotic Couplings

The bells were ringing as the slender brunette grabbed his hand, gave it an assuring squeeze as a mischievous grin spread across her face. "Let's go," she whispered, pulling him off the bench as rain drops sporadically fell from the sky. *Clang, clang* The bells continued impatiently. They were jogging now, he didn't exactly know why, but somehow he knew t...

Submitting to Tony Ch. 02

by justgeena on Sep 12, 2017
BDSM

I had almost a 1 mile jog home to consider what had just happened. Living out a fantasy in real life had been exhilarating. So why did I feel so conflicted? On the one hand I felt a deep embarrassment or perhaps it was shame? The indignity of exposing myself and submitting to a spanking by this man I hardly knew. I felt fear as well. I had never been unfaith...