Gloryhole Cheating Stories

24,725 results
Orientation
Length
Source
Infinite Scroll

Carols After Hour Needs

by neckerchief on Sep 17, 2017
BDSM

Carol laid in the dark listening to her husband's soft snoring. Glancing at the bedside clock, she saw it was time. Ever so slowly, she slipped out of bed and tiptoed to the hallway bathroom where she'd hid her clothes. Even the soft sound of the light switch made her cringe and hold her breath. Stepping into the bathroom, she closed the door and pulled ope...

Tonisshy gets Southern Hospitality

by Tonisshy on Sep 14, 2017
Transsexuals & Crossdressers

***Writers Note*** This is purely fiction. I am in no way a writer I just enjoy these fantasies as I don't have any other outlet to actually dress and be the gurl within me. Thank you and I hope you enjoy. ***** A little about me first. My name is Toni and I'm a crossdresser. I'm 24. I stand 5' 5" tall. I'm thin with long legs and a nice girlish figure....

Tie Me Up, Blindfold Me, & Spank Me

by PositiveThinker on Sep 17, 2017
BDSM

I recently discovered that my new girlfriend, Honey, has a foot fetish. I just met her a few hours ago, yesterday, actually, Christmas evening. Now, it's nearly 3am in the morning the day after Christmas and we've yet to go to bed. I think with what I have planned, we may be pulling an all-nighter. Honestly, the two of us are too excited to sleep. It all st...

Three Days With Violet

by Yorkshiredale on Sep 13, 2017
BDSM

This story is based on actual events although poetic licence has been used to enhance it. What is true is that the story is written to order. I have been told to ask for both your votes and your comments, dependent upon which will be reward or punishment for the author. If you enjoy it, please be generous. If you do not like it please display your generosity...

A Queen's Court

by ChronosT on Sep 11, 2017
Sci-Fi & Fantasy

FOREWORD: This is not something I do often, so forgive my brutish and heavy-handed style. Someone told me I should write - and so I did. If this story gains enough traction, then I might be persuaded to write a sequel. Anyway, enjoy: * The hooded man dashed through the snow. His heavy boots leave heavy footprints in the forest as he hurries forward. The...

Fiona Finn - Fine Gold, AK

by boo56 on Sep 16, 2017
Toys & Masturbation

My name is B..., well, alright, Bill. You won't know much about me unless you've read another story I shared on Literotica some time ago, but I think only Fiona read that. The other story was about Fiona and me. I can give you the short version. An internet flirtation led me take a trip to the frozen North to see a red-haired lady musician play bass with he...

Subway Erotica

by MY2847 on Sep 13, 2017
Exhibitionist & Voyeur

It's been 14 months since this all started. His wife is a very loving wife but she just can't get herself to indulge in his desire and fetish that he so desperately craves. For over the last year, he sends her 1 or 2 paypal payments a week in exchange for naughty pictures of her. Unlike most of her clients, he is never rude, doesn't want her to do anything s...

The Surprise

by bpf63 on Sep 16, 2017
Exhibitionist & Voyeur

Friday evening. I had arranged to go out with the boys for a few drinks after work. Usually these outings, being few and far between, are anticipated greatly. This particular evening, however, while starting off well, was fading fast for me. It had been a long week at work, and my batteries were running low. This feeling was exacerbated by the martinis I was...

Alone on the Beach

by Chatty on Sep 14, 2017
Exhibitionist & Voyeur

I went to South Carolina with my husband and kids last summer and had the greatest time. WE did a lot of sight seeing but we weren't seeing the sights I wanted to see. I wanted to see the beach. I am the only one in my family who likes to swim in the ocean so I was out numbered. I kept pestering them until the last day, when we were getting ready to go out,...

Seduction of Innocence

by Seniorcitizen on Sep 2, 2017
Exhibitionist & Voyeur

"Hello my Angel, why are you crying so? Come here and tell me what's wrong. That's right; let me put my arms around you. Come closer now". (I feel your gorgeous firm, eighteen year old body so close to me that I can smell the heat of your womanhood. Your rock hard tits are crushed against my ribs. My cock is rising but I hold it away from you. Not yet, not y...