Shameless Stories

4,414 results
Orientation
Length
Source
Infinite Scroll

The Tasting

by IraIrene on Sep 16, 2017
Transsexuals & Crossdressers

"Mmm. You're pretty in frills, sissy. Pink polka dots look good on you, and your lipstick is just so. Lift up your skirt for me, show me the panties you picked out." "Aww, those are too small. Your cock is poking out. Hee! Now turn around and wiggle your cute little tush for me. Good sissy boy. Now get down on your knees." "I suppose you're wondering why w...

What You Want

by ttocs68 on Sep 17, 2017
BDSM

We have been in the car 2 hours laughing and talking and we finally exit the interstate and pull up to the hotel and wait our turn for the Valet. I look over at you and smile. You're wearing a white pleated skirt, Navy Cashmere button front sweater, a string of white pearls and 2" white heels. To look at you anyone would think you are the perfect, sensible p...

The Midnight Alley (continued)

by MrGenius on May 9, 2018
Transsexual

Apologies for making another story. I lost my previous credentials so I cannot continue the previous story. Without further ado, lets proceed... Continuing from: You gasp... There you were, pressed up against the wall and being railed in the ass by this mysterious black woman. Even though it seemed there was no way it could've gotten worse, it had. Your frie...

Open in Reader

Airport Fun

by ttocs68 on Sep 14, 2017
Exhibitionist & Voyeur

It's the last flight of the night. The flight was relatively empty. We land on time and as I walk to baggage claim I can't help but anticipate what tonight will bring. You have asked me to fulfill a fantasy of yours, one we have discussed at length. It's the fantasy where you give up total control, where you obey every request, where there will be no bound...

Kelly's Tip Training- The Ad

by Driveher2cum on Sep 17, 2017
BDSM

Her mind was working at so many levels- the thing she was doing, the growing loss of control of her body, the feeling of him in her and behind her. But mostly, she could not understand why the humiliation of what she had become was so incredibly exciting to her. She was kneeling naked on the bed, her laptop computer in front of her and he was behind her, ju...

I Danced Ch. 02

by Fan_of_Lust on Aug 31, 2017
Erotic Couplings

For more background, please read the first chapter. As always, all involved are over age 18. I arrived in town two days before the wedding, and while I was excited to be back with close friends, I was perhaps more excited to see Travis again. It had been a while since I had last gotten laid, and it seemed Travis was a sure thing. However, the time leading...

Pleasuring Lauren's Ass Ch. 01

by suburbanlove on Sep 16, 2017
Anal

Phillip kissed the side of Lauren's neck as he politely fucked her from behind. Lauren's moaning was sweet and sexy as Phillip gently drove his small penis into her pussy. Phillip's penis was so small that Lauren sometimes didn't feel much of it when she was really wet. This is why Lauren didn't mind when Phillip fucked her ass, because at least she could fe...

In-Flight Entertainment

by Masterslut on Aug 19, 2017
Exhibitionist & Voyeur

I recall a situation which occurred to me, late at night on board my return flight to London, while most people around me were lost in their brief slumbers or fixed in a trance on their individual seat-back TVs with their endless stream of imagery. I was watching the final jousting scene in "A Knights Tale", when I remembered my slut and her excitement whi...

Cardin Winchester: A Tale of Control

by JohnDoe117 on Jan 27, 2020
Fan Fiction

Cardin stared at the small brown box in his hand. "Okay, pops, let's see what this is." Before he traveled to Beacon Academy, Cardin's father left him a gift, along with a strict order to open and use what was in that box just as he steps foot in the academy. He thought nothing of it at first, dismissing it as something his old man would give him f...

Open in Reader

A Christmas Cocoa

by Texguy84 on Sep 16, 2017
Anal

It's early on Christmas morning, and you are in the kitchen, enjoying a cup of hot chocolate. You feel my hands wrap around your waist as I kiss at my favorite spot on your neck. Your head tilts back as you sigh sensuously in response to my kiss, and I begin kissing around and down your throat as my hands slowly work their way up, my crotch grinding against...