Roll Reversal Stories

67,316 results
Orientation
Length
Source
Infinite Scroll

Gillian Ch. 02

by jmbasquiat_fan on Sep 16, 2017
Anal

Gillian 2: The Help As I watched from the crack of the nearly closed armoire, Mistress Gillian hastily undressed herself. She threw her pretty new dress on the floor. I was shocked- her underclothes were black! Most proper ladies wore white or other light colors. Still, the sight of her dressed so daringly aroused me. I wondered why she could possibly be dr...

My Girlfriend's Strap-on

by ClosetCS on Sep 11, 2017
Fetish

I love when my girlfriend fucks me with her strap-on dildoe. It all started when she would rub my ass while she sucked me off which felt so good. Then it progressed into her fingering and massaging my prostate which felt even better still. In fact, That's how I discovered the "anal orgasm". I didn't even know that existed until she gave me my first one. I su...

Trap of the Tentacles

by Spation on Aug 28, 2020
Transsexual

A beautiful young female body shone through the darkness. Her face seemed slightly contorted, her brows frowned, her mouth slightly agape. If her eyes had not been covered by a blindfold, surely it would have showed a clear expression of fear. Her lips were quite plump. Thin neck, clear white skin, large breasts with pink, puffy nipples and wide hips. Her ha...

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Reversals Ch. 01

by RachelClark on Sep 11, 2017
Fetish

Promotion It was a sunny and pleasant day in downtown Chicago; the sun, high in the sky, was warming the busy streets of the city as Summer was just getting underway. Julia sat outside at a busy corner bistro, alone at a table, just off Michigan Avenue, across the street from the Art Institute. Lost in her own thoughts, she idly strummed her long red nails,...

Calista’s Unhappy Love Affair

by JamesLacy on Sep 15, 2017
BDSM

By James Lacy. This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Please provide feedback, if you choose. All comments appreciated. Calista had been training her submissive Nina for over a year. She had grown very fond of the young woman and finall...

The Taste of Submission

by vkseverin on Sep 12, 2017
Fetish

I woke up to her scratching my back softly. I loved that feeling. "Are you awake?" she asked me. "No," I moaned. My head was killing me. We'd been out late the night before. Several glasses of wine with dinner and then a few more drinks with friends. My head was aching and I was tired but I could feel my spirit rising as she traced her nails across my back...

Chelsea

by FiveDots on Aug 24, 2020
Transgender & Crossdressers

This is a story about role reversal and dick growth. If this is not for you, turn back! Feedback is appreciated, enjoy! ---- In retrospect, we would have walked away immediately from the "Penis Genie" if we hadn't been drunk out of our minds. That's not really what this mysterious stranger called himself, that's just what we kept calling him after he offer...

Dressed for Disaster: The Sequel

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

FORWARD: This is the third of five episodes of the Dressed for Disaster saga, immediately preceding “Vendetta’s Diary.” Patrick Summers wandered the streets of lower Manhattan in an aimless fog, the chaos surrounding him a lurid backdrop for the turmoil between his ears. He had just suffered two tremendous shocks: his narrow escape from the collapse of the...

Kim & Laura

by bestower on Sep 15, 2017
Transsexuals & Crossdressers

Kim had been at University of two months before anyone knew about her secret. To all normal appearances she was a perfectly normal girl, small and cute with jet black hair and a sweet well defined face. Her legs were smooth and thin and these were often laid bare below tiny denim mini-skirts which highlighted her firm rounded arse. She sported a pair of lus...

Savannah's Anything

by MrSwitchesSwitch on Feb 7, 2018
BDSM

Savannah had the perfect night planned. She had been thinking and planning for weeks. Her outfit was crazy, but she felt confident and sexy. She knew she probably didn't need it, but it definitely didn't hurt. But what she wasn't quite sure about was how he would respond to all of her demands, but she figured if she had worked him up enough beforehand, he wo...