Gaping Stretching Stories

69,536 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Jack and Jill Pt. 06: Jean

by candyflosslover on Jul 13, 2020
Transgender & Crossdressers

They had been trying for a baby for some time and had come to the sad realisation that it wasn't going to happen without some intervention. The doctors wanted them to use donated sperm and have insemination, but it seemed so clinical. Jean had told them about a breeding club that she had worked in and they both liked the sound of it, but as she was walking t...

Stretching Pt. 04

by ggerard87 on Sep 19, 2017
Fetish

Circa 2004 There was a perfect storm brewing, and my little Amy was undergoing a transformation. While Amy was spending hours stuffing herself with the big dildo or both, I would now only watch big dildo porn. The more I watched girls stretching themselves with huge dildos, the more I became obsessed with it, and the more I liked doing it to Amy, or watchin...

Ally's Letter to Jack Pt. 04

by Anal_Ally on Sep 15, 2017
Letters & Transcripts

Dear Jack, First of all thank you for letting me have the curtains and gas back for the duration of Carl's stay and the door to his bedroom. Carl's obviously reading these letters now that I linked him in, so I'm going to list all of the rules that you and Carl have given me so that we all know what is expected of me when he comes to stay: 1)Even though t...

Beth and the Plug Pt. 09

by mofguy on Sep 19, 2017
Sci-Fi & Fantasy

When Beth awoke, she felt sore and itchy. Apparently Darko, the centaur left her on the tree trunk when he was finished with her, buttnaked and unconscious. It was already dusk, so she must have slept there for quite a while. When she sat up, she realized she will still filled down there. It was not her usual plug, but something else, something much more un...

Stretching Pt. 06

by ggerard87 on Sep 19, 2017
Fetish

Part 6. The Next Level. Circa 2006 In the four-year span since first introducing Amy to a single big toy, her once tiny pussy had gone through an impressive transformation. My plan to get her hooked on huge dildos had worked better than I ever imagined it would, and had maybe even gotten a little out of control. Why would someone want their sexy wife cons...

Welcome Home

by diasorrowen on Sep 13, 2017
Erotic Couplings

Just a short post from another story that I'm working on. Using it to gauge interest, as this is my first post here after all. Let me know what you think and if improvements can be made to the scene. ~Dia * She gasped softly as she felt him embrace her from behind. His strong hands cupped her large, bare breasts, giving them a slow stroking squeeze as he...

Shannon's Submission Ch. 02

by alexanderdevalley on Sep 16, 2017
BDSM

Chapter 2: Shannon's The Party The knocks on the door crashed in Shannon's ears like a pounding bass drum, her heart beat quickening, her pulse racing, thumping in her ears. A slight feeling of embarrassment, anxiety and arousal falls over Shannon, knowing she is bound spread wide for the visitors eyes, her ass filled with the short, fat jelly butt plug, th...

Stretching Pt. 06.5

by ggerard87 on Feb 6, 2018
Fetish

Note. To those following our journey, and paying attention, I somehow accidentally uploaded part 8 last time, skipping an entire 2 years of our stretching adventure. Below is the missing section which links part 6 to part 7, which is actually part 8. The story should make more sense now. Part 7. The Point of No Return. ***** Circa 2008 Since that fatefu...

Proving Myself Pt. 01

by rockhard231 on Mar 17, 2020
BDSM

I knocked on the door. She opened it, standing behind, out of sight. I walked in as the door closed behind me. I started removing my clothes, laying them in a pile beside me. I stood there, fully naked, as Miss came around to inspect me. She ran a finger down my chest, over my limp cock, before forcefully grabbing my balls. "You haven't been cumming without...

Bubbles

by MTL17 on Mar 2, 2020
Celebrities & Fan Fiction

Disclaimer: This is a work of fiction. I do not know or own Alexa Bliss or Nikki Cross or any other former or current WWE women. ***** Alexa Bliss is not a bottom! Well, not anymore. She couldn't deny that in NXT she'd been passed around like a paid for anal whore, her poor little bubble butt hammered so hard and often that her ass hole was constantly gap...