First Time Pegging Stories

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Orientation
Length
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Infinite Scroll

Immortal Lovers

by VixxTheLover on Aug 12, 2020
Fantasy

This is a continuation of a story from the Cum Addiction storyline, along the "Your Daughter" path, which I wrote. I would suggest reading that story, but if you do not, here is a quick recap. John was a doctor treating a disease commonly called by the name "cum addiction disease". The disease made life difficult for those with it, as the...

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Panther Tales Ch. 02

by Snowkemper on Sep 14, 2017
Sci-Fi & Fantasy

Any character engaging in any kind of sexual activity in this or any of my stories is over the age of 18. ***** Panther Tales II-Snow's Story Part One 'At least it's finally over,' Sally thought as she walked awkwardly toward the sleen pens. A guard held each of her biceps, towering over her small frame, making sure she didn't fall. Her hands were cuffed...

The Student

by Eros con Pollo on Sep 12, 2017
First Time

"I don't know," Penney sighed, setting her tray on the table. "Sometimes I think these boys are coming on to me." "Of course they are," replied the older man seated across from her. "When you've taught as long as I have, you'll be used to it." "Really?" He laughed at the tone in her voice. "Don't sound so astonished, Miss Clarke. Even fat, balding fellows...

Rob and Susie

by SlamDuncan on Sep 13, 2017
First Time

The summer over, Rob pulled into the Quinn family driveway in his new Mustang convertible, top down. He saw his friend and next-door neighbor, Susie Baker, sitting on her front porch swing. He tooted his horn and waved at her. He had spent the last three months working for his Aunt Peggy at her home, a two hour drive away. They were both going to enter thei...

Derailed Ch. 04

by Uncle South Loop on Sep 14, 2017
Erotic Couplings

Thursday, I woke at 5:30 refreshed and eager to get to work where I could stop thinking about Amelia. By the time I reached the office, Iā€™d ratcheted my work mode up to a new height and attacked my work. I went non-stop to 7:30 before calling it a day. Having purposely worn myself out, I retired early and was asleep immediately. Friday was a repeat of Thurs...

Island Adventures Ch. 03 - Changing Currents

by Saltysooner on Jul 29, 2019
Romance

Chapter 1 introduced the main characters, Mike, Monica, and Cheryl. Mike ends up leaving his bartending job with Monica to work as a mate on Cheryl's charter sailboat. In Chapter 2, Mike's relationship with Monica suddenly changes from one of casual sex to something much deeper. In this chapter, his relationship with Monica ends before it barely begins and...

Lisa's Second Chance Pt. 03

by Lisa_Sweety on Oct 31, 2017
NonHuman

Introduction Lisa is an attractive, blonde 25 year old human living and working on earth. Alien life had been found over 100 years ago and various shady governments existed but were kept secret from the population. Space travel had become affordable and a growing industry blossomed. Fresh from a broken relationship and with no prospects, she meets a new fri...

Agnes Dourville Ch. 13

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

(The story continues -- after a hiatus -- with a long chapter and a new turn for Michael/Michelle.) * Amidst all my excitement about standing in for Anton's wife, I don't forget about Sharon back in Douglas. To me, doing something with Anton is quite sinful, forbidden and dangerous, while my memory of Sharon is all light, innocence and flowers. I send th...

Waiting Up for Michelle

by Kinky Writer on Sep 13, 2017
BDSM

"Going out dancing tonight ā€“ wait up for me." Matthew's heart began to race as he saw the text message from his wife Michelle pop up on his iPhone. The last time he waited up for his wife, his ass had been sore for a week... Of course, in reality he loved every minute of it, but much like her seemingly-innocent text message, it was something that was kept...

Evie's Promise

by AdamZasse on Sep 12, 2017
First Time

By Adam and Evie Lyn Zasse The authors of this story are real. The event described actually happened. It occurred on a quiet, peaceful afternoon several months ago. The experience initiated a new friend into the exciting and world of womanly pleasures. The authors welcome your comments. * Chapter one, Initiation Evie Lyn quickly set the lunch dishes i...