Milf And Boy Stories

359,832 results
Orientation
Length
Source
Infinite Scroll

Bully

by qualitywheat on Sep 14, 2017
Loving Wives

Hi, my name is Christine, Christine Harton, I am 37, married nearly 20 years, love my husband even now, never been unfaithful, I've never wanted to be, even though I am good looking enough to have got just about any man I know, or even don't know if I wanted. I have felt like it a few times, but never given in to temptation, well, not until I was forced int...

Still Waters Ch. 01

by Iread2relax on Apr 24, 2018
NonHuman

Hi everyone, Welcome back to my world. Alexia's story has helped me so much, that I felt the need to continue. My husband was my rock. Willie saw in me things I never saw in myself. Even when I would be so full of fear and self-doubt, he believed in me. So in this section of the series, I dedicate this to his memory. I believe if he were here, he'd approve....

Face (Sex, Power, Love) Ch. 17

by EricDumuzi on Sep 18, 2017
BDSM

Faithful to Gina's command, I bowed. Naked, arms and knees spread, ass arched in presentation, immobile as an ice sculpture but for shallow, shivering breaths I could not quiet, I kissed Anna's floor. The chilled chain hooked to my bound testicles ran up though my buttocks and slithered down the supplicant bend of my spine. I did not dare look up, not even t...

Good Girl: Day 02

by secondsamuel on Oct 15, 2017
Fetish

Author's Note: This story is a sequel to Good Girl: Day One, though you don't need to read it to enjoy this. This story involves pet play, watersports, and humiliation. ***** It was around seven in the evening. Early enough that anyone who stepped out into our yard would have seen a thirty year old blonde woman in a plastic pool as her husband sprayed her...

LOrd of VEgas Ch. 01

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

Edited by luvtaread Las Vegas, never was there a town where one's luck could change so quickly. It had the power to put you in heaven one minute and drop you into hell the next. It could raise the lowliest beggar and humble the richest tycoon. It was also where Lloyd Frank had called home for the past two years and where he would transform from a lowly work...

And Then It Happened For Real

by DeborahC on Jul 13, 2020
Transgender & Crossdressers

It was the late 90's. I was 19 years old and I knew was developing differently from all the other boys. With hindsight it was obvious, but at that time, not so much. For example, unlike most of my peers who were into Radiohead, REM or Oasis, I had an absolute, devoted love for The Spice Girl and their message of Girl Power. I'd get confused about the unnat...

The Wily Ways of Mrs. Wilson Ch. 02

by milfleglover on Sep 11, 2017
Mature

Tyler Bradman was making progress, one sloppy wet kiss at a time. He was in the front seat of his car with his latest girlfriend, Rachel, a pretty 20-year-old college student he'd met in class. They'd gone to dinner, then a walk, and now as he sat with her in front of her house, they were kissing passionately, hands roaming over each other's bodies, though...

Surprised by Samantha

by Sissy_Desire on Mar 17, 2020
BDSM

A little kink can go a long way. This is something I tell myself while waiting on a special package. A couple of months ago, a site I've been browsing posted a huge sale for ready to ship versions of their custom products. Being able to hardly contain my excitement with little patience, I decided to do some yard work while awaiting the scheduled delivery....

The Job Interview Ch. 02

by slavejames on Sep 16, 2017
BDSM

James had spent the remainder of the week challenging himself about whether or not to take the job. Who was he kidding? He was more excited about this job, than if his former boss rang him up, offering him his old job, a £100k pay rise at half the hours! This had benefits way beyond the odd magnum over lunch on a Friday. Having gathered all this belongs, he...

House Rules

by GavinNuisance on Mar 16, 2020
Transgender & Crossdressers

Los Angeles, California. It's where we used to make movies. Through all the powdered glitz and pretentious glamour lies a smoldering relic of a bygone era. An era of entertainment, sun, palm trees, and success. It now is a shadow of its former self, overrun by high taxes, rampant homelessness, and drug problems from Downtown to Venice Beach. But in this sto...