Pegging School Stories

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Pegged by My Wife

by Celticredneck on Apr 3, 2019
Anal

I don't know when I first got interested in pegging specifically but I've enjoyed various toys in my ass for as long as I've been sexually active. The first time I tried a toy in my ass while I was jerking off I was maybe 21. I came so hard I couldn't believe it and from that moment on I was hooked. When my wife and I first started dating I kept quiet about...

Anna and Me

by SexyDaemon on Sep 25, 2017
BDSM

Disclaimer: For all intent and purposes, this disclaimer is here to note that these are real stories and events. The experiences are being recalled to the best of my knowledge of what actually happened. ***** I met this Hispanic girl through a dating site. She approached me actually, and I thought for once I could get lucky. She was very forward, and invi...

Black Femdom: Goddess Ayiti

by Samuelx on Sep 11, 2017
Erotic Couplings

"Sometimes, I get tired of playing the Bull," Caleb Tully said in that deep, sonorous voice of his as he sat in the office of Dr. Alexandra Moreau in downtown Toronto, Ontario. Pacing back and forth as is his custom in times of excitement or distress, Caleb finally paused, and fixed his almond-shaped brown eyes on the psychiatrist who sat behind the desk, he...

Saudi Femdom For Djibouti Man

by Samuelx on Sep 16, 2017
Interracial Love

My last good lay, Maher Osman is a strong man in every sense of the term. Six-foot-three, lean and athletic, with dark brown skin, curly Black hair and light brown eyes, this Djibouti-born stud attracts the female gaze everywhere he goes. The first time I actually laid eyes on him, I was walking through the world-famous Nicollet Mall in downtown Minneapolis,...

A Wedding Night Pegging

by pwlrstr on Sep 12, 2017
Fetish

"It would be more of a big deal if it was the first time," Jon had said, instantly regretting that it sounded a bit negative, when his fiancée Naomi had asked if he was looking forward to their wedding night. "I mean, I don't really believe in saving yourself for marriage or any of that crap. I think it's definitely been a good idea to have lots of sex first...

A New Beginning

by DutchAlex on Oct 30, 2018
Fetish

Carla sat in her car in the parking lot of the sex shop. Staring at the front door and working up the courage to go inside. The Fantasy Adult Fun store had just opened a week ago, but she had been thinking about this moment for a long time. Ever since she found out Jim had been cheating, through the divorce, and the year between then and now. It hit her ha...

Sami

by Tricker126 on May 5, 2018
Fetish

You've known her for years. A blonde-haired, brown-eyed girl who always had the energy to for just about anything. As far as you know, she's just an ordinary girl doing ordinary things. Studying macroeconomics at an expensive college you couldn't afford (Her parents were both lawyers), she left just after you told her how much you were into her at the airpor...

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Israeli Femdom 4 Muslim Slaves

by Samuelx on Sep 11, 2017
Interracial Love

You've been a naughty guy, I told Rahim Abdullah as I spread his dark butt cheeks and eased my strap-on dildo into his asshole. Immediately the young Somali man went stiff, as something I call the shock of penetration came over him. It happens with every new submissive who experiences the joys of pegging for the first time. Gripping his narrow hips tightly,...

Blonde Fucks Blacks Ch. 11

by Samuelx on Sep 11, 2017
Anal

My name is Villa Jane Smith. Friends simply call me V.J. I am the Heroine of this tale, and is this my first interracial strap-on story. If you ask me, there aren't enough interracial strap-on stories out there. Please bear with me. I am a six-foot-one, somewhat chubby Irishwoman with short blonde hair and pale green eyes. Oh, and I've got big tits and a fat...

'Jenny' & 'Mike': Date Night

by hfernandez1983 on Sep 25, 2017
Transsexuals & Crossdressers

Hi guys, I hope that you enjoy this story that deals with Pegging and Gender Role Reversal. The idea of pegging has always been a hot topic for me. I have tried it in my personal life, though not in the same way as the characters in this story, and have found it to be a highly erotic experience. I have wanted to write this story for a while but have been put...