Sissy Girl Stories

198,414 results
Orientation
Length
Source
Infinite Scroll

Slowly Changing Pt. 02

by DaPenguin on Sep 19, 2017
Transsexuals & Crossdressers

The second installment into the trans formative story. ***** It had been three days since my first expedition and not much had happened. I had worn dresses and skirts for the entire time but never had I done much else. Christy had been slightly teasing towards me but in general she only asked me to obey the one rule she gave, "You won't wear any pants unle...

Welcome Home Master

by oo0_Master_0oo on Sep 13, 2017
BDSM

He unlocks the door and enters His home. The workday quickly flows from His body. His troubles seem to melt away. A rye smile creeps over His face. Anticipation fills His veins. He dumps His keys and briefcase on the bench, cracks His knuckles, and heads to the pantry. He slides the door open and let's it bang against the inner wall, knowing it can be heard...

Human Mattress Ch. 02

by HungryGuy on Sep 13, 2017
BDSM

Doug yawned and awoke. A ray of sunlight filtered in through the crack in the curtains on the single window of his dorm room. He lifted his head up and saw that it was only 9:18. Too early to get out of bed on a Saturday morning. The girl upon which he was sleeping squirmed a little. There had been so many girls the past few weeks that he could no longer r...

School For Sluts

by Hattori Hanso on Sep 12, 2017
Fetish

"Dean Whitaker, your two o'clock is here." The Dean looked up from his desk and responded to his secretary, "Let her in." Seconds later, a beautiful brunette strode through the door into the Dean's office. The Dean looked her up and down. The girl wore a white, strapless sundress that fit her curves nicely. The Dean, a quick wit and keen observer, enjoyed...

Black Girl Power

by hantheman on Aug 18, 2017
Fetish

My name is Monica and I am a 45 year old white women with blonde hair and green eyes who owns one of the biggest companies in the country and one of the richest women in town and my height is 168 cm. My husband who had a share in this company died 5 years ago from and illness. I managed to keep the company going after his death and nowadays it actually doin...

Defending the Enemy Ch. 02

by psychobrattylove on Sep 18, 2017
Interracial Love

I just wanna thank every one for the support and criticism good and bad. It's encouraging and makes me want to continue with the story . "YOU HAVE THE AUDACITY TO KICK ME IN THE NUTS FOR CHEATING WHEN YOU'RE FUCKING YOUR RACIST CLIENT!" William shouted. "Yep someone's gotta show her what a real man can do!" Collier smirked, taunting Billy. "What did y...

The Ride

by hunglo567 on Sep 12, 2017
NonHuman

I maneuvered my old hand me down pickup along the dark wooded back road that my GPS told me would lead to the small resort that I had booked for Shelly and I. Too bad that she wasn't going to be there, that bitch, two hours before we were supposed to leave she called and told me that she was leaving me for that jock asshole Evan. Of course I couldn't get my...

Bet Gone Awry

by Biochem on Sep 17, 2017
Loving Wives

My wife and I have always had a healthy sexual relationship. We never felt the need to stray, though we were open-minded about sex. We also like to discuss the subject of sex with each other and sometimes get into arguments about it. We each thought the other sex had it easier when it came to seducing a partner. This was the source of our disagreement that l...

Silkie's Lesson

by SirHawk2uFl on Sep 16, 2017
BDSM

It was your typical rainy day, Monday, everyone was gone. And your home alone. Going about your daily choirs when you hear a knock at the door. Thinking it was nothing more then your average day, you walk to the door and open it. A smile on your beautiful face as the door comes open your smile disappears into terror. Before you stands a man almost 6 feet ta...

Big Girls And Big Guys Orgy

by Samuelx on Sep 1, 2017
Group Sex

Angela Baron smiled as she walked to the door. Finally, her friends were there and the party was about to start. For the last time, she checked herself in the mirror. What she saw pleased her. At the age of twenty, this brown-skinned chick stood six feet tall, chubby but sexy, with a voluptuous body, large breasts, thick legs, wide waist and huge, round butt...