Sissy Dildo Stories

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Trick or Treating with Sara Ch. 02

by BobDogwood on Sep 17, 2017
Exhibitionist & Voyeur

The next party we visited was being given by Camille. She was one really cool chick, who was getting ready to graduate (one of those weird mid-year things) and then she was going to join the army. The girl loved guns! She actually scared a lot of guys with her rap. Mwahaha! But most of them were sissies to begin with. Camille stood about five foot, seven, ha...

No Rest for My Ass

by humbleslave on Sep 17, 2017
Celebrities & Fan Fiction

This is a continuation of the "Being Brittany's Bitch" series. Your votes and constructive feedback are appreciated! Chantz Fortune had just finished fucking my ass and blowing a load from her squirting strapon all over my face, hair and tits at the opera, and was dragging me to the car. "You're in for a long night, bitch," she snarled. "No one embarrasses...

Revenge at What Price

by midnightwalk28 on Sep 16, 2017
Transsexuals & Crossdressers

Alex breathed heavily, sighing for the thousandth time as his eyes stared into the screen. His eyes burned as they began to water, as they surveyed everything on the screen again. After one more long breath and sigh he turned away as he ran his fingers through his thick hair. He rustled his own hair as he began to rethink his career choices like did every da...

Cross Dresser Dominated Ch. 01

by johnfell69 on Sep 16, 2017
Transsexuals & Crossdressers

I never knew his name. I did remember him, however. He had the thickest cock I have ever seen and probably will ever see. To say it was beautiful was an understatement. It was majestic! Let me backup to the ad I placed on the internet. Where do I start? Well, I have to confess to everyone my deep desire, no, my deep fetish, about wearing women's clothing....

David Invites JoJo Over

by polishjoe on Sep 16, 2017
Transsexuals & Crossdressers

This is a continuation from House Sitting. I had help from Graham who inspired me to write this story. It is written from David's point of view. Although I fucked Del that night, for the first time in our marriage I was thinking of someone else. I just couldn't erase the image of our sexy neighbor lying bound and helpless on our bed wearing the very same pe...

The Motorcycle

by TxRad on Sep 16, 2017
Romance

A few months ago, I bought a 1983, Honda VT500 motorcycle. It wasn't in bad shape for it's age, but it still needed work. The bike appeared to have been laid down, as three of the turn signal lights were broken. There were a few scratches here and there, along with a dent in the tank, and a missing side cover, to attest to a hard life at times. It hadn't bee...

Broken Toys

by GoddessVictoria on Sep 16, 2017
BDSM

When he had first been introduced to her something that he didn't fully understand had made him suspect that she was a person with a streak of sadism topped off with a generous portion of cruelty. He was about to discover just how right his suspicions had been. In fact, he was about discover that he had greatly under estimated the depths of her sadism and cr...

Escalation Ch. 03

by interqueen on Sep 16, 2017
Group Sex

Alison could hardly breathe. Her body felt like it was burning up from the inside, engulfed by crippling orgasms every few minutes. As the tenth man sunk his cock into her, she whimpered, feeling the familiar pleasure rising within her yet again as he pounded her stretched pussy. She felt like every nerve ending was burned out, yet she surprised herself over...

In Praise of Pindicks Ch. 01

by rembrandt on Sep 14, 2017
Fetish

Welcome all to the first of what I hope is an informative and eye opening look into an untapped resource that is available to all us ladies out there. Imagine having a man at your beck and call, ready to drop his plans and pick you up, always willing to give your feet a rub or help you get ready for a night out. A man you can be yourself around, bitch abou...

The Transformation Ch. 02

by dblife2 on Sep 13, 2017
Transsexuals & Crossdressers

Several days later in my secret email account I got a message from Bill. It simply read, Need my balls drained, Marge is going to be late getting home tonight. I'll give you a call." I responded back that I wasn't sure I could make it. Several hours later I got a response back from Bob, "If I call you, you will be there, see attachments. Remember, you made...