Sissy Friend Stories

145,580 results
Orientation
Length
Source
Infinite Scroll

A Quick Frolicking

by fulmineo on Sep 13, 2017
Toys & Masturbation

Theresa stood in front of the shop's window admiring herself in its reflection. She straightened her dress and adjusted her shades. The pink dress she had complemented her ebony skin tone perfectly and the fabric hugged her tightly, showing off all her curves. Judging her appearance as perfect, Theresa turned around and crossed the street to the sex toy shop...

NSYNC Seduction

by southernboy81581 on Sep 17, 2017
Celebrities & Fan Fiction

Warning, if you are offended by sexual acts between males do not continue. Damn, the whole thing still feels like a dream. I can still feel his soft lips on my neck. And who could forget his hands roaming the rest of my body. Maybe I should explain. My name is Will. I’m about 6’3 with long dirty blond hair and blue eyes. I’d like to think I’m in pretty goo...

New York Trip

by AZ_Pryncess_1 on Sep 12, 2017
BDSM

It started with an innocent weekend trip to New York. I was planning an exploration into the realm of BDSM with a girlfriend. We had been planning the trip for almost two months and now here I was landing at the John F. Kennedy airport. Her friend met me and took me to her. Turns out, he was her slave in real-time, unknown to me. He picked her up at her hou...

Magic for Dinner

by lovessaltedcaramel on Sep 16, 2017
Sci-Fi & Fantasy

Erica is my best friend. Stunning is the only word to describe her looks. She is about 5'5," light brown hair, and green eyes, their almond shape taking her otherwise All-American look into exotic territory. She thinks perhaps there had been a gypsy great-grandmother, but she isn't sure. Her body? I fight so hard to stop staring at her cleavage if she is wea...

My New Bride Gives It Up

by ThreesomeFan on Sep 14, 2017
Loving Wives

It was the first time the four of us had been out together: Julie's college friend Barb, her boyfriend Rick, Julie and me; it was kind of fun, a double date, a first for Julie and me. Julie looked really good that night, tight blue jeans fitting her sexy curves, hair black and very curly, nylon stockings and low heels. She had on some sort of tight-fitting...

Peach's El Paso Trip

by paulwtx on Sep 17, 2017
Loving Wives

I previously wrote about my wife's, Peach, first time with another woman (see Peach's First Woman). This time I'll tell about Peach's group experience in El Paso, Texas this last April 2002. To recap for those who have not read about Peach before, she is a 34-year-old blue-eyed blonde and my wife of nearly ten years. About five years ago we commenced a long...

Mom's Friends

by Boakester on Sep 17, 2017
Mature

I'm a 36-year-old divorced guy. I've never done well with women - ever. The only thing I have going for me is that I do have a slightly larger cock than most men. But it wasn't enough to keep my wife happy for more than a couple of years. I'm dull and I know it. Until a year ago, I had only had sex with three women in my life, with no encores, except with my...

A Little Reluctant

by sindermann on Oct 29, 2016
BDSM

"A Perfect Accessory" "I don't see why I have to stay at Aunt Kate's house just because you two are fighting," Suzy Westmore said from the passenger seat. She gazed out at the dense pine and cedar forest as her mother drove the "family" SUV through the Vermont countryside to their destination. She grimaced as she saw she was ba...

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Adult Animorphs

by remote74 on Dec 4, 2006
Fan Fiction

My name is William. I can’t tell you my name or where I live. What I can tell you is the truth. The Earth is being invaded. They can be your mom, dad, brother, or best friend. They didn’t replace them with some sort of clone; they’re under alien control: Yeerk control. The Yeerks are like parasitic slugs, but smarter and much worse for your health. They sli...

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Your True Self

by yodar169 on Nov 3, 2019
Cheating Spouses

My name is Tom. I'm a 24 years old, well built, tall, handsome guy. If we ever met in real life you'd think I'm a real alpha male. I have a good sense of humour and I act confident in nearly all situations. The truth is that most of the time I'm just faking it... In reality I'm very submissive and quiet. The lack of speech can be seen as a way of confidence...

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