Role Reversal Pegging Stories

36,997 results
Orientation
Length
Source
Infinite Scroll

Futanari World

by styxmaster on Apr 16, 2016
Fetish

You wake up this morning to the sight of your younger sister Sarah pulling your covers off of you. "Get up Doug, you don't want to be late for school." You get dressed for school after Sarah leaves your room. you never mind school that much, you mostly get B's and A's in your classes but given the opportunity you would like to just stay home and wa...

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The Unexpected Change

by L0tsaluck on Aug 30, 2017
Loving Wives

My heart was racing. I was warm and sweating. My mind was spinning and stomach churning. I placed the faded red-covered diary on the nightstand and lay back on my pillow. I was exhausted but unlikely to sleep much. My wife was fast asleep next to me and had been for over an hour. I couldn't put the diary down. It was incredible; never in a hundred years wou...

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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Bed and Breakfast Hotwife

by donaldelliott11 on Mar 9, 2020
Loving Wives

[Note: The hotwife in this story is, well, a wife, right? That means she has a husband. When she gets hot, he becomes a cuckold. You following this, Annony? Get over it, or read a different story. Oh, yeah, one more thing -- BTB is a fetish and has no place in Loving Wives.] *** Tracy and Don Elliott, empty-nesters in their late 40s, supplement their incom...

Grace Under Fire Star Does Blacks

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

Brett Butler looked at herself in the mirror. At the age of fifty three, she still looked good. Blonde-haired, blue-eyed and curvy. Blessed with Irish good looks that simply refused to fade. Unlike her star in the upside down world of Hollywood. That one faded so damn fast she went from being a household name to a nobody in no time. It had been so long since...

Black on Black Pegging: Shrinks

by Samuelx on Sep 11, 2017
Fetish

I like to fuck Black men in the ass with my strap-on dildo. There, I frigging finally said it. I sat in the psychiatrist's office, and unburdened myself. Dr. Theodore Morrison, a six-foot-four, forty-something, balding Black guy in a sharp business suit, sighed deeply. The doctor's office, located near Baseline Road, is tastefully decorated. He studied psych...

Nyomi Banxxx Strapons Brian Pumper

by Samuelx on Sep 12, 2017
Celebrities & Fan Fiction

Nyomi Banxxx smiled to herself as she eased the strap-on dildo inside legendary porn actor Brian Pumper's asshole. The macho Black porno stud groaned as she penetrated his ass with her toy. The tall Black dominatrix berated the wannabe rapper/porn star as she began fucking him. She knew he liked it. For he was the one who approached her for this kind of acti...

Pegging with Passion

by boyboygirllove on Mar 27, 2018
Anal

I walk into the bedroom and pause, resting against the doorway. I see you bent over the bed with your legs slightly parted. I can see your balls, full and round tucked up against your body. It startles me to see you like this because usually you are the aggressor. Your arms are extended over your head and your face is turned, looking back at me over your sho...

Sam's Story Pt. 09

by Shadykingcolor on Jul 6, 2020
Fetish

As I sat in the basement...the dungeon, contemplating my new life as "Trisha." Mel's anger. She knows about Cassie. How my life is forever changed, I ask myself "was it worth it?" The door creaks open. Someone begins to descend down the stairs. It's Cassie, holding a cup and saucer. "Tut tut tut, Pet. Who's been a naughty little sissyboi." She purrs while...