White Sissy Stories

181,578 results
Orientation
Length
Source
Infinite Scroll

A Busride to Remember

by JohnDo on Apr 3, 2019
Fetish

Six hours in a bus. It was going to be a long trip. Luckily they would stop every two hours for a toilet and smoke break. There were very few people in the bus, so I made sure I was sitting alone. Even though there were plenty of seats available for some privacy, a gorgeous young woman asked if the seat across from me was taken. I told her the seat was free...

The Amazing Mrs. C

by Midwestguy98 on Apr 27, 2020
Mature

My first experience in the work forced was something I needed to share with someone. It's not like I could talk to my Mother. You all know I couldn't tell my best friend who happens to be my high school sweetheart. So I decided to basically tell all of you. I hope you don't mind. ***** I guess I should start at the beginning. I am a country boy from the M...

Fuck Around and Have Fun Ch. 02

by DickThePimp on Mar 3, 2020
Celebrities & Fan Fiction

While Tyra is filming her scene with Spence, I'm relaxing in my bedroom with two of my all time favorite sugar mamas, Oprah Winfrey and her best friend Gayle King. I have some rich chicks that like to take care of me, so I let em... and I take care of them with my fat ass cock. It's a mutually beneficial relationship. Oprah bought me a Bentley last time so...

Wife White to SlaveBitch BBC Ch. 01

by AliceBarker on Oct 5, 2020
BDSM

From Princess White to Slave Bitch to BBC Chapter - 01 I will tell you an earlier story about when I was married for two years to a handsome Dutchman and we lived in Amsterdam. He had a good job and when I moved there, I stopped working. At first everything was wonderful, I was his princess and he my prince but time is extinguishing the fires and life, wh...

One Horny Dream Ch. 2

by Dopefish777 on Sep 17, 2017
Celebrities & Fan Fiction

Holly opened the door, and she was pleasantly surprised. The guests Diana had brought were handsome, and as the bulges in their pants indicated, good choices for one-night stands. One, a 6’+ black man and the other a 6’ white guy. Both sported short haircuts and couldn’t keep their hands off Diana’s and Ashley’s ass or breasts, but Holly noticed they froze f...

The Drawing Board

by Joe132 on Oct 13, 2020
Fantasy

You get home from work, tired and hungry. You still can't believe your boss made you stay past 7pm again today. As if you had nothing better to do! Good thing your mom left you some leftover from dinner, she even kept it warm in the oven. You eat it quickly, then head up to your room, eager to finally try your new PlayBox game. You enter your room, grab your...

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Naughty Teen & Fiances Grandfather Ch. 04

by shoguy on Sep 25, 2017
Mature

Please read my "Naughty High Class Mom" pt.1 & pt.2 and "Hot Girl Leaves The Trailer Park" series. My fiancés grandfather began kissing his way up each of my thigh high stockings, over the elastic tops to the sides of my long distended fuck lips. He continued teasing me with his mouth and tongue for over an hour as he remarked about my sexy long...

The Ballad of Emily Jeffers Ch. 01

by Spectator1 on Sep 13, 2017
Interracial Love

NOTE: We probably all know somebody a little bit like Emily Jeffers. That girl who wasn't that bright, but had all the goods. And because she wasn't so swift, guys took advantage of her naivety and easily convinced her into back seats, out of her panties, and plowed her like a fertile field — and then passed her on to their buddies. While this story is ficti...

Valentines Day Virus

by GeorgeTasker on Sep 13, 2017
Celebrities & Fan Fiction

Dwayne gave a strangled moan of pain as he burst through the front door of his house, one hand clutched to his crotch and an expression of absolute agony painted over his face. With shaky steps he hurried up the single flight of stairs and rushed into his bedroom. He almost fell onto his bed and hurriedly unbuttoned his jeans, tugging them down to his knees....

More Than Neighbors

by Sunshine1980 on Sep 16, 2017
Interracial Love

Several years ago a couple moved into the apartment next to the one I was living in. We welcome new people into the neighborhood by taking some goodies to them. This allows them to know us and we have the opportunity to know them. Several of us in my apartment building went over to their apartment one Sunday afternoon with a can of Danish made butter cooki...