Dildo Gag Stories

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Infinite Scroll

The Man That Owns Me Ch. 01

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

Unlike many of the other men I saw, let visit me and have their way with me, he was not to the cum-and-run type. Most men are. He was different than all the rest. Most of the men I met online and allowed to visit me at my house were all hot and bothered in the chat rooms, hot to be with a sissy boy that was all femmed up and girly girl. But as soon as they w...

Curious Jade Ch. 02

by JackPorter23 on Sep 16, 2017
Group Sex

It had been two months since I had started college and my roommate, Lynn, and I had been getting along great (to say the least). Now, with November here and Thanksgiving right around the corner we had decided that neither of us really wanted to spend the holidays with our families and would much rather spend it with each other having fun and getting into wha...

Denise Richards is a Peeping Tom

by knight13 on Sep 16, 2017
Interracial Love

The long legs stepped out of the cab as almost every man's eyes quickly glanced at them. The long brown hair flowing in the wind and the sunglasses just above her perfectly shaped nose and pouty lips. Denise Richards had every man's attention on that sidewalk as she exited the cab. She began walking to her apartment feeling everybody's eyes on her body. Wel...

Bachelorette Party: Preparations

by slinky_kitten on Sep 13, 2017
Fetish

When Julie woke up that morning, a little smile smoothed over her lips. She remembered the plans for the day ahead and she found that she was nervous and excited at the same time. A warm and wet tingling started up between her legs and she bit her lips. Should she? Mmm... She was going to be so horny all day if she didn't. Julie reached into the drawer besi...

Renata's Vacation Ch. 05

by Calandria on Sep 14, 2017
BDSM

As opening day approached at our new club near Almería, our preparations became more urgent, and I decided to take Martina into my confidence as a sort of second-in-command, to fulfil the role I had started to take on under Doña Francisca at the club we had so recently left behind. Sergio was in full agreement, especially as it meant the three of us sleeping...

Late Night Coffee Ch. 01

by Estcher on Sep 14, 2017
Group Sex

I opted to revisit my first stories on Literotica. I wrote this story sitting alone in a hotel room. I decided to fix it up and finish the tale. - ETHAN WAS GETTING exhausted of the life of living in a hotel. He was away on business and had left his wife and kids back home. He was now on day fourteen and still had two weeks to go before he would return hom...

Katie's Gift

by Soazoldman on Dec 2, 2019
Loving Wives

This is an entry in the 2019 Winter Holiday contest so vote if you enjoy it. I contemplated which category to submit this story in, some might consider it taboo since it involves sex between a wife and her father-in-law but it really belongs in Loving Wives. Enjoy. *************** "Oh Yea," I cried out as his hard thick cock stretched my opening, penetrati...

Sisterly Love

by LaceyDresser on Nov 18, 2019
Mature

Prologue: The following is the first in what will be a long series. At least three installments, most likely more once I'm done documenting everything. What transpired at the time was too lengthy to even think about publishing in a single narrative so please bear with it. Thank you. As always, comments are welcome as long as they are constructive. * Out...

Alexis' First Time Ch. 02

by alexis19901 on Apr 27, 2020
Transgender & Crossdressers

A few people seemed to enjoy the first story I wrote so I thought I'd give Ch. 02 a go. Again this is not a true story but you never know, one day it might be. After my first time being fucked, I wanted more. So back to the site where I met 'Daddy' from the previous to chapter to see what I could make happen. I'd been on the site for a number of months and...

Beautiful TGirls Train

by FrankHarris1 on Mar 3, 2020
Transgender & Crossdressers

Emily: I'm 19, and I've been transitioning through hormone therapy treatment the last eighteen months. I've always felt that I was a girl, and was mistaken for one often enough over the years. I have a slender physique, with very little body hair; what there is, is very fine. My facial features are quite feminine; certainly I have long felt that my true gen...