Debby Ryan Stories

4,400 results
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A Stinky Problem

by prevacker on Sep 14, 2017
How To

When we lived in Denver, we had neighbors we socialized a lot with. They had also moved to Denver from Iowa, but a different town in Iowa from the one we had lived in. Usually we socialized as two couples, but my wife also went shopping with our neighbor Debby. I never really socialized one on one with Dave. Anyway, one day I was home alone and Debby came o...

Watching Wendy Clean

by Globaldon69 on Sep 14, 2017
Loving Wives

Watching Wendy clean our house for the past few years had kept me wanting more. She's 5'9" with great legs, flat stomach and perfect tits. She always cleans on Monday mornings and wears short shorts and tight t-shirts. It's nothing revealing but leaving nothing to the imagination either. My wife Debby used to get up early on Wendy's cleaning day and help o...

Bully

by DixitDomina on Mar 31, 2020
Fetish

"Debbie!" Edwin cautioned, "You shouldn't treat your brother like that!" "Dad, he is not my brother!" He looked more worried and shook his head at her, unhappy that she is always putting up a fight with Khanaan. "He was adopted! That's no brother of mine!" No matter what her dad says, she wouldn't listen, and her mum knew it, it was only she that cou...

An Earth Day Adventure

by BogartsBoss on Sep 1, 2017
Group Sex

It was a dark and stormy night. Well it had been when they arrived at the start point. Now it was a grey and miserable morning. The sun was just glowing through the eastern cloud bank. They didn't know each other. Each had answered an ad on their computer; 'Earth day Adventure. Are you tired of the life you lead? Do you want to make a Major Change? Respond...

Becoming Elizabeth Ch. 02

by bottomsatx on Sep 19, 2017
Transsexuals & Crossdressers

Author's note: Some of the sexual behavior chronicled here is patently unsafe. I really hope that the story makes your dick hard (or pussy wet, for my gentle female readers), but use some sanity when you're out in real life. As usual, there's truth mixed with fiction, but mostly fiction. I'll let you decide what's real and what's not. Chapter 2: Testing th...

The Regional Directors' Meeting Ch. 01

by ChazThain on Sep 13, 2017
Erotic Couplings

Debby and I go back to sophomore year of college. At least I was a sophomore. She was a senior, but we were the same age because I had bummed around for a couple of years after high school. I saw her across the room at my favorite hangout. She was hard to miss because she was standing with her roommate, Stacy. You can't overlook two pretty redheads togethe...

Pursuing Debby Ch. 02: Debby's Surprise

by The_Doll_Keeper on May 13, 2020
Romance

Debby's Surprise (Part II) This is a continuation of my story (Pursuing Debby (part I)) which was a tale of my age-old lusts and longings towards my sister's best friend, Debby. She was a few years younger than me, she was amazingly hot, and I wanted her bad. But graduation came and my life choices moved me away for a few years. During this separation time,...

Our Best Cruise Ever! Ch. 02

by sharojoe on Sep 15, 2017
Loving Wives

"Well, Sharon, are you up for it?" It was Debby on the phone; I knew exactly what she was talking about, but I wasn't sure I wanted to admit it. "Let's meet up on the deck and talk. I'll see you in 5 minutes." I turned to my husband, Joe. He gave me a knowing smile. "I know what you're thinking. You're starting to get cold feet. I just want to let know...

Our Town

by LaurelAspen on Apr 13, 2020
BDSM

Amanda's red heels flash colourfully as she walks purposefully down the quaint high street. Today she wears a calve-length denim dress with lower front buttons undone to reveal shapely legs and an entrancing hint of inner thigh. En route to a regular monthly appointment Amanda - naturally curly dark hair tied back with a bright cloth band - attracts admiri...

A Couple's Story

by moodcouple on Sep 1, 2017
Group Sex

The following adventure occurred at a house party we attended some time back. Some of the names have been changed, but the rest is history. HIS STORY Hearing a familiar moan, I pulled open the curtain serving as a door to the alcove next to the Group Room. There was my wife Pat lying naked on a mattress with Bill’s face buried between her legs. From the s...