Shemale Dating Stories

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Beyond Marriage and Infidelity Ch. 02

by Youami on Sep 11, 2018
Reviews & Essays

This chapter represents the continuation of my autobiographical adventures following the death of my wife from cancer in 2003, and which take place following my disastrous attempts with Christine. Some months following her ill-thought out termination of our 'engagement', I began to hit the same dating website in the faint hope of finding a more suitable fem...

Naked Embarrassment

by milkydreaming51 on Aug 27, 2018
Loving Wives

I met my wife, Scarlett, at our local gym and it was the best thing that could happen to me. I was a southern, country boy with some bulky muscles and a bad dating history of women acting like they were the boss of me and dangling sex and affection over my head to manipulate me. She was a woman of a mixed Chinese and caucasian descent who was already married...

Rapprochement

by OneBallBigger on Nov 27, 2018
Loving Wives

The middle-aged blonde woman's ass pistoned up and down at near super-human speed. Her cunt, coating his balls with wetness, was a furnace of heat and silky friction. Except for these last few times with her, he could not remember ever being so thoroughly fucked by a woman before. She lay with her body atop his, slightly saggy tits crushed against him, nipp...

The Conversation Ch. 02

by KingBandor on Oct 9, 2018
Group Sex

There is no group sex in this chapter, but the story overall does, so I'm keeping it in the Group Sex category. -------------------- Traci and Devon were a happy couple with an active and energetic sex life. Early on, they decided that the best way to maintain their healthy relationship was through open communication and total honesty, especially when it p...

1st Meeting with Mistress Pandora

by FiguringItOut23 on Jul 10, 2018
Loving Wives

***I am over 18, as is everyone in this story. I'm actually 23*** *** I felt it before I ever met Christina. The overwhelming desire to serve, to drop to my knees and submit to someone's will. The impulse to sacrifice or delay my own needs to satisfy another's. It was a powerful urge, and when I saw her across the bar it was immediate and it was viceral....

Training Sis and Mom

by MickeyMoose5 on Sep 10, 2016
BDSM

It had been one of those lousy nights, my girlfriend and I finally broke up after nearly a year of dating. I was sitting in a local gin mill just brooding about the events that broke us apart and the longer I sat there thinking (I'm not much of a drinker.) my sister Kate had her grubby hands in the mix. Kate is my older sister by two years and she is without...

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Ditzy Vacation Ch. 01

by doinkbrah on Jan 8, 2019
Humor & Satire

Author's Note: As a Christmas present I decided to start writing a sequel to my Ditzy Handful series. This one has more erotic action in it. For new readers, we originally had two main characters who told the story through both their perspectives: Ryan is the ruggedly handsome hero of our story - tall and muscular with broad shoulders, a slim waist, and...

Becoming a Slut

by Canam on Nov 5, 2018
Exhibitionist & Voyeur

Gina had been dating Jason for about six months now and she was about as restless as she has ever been. He drove her crazy. Gina was now 25 years old and far more experienced in life than this hunk of a 21 year old rugby player. At first she was enamored with his rugged good looks and lean muscular body. But now he acted like a foolish high school kid who co...

Eclipse Ch. 07

by Xanaphia on Mar 6, 2018
Celebrities & Fan Fiction

In Kaydia's dreams, she relived their encounter, with Quinn pulling her into a passionate kiss as she wore the Shadi mask. His hand brushed through her hair until the blonde wig slipped to the floor. She gave into him as his hands roamed her body, and peeled off the layers of clothing. It was exciting and terrifying to be so vulnerable before him but she did...

Belgian Femdom for Black Man

by Samuelx on Mar 6, 2018
Interracial Love

Spring has come to the City of Ottawa, Ontario, and for some reason, the suburb of Vanier seems to bear the brunt of the heat. After living in the area for the past five years, Gina Defraigne has fallen in love with its diversity and culture. Vanier isn't just some area that lots of proper Ottawa folks liked to avoid. To Gina, it was quite simply home. In th...