Sissy Harry Potter Stories

11,848 results
Orientation
Length
Source
Infinite Scroll

Are You Gay Ch. 01

by Scribler on Sep 12, 2017
Transsexuals & Crossdressers

Are you gay? They were three simple words that could drive a man into a rage. It was a question on your manhood and on how others around you viewed you. Just that question in the eye of your lover, boss or a family member could cause enormous heartaches and sometimes, physical pain. I feared that question mostly because I was perceived as gay on many occas...

Bigger and Better for Gwen

by donaldelliott11 on Apr 14, 2020
Loving Wives

With the help and consent of smallercuck, who wrote a version of Chapter 1 years ago and didn't continue. He invited me to take Gwen's story further, and has seen and endorsed this completion of his original work. ***** Chapter 1 "I noticed that Darren joined the gym." Gwen looked up from her papers as the young salesman walked into her office. As Assist...

Kylie Goes Back to School

by Noj on Oct 22, 2019
Celebrities & Fan Fiction

This story follows on from the story "Kylie's Latest Squeeze, which I recommend reading prior to this. This story is contains adult material and is only suitable for people over the age of 18. This is in no way connected with the subject. Don't use this without my permission. Now, on with the story! * After leaving Kylie's services as an assistant, she ha...

The Last Boy Scout Ch. 04

by Tx Tall Tales on Nov 4, 2019
Group Sex

====================== Sisters, Teacher and Best Friend. Jealous? Sometimes, I'm a big ol' idiot. I don't use an editor often enough, but MarieWriter helped with this series, and it's considerably better for her assistance. I should have mentioned that in the first chapter, where she provided a lot of insightful advice. Of course, I'm never happy with the...

Born to Be Ch. 07

by DamienDeath20 on Jun 8, 2020
Transgender & Crossdressers

A.N. Return to the strap on! If this isn't my favorite chapter so far, it's definitely one of my favorites x))) Buuuut chapter 8 is preeeetty awesome too ;D I know I'm a whore. The Following Contains: Interracial between a tall black lady and a crossdressing femboy. Which in conclusion creates a formula of strap on penis being inserted into femboy bott...

Sole Sister

by stfloyd56 on Sep 12, 2017
Erotic Couplings

A break up with a woman leads a young man into a relationship with her sister. I certainly never intended to hurt Dill. She was too sweet for me to ever want that to happen. Jane, now that might be a different story! Though, I'm not a vengeful person, in the back of my mind I am pretty sure there was some tiny kernel of retribution that I thought I might b...

The Humper Game Pt. 05 Ch. 08

by WilCox49 on Jul 3, 2018
Romance

Author's note: This is, in all its seven parts and their many chapters, one very, very long story. If long stories bother you, I suggest you read something else. No part of this story is written so as to stand on its own. I strongly suggest that you start with the beginning of Part 1 and read sequentially—giving up at any point you choose, of course....

The Humper Game Pt. 07 Ch. 08

by WilCox49 on Jan 1, 2019
Romance

Author's note: This is, in all its seven parts and their many chapters, one very, very long story. If long stories bother you, I suggest you read something else. No part of this story is written so as to stand on its own. I strongly suggest that you start with the beginning of Part 1 and read sequentially—giving up at any point you choose, of course....

Power Trip Ch. 01

by Wally_West on Sep 26, 2017
BDSM

Reader Warning: Over the course of several chapters this story will contain cuckoldry, forced-bi, male chastity, humiliation, and other female domination themes. These kinks are not for everyone; if you do not enjoy FemDom themes you will not enjoy this story. Veronica held down the CTRL-ALT-DELETE keys on the keyboard again, trying to get her computer t...

Unveiled Ch. 02

by robin35 on Sep 14, 2017
Erotic Couplings

I woke the next morning ready to do some more writing. In my sleep I had developed an idea that I wanted to explore. It was the scenario of a bride sleeping with another man on her wedding day whilst her husband was lying next to her asleep from too much alcohol. I had been tossing and turning all night as I got the concept sorted in my mind and could not wa...