Milf Transformation Stories

13,887 results
Orientation
Length
Source
Infinite Scroll

My Girlfriend's Mom Lorraine Kelly

by Willoughboobie on Oct 13, 2017
Celebrities & Fan Fiction

I am 20 years old and 2 years into my university degree in sports science, on a swimming scholarship, at Napier University Edinburgh. Being on the Swimming Team, I get a lot of attention from the lady students at Napier. I am 6 ft 4, with a six pack chest, and I've got a very fit athletic muscular swimmers body. But what really gets the female student facult...

Mom's Best Friend

by DDDDave on Feb 6, 2018
Erotic Couplings

"Big Tits, Big Dicks and Fantasy Fucking" "Emily's coming over. She's had a rough time ever since Harry left her. And I don't think she's handled it well. I think she's made some bad life choices. But she's my best friend! So be nice! Don't stare, Dick!" I was just back home from my first year of college. Emily had been my Mom's best friend since forever....

Hotwife Iris Goes to Party w/Jack

by Aynsley on Sep 26, 2017
Loving Wives

"Are you sure you're okay with this?," queried my beautiful 45yo wife. "Heck, yes," I said. "I am a little nervous…but in a good way. I think this is kind of exciting. I'm surprised YOU are not more nervous." "Oh, I am. But Jack is such a darling. And I think it's so cute that he wants to show me off to his friends," said Iris, as she continued to...

HotWife Iris has Date with Young Jack

by Aynsley on Sep 26, 2017
Loving Wives

"You seem nervous," I said, as I watched my voluptuous wife, Iris, fidget in the passenger seat of our car. She kept adjusting her low-cut, black silk blouse, to maximize the cleavage she'd be showing to our young, soon-to-be friend. "Well, of course I'm nervous," Iris shot back with a grin. "I haven't gone on a date, since I started dating you, and now I'm...

Walk a Crooked Milf Ch. 02

by MicheleNylons on Nov 16, 2020
Transgender & Crossdressers

Chapter Two - Don't Be a Sissy! "I'm not sure I like you referring to me as a MILF," Mrs Cashmore said. I had counted the hours until I was back in Mrs Cashmore's house. Much to my mother's regret I had not elected to go on to university and had taken a job in a hardware store to help my mother pay the bills. I had told her that I intended to continue my e...

My MILF Story

by IllinoisMILF on Sep 17, 2017
Loving Wives

I'm one lucky man that has a short story to relate for all too understand that there are MILFs out there that not only take care of their man, but also there own libidos in addition to taking other men and select women for there wildest sexual rides. One story at a time, so this one is when we were in San Diego. My wild MILF and my SIL wanted to go out, but...

My MILF

by IllinoisMILF on Sep 17, 2017
Exhibitionist & Voyeur

I'm one lucky man that has a short story to relate for all too understand that there are MILFs out there that not only take care of their man, but also there own libidos in addition to taking other men and select women for there wildest sexual rides. One story at a time, so this one is when we were in San Diego. My wild MILF and my SIL wanted to go out, but...

The Housewife Ch. 01

by lost4words on Sep 16, 2017
Interracial Love

Chapter 01: Milked Chocolate It was funny how it started, a single piece of spam. The sort of message that had shown up in her inbox a thousand times before--"Hot, white MILFs & big black brothas" It was "MILF" that caught her eye. She'd heard the word used in a joke a few nights earlier. A joke she didn't get because she didn't know what a "MILF" was. Of c...

Milf Waifu

by Ashton210 on Dec 28, 2020
Fan Fiction

All characters are at less 18 years old unless the story says so. The Male has aMilf fetish fucking milfs and getting females pregnant too. The milf as a child that you are friends with, and if the milf has a man in the show, movie, book, or comic/manga she will not have him here, the man would ether be dead or they split sometime in the past. My name is (F...

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Tales of Seth and Travis Pt. 01

by pantywriter on Sep 16, 2017
Transsexuals & Crossdressers

The early June morning dawned misty but cloudless; it was forecasted to be one of those absolutely perfect late spring days with dry air, sunny skies and temperatures in the seventies. Nothing could be better. Whether it was the weather, or just his state of mind, but Seth woke in a wonderful mood. He sang quietly to himself as he made his bed, tidied up h...