Sissy Fucked Stories

161,189 results
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Length
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Infinite Scroll

What A Wife

by wifewatcher6969 on Sep 17, 2017
Loving Wives

She was a 22 year old petite brown haired 5 foot girl at the time with 34 B breasts that were very nice and perky with sensually arousable nipples that begged to be licked. Her best feature was and still is her ass. Firm, deep and built to take a pounding which it often did. Her ass turned the heads of young guys and older men alike. She had always been tol...

Lila Claire

by jack_ing63 on Sep 2, 2017
Erotic Couplings

I don't know how you did it to me. I must have chatted and had cybersex with a hundred women but only you got me to tell you about my best friend in high school. It was my proto-bi experience. I told you in the chat room how we would play strip Poker and then jack each other off. I can still remember the feel of his cock in my hand. It was a little shorter t...

My Neighbour's Story

by hays on Sep 3, 2017
Erotic Couplings

Hello this is a story that really took place but names and locations are changed I am a good-looking man 33 years old and I established my own company few years ago. Once I was working late and on my way out I heard some noises I looked towards it and saw that the door to the office next to mine is opened and there is an argue going between two women and I...

Mrs. Robinson

by Mag58 on Sep 12, 2017
Mature

"Shit! I don't believe it! That's Mrs. Robinson!" Greg gasped as we turned the corner on our way home from the gym were we both worked. "Mrs. Robinson; like in the movie?" I asked. "Not really. I told you about Karen, didn't I?" he continued, "this is her mum," as we walked towards a middle aged, tartly dressed, bottle blonde, woman who was just the right...

CJ Stories: Cowboy Up Ch. 02

by CJs_Hubby on Sep 12, 2017
Exhibitionist & Voyeur

That Friday Steve showed up at our home before CJ got home from work. I invited him in and he dropped his cowboy hat on the lamp table by the front door as we walked to the kitchen. I got us each a beer from the fridge and we sat on the patio and talked about his new job. He wanted to shower and get ready for dinner so I showed him to the guest bedroom. He a...

Perspectives: Reed's Decision

by Starjammer22 on Sep 13, 2017
Erotic Couplings

Freshman Year - Reed's Decision After eating a surprisingly good brunch (which included three glasses of warm orange juice and two aspirin), Reed Johnson made his way to his dorm room. The previous night was mostly a blur to him - thanks to the "punch"... yet what he did remember consisted of images and wonderful sensations. The proof of his sensations was...

Ladies of the Club Ch. 01

by LynnGKS on Sep 13, 2017
Loving Wives

Dear Reader: This story is a continuation of the story told by Diane Miller in "The Perfect Wife" and is now told by a new character Fred Clarke. The ladies of the club were out in force tonight, I thought, as I surveyed the dining room. In the corner I saw Bridget with her bright red hair and big tits sitting next to her distinguished, grey haired husba...

Bully

by qualitywheat on Sep 14, 2017
Loving Wives

Hi, my name is Christine, Christine Harton, I am 37, married nearly 20 years, love my husband even now, never been unfaithful, I've never wanted to be, even though I am good looking enough to have got just about any man I know, or even don't know if I wanted. I have felt like it a few times, but never given in to temptation, well, not until I was forced int...

Smallville: Before the Storm Ch. 2

by oldman50 on Sep 12, 2017
Celebrities & Fan Fiction

Whitney handed the camera to Lana and slowly peeled out of his clothes, feeling his cock twitch and quiver as he stared at the naked blonde at his feet. She was watching him over her shoulder, wiggling her ass back and forth, her fingers working in and out of her wet, loose-lipped pussy. Her eyes were half-closed with lust and he could hear the soft moanin...

The Wand of Freya

by Sissyhalo1 on May 11, 2020
Transgender & Crossdressers

I never believed in magic or witchcraft or any of that mumbo jumbo but Lacy did. Which was cool because we hooked up and I started dating her back when she was this stacked hot short gothic witch chick. And she was Bi too which was also kinda hot. And we went steady for like three years before I dumped her. She'd kinda put on weight and she was like getti...