Sissy Brother Volleyball Stories

52,083 results
Orientation
Length
Source
Infinite Scroll

Letter from High Coombe

by justincbenedict on Sep 24, 2019
Exhibitionist & Voyeur

Dear Shoeblossom... I don’t know if my involvement with Satanic Silki is my fault, because of my neurosis? You judge... First, my parents were weird, warped people. The oldest of us kids, Breanne, became an adulterous bitch, and my brother Brian’s effect was, he was a cruel asshole. And he ran off with my first wife. I’m Brogan, the youngest, the “sensiti...

Jenny Plays with the Big Girls Ch. 03

by Johnboy9 on Sep 12, 2017
Exhibitionist & Voyeur

Below is part 3 of the continuing saga of "Jenny Plays with the Big Girls", the ongoing story of a college freshman, Jimmy, whose sister, Lori, a Junior at the same college, had talked him into playing on her sorority's volleyball team which was representing the college in the state finals. I want to thank all readers for their kind words and support for the...

Jenny Plays with the Big Girls Ch. 05

by Johnboy9 on Sep 12, 2017
Transsexuals & Crossdressers

Well, that was one fine mess we got our Jenny out of that last story, wasn't it? Whew! This story is a lot calmer and yet a promise of more to come. I again want to thank all supporters and interested ones who have urged me to continue this tale of our Jenny to see what will happen to her in the end of her journey through this unfortunate (?) web in which sh...

Jenny Plays with the Big Girls Ch. 06

by Johnboy9 on Sep 12, 2017
Transsexuals & Crossdressers

The following is part 6 of the continuing saga of Jenny, our newly feminized sissy boy once my brother Jimmy, as he continues his trials and tribulations to learn to play with the big girls, as it were. I want to again thank all those who write and/or vote their continued support to me as I keep up with my attempts to produce this, hopefully, well-written fi...

Tear It Up: Under Pressure

by SEVERUSMAX on Sep 14, 2017
Group Sex

I woke up to hands roaming my body some time around nine. My cock was very much awake already and also quite stiff from the attention paid to it as well as the rest of me. I soon realized that there were many sets of hands, all of them caressing my flesh, and once I looked at their owners, they knew that I was quite awake from their efforts. The sunlight was...

Real Life: The RPG

by Katnaace on Nov 25, 2019
Fetish

Having logged in, you get to the biggest question of all - who are you going to play? It's not like this is a big deal. You can just create your character and be on your way.What's next? Danny Hopkins - Dude with a sister Lydia Onava - Widow waking up in an unknown place Claude Rogers - On his way to visit his Aunt Henry Wells - Protesting H20 What's next...

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Jerkboy Life Ch. 03

by stratoblaster on Sep 19, 2017
Exhibitionist & Voyeur

Perhaps read at least the previous chapter for full effect, but as a stand-alone here's all you need to know: Wife's mom and sister have some fun messing with jerkboy hubby's head while wifey's off getting laid. Enjoy the smut! **** "How come I'm not getting fucked like that?" My wife, Sarah, and I were playfully chatting about what happened at her mothe...

Black Woman Strapons Black Man

by Samuelx on Sep 17, 2017
BDSM

The name is Henry Bateaux and I'm a six-foot-four, big and chubby young black gentleman of Haitian descent currently enrolled in the Criminal Justice program at the prestigious Hancock University, in the city of Weymouth, Massachusetts. This is the story of how I met my lovely girlfriend and fellow Haitian-American student-athlete, Natalie Jane Saint-Preux....

Jenny Plays with the Big Girls

by Johnboy9 on Sep 12, 2017
Transsexuals & Crossdressers

This is my first submission of an erotic story, on this site or any site. Though I don't necessarily ask you to be kind, I do ask you to be gentle...or should that be the other way around? Hmmm... Anyway, this is an interesting tale, a varied tale, one of strange tastes and pursuits. If transvestism or femdom or golden showers turn you off, I ask you here an...

Emma Ch. 04

by tmwastmwas on Mar 3, 2020
Exhibitionist & Voyeur

When I got home on Thursday my mother was home. She works for a company based in LA, which is 7 hours behind the UK. As her job involves lots of conference calls with head office, she works Californian office hours and is rarely home before 23:00. But there are exceptions, and this was one of them. "You're home early," I said. "I had a clear calendar, so I...