Sissy Academy Stories

10,735 results
Orientation
Length
Source
Infinite Scroll

A Cell Phone Makes Me Pregnant Ch. 05

by satinlvr_mwf on Sep 21, 2020
Interracial Love

For our readers who have gotten confused... (And I don't blame you!) Our group of authors has encountered a problem that we have been trying to cope with for quite some time. Due to the different policies of different Erotica websites, and the number of different contributors, each having their own accounts on different sites, we have been forced to get a...

Cuck Wanted

by Lucas96 on Jul 13, 2020
Fetish

Disclaimer: this story involves cuckolding, humiliation, and some homosexuality. *** When my wife Katie discovered all the porn I look at in my Internet history, I was mortified. I had been watching some pretty embarrassing stuff for years now, as long as I had known Katie. We had met in college, fell in love, and got married a year after we graduated. Th...

The Robertson's Sissy Ch. 14

by Clite69 on Apr 28, 2020
Transgender & Crossdressers

My apologies on my disappearance, life has been crazy. Though this chapter might not have been worth the wait I am sure the following chapters it sets up will. *** Lela and I had spent most of the night cuddled up on the couch. I was woken around 4am by Lela who wanted to go up to the bedroom. In a half sleeping state I followed her upstairs and collapsed...

The Résumé Pt. 02

by IntuitiveJ on Mar 9, 2020
Loving Wives

Kyle is my brother. He's a couple of years younger than me and considered the wilder one. He wasn't really wild but he had chosen not to go to college. Kyle said he liked the outdoor work of construction jobs, which certainly kept him in good shape. He had what the girls call a hard body, and Kyle exploited his good looks. He always seemed to have nice looki...

Trip to Paradise Ch. 01

by amandamagik on Mar 3, 2020
BDSM

She sat at the airport gate, her composed face pointed at the window, her gaze looking out into the middle distance. Outside the rain fell steadily, from roiling, dark-gray clouds. The near-darkness gave all of those at the gate reason for hope, since their flight terminated at St. Lucia in the Caribbean. Their weather there was a far cry from this rain stuf...

Born to Be Ch. 06

by DamienDeath20 on Mar 9, 2020
Transgender & Crossdressers

A.N. Here we are again with more Born To Be!! :D Thank you all for waiting for these things to be updated, plenty more chapters are on the way! The Following Contains: Big black lady fucking her little white boy up with a strap-on. Ever seen ultimate surrender? Expect that up ahead ;) Enjoy the chappyyyy! ***** For a long time, Ashley actually con...

Orc Dominance in Elvenar

by AndrewStories on Mar 9, 2020
NonHuman

For over a thousand year the elven people on the island Elvenar has with magical power first spawned and then ruled over the orc clan. The elf used and abused the orc race strength to mine magical crystals for their own benefit. The new Orc chieftain Grog has since last years negotiations continued mining but also found a new demonic ally with lustful magica...

Five Simple Rules

by LittleSteven on Sep 25, 2017
Fetish

'Hey Rob, I want to have a chat with you in private. Meet me at the pub tonight, 5:45? See you there I hope! L' Rob read the email again, looking for clues, but there was nothing. 'L' was Leanne -- the cute-looking girl that had recently started working in the office, just a couple of desks down from him. She was easily the sexiest girl in the company, a...

Mother Enslaves Future Son In-law!

by Bi_Siamese on Sep 12, 2017
BDSM

(This is a fictional story about a young man's experiences enslaved by a middle age woman. It is a tickler for men not to overlook middle aged women who are not only sexually experienced having grown up in the liberated 70's but are not afraid of taking over as well! Having personally experienced women from their young adulthood in college to women in their...

The Black Power Virus: Gold Digger

by amb_anonymous on Sep 13, 2017
Interracial Love

Hello BPV fans. This is a chapter that could have been a part of Chapter 3 in terms of timeline. It's a more cuckold-themed side story that takes place right at the start of the outbreak with a brief cameo from Cindy. As always, feedback keeps me writing. If you're not OK with heavy racial themes, than stop reading. If you're offended, why have you been re...