Raising Tommy Stories

46,993 results
Orientation
Length
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Infinite Scroll

High Concept Ch. 04

by brethard on Sep 16, 2017
Interracial Love

After the success of "The Food Fight," Michael Carter and Abby O'Donovan desperately wanted to do a serious movie, to prove that they were real actors and not just comedy stars. Michael and Abby both dreamed of winning an Oscar, and set about to find the perfect vehicle for their talents. Michael came up with the idea of starring in a biopic of Sonny Clay,...

Wiseguy Encounter

by john152412002 on Sep 19, 2017
Erotic Couplings

Tomaso "Tommy Big-Shoes" Moldanado waited patiently at a small table in the rear of the "Peak Time" social club. He was not, by nature, a patient man, but he made exceptions. The Peak Time was the headquarters for the Panetti crime family. Tommy was waiting for his boss, a captain in the Panetti family, to give him a job. Not a job in the typical sense, but...

My Day With A Toy Boy In The Sun

by ianbornscots on Sep 17, 2017
Mature

It was the middle of summer and I was outside in the back yard washing my car in just a pair of cut-off jeans and a loose top that showed off a bit of cleavage when bent over. I was about just over half way to getting my car washed when eighteen year old Tommy popped his head over the fence. "Hi, nice day for a car wash." He said with a smile on his face....

Tommy and Mrs. Harris

by licksit on Sep 13, 2017
First Time

Tommy was eighteen years old when nineteen year old Agnes Johnson moved in next door. He was finishing the twelfth grade and she was beginning junior college. They met for the first time waiting for the school bus. Tommy, who had begun to masturbate at ten when he saw his first man's magazine, was, like most eighteen year olds, obsessed with girls and sex. H...

It's Just Wrong: Mothers and Sons 01

by fictitious on Sep 19, 2017
Celebrities & Fan Fiction

* This is part 1. Part 2 coming soon * The phone rang loudly, disturbing the silence of his office. He sat in his cozy leather chair looking over today's newspaper. It was a nice, sunny day outside, yet he felt the morning chill creeping in through the open window. The phone rang again. He closed the newspaper and carefully laid it onto the coffee table. He...

The Hotel Ch. 03

by HallidayTee on Sep 15, 2017
Novels and Novellas

As always, a number of the situations have been inspired by some of the small band of authors whose work I immensely admire, and to whose high standards I aspire. I have attempted to occasionally incorporate a flavour of their imagination in this new story, in tribute to them. Without their inspiration, I would not be writing. Chapter 3 - DAY TWO: DANNY IS...

The Houseboat Incident Ch. 03

by heatherheathen on Sep 25, 2017
Toys & Masturbation

My sister and I were the first to approach the boat, we could see Tommy slumped back in a foldout chair his head back as if he had passed out, however as we got closer we could see the brown blanket is his lap moving up and down which was barely visible over the side of the boat. My sister turned to Mark and Cody making a low shushing sound and pointing back...

The Saga Continues Ch. 04

by WifeWatchman on Dec 25, 2017
Erotic Couplings

This story is part of an ongoing series. The chronological order of my stories is now listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions...

Tommy's 18th Birthday Present Ch. 02

by leBonhomme on Sep 25, 2017
Group Sex

"Jess, show him what we like, need, like Sue is, but Tom can't see why," Ann insisted. Fuck! How did I get talked into this. Yeah, I wanted to rub my pussy - had been since I had spread my thighs and let him look at it - but I couldn't do that! Sue was, however, her fingertips hidden in her hair. She moaned and looked at me and murmured: "Forget he's your...

Preacher's Wife Rides with Tommy

by softspokenstephen on Sep 25, 2017
Mature

I want to thank people for helpful comments about my other story ideas and a few people for emails that gave me some good inspirations. I haven't written a new story in a while but I hope this is the start of a few more. ============== Tommy had plans for a quiet week in the summer but his Mom had other ideas. She was a big volunteer at church. When the pr...