Raising Tommy Stories

46,993 results
Orientation
Length
Source
Infinite Scroll

Orlando Trip Ch. 02

by baddad53 on Sep 17, 2017
Loving Wives

Saturday Saturday morning we woke up at the hotel in Orlando. Diane dressed in a pair of white short that just covered her ass and a button up denim shirt that she tied under her boobs. She wore her hair in a ponytail with a colorful band holding it. She was showing off her smooth, flat stomach and long, suntanned legs. She worn white sandals with bright re...

Ashleigh's Adventures Bk. 2 Ch. 02

by A.W. Root on Sep 15, 2017
Novels and Novellas

Ashleigh woke up and looked at the clock. 5am. Suddenly the thought struck her that she was at the wrong house. Not that she didn't like being here in Tom's bed with him sleeping beside her but her work clothes were across town at her own apartment. She slipped quietly from the bed and went into the bathroom, closing the door behind her. After her shower, as...

A Tale of Two New Years

by lil_elvis on Sep 13, 2017
Erotic Couplings

Alex stood in the predawn darkness of his driveway, the only light coming from the open tailgate of his red jeep. ‘How many times are you going to make sure you’ve got everything?’ he asked himself, but ran through his checklist once more anyway. He knew all the Christmas presents were there, along with his suitcase, laptop and briefcase, but, anxious as he...

Coeds at Camp Ch. 02

by Spengler on Sep 17, 2017
Humor & Satire

"I cannot believe you, Margie Stone!" Tina Lambert said as the girls followed Laci Roosevelt across the neatly-clipped lawn of Whispering Pines Resort. Margie held up her left hand. She had fashioned the sprig of Tina's pubic hair into a pinkie ring. "Yeah, I guess I got a little carried away back there. It's not everyday that you see Sheba the Amazon Queen...

The Interview

by perfectfuta on Sep 14, 2020
Transgender & Crossdressers

I don't know why I agreed to this. There was a reason why I avoided these kinds of conversations. I had a sinking feeling in my stomach that this wasn't going to go well. Rounding the corner, I saw the coffee shop. There was safety in being in a public place, and I picked up my pace. The sooner we started, the sooner we got it over with. As soon as I walke...

Pretty Flowers Ch. 04

by Octave888888 on Jul 27, 2020
Romance

1. All characters are 18+ 2. No characters resemble real people 3. Enjoy the fiction -- CHAPTER 4 -- Yesterday, I had escaped Melody's house without incident with Harmony. I knew Harmony had only been visiting for the weekend, and she was leaving that day to go back to her parents' house. But a few hours after saying goodbye that day, I was at my house...

A Sissy's New Daddy Ch. 05

by sissyneko on Sep 25, 2017
Transsexuals & Crossdressers

When the loud speaker blared that Billie had a visitor he was tied to a stool. Billie had become a plaything for a few of the more business savvy residents of Blofield State Penitentiary. When prisons became smoke free buildings cigarettes were no longer the illicit currency of choice. Stamps had come into fashion because they couldn't keep you from mailing...

Tommy's Neighbourhood Ch. 06

by TheTitLover on Sep 25, 2017
Mature

Thanks to EndOfStory my forgiving and tireless editor. Feedback is always so important, so remember to comment or send me direct feedback, no matter how long the gap is between me posting the story and you reading it. Getting feedback often draws me into writing a bit more on one of these stories, so if you like it, make your contribution by dropping a bit...

The Beach Bum

by fantasyhunter2 on Sep 16, 2017
Group Sex

Author's note: Thanks to me friend Jen, for being the final pair of eyes to help with my editing. The Beach Bum Part one – The Stranger Arrives The tall dark haired stranger sauntered into the Beach Shack like he was one of the regulars. The Beach Shack is a dump of a bar at a beach mostly missed by tourists and snowbirds. That is why I hang here and why i...

Bitch in Heat

by Eve LeRieux on Sep 16, 2017
Erotic Horror

Tina pulled the comforter around her shoulders a bit tighter as she settled down on the fake leather couch, remote control in her hand. A bowl of freshly -puffed popcorn and a glass of soda sat beside her on a coffee table. "Another Friday night alone! No doubt he is down at Joe's Bar getting drunk as a skunk again!" she muttered to herself, switching the...