Shemale Pegging Stories

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Length
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Infinite Scroll

A Gift in Disguise Ch. 14

by Talespin on Apr 2, 2018
Novels and Novellas

"Murph really likes you, Tom," Bethany said softly while we walked hand-in-hand to her car. "He seems like a very nice guy," I answered. "And he obviously thinks the world of you, too." "He's a good judge of character," Bethany said as we approached her car. "Humble much?" I chided her laughingly. "I meant yours!" she responded with a good-natured punch...

Monster Fever

by Armphid on Sep 25, 2017
NonHuman

A cool wind blew over the parking lot high atop the sharply sloped hill; curling around the repeating pattern buildings that made up the suites of off campus student housing and bearing with it the crisp scent that promised a fine October evening. The buildings were sharp and clean looking and for the most part, uniform and static. But here and there, hung...

The Teamviewer Mature Files

by jothesmo on Apr 23, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. * The computer screen shone light upon my plain-white panties and bra, making them glow obscenely atop my peachy white skin. Since the divorce, I'd become brave in private and crossdressed on occasion. That sometimes ended up all day. The webcam was on, but I wasn't in any kind o...

A Shoulder to Cry On

by CaffeineFetish on Dec 16, 2019
Novels and Novellas

This story is a sequel to my previous story "The Irishman at the End of the Bar". I'd recommend reading that for the continuity. I would further like to the give a special shout to everyone who helped make the last story more successful than I ever imagined it could be. I never dreamed it would rank as all time number one for the genre on Literotica. I don't...

Drive

by BurntRedstone on Mar 31, 2020
Loving Wives

Author's Notes: 'Drive' is my story for Literotica's Highway Song story event. This is another first for me. Dipping my toe into the Loving Wives category... and hoping not to pull back a stump! Truthfully, considering how volatile this category is (and some of its readers are), I have NO expectations. It sinks, or it swims, whatever. DAMN the TORPEDOS!...

Wingnut

by ausfet on Mar 7, 2018
Non-Erotic

Robert leapt up the polished hardwood steps of the New Farm art deco apartment building, an overnight bag slung over his shoulder and a bunch of flowers in his hand. It was Friday night and after a two hour journey he was just metres away from his destination. He'd first made the trip to Audrey's home twelve months ago. He'd gotten hopelessly lost driving...

Life is a Runway

by Fred190666 on Nov 26, 2017
Transsexuals & Crossdressers

Notes from the author: Hi again everyone. To my own surprise, I managed to squeeze a little extra idea from my youthful memories for a story. It's a Lady and the Tramp type of romance with a glider championship in the background. Fair warning to all: this story has A LOT of background material... I hope it's not too much and that you will all still enjoy you...

The Rise and Fall of The Queen of Hearts

by Stormbringer on Sep 19, 2017
Interracial Love

A Golden Shower Universe story Copyright 2013 by Stormbringer * Olivia Queen Hart turned her BMW on to her driveway and honked the horn twice. It was a little ritual she did to inform her husband that she'd made a sale. Sure enough, he came out of their lovely three story house with a broad grin on his face, their five year old daughter in his arms. "Cong...

Endangered Ch. 11

by ltpc on Mar 12, 2019
Sci-Fi & Fantasy

Thanks to Lunarlilith, GCMIVB4, BD88, JB, and Trimtab for editing assistance, as well all the other helpful souls. I couldn't do it without you. Fair warning, this story contains themes of pseudo-incest. Enjoy. *** Previously on Endangered Chris and the team return from Brazil, and Radek's demonic origins are finally exposed. The brood resolves some int...

Questionable Heroes

by Porridgemcgee on Sep 16, 2017
Novels and Novellas

Oscar is a down on his luck thief who starts dreaming the future. Robyn is a high school science teacher searching for answers after her mother is murdered. Romeo is a dangerous assassin plotting to infiltrate a secretive Columbian drug cartel. Johnny is an ambitious and manipulative nightclub owner looking to move up in the world. Zulse is a geeky unive...