Crossdress Brother Stories

44,291 results
Orientation
Length
Source
Infinite Scroll

Hyperspermia Pt. 01 Ch. 01

by novella_champ on Jul 3, 2018
Novels and Novellas

This is module one, chapter one. This is going to be a novella of sorts. The intent is to have 3 modules total covering different times in our main characters life. While it is feasible to read any of these independently, this is a carryover story, so reading them in order is beneficial. Module one, our main character, Stanley, is a senior in high school....

A C&W Song in the Key of Life Pt. 05

by A_Bierce on Mar 6, 2018
Loving Wives

Five years later Nothing has happened to dim our delight that Shelley picked up that errant roofing nail and the following fortuitous flat (whenever I wonder what would have happened if she hadn't, I think about the poems and aphorisms that start "For the want of a nail..."). Our reconciliation rutting was followed by another hour of making sweet love and...

Train Ride

by Moesieman on Sep 5, 2018
Anal

All persons mentioned are older than 18y of age. This is strictly a fictional story. *** It all happened in the year 2000. I was on holiday, young, single and too horny for my own good. My brother got married earlier the same year and during his wedding I met a girl whom I befriended. In the months that past Sabrina and I chatted a lot and got to know e...

Bisexual Somali Manhood

by Samuelx on Nov 26, 2018
Group Sex

Meet Mokhtar "Moe" Ismail, a tall, handsome Somali Muslim gentleman living in the City of Ottawa, Ontario. He moved there from his native Somalia ages ago, and has been living here ever since. By day, Mokhtar is studying Business Management at La Cite Collegiale, and hopes to get a government job someday. Mokhtar is thirty two years old, but believes it's no...

Love for Leona Ch. 10

by ROBERTODAVO on Jun 19, 2018
Erotic Couplings

'How's your brother?' Leona asked. She was with Jules and the two women were doing some shopping in Puckle Street on a Saturday morning. 'Gareth's fine,' – defensively – but he's often a bit moody and distant,' Jules was examining some glassware in a gift shop window. 'He doesn't talk easily to me. 'Are you seeing him again?' 'I don't know. I go out with...

The Snake-Prince and the Wren Ch. 01

by elleminette on Dec 10, 2018
Novels and Novellas

If you're interested in more than just easy sex and uncomplicated lustful liasions, this story may just be for you. I've been crafting these characters and their relationships for many years now, and it was all because I was wandering around on Literotica one day and wondered to myself 'what if the lord who kept the slave actually had more than one? what if...

Camping Connection

by Adonisblack1 on Jan 14, 2019
Interracial Love

When you are a divorced woman in your early forties, your "friends" tend to arrange dates disguised as "outings." The reason is, because they see you as the lonely professional sister that "needs" a man to complete her circle. And while the thought of having a man was a nice thought. I knew that needing one was a non starter. You see, I make no bones about...

Haunted House Tickle

by Johnthomas1969 on Oct 16, 2018
Exhibitionist & Voyeur

Zoe stood outside the old abandoned mansion, that was supposed to be haunted and looked at her mom. "I don't know, mom," Zoe said. "What? This was your idea. I left my own Halloween party in order to come here with you. Making your father very upset, I might add," Amber replied. "I know, but it doesn't look this creepy during the day," Zoe commented. "Um...

Careless Poppy

by DonBrown on Mar 28, 2018
BDSM

Poppy 22, approached the end of the side road, she was under 5 foot so only was only just able to see over the steering wheel. She had stunning hazel eyes with red shoulder length hair. She was still fiddling with her seat belt, never looked and just pulled out. Her, a 40 something business woman, did not have a chance to avoid her. Their cars met as if...

My Boner Stops Time Ch. 03

by JeffreyFreemont on Sep 19, 2017
Sci-Fi & Fantasy

Theodore Logan and Sara Clark are once again trapped in a time vortex. They have fucked, laughed, slept, bathed, and eaten together for three days, they are in love. "Hey Sara? I think it's time to get out of here." "Awe...Ok." Sara whined, wanting to stay wrapped in his arms longer. "Will we still be together, tomorrow?" "Theo Baby, I love you, I don't...