First Time Pegging Stories

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Put That On!

by johnson69 on Sep 16, 2017
BDSM

It was a confused response when I first told her I was bi. We had only been together for a short while, yet as the affair escalated, I wanted to be certain she knew who I was, what was my past. I had already told her about the large baggage I had to check, so to speak, but this was my carry-on bag, which would certainly be important to know about as intimacy...

Thirsty For Somali Girls

by Samuelx on Sep 12, 2017
Erotic Couplings

Every man who has ever lived has a weakness. The man who disagrees is a bold faced liar. My name is Samuel Chambers and I was born in the City of Montreal, Quebec, to a Haitian immigrant father and a white Canadian mother. I consider myself as Canadian as anyone. I got a story to share with you, ladies and gentlemen. I want to tell you about how I met my wif...

My Shy Neighbour

by Ozgal on Sep 14, 2017
BDSM

Marty was such a sweet guy, but so painfully shy. He’d moved in next-door 3 months ago and in all that time had uttered no more than a couple of words and only when I spoke to him first. He had this cute little way of dipping his head into his shoulder and never making eye contact. Marty was quite a handsome man. He was about 6’ tall, with dark blonde hair...

Pegged

by ndeavour on Sep 25, 2018
Erotic Couplings

I was home alone in my office. One of the benefits of working from home is being able to dress as I please. Since I had a video call to deal with, from the waist up I had on a dress shirt and tie. But from the waist down it was a pair of board shorts. My wife Alison had gone out earlier for lunch with her girlfriend, Geri. Alison is a real knock out, and I a...

The Seven Dressing Sins: Vanity

by purekink on Jul 15, 2020
Transgender & Crossdressers

"To recreate this scene, you will need..." John tightened his calf muscles as he watched the young woman on the TV present an untidy scrap of cloth. "One white fishnet dress." He thought he knew her, somehow - something in her voice perhaps. He didn't know anybody with a crimson streak through her long blonde hair. And he certainly didn't know anybody who...

Spaceship 5-EX

by Richard_Smith on Feb 24, 2006
Science Fiction

The EX-class Cruiser was a breakthrough in space travel. It had the capability of traveling at faster than light speeds, enabling it to make journeys that in the past would have take decades or even centuries. The EX’s could now make those same voyages in mere weeks or months. That opened up a whole new age of space exploration and discovery as star-systems...

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My Girlfriend's Sissy Roommate Ch. 02

by SEVERUSMAX on Sep 16, 2017
Loving Wives

"So, buddy, what gives? Or should I say, girlfriend, because, let's face it, we've always acted more like girlfriends in the platonic sense, well, minus your tongue going between my thighs. Other than that, you've been more like a female friend or a gay male one or something like that. Anyway, let's talk, openly now, about what Rain wants out of this relatio...

Who's the Boss

by Shady_Lady on Sep 15, 2017
Fetish

Have had many chats over the past few weeks and femdom seems to be a popular theme with many guys. My thanks goes to so many of you for your ideas but in particular to Master Kink who helped a lot with the plot development. ***** "Andy I'm home" said Jenny from the front door as she dumped her heavy briefcase on the sofa before throwing the jacket from h...

Arab Femdom in Ottawa

by Samuelx on Sep 11, 2017
Erotic Couplings

There is a truly beautiful sound that many composers the world over are unfortunately completely unaware of. What is that truly remarkable sound? The unique sound made by a strap-on dildo as it slides into the asshole of a submissive man. I am addicted to that sound. I guess that's why I'm banging Wahid Saleh right now. Wahid is a six-foot-tall, chubby young...

Down a Peg

by lustykisser on Jan 21, 2020
BDSM

I have always had a non-traditional exploratory approach to sex and sexuality. I've been in hetero relationships mostly but in the dry times fooled with men as well. The urge to feel receptive developed slowly but naturally. While I remained a masculine guy in day to day life, deep down I craved being receptive and feminine. I wanted to feel what a woman fee...