Timmy Stories

867 results
Orientation
Length
Source
Infinite Scroll

My Little Penis and Me Ch. 02

by mceh501 on Sep 12, 2017
Fetish

(((Note: All Characters in the following story are based on real people in my life, however it is not a true story. All the character's names are changed. All of the following characters are over 18. This story is about humiliation and a person with a Napoleon Complex, so to speak. If sph isn't your thing, move on.))) Hi, it's Tim again, I'm still living...

Timmy's Talented Tongue Ch. 02

by milfleglover on Sep 25, 2017
Mature

It was a most unusual night, to say the least. I'd just entertained friends at my annual Fourth of July party at my home near the beach, where fireworks would soon be fired off, and had the orgasm of my life at the end of Timmy's quite talented tongue. The curly-haired blonde 18-year-old was helping me clean up after the party, and we'd found ourselves in m...

Training Tim Ch. 03: Final Exams

by ualmech88 on Dec 23, 2019
Mature

This is the third installment of a series. It would be best understood if the previous two installments were to be read first but hopefully it can stand alone. Character development and background will not be repeated in detail. All characters are over the age of eighteen when any sex takes place. ***** Timmy lay back on the king sized bed once shared by h...

Dot Makes Tim a Cuckold Ch. 13

by wantwhitewomen on Sep 19, 2017
Loving Wives

After Tim's wife left with Antwan he was extremely sad and very mad and confused. Was this the end of their marriage? Was she leaving him or should he not be there when she got back? Tim didn't know. Hell he didn't know if he even wanted to be married any more. He was cussing and yelling to no one that he would dump the bitch and divorce her for fucking anot...

Timmy's New Job Ch. 02

by holycow614 on Sep 16, 2017
BDSM

Timmy was squeaky clean and drenched, much to his disgust, with a girly perfume. Timmy was taken to another room full of bright lights, make up, and extremely erotic lingerie. Mary unhand cuffed Timmy, then the other four girls forcibly strapped Timmy to a swivel type make up chair in front of a large mirror surrounded by lights. Puzzled, Timmy asked, "What...

Courtesan Ch. 34

by Goodhusband on Sep 19, 2017
Loving Wives

This is the thirty-fourth episode in a series entitled "Courtesan". If you have not read the previous thirty-three episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alt...

Jenn Ch. 02

by Younglover1124 on Sep 14, 2017
Exhibitionist & Voyeur

Jenn woke up to bright and clear Monday morning. It had been two days since she had put on her show for the tall skater punk and she was ready to get some more loving from her husband while thinking about him. Unfortunately for Jenn, Jeff was still visiting his mom. Jenn had some time off work for a couple of weeks while the dental practice she worked at got...

Breakdown to Breakdown

by tjryder on Sep 15, 2017
BDSM

A femdom- toiletslave- bdsm story (preface! A Europa Femdom colony story! Background! After the federation's economic collapse and the colony on the planet Europa was just begun, it was discovered that males reaching puberty needed a protein that was only found in the milk and waste products of females at puberty through to menopause. This biological condit...

School Daze Ch. 01

by grgy56 on Oct 12, 2017
Transsexuals & Crossdressers

"Come on, Timmy!" My mom, Jackie Taylor called out at me. "We need to find some things for you to wear to school." "Do I have to?" Nearly nineteen years of age, I was way past that point where I hated going clothes shopping especially with my mother. But obviously to her, I wasn't responsible enough to go on my own. During my short life, she'd always pick...

The Cruel Step-Mother Ch. 03

by Croony on May 13, 2020
Mature

'Good morning Timmy, how are you today? Did you sleep well?' asked Joanna, his step-mother as he walked into the kitchen. Timmy felt like telling her he would have slept a lot better if her mother had let him sleep. Joanna's mother Jean had been to his room after they had all gone to bed complaining she was horny and needed Timmy to do something about it....