Tiffany Stories

2,351 results
Orientation
Length
Source
Infinite Scroll

Hot Sex Instead of Dancing Ch. 14

by SusanJillParker on Sep 12, 2017
Transsexuals & Crossdressers

Please give me the support of your vote. * Tiffany discovers that her next door neighbor, Walter, is a cross dresser. "Walter?" Walter heard a voice that he immediately recognized. Cringing at the sound of her voice when he usually rejoiced at the sound of her voice, he was already turning a bright red in anticipation of her seeing him and him seeing her...

A Shemale Flatmate Pt. 01

by thereshegoes123 on Sep 13, 2017
Transsexuals & Crossdressers

Sonya sat broodingly in her desk chair as she stared at her coursework. Gosh, this is so boring, she thought, swivelling slowly with her hands in her lap, her unsexy hospital uniform of black tight trousers and white and blue shirt still on from her previous shift. She looked down slightly and held back a smile at the sight of her hand brushing the large str...

Something Fishy

by taylorsam on Jun 8, 2020
Loving Wives

The following is fiction. I am not an expert in chemistry or biology. What I detail in the story may or may not be feasible but for the world of my story, it can happen. Warning, I go dark in retribution, if that offends you stop here. I know you've heard it a thousand times. "I thought my life was perfect till that one day." That was me, Ryan Moss. I was m...

Don't Get Mad, Get Fucking Even Ch. 02

by hetup on Apr 10, 2018
Novels and Novellas

Disclaimer: I want to thank my editor Sexyvibe for his help and suggestions. I appreciate the time and effort to make my story more readable. All characters in this story are of legal age. ***** Chapter 02: The Next Seduction Gavin smiled as he walked into the school. Things had been going so well with his seduction of Catherine. As the days turned i...

Aaron to Ashley

by abc100 on Sep 18, 2017
Transsexuals & Crossdressers

To begin, I'm Aaron a 18 year old high school student, I have an older sister that goes to college in the next state. My dad is a doctor, he always either out of town or busy with a bunch of patients. My mom happens to be a fashion designer, she is also always traveling with her job. Myself I'm very average teenager, nothing special to the ladies 5'6 130 l...

Sibling Revenge

by dogen7 on Aug 20, 2019
Group Sex

"I hate him!" Jennifer yelled as she slammed the office door behind her. "What now?" her manager and lover, Sam, asked. He checked out the busty blonde. At 5'3" with 36 DD's her petite frame looked almost to small for her bust. But Jennifer knew how to dress to really emphasize her curves and it was, as everyone knew, part of the reason she was able to land...

Valley Wives Ch. 06

by mistress_diana on Sep 16, 2017
Novels and Novellas

It's July 4th and Darcy is going to hold her annual BBQ. She looks forward to this all summer as a chance to be the center of attention and show off her nice house and pool area. She thinks that Mike even puffs up with some pride each year as he stands in front of the huge grill and tends to the Texas-style BBQ. This year is no exception and Darcy has dress...

Tiffany's Lessons Begin Ch. 03

by shin1to on Sep 16, 2017
Interracial Love

The car door closing... mmmmmppffff... sounded very far away... the seat yielded to a large presence and Tiffany felt herself tilt toward it... the car started up again... that's good... feels nice... went through her mind as emotions rather than words. Her eyes opened and the scene unfolded before them... rear seat... huge car... sumptuous leath...

Lucky Alan Ch. 05

by TLMorgan on Sep 25, 2017
Erotic Couplings

Alan pulled up into the Wilcox's driveway a little bit after at eight. His big dick was hard as iron and painfully straining against his jeans before even entering the house. He flashed back to a couple of hours ago fucking Tiffany's and Charley's voluptuous 43-year-old mother silly in a rundown motel room and started to be come overwhelmed with excitement a...

Office Work Ch. 03

by RipRespon on Jan 24, 2018
Loving Wives

Monica turned her head to me and I saw that desperate look of "I need to cum" on her face. She was still grinder her pussy into Mike who was ignoring the rules with two handfuls of her tits and sucking hard on her nipples. Monica's eyes rolled up in her head and I knew she was about to cum, however, they were interrupted by a naked Tiffany who gently but fir...