Riley Stories

1,206 results
Orientation
Length
Source
Infinite Scroll

Always Ch. 04

by LKilkenny on Sep 21, 2020
Romance

This is the 4th installment of the story of Raph and Riley. More and more characters are becoming regular players and as always, new characters are introduced into this fictional world that becomes more real with each chapter. As always, I wouldn't put a story up here without it getting the seal of approval from my editor, RandyD1369. Disclaimer: All char...

Better as Riley Ch. 02

by cactusaur on Jun 5, 2019
Transgender & Crossdressers

Riley's journey continues with the help of her sister and new girl friend. Themes: Feminization, trap, anal, incest, promiscuity, free use, exhibitionism, creampie, lesbian, cheating ***** Ryan woke to a bright beam of sunlight sneaking through a crack in the curtains directly into his eyes. He groaned and rolled over, bumping into a warm body that snugg...

Georgia goes to University Pt. 04

by VanessaEvans on Mar 3, 2020
Exhibitionist & Voyeur

Part 04 - Sleeping with a camera between my knees. I woke up that Tuesday morning with my right hand on my wet pussy. I sat up, looked down and was happy to see that my legs were where they were when I went to sleep and that the camera was still where I had left it. I jumped up and almost ran to my laptop. It took me seconds to find the files for the camer...

Midnight Shenanigans

by jaxxspector on Sep 13, 2017
Group Sex

Debated for a while whether to post it or not, figured what the hell. Not my favorite story but I still liked it. Disclaimer: Only adults of legal age should read, yada yada legal stuff. Credit must be given to me if shared elsewhere, yada yada yada, here comes the sex. Later that night after work, I decided to take a shower. I invited Kate to join m...

Riley's Awakening

by rckplsky on Sep 16, 2017
First Time

Riley had been on her own for a long time. Both her arms had full sleeves of tattoos. She'd been bouncing around from friend's places and homeless shelters. She was 18 and still a virgin. But that would end tonight. She stood about 5'3" and was barely over 100 pounds. Her hair was short and very tomboyish, her natural black with a few streaks of blonde mix...

OFSTED Inspection

by 232GingerWriter232 on Sep 16, 2017
Anal

Riley Michaels rolled over in her bed and slowly began to stand up. In 20 minutes she had to be out the door, dressed and ready, for a hard day teaching Art to the Sixth Form at Lou Dobbs High School. She showered first, drying her hair while eating a slice of toast and packing her bag. She dressed sexily, but decently. She was getting observed today and if...

Butt Jewelry

by Xarth on Jul 15, 2020
Anal

Author's Note: This story takes place in one of those high schools where everyone is eighteen or older. You know the ones. **** Riley waited for Jen by the front of the school. She smiled when she saw her friend approaching and turned to fall into step beside her. "Morning," Riley said cheerfully. "Morning," Jen greeted her in return. "Anything interesti...

Pegging Suite

by rckplsky on Sep 13, 2017
Anal

They arrived in the order I told them to. Holly first. Zoey second. Riley third. We met in the bar/restaurant of the Hyatt. I had all ready set up the room earlier around check in time. That was at two it was now nearly eleven. I ensured all the amenities were there and that I closed the blinds. The room had a balcony, but I don't think we'd need it. Bu...

Always

by LKilkenny on Jun 22, 2020
Romance

"Always" is a story of young man and young woman, from different backgrounds and socioeconomic worlds, that meet unexpectedly. Neither were looking for love, but sometimes, love finds you whether you're looking for it on not. As with my last -- first -- story, this is a tale of love and romance more than a sex story, but there's a little of that too. I hop...

Home Sweet Home Ch. 04

by CaffeineFetish on Nov 16, 2020
Novels and Novellas

I get some complaints on the length of time between chapters, but this isn't my day job. Yet. It's either I write stories like these on a monthly release cycle between the detective stories I usually release quarterly, or I go dark for three to four months at a time. These stories allow me to test concepts and try new things outside of my normal format. You...