Tail Buttplug Stories

28,016 results
Orientation
Length
Source
Infinite Scroll

Crossdresser's Private Gloryhole

by kccrossdresserleslie on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story, I am a crossdresser and this is the story of a wild wild night! HI. My name is Leslie, I am a very dedicated crossdresser. I have to live as a male by day because of work. At night I usually get home pop open a beer and pop a buttplug in my juicy hole, get on the computer and watching some dirty naughty things until I just have to dres...

CD Asst. Secy. Ch. 01: End and Start

by cdtycoon on Apr 22, 2020
Transgender & Crossdressers

All the characters in the story are above 18 years of age. INTERNSHIP ENDS HERE On Monday; 9th December, as usual, I woke up at 5:00 a.m. as it had become my routine even though my alarm is still set for 5:30 a.m. anyway I got up and took a nice cold bath from head to toe and came out wearing towel at my chest. Then I went to get dressed in my white drive...

Punished Asian Shoplifter Ch. 02

by asianspankee on Sep 15, 2017
Fetish

"Good," you say, "let me give you some more details so that you know what to expect. The duration of your punishment will be a total of 10 weeks, starting now. After today's punishment, you will return here once a week for your next 9 lessons. They will be progressively more painful and humiliating for you." An uncontrollable shiver sweeps through my slim b...

Lace and Love Ch. 04

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Jake walked back to the living and was happy to see Alice in her second position, on the knees with her arms crossed behind her back. She was waiting in front of the leather sofa chair where Jake would sit. Jake walked up behind her as he noticed all the toys laid out on the coffee table. He bends over and grabs her long black ponytail and lightly yanks her...

Gina Ch. 07

by Tommy1982 on Sep 16, 2017
Anal

I woke up with Gina's mouth on my cock. My dick had gone soft and slipped out of her ass during the night and, since she missed my cock, Gina had decided to suck it back to life again. "Good morning, lover," she said with her mouth full of my cock. "Good morning," I replied smilingly and grabbed her hair. I guided her movements on my cock with a firm grip...

Steve to Stevie to ?? Ch. 06a

by gbr2004 on Sep 13, 2017
Fetish

Ms Storm has videotaped me begging to suck her cock, and sucking it, and letting her cum in my mouth. I have been informed that if I don't do as told, everyone close to me will see a copy of the tape. I had been made to dress rather fem and go back to the gay lounge and hang around with some sissy fag boys. I even showed off for other men and let them watch...

Allison's New Life Ch. 19

by Goldeniangel on Sep 12, 2017
Novels and Novellas

Allison was incredibly happy, Todd was back and things were going great... mostly it was that she was finally completely fulfilled. Horny as she was, he tended to be even hornier, and she loved the way he put demands on her. Now she knew how Chad felt when Diana would fuck his ass and then send him to cook breakfast... one of Todd's favorite things to do whe...

The Perfect Sex Robot Ch. 09

by gmikeisbad on Sep 16, 2017
BDSM

I woke up in the trash. A fitting end to my time with Ms Rose (my rented owner)... even though that thought didn't occur to me at the time. It was still light but late afternoon in Marrickville Park... I was naked from the waist down, upside down in the plastics recycling bin with a used condom dangling down from my flaccid cock. The pearl of cum still t...

Locked Up Ch. 05: Wedding Balls

by Prof_Owen910 on Jun 1, 2020
BDSM

**Thanks again for coming with me on this twisted love story. All good things must come to an end, and this must as well. This is the last chapter of Locked Up, at least for now, and I hope it's a worthy ending for those of you who made it this far and are still enjoying. As a reminder, this tale, like those that preceded it, is a work of kinky fiction. As s...

Mind Control Harem Ch. 03.5: Shopping

by ObedientPetgirl on Feb 26, 2019
Romance

*This chapter has less smut than previous ones; sorry, there's a lot of character development.* ----- Cumkitty, Bitchpuppy, Tittytoy and Master arrived at the mall at about noon, in Master's car. While Tittytoy wouldn't be permitted to, since she was to only wear her breast decor and her panties, Master had taken Cumkitty and Bitchpuppy here to buy them ne...