Plenty O'toole Stories

63,274 results
Orientation
Length
Source
Infinite Scroll

The Way Back Ch. 01

by Alwaysraining on Sep 19, 2017
Novels and Novellas

A warning to the unwary. This is a long story that unfolds slowly as a man seeks to regain his life. It is in 10 parts containing 53 chapters all of which are completed and will be submitted daily. After that it's up to Literotica. It is written in British English. Though it is told in the first person. It is not autobiographical, but fiction. Any resembla...

The Visit to the Clinic

by martin mclaughlin on Sep 13, 2017
Erotic Couplings

The bell above the door rang and I looked up and saw you standing there dressed in a two-piece striped suit. You approached my desk and gave me your name Rosy O'Toole you said in a very business like manner. I asked you to take a seat and I would come over in a few minutes. You sat in one of the easy chairs and crossed your legs. The base of your skirt r...

The Beginning

by sclabh on Sep 17, 2017
BDSM

This is the first in a series of "stand alone" stories of a female submissive/slave who will come to be known as "sclabh". While there is certainly a difference (subtle to some, not so subtle to others) between a submissive and slave this will be played out as time progresses. Much of what appears in the series is from my (its) experiences as a slave and occ...

MaryAnn Loses Her Virginity

by MaryAnn678 on Sep 15, 2017
First Time

Maryann Loses Her Virginity In A Rite Of Passage, Only More Exciting This might just be the night. By tomorrow morning MaryAnn would be twenty. If things worked out she would no longer be the "last remaining virgin" of the class of '86. Her transformation shouldn't be difficult to pull off. MaryAnn was petite, blond, and beautiful. Her size 32 C breasts ato...

Sparks at Work Ch. 01

by atenai on Sep 14, 2017
Erotic Couplings

Here's a little short piece considering the 'What if' I missed out on last Easter. Do tell me what you think - vote or write - either way I hope you like this! ~A ***** "Have a nice night!" I wasn't really paying attention as I bid farewell to the ladies walking past me. "Night, Marie," one called. "See you tomorrow," another said with a smile. I just nod...

At Long Last Ch. 01

by like_a_bunny on Sep 13, 2017
Erotic Couplings

Leah paid for her lunch and turned to scope out the room. Business men and women crowded the tiny cafeteria, munching on salads and sandwiches and sipping bottled water. Finally her eyes landed on a table in the back corner, where her friend John sat waiting for her. Leah O'Toole and John Hall were best friends. They had known each other since they met on...

Seducing Teachers

by Coxswain on Sep 12, 2017
Group Sex

I was horny. No doubt about it. The day started with a glance at a surveyor outside my apartment--working his transit out in the street. He was a big, muscular guy who looked like he would know how to use his big cock. Any man with broad shoulders like those and pecs that bulged his t-shirt had to be hung. What a body. Perfect. My apartment was close to Th...

The Guest

by Rachel_Marie_30 on Sep 12, 2017
Group Sex

Anybody who knows me will tell you I'll do almost anything. I draw the line at skydiving and waterboarding during sex. Otherwise, I'll go with the crowd. If a dozen people I know all decide to go camping in the Rockies in January, I'm there. This can be a dangerous habit. On the other hand, it can open up opportunities to explore some things I normally woul...

Michael & Jayla: More Than Friends

by pgbrowngirl on Sep 12, 2017
Interracial Love

Michael is a very nice guy. I don't think he realizes it though. I know his girlfriend doesn't. She continually pushes him away and drags him back. He loves her but she treats him like dirt. Yes, I am infatuated with him, if you haven't noticed. I can't stand to see such a wonderful man be treated so badly. Stephanie's hardly a beauty queen either. Well, I g...

James Bond Redux Ch. 07: Diamonds

by 123z on Nov 29, 2017
Celebrities & Fan Fiction

Note- I do not own the rights to James Bond 007, neither the movies nor the novels. This is a parody intended for fun only. x Dedicated to Karen Dor from You Only Live Twice, another Bond girl gone too soon, RIP. x Amsterdam, 1971. James Bond didn't know an awful lot about diamonds except they were a girl's best friend. On a mission as secret agent 007...