Sissy Pimped Out Stories

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Pimped Out Sissy Bitch

by Gemsissy on Jan 12, 2018
Fetish

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit. I glanced at the phone....

Pimped Out White Sissy!

by nancyvasquez on Sep 16, 2017
Anal

Hi everyone! I haven't posted in a while, but I definitely have been having a lot of experiences. Best news is that I found a new adult bookstore to hang out in! I found out about if from a guy who I gave a blow job to in SECRETS in Jack London Square in Oakland. He asked me if I'd ever been there, and I told him I'd never even heard of it. It's a place call...

Making of a Sissy Whore Ch. 03

by SecretAgentFun on Oct 21, 2019
Loving Wives

Pimped Out If you haven't read the first 2 chapters, it might be a good idea so that this makes more sense. Your call, and I hope you enjoy either way! *** Jeff stepped off the bus feeling defeated as he walked the five blocks back to Brad and Kayla's place. He couldn't even think of it as home now, since Kayla was sure to kick him out tomorrow. He was jo...

Wife Turns Slut For Husband Ch. 02

by Dirty Slut on Sep 26, 2017
Group Sex

The Worm Turns Intro: As you remember in the last saga my husband had begged me to turn him into a cuckold. As things turned out I found out that he wanted to see me fucking other men, and not just any men, but black men with big black cocks. It was a torturous decision for me, but as I loved Billy so much I finally made contact with a black man on Billy’s...

My Mistress Ch. 03

by Kandy5647 on Sep 12, 2017
BDSM

Hello Peoples of Literotica! It's Drew Nelson again! And I'm back in full force! This time I'm here to not only tell you about my stunningly gorgeous Mistress Tameka. But! I'm here to tell you about my new Master Quentin Devonté Sterling as well. My God what a man he is! Wait! What am I saying?! He's a pure bred God! He's this 6'6, 210lbs, dark brown eyed,...

Meagan's Story Ch. 01

by TX_Fun_Dr on Sep 19, 2017
Interracial Love

All characters are at least 18 years of age * Chapter 1 - Getting to Know You OR - Yes -- I am a Size Queen Cougar I guess introductions are in order. So Hello, I'm Meagan Swan, 32 years old, a highly accredited high school math teacher and well, I LOVE to fuck -- young hard HIUGE cocks to be precise. Guess that makes me a COUGAR and I'm ALWAYS on the pr...

Jesse's Journey Down a Rabbit Hole Ch. 19

by sadkins116 on Sep 15, 2017
Illustrated

Jesse and Marcus tried to sleep, it was difficult with the ball and chain still attached to their butt plugs. They would drift off to sleep but then wake with a shock whenever they moved. The balls were heavy and slippery, weighing almost twenty pounds. The stainless steel finish was polished with a thin coating of something very slippery, like Vaseline. Whe...

Girl's Night Pt. 03

by DifferentBreed on Sep 14, 2017
Fetish

Fisher climbed the stairs slowly, wary of the quiet that hung over the upstairs. As he hit the landing a soft moan emanated from the bedroom and his heart raced as he entered the doorway. There, framed in the soft light of the bedroom lamps, was Sophie kissing another woman. Her crisp white shirt was unbuttoned, exposing the top of her supple breasts, and gi...

Breeding my White Wife Ch. 10

by Lordshark on Sep 11, 2017
Interracial Love

EPILOGUE Allot has happen since the breeding party that started all of this. It has taken a extended time period to get it written. During that time Angie finished her Masters Degree, she changed jobs, and we had a child get married and the other get divorced. All of these things slowed down getting all of the party into writing and polished enough to even...

Anklet Adventure Pt. 02

by dometoo on Oct 29, 2018
Interracial Love

Day two of our cruise started with the sun shining through the open balcony slider and a slight, warm breeze dancing over our naked bodies. The rhythmic sound of waves breaking against the hull was memorizing, almost hypnotic. My beautiful wife of 20 years and I lay exhausted on the cum stained sheets she and her bull made without me last night. We were both...