Ultimate Sissy Weekend Stories

84,140 results
Orientation
Length
Source
Infinite Scroll

Dear Diary Ch. 02

by rarebreed21 on Sep 14, 2017
Erotic Couplings

1:15am Dear diary, it's me Austin again. So I've been having these weird dreams. Okay they're not weird, but they all seem to involve my best friend Nicole. Yes the same Nicole I always talk about. See every since the wine tasting, she's been heavy on my mind. This is starting to get weird. So far we've been able to handle the limo ride with no problems, al...

My Second Piece of Ass Ch. 08

by Fable on Aug 31, 2017
Erotic Couplings

Jimmy was already working on the front of the house when we left to take Laura back to the brothel. We both waved at him and tried to smile but neither of us was in the mood to stop and discuss the weather. We drove in silence, having discussed our schedules. She knew I would begin classes the following Tuesday and I knew she was headed for Reno although, un...

What's The Password?

by bigdaddysmooth on Sep 12, 2017
Interracial Love

The dimmed hallway led to an old gated freight elevator. It looked like the setting for a horror movie, but they walked down anyway...cautiously. As they made their way, their heels clacked against the hard tiled floor. Meanwhile, in a darkened room...camera monitors track every step of these two sexy, young, Asian ladies. At the elevator door the two wom...

Making Me Hers Ch. 02

by sexless4ever on Sep 17, 2017
BDSM

Chapter 2: Her Bitch Not wanting to seem too desperate, I ignored my desire to contact her. Sunday, I received a text message from her with two links. One took me to a small heart shaped padlock for sale, the other to pink silicone chastity tube. Ten minutes later, she sent another message, "If your prick is healed enough to masturbate, don't. Buy these ins...

True Power and Control

by AfroerotiK on Sep 17, 2017
BDSM

The following is the ending of a story I wrote for my book, In Loving Color, but I've decided to go with a much different story line, a much more hardcore one in fact, so this one is no longer needed. Even though it doesn't have any of the story details and character development found in all my other stories, you pervs should still enjoy it. * Veronica op...

Born Into Darkness Ch. 05

by wingedangel324 on Sep 19, 2017
NonHuman

A Note to My Readers: Hey guys I would like to say I HAVE AN EDITOR Trggrhppy!!! He's been a big help and I can't thank him enough, well... I think I'm saying it too many times when I email him but it's true I can't thank him enough. As for how short it is, my editor said he would rather quality over quantity and it's true I know one page isn't enough but I...

The Inquisitive Ocelio

by Certeis on Sep 23, 2019
Transgender & Crossdressers

Lek, the city of gateways, was a strange and wonderful place. Located at a sort of a crossroads in the multiverse, people from all walks of life lived here. Devils from the Hells, Dwarves from the depths of the Prime Material, Incarnae from their secluded sanctuary between planes, various types of Tarqael from all over, Gnoll refugees from the Wild Plane, an...

In the Harem of the Sissy Sorceress

by AlexMarkov on Nov 18, 2019
Sci-Fi & Fantasy

The serpent's head slumped to the floor, scarlet blood gushing from its severed neck. The rest of the body stood for a second longer before collapsing into a writhing heap on the smooth, black basalt. Heidr snorted, spitting a few drops of blood from his mouth. He never quite got used to the metallic tang. He wiped his sword on the tattered remains of his tu...

Chains Willing Ch. 04

by Radiantlies5 on Oct 31, 2018
Sci-Fi & Fantasy

Chapter Four: A Princess Bound In... "We held hands as we watched their world burn." -An excerpt from the journal of Illiana Worms. She wrapped my, now almost entirely white, hair around her hand on the back of my head and forced her cock deeper into my throat. My nose dug into her bushy pubes and my chin rested on her balls. Sweat painted glistening love...

The Feminisation Initiative

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

It begun in the year 2100. A culmination of over-population, unemployment and sexual harassment demanded a response. In America, where the crisis hit hardest, there were massive talks and debates across the country. How was the problem to be fixed? Global warming had been identified, assessed, targeted and dealt with. Beginning in 2030 with the first femal...