Cuckold Sissy Stories

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Orientation
Length
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Infinite Scroll

Ella Cucks Her Patient Ch. 06

by CuckFantasy69 on Mar 3, 2020
Exhibitionist & Voyeur

Continuation of chapter 5. "I didn't expect you to want me to chase you." I said startled trough the phone. "Haha, you really are clueless. I asked Ella before calling you, for permission." Emily said, I felt her trying to hold back her excitement. "Permission for what?" I asked realising that now Emily also will be a part of my secret. "To play with her...

Chinese - Watercolor - Lesson

by JRFreddy on Sep 14, 2020
Erotic Couplings

I was teaching watercolor at the local craft store. Most of my students were ladies between forty and eighty. I was twenty-six, tall and thin, and a walking erection. Not an obnoxious erection, but a conservative one, I hadn't been with anyone in over a year. And every patch of lady flesh was like soft butter smeared across hot bread. I hated my job, the art...

My New Maitresse Ch. 01

by Cagedcompliance14 on Sep 14, 2020
BDSM

My name is Tom, my wife Emma and I had been married for about 15 years before my eyes started to wander a bit. I will admit I screwed up big time. I had an affair with a young woman named Christine from my investment firm. The details of that aren't really important but what followed after Emma finding out was a winding, twisted journey that led me to my cur...

Sissy Powers Ch. 00 - Prologue

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

Hi! My name is Leo Solo. I used to be a normal guy, just like you. Well, maybe not just like you. I have an 8" cock, for starters. And over the years, I've supplemented that with extensive study of Tantra and other sacred sex, learning how to elevate my lovemaking game to the level of the gods. My fiance, Clara, is very appreciative of my devotion to her ple...

Slaves of the Fembots

by freddieclegg on Oct 12, 2020
BDSM

6. Slaves of the Fembots In spite of her air of determined confidence, Amanda was feeling very uncertain. She didn't really have much of an idea about what to do next and while she thought herself a fairly self determined woman who liked to get her own way, she had never taken a dominant role sexually. Even so, she knew that was exactly what was going to be...

Summer Hire Ch. 05

by brentaden on Sep 11, 2017
BDSM

Decision "So we didn't say anything more. We got back to his house, and I didn't really say goodbye or anything. I just kept on walking up to where I'd left my car and drove away." Melissa looked up from her unfinished bottle of beer, which had grown warm while she told Malcolm about her day with Erik. Shame and sadness tempered her voice. She did feel a li...

The Werewolf's Sabbat Ch. 02

by River_willow76 on Sep 25, 2017
NonHuman

"Daddy, Daddy!" Cynthia squealed when she spotted him outside of the school. Running late, Bill had just arrived in front of the school. He smiled and waved at his little girl. She ran as quickly as her short legs would carry her, and he reached out and scooped her up in a big hug. "Hey there, ladybug!" He hugged her tightly, swinging her in circles. "I'm so...

Black on Black Pegging is Okay

by Samuelx on Sep 11, 2017
Erotic Couplings

Romulus Stephen sat in his bedroom in the small apartment overlooking The Park in Vanier, around the eastern bend of metropolitan Ottawa, Province of Ontario. The big and tall young Black man sat at the computer with his pants down, and furiously stroked his dick. On screen, a sexy Black woman was banging a slim White guy in the ass with her strap-on dildo....

Caught and Used

by rayd9 on Sep 18, 2017
Transsexuals & Crossdressers

I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and I had the day off. I have been looking forward to this day f...

Mistress Marisa's Estate Pt. 20

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** I am standing in front of you wearing sissy-like cute little heels. That and the permanent gold ring you had put in place...