Femdom Sissy Cuckold Stories

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How many of your friends do you think would fuck me?

by Veig77 on Oct 1, 2017
Cheating Spouses

We were laying in bed together after a long day and Jane suddenly asks me, "How many of your friends do you think would fuck me?" I just laid there stunned for a second thinking I must have misheard her. I manage to stutter out "What?" She casually replies back "I was just wondering if I decided to start cheating on you, how many of...

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Story of a Sissy Cuckold

by HughJanus on Oct 24, 2019
Fetish

Hi there, my names Michael but everyone just calls me Mike, i'm a 46 year old guy, i was an average guy living an average life, married to the love of my life, her name is Samantha. Shes my high school sweetheart, we dated all through high school then when we graduated we got married. She still has a smoking hot body, even all these years later, she works ou...

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Marcia Goes Back to School

by Belongs2Beth on Sep 12, 2017
Transsexuals & Crossdressers

Authors Note: This story continues the adventures of eighteen year old Marcia (nee Marcus) Cicero. The tale opens a week after the events related in "Carol's Gifts". Marcia has shown visible signs of blossoming in the wake of Mistress Carol's injection of powerful hormones and is anticipating returning to her school for the first time as a girl. To answer an...

Angel Learns My Secret

by Angelscuck on Sep 16, 2017
Loving Wives

My wrists strained at the ropes that bound me to the chair. The vibrator taped to my cock was driving me mad while I watched my leather clad bride mount her lover's huge black cock. Angel smiled at me teasingly, knowing the pleasure and pain I was experiencing.... Suddenly I heard her key in the door I quickly turn off the magic wand, put it in the desk dra...

Whore for Succubus Ch. 02

by Mixedwritings1993 on Sep 13, 2017
Sci-Fi & Fantasy

David woke up at around 8 o' clock in the morning. He was feeling really numb and half dead to begin with. He wondered what dream-like state he was in as he tried to differentiate between his trance and reality. Both of them seemed identical, except for the presence of a specter-like, bizarre woman. His hands were holding his penis lightly and he felt the od...

Becoming Her Whore

by ecdilettante on Sep 19, 2017
BDSM

Last time we parted, you told me that you were going to fuck me when we next met. You loved the fact that I've never been taken with a strapon and you promised to be gentle, in the beginning. It sent a shiver of excitement and fear through me, which made you smile. I can imagine heading to your small apartment, anxious and excited. I haven't cum for days a...

Fetish Life

by Kinkyguyohmy on Apr 20, 2020
Fetish

You wake up just as the alarm on your phone blasts a corny jingle right into your ear. You lazily stretch, pull your covers off your body and slowly rise from your bed. You meander over to the mirror that hangs on your door and look at your reflection. A teenage boy with light brown hair, glowing grey eyes and an average build stares back at you. You smile....

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The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...

Under Lock And Key

by mmurrells on Sep 14, 2017
Fetish

This is the reasonably factual story of a phase my wife and I went through a couple of years ago.We've pretty much moved past it all but we still look back on it as a fun experience. I've tried my best not to embellish anything as we guys tend to do. I've been married to Gabriella for 5 years. At the age of 26, my wife is stunningly beautiful. Her grandpare...

A Big Surprise!

by rj1774 on Jul 6, 2020
Transgender & Crossdressers

As a man's sexual desires come to light this story features, femdom, pegging, crossdressing, and dating a TS woman. Please share any constructive criticism or where to take a next chapter. I hope you enjoy! **************** My sweet, caring, brilliant girlfriend, Stephanie, and I have been dating for a few months and we decided to plan a long weekend get a...