Margaret Cuckold Stories

9,294 results
Orientation
Length
Source
Infinite Scroll

Naughty Neighbour

by Quillman on Sep 17, 2017
Mature

Nothing had ever happened except pleasant exchanges between us. Margaret was a widow who had moved into the flat next to mine some two years earlier. I imagined that she must be in her early sixties, and had led an uneventful life. On a couple of occasions we had shared a late afternoon tea, and being a typical male, I had found myself taking the chance to e...

Out of the Ashes Ch. 03

by Hurradiegams666 on Jan 20, 2020
Sci-Fi & Fantasy

Chapter 3: Blending in (7,2k words, focus on humans, slight teasing, female muscle, futanari, character motivations and backstory, last build-up chapter - > I promise ;) Day after day passed and slowly their unexpected stay turned into weeks - and the two dealt completely differently with it. The blonde heir cherished the chance to let loose for a bit an...

Ostracism Pt. 06

by ReedRichards on Dec 3, 2017
Romance

Author's note: This story contains some anti-gay slurs. This is not meant to insult anyone, but they are necessary for the telling of this tale. I hope that the reader can see past any offense he might take, and understand why they are integral to the story. ***** Brandon's question caught her off guard. She'd thought that their afternoon was going well, b...

Cindy & Her Niece Margaret

by EnCarta on Sep 14, 2017
Exhibitionist & Voyeur

Jeff arrived at Cindy's apartment that Friday night promptly at eight. His wife had been in a rage when he left. She didn't believe for a minute that he'd been called by an old college room-mate and had to go out with him. But Jeff would worry about Allison later. Right now he was almost faint with excitement at the prospect of a real date with Cindy. Afte...

Best Friend Revenge Ch. 02

by Azuldrgon on Sep 14, 2017
Erotic Couplings

As David woke up from his prior evening, he was still twisted inside over the events leading to his ex's best friend lying next to him in bed. Margaret rode back with him to his apartment shortly after David saw his ex sucking off a guy in their dorm room. David's intentions were to use Margaret to get back at Susan. During the revenge portion, Margaret seem...

Auditions Three

by oggbashan on Oct 6, 2020
Fetish

Copyright Oggbashan July 2020. Edited July 2020 to get daughter's name consistent. The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. The action in...

Margaret Gives and Takes

by Pimpleia on Sep 3, 2017
Erotic Couplings

The head bobbed furiously back and forth at my groin, the crimson lips spread wide to take my erect cock. I was controlling the speed with a hand, grasping the hair at the back of her head, and on the down stroke I pulled it down firmly and held it, pushing my cock into the back of her throat and starting to count slowly to five. "One ... Two ..." Squattin...

MissileToe Mania

by vegina on Sep 15, 2017
Toys & Masturbation

Margaret Sanderson, Vice President and director of marketing for PLEEZE ME Products had been reprimanded for her apparent deficiency in developing innovative new merchandize. The CEO, Stephen Miller, indicated he would give the young, ambitious and beautiful MBA one last chance. “Either do it, Margaret, or I will have no choice but to ask for your resigna...

The Virgin Tranny & the Bride Ch. 04

by yano on Sep 25, 2017
Transsexuals & Crossdressers

Continuing the story of young transvestite Roberta and her adventures with Margaret and John. I have also received the following letter which is a little worrying. Dear Yano, I'm very sorry it has taken me so long to send the next part of my story, things have been very strained over the past few months and particularly between me and Margaret since I got...

Out of the Ashes Ch. 01

by Hurradiegams666 on Jan 20, 2020
Fetish

Chapter 1: Coming to age (6,2k words, worldbuilding, plot, action, size shaming, mini-gts, character introductions, futanari) "Attention! The royal family!" the voice of the herald sounded unnaturally rough and husky today. Like many of the guests she already celebrated the upcoming festivities in advance. And it certainly was a day to celebrate for the wh...