Pegging Stories

1,124 results
Orientation
Length
Source
Infinite Scroll

Sun's Out, Bums Out

by Sissylexy on Sep 21, 2020
BDSM

"Lexy, come here," Miss calls, she sounds cheerful. I get up from the hall, where I have been kneeling naked for the past 2 hours. Despite the sunshine outside, there is a chill in this small room. I struggle to my feet and skip into the living room, hoping that Miss is as playful as her call to me suggests. "Sit on the floor Lexy, by the sofa, facing the t...

The Moral Slavery Ammendment Ch. 05

by Vslave on Apr 21, 2020
BDSM

Evan came up to the stage to collect us, attaching a leash to each of our collars and giving Mistress a signed check before leading us off of the stage. Mistress seemed annoyed on our behalf once she recognized him as the boy insistent on fucking Eve. Now he would get his wish. He waited for us to exit the theater and emerge in front of some busy crowds be...

HypnoSissy: Cum Cravings

by silkstockingslover on Sep 26, 2017
Fetish

Summary: Videos entrench his hunger for cock and cum. Note 1: Thanks to hfernandez1983 for the story idea and the intriguing revelation that hypno sissy videos exist. Note 2: Of course, all participants are at least 18-years-old. Note 3: Thanks to TexBeethoven, Robert, and Wayne for editing this chapter. Apology: This part was originally announced as bei...

Young Sissy Ch. 01

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series. * I don't know how long I was under...days, weeks....

Luxury Accommodation Ch. 04

by Whitesocks on Sep 26, 2017
Mature

Now that I had a home and a family I hated being away from them but my job took me to remote places in the world and I had no choice. Usually I was away for only a few days but sometimes for a week or more. The endless hanging about in airport lounges was misery and I loathed foreign hotels. I missed home cooking and it was only when I turned into the home r...

Becoming Abby Ch. 08

by Abby_Hart on Sep 24, 2018
Transsexuals & Crossdressers

We had laid together for about an hour, but my mind would not shut off. Not to mention my belly was growling non-stop. I slipped out from under Missy's arm gently, and she rolled onto her back. I padded across the room, and grabbed my silk dressing gown from the back of the door. I looked back at Missy one last time, before pulling it on and heading down the...

Learning The Ropes Ch. 05

by TheKinkyIndianGuy on Feb 4, 2020
BDSM

Author's Notes: This is a fictional story; any resemblance is just coincidental and uncanny. I would highly recommend reading previous chapters first to understand the characters and plot better. Fair warning: This is a BDSM story involving Female domination, spanking, humiliation and other fetishes. If this does not interest you, then please find somethi...

Society 1.4: Modernus Requies

by TitianaPrisca on Sep 16, 2017
Fetish

Jason woke slowly, his eyelids cracking and squinting against the harsh light pouring through open window curtains. He winced, and wondered what the hell he'd been drinking last night. His eyelids felt like sandpaper against his eyeballs, and he groaned. Realizing that the sound was muffled, he jerked his head up and came fully awake. Erik's arm tightened a...

Miss Emma Pt. 02

by theredheadboy on Jul 18, 2018
BDSM

Matti stood in the doorway to the bedroom of their suite, gazing at the woman he served. Reclining on the large bed, wearing only a thin silk nightdress, ending just above her knee, serene and beautiful in the light of the moon coming in the open window. The quiet of the Moroccan night outside their villa was broken only by the chirrup of insects, the rhythm...

'Jenny' & 'Mike': Romance & Threesomes

by hfernandez1983 on Sep 13, 2017
Transsexuals & Crossdressers

This is the fourth chapter in the 'Jenny' & 'Mike' series. If you haven't read the earlier chapters, then you may do so by clicking on my profile and reading them. They are listed in the following order: 'Jenny' & 'Mike': Date Night 'Jenny' & 'Mike': A Day Out 'Jenny' & 'Mike': Fantasy Sunday *-*-* CHARACTERS: James Winchester / Je...