Ass Plug Stories

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Amy's Anal Masturbation

by AmyHenderson on Sep 16, 2017
Anal

Anal sex. I know guys love it. Guys seem to always want a girl's ass, or at least, all of my boyfriends have always wanted to try anal with me. There must be something about a guy forcing his cock up a girl's tightest, most private hole that they like. Certainly I've never felt as vulnerable, as submissive, as when I have my legs up in the air and a guy is s...

O Holey Night: Ass, Mouth, Pussy

by SueDanym on Nov 24, 2017
Anal

When Nick's tongue penetrated her naughtiest hole, Anne's eyes rolled back in her head. It certainly wasn't as big as his cock, but his tongue was warm, wet and talented. After torturing Anne by slowing circling her puckered rear entrance, he finally entered her. Calling out in joyous rapture, she came, almost immediately. It was the night of the annual Ch...

My New Boss Ch. 20

by DVS on Sep 15, 2017
BDSM

This chapter is part of a continuing story. Although some chapters may stand on their own, for proper character development and story line intensity, this series is a continuous story and should be read as such. It was a snug fit, but that plug had to come out. I wanted to fuck that tight ass, and to do that, the plug had to come out. So, that was the nex...

Pleasing My Master Ch. 03

by her_Masters_Slut on Sep 16, 2017
BDSM

This is a series of stories explaining how I met my Master, what I do to please him, and how he punishes me when I am bad. This story describes the first time my Master used my ass. We had experimented a little previously. One time we had been on a business trip for a conference. Back at the hotel my Master and I had been laying on the bed and I had my bac...

Learning to Submit Ch. 10

by kitten_d44 on Jan 20, 2020
Novels and Novellas

Author's Note - This story is filed in Novels but is heavily BDSM in nature so feel free to skip over it if that's not your thing! Thanks everyone for continuing to read and support this story! For those just jumping in here, I recommend starting at chapter 1 to fully understand the characters and background. Thanks also to ftw752 for continuing to give...

Hadley's Other Cherry Ch. 02

by TotalKnockout on Sep 18, 2017
Anal

This is part two of a three part story. To read part one, go to https://www.literotica.com/s/hadleys-other-cherry-ch-01 To read the first installment of Hadley and Jack's story, Hadley's Cherry, go to https://www.literotica.com/s/hadleys-cherry *************************** Harvey Henderson was padding upstairs with a glass of water when he saw lights shi...

Anal Training Ch. 04

by Catchandrea2397 on Mar 3, 2020
Transgender & Crossdressers

Hello Pet Welcome back. Are you ready to continue your training? Good girl. Yes thats what you are now. My little girl. My little slut. I hope you've been training as I instructed. Have you been teasing that desperate ass of yours? Good. Before we continue I want you naked and clean. Ready? Good. I need you to get a few things ready for me p...

Best Friends

by ILuvAnal on Sep 12, 2017
Anal

The saga began on a beautiful, hot, July, Friday evening in New England. My wife and I are fortunate enough to have a nice cottage on the shores of a large, pristine lake. The lake is quite deep, very cold and clear enough that you can see into depths of 30 or more feet. Though there are hundreds of homes and cottage along its shores, our camp is located...

Submissive rose's Training Session

by rosesubslut on Sep 25, 2017
BDSM

I get home from another stressful day at work, looking forward to a nice long weekend. I walk through the door and immediately begin to strip off my clothing. This has become so routine that I don't even think about it anymore. I hear the shower running and know that he's getting cleaned up for tonight. He already told me Daddy has something in store for us...

Simon's Sluts

by Ellyce on Sep 16, 2017
Transsexuals & Crossdressers

Chapter One – Wake Up Call The alarm went off and I groped for the "snooze" switch out of habit. Then I remembered that I had day maid duty today and sleepily rolled out of bed. Wandering into the bathroom, I pulled the shortie nightgown over my head and observed myself in the full-length mirror starting at my red-painted toenails. My gaze wandered up my sh...