Milf And Boy Stories

359,832 results
Orientation
Length
Source
Infinite Scroll

Sensitivity Training Can Mean a Lot Ch. 06

by JimAner on Sep 18, 2017
Fetish

This is not a stand-alone story. Before you can understand this chapter you must read Sensitivity Training Can Mean a Lot part 1. ***** When Firebush woke Beercan Tuesday morning, Beercan realized that he was starring directly at a pair of shaven low hangers and an erect penis jutting out of a patch of bright red pubic hair that had been manscaped to look...

Pillar in the Sky

by ladyluck2326 on Apr 13, 2020
Romance

Tamar slung the heavy rucksack over her shoulders and started up the winding cobbled street that left the town. Every month, for nearly as long as she could remember... Tamar had climbed God's Thumb. The great jagged monolith of limestone overlooked a bend in the river. Atop this great pillar sat an ancient monastery, inhabited by just one very old monk and...

Teasing My Husband

by justincbenedict on Sep 17, 2017
BDSM

People think of me as Police Lieutenant Slattery's demure wife, but the truth is, Slats doesn't really have a lot of authority around the home any more! Watching me blow Andre that night was so painful to Slats. Physically as well for once. The evening had started out well... I'd been running my long magenta nails up and down Slats's hard cock, lightly s...

Virginity and Inhibition Lost Ch. 03

by VoyeurSurf on Sep 16, 2017
Exhibitionist & Voyeur

It was a hot summer day in Phoenix the temperature was 102 degrees and I was working at my convenience store selling mostly cold drinks and lottery tickets. The best part about summer in Arizona is that the women wear next to nothing to try and stay cool and a bikini top is perfectly acceptable attire everywhere in town. As the manager of a convenience stor...

Older Women are The Best

by James_Brown on Sep 16, 2017
Mature

Bobby lounged casually against the wall near a café in the mall. School had finished for the year, and he was enjoying a break before starting college. So he was indulging in his favourite pastime -- girl watching. And there were plenty of pretty girls for him to watch. Bobby had turned eighteen a few months ago, but he was yet to have his first sexual expe...

Leading a Double Life

by 0131aj on Sep 15, 2017
Fetish

Part 1 Elaine was leading a double life. Just turned twenty and she had already found a job she loved in the only private investment bank in her home town. She was the youngest in an almost all-female staff, the only man being the manager. She loved her work, her clients and, most of all, her colleagues. They were all in their late thirties or early forties...

A Real-Life Choose Your Path! Ch. 03

by sara_adrift on Sep 14, 2017
Erotic Couplings

Hullo, everyone! Welcome to the third chapter of my real-life erotic journey. It's been a few weeks since the events of Chapter Two, so there's a gap between what's going on in my life right now and this journal. I hope to catch up a bit with this chapter. You guys won't get a chance to vote on my path this time around, since I'm just trying to fill in the...

Cheap Trip

by RuGaard on Aug 24, 2020
Transgender & Crossdressers

It had been years since I had heard about the wonders of travelling the world. I had never travelled by myself though. It had always been with family and only when I was younger. But here I was, cheery faced and eager to spend a week away from it all in a foreign country. Not knowing where to go, I decided to leave it up to chance, booking a 'surprise' getaw...

Daily Life with Furry Girls Ch. 15

by SciFurz on Nov 13, 2017
NonHuman

Feli took a deep breath through her nose, stretched and yawned. Opening her eyes slowly she watched the sun crawl just over the horizon and touch the bed with her first rays of light. She smiled softly, it really was a good idea to set up the sleeping area in the corner where the sun came up, and now that they were done moving she felt like they could fully...

This Siege of Mine

by EstebanMamono on Sep 13, 2017
NonHuman

What the hell are you doing here? Your mind chews on this question every minute when you are sitting in a muddy circle with other prisoners. You had joined the city militia to defend against an army of monster-women; fancy way to hit your 18th birthday. Taking up your sword and shield, your worried parents sniffled and hid their tears as you manned the c...