Sissy Blacked Stories

11,287 results
Orientation
Length
Source
Infinite Scroll

The Countess and the Contest

by darkheathyr on Sep 16, 2017
Transsexuals & Crossdressers

"Heathyr." The haunting, melodic tones of the Countess' voice rang out through the cold, silent house. Even after months in her service, I still couldn't get over the way the exquisite marble floors and twelve-foot arched ceilings managed to create seemingly impossible acoustics. It was as if the entire house was built to obey her beck and call -- which prob...

Reluctant Submission Ch. 12

by xlilkittenx on Sep 14, 2017
BDSM

The whole mansion was a hive of activity. The slaves were rushing about, preparing food, serving drinks for the guests. Fern was serving drinks in the main lounge. They had put her and the other slaves serving in maid outfits. Fern felt quite uncomfortable every time she had to bend over as she was fully aware that her ass was on display. Isobel walked int...

Jamie's Descent Pt. 04

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Fiona stood in front of me and said sharply, 'Stand, slut!' It was a tone of voice that made you think arguing about it wasn't such a good idea. I got up as quickly as I could, nearly falling over in my haste to obey. The tip of her pink tongue appeared and slid along her full lips. She had seemed tall before, but now she towered over me. I saw that someho...

The Lawn Rangers Ch. 14

by texaswade on Sep 14, 2017
Group Sex

My girlfriend Claudia and her twin sister, Monique, had just watched John fuck my ass. We had all spent the evening at a costume party. I was still wearing part of my costume as a Victoria's Secret angel in fact. I had collapsed onto one of the two beds in our hotel rooms. "Oh my god Bobby...," Monique said. "Your ass is gaping open!" I moaned a confirma...

Adventure Night Ch. 01

by Pghwriter on Sep 17, 2017
Fetish

"Yes, Mistress, I understand." In truth, I didn't really understand. I didn't understand how it was I'd gotten myself into this position, but every time She spoke, I listened and did precisely what I was told. "That's a good slut," She said into the phone, and then it went dead. I sighed. Not even a "goodbye." As I drove home from work, I realized that I...

White Gurl Pimped in the Hood

by Stephisissycd on Sep 11, 2017
Group Sex

After Black Mike made me his bitch, showing up at motels all over town dressed like a street hooker, he sent me a text one day. "Hey bitch. I need you to dress really slutty, get smooth and totally clean, and meet me at the motel at 6th and Los Angeles st." I knew where that was, right by skid row. My pussy started to throb thinking about what black mike h...

Two Hot Blondes Get Burgled Ch. 07

by scatwoman on Jun 15, 2020
Interracial Love

Chapter 7: "Repercussions" "SMACK!" "RRGH!!" "SMACK!" "MRRGLFM!" "SMACK!" "CRFFT!" "Heh, whatsa matter whiteboy?" Donk chuckled as he stood behind Todd and alternated slapping the left and right side of the bound quarterback's face with his flaccid 20-inch dick, "doncha like big black dick as much as yo girl over there?! I thought ALL white bitches lo...

Sissified by My Sister

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

I will never forget that night. The night I discovered how I truly am. My true self. Its an unforgivable night. And I never thought my little sister would be the one to help uncover this part of me. I was a young, average 19 year old, my sister and I were home from college for winter break. I had short, blond hair and my sister had brown hair cut about at h...

Hypnotized to Try a Gloryhole

by rand0m on Aug 22, 2018
First Time

This is a 100% true story I finally decided to write. I'm not much of a writer or story teller so this was meant to be more of a recollection of the first time I sucked a cock and the story behind it. Although I consider myself straight, I've always been into eating my own cum. Like a lot of guys into this, the idea is a huge turn on but after blowing my lo...

It Happened in Mexico Ch. 01

by Angelscuck on Sep 14, 2017
BDSM

Joaquin lay in his prison bunk, his cock throbbing in his hand. He was thinking about Angel. Angel, the woman who had told him she could not see him anymore. She had found a man she wanted to marry, a man who could give her what she needed emotionally, love, understanding and security. A man she could depend on to treat her with kindness and always be ther...