First Time Pegging Stories

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Orientation
Length
Source
Infinite Scroll

The Third Clearwater

by Damos on Jan 5, 2019
Fantasy

The Arrival It was a rainy day in Forks and looking out the window was met by Sue, my Aunt staring at me through her mirror at me, "It's Okay Damian, Charlie will take care of it all!" "I just can't believe she is gone! it was only yesterday when I was sat there watching the game with her and now she is gone!" she nodded before smiling sp...

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My Favorite Stalker

by Samuelx on Aug 18, 2017
Fetish

"Mistress Darkness, I'm going to stalk you until you agree to make me your slave or I die, I simply can't have a supreme Black Goddess like you in the hands of White dudes, Black male submissive types like me need you too," Ralph Bellamy said to me, and I looked at the tall, dark-skinned, nerdy young Black man with the deranged gleam in his eyes and sighed....

He is Your Master Now Pt. 06

by DomAlphamann on Oct 19, 2020
Transgender & Crossdressers

At the start of his first full day at the mansion, Ambrose decides to submit himself to whatever fate Cassilda ultimately plans for him, even though he is still daunted by whatever that fate might be. As a result, his stress is greatly reduced. Then, a new, unforeseen player arrives and contributes to his newfound mental well-being, even as she works to faci...

Tease, Party, Peg

by magmacdowel on Sep 11, 2017
Anal

Lynn was examining herself in the standing mirror when her shirtless husband, James, entered the bedroom. His olive-tan skin was still beaded with steam from his shower. She looked back at her dress. It was a teal and coral printed sheath that hugged her curves, even with the back unzipped. "Someone looks nice," James said as he came up behind her and place...

The Job Pt. 01

by DreamCloud on Sep 11, 2017
Novels and Novellas

Author's Note: This story was edited by Tim413413. His work was embarrassingly difficult. I actually think he spent more time on this than I did. Thank you sir! ***** The Sun began to threaten Jayden's chair. The awning just wasn't big enough to block the tropical rays. He scooted the chair back another couple of inches and it hit the café's wall. He had m...

Hedonism Island: A Gloryhole Heaven

by silkstockingslover on Jul 13, 2020
Illustrated

sent by online file sharingSUMMARY: NOTE: Thanks to the amazing Alison Hale for adapting my original story and creating the images that follow. This has been an amazing experience to collaborate on such a story. A fantasy many women like me have dep inside us. NOTE 2: This is the second part to a potentially lengthy series of one woman's (and to a lesser e...

The Vindictive Stranger Ch. 05

by SEVERUSMAX on Dec 16, 2017
NonHuman

Melanie Hatch was in the middle of another threesome with Janice and her old man, Quinn, with Quinn taking her from below while Janice took her from behind with a strap-on dildo. Yes, his new diet (surprisingly delicious, given how healthy it was), as well as his vitamin and exercise regimen had curtailed his ED issues sufficiently that he could enjoy sex ag...

Keeping an Open Mind

by Templar_Writer on Nov 4, 2019
Fetish

Not much to say about this one, just an idea I have been meaning to get to. "Okay, now I'm asking you to keep an open mind." Having just finished a great meal cooked by my girlfriend, Seema, for our anniversary, I was in a good mood. However whenever she asked me to "keep an open mind", it didn't mean the same thing other people mean. When she uses that phr...

Sexy Black Boots

by latexdoll on Apr 8, 2007
Fantasy

While walking through the local mall you suddenly notice one of your fellow coworkers coming toward you and not wanting to deal with this obnoxious jerk you find yourself quickly ducking into the next store you see to get out of sight. With out even paying attention to the store you find yourself walking all the way to the back of the store to get out of sig...

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The Fourth Floor of a College Dorm

on Dec 21, 2016
Erotic Couplings

You throw on a red t-shirt and do up your jeans. You know tonight's a big night, lots of chances to make good with the ladies on the floor. You check yourself out in the mirror and figure that you're looking about as good as you're ever going to. You received the unique luxury among the people of your floor through a fluke of paperwork that never got correct...

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