Mature Gloryhole Stories

29,251 results
Orientation
Length
Source
Infinite Scroll

The Lawn Boy Ch. 04

by luvjuice43 on Sep 13, 2017
Erotic Couplings

Writer's Note: This is a story for adults over eighteen years of age about adults over eighteen years of age. While the story line is true, the dialog has been compressed for the sake of time and space. Safe sex was not an issue in the early sixties and seventies, but should be a concern for everyone today. ***** Summer was coming to an end and my "coming...

Cumming of Age Ch. 5

by Bobby T on Sep 25, 2017
Mature

Comment: Thank you very much for the great feedback and especially for your votes on Chapter 4. I hope you enjoy Chapter 5 just as much and please remember to vote again, it's what keeps some of us going) * * * * * So here I sit, feeling a little smug and for the most part, quite pleased with myself. I've got a grin like a Cheshire cat and my dick is a hap...

Ok I'll do It, Again Pt. 02

by ozinsom77 on Sep 4, 2017
Loving Wives

The story continues from Part 1 with every one of the group at the resort restaurant, with Carol and Sam testing their feelings as to how to progress. Maybe Sam is the least questioning, but is he thinking with his brain or other parts of his anatomy? And Carol looking at what future she chooses for herself and not one determined by Sam. ***** The First...

Club Glitter

by TheOrcKing on May 15, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Synopsis: Club Glitter is the 'it' place to be on Friday nights. Every hot party slut and Futagram bimbo can be found there tearing up the dance...

Dale's Women

by kathrynmburke on Jun 12, 2019
Erotic Couplings

Dale's Women (Chapter 1) Kathryn M. Burke Dale Willis was an altruist. At twenty-four, of independent means as a result of the early death of his parents, he was constitutionally disinclined to undergo the tedium of pursuing a career. He had had his share of dalliances with the debutantes in and around his hometown of Greenwich, Connecticut, but their...

My New Career - Judith

by Otazel on Jan 15, 2019
Mature

My 'phone rang and it was Mary Shaw, a much older neighbour who has recently become my first client as a gigolo. (I'm saying gigolo deliberately because the term 'male prostitute' has gay connotations and I'm absolutely straight.) That came about when I accidentally caught her being serviced professionally by another man and I was asked to replace him when h...

Catherine's Nude Beach Diary Ch. 02

by RobAnthony53 on Nov 20, 2018
Erotic Couplings

My soul mate, Catherine just returned from a two-week adventure with her next-door neighbor visiting nude beaches along the Northwest Coast of America. She and her friend Samantha explored long stretches of sand offering a lot of opportunities to view new vistas and new cocks. They had fun strutting their naked bodies in front of strangers and loved watching...

And Kerry Makes Three

by fantaseeboy on Apr 8, 2019
Fetish

When Tammy first approached me and asked me out to dinner, I nearly fainted. No one had ever asked me out before. I'm not really the sort of boy who attracts the attention of the opposite sex. At twenty years old, I stand 5'4" and weigh just over 120lbs. Everything about me is small. I've been told I have a baby face with big blue eyes and a little button no...

Muscle Maturity Ch. 02

by KatieTay on Apr 3, 2019
Mature

By request - a continuation of the story, written with input from Literotica user curl4ever. If you like similarly themed stories, check out curl4ever's library here on Literotica. :) ***** Three months after the sexy little contest between Judith and me in my basement gym, things were settling into a nice routine. Judith's progress was simply remarkable....

Milf in the Mirror

by MNerotica on Mar 9, 2020
Mature

Traffic crawled to a standstill as the sun sank lower in the sky. Inside his recently purchased, but slightly used, Honda Civic, Jacob sat mumbling expletives under his breath. The sea of brake lights seemed to stretch on forever in front of him with no end in sight. Letting out a yawn, Jacob toyed with the buttons on the radio and pondered the choices in li...