Gay Mistress Stories

301 results
Orientation
Length
Source
Infinite Scroll

Bookstore Fun/Online Mistress

by fun4all6969 on Sep 14, 2017
Gay Male

This story is about what I did to please my online Mistress Nikki who wanted me to do kinky and humiliating things to please her. Her goal was to turn me into her gay panty boy slut. ******** Friday ******** I left work early Friday afternoon to do as she demanded. After training me to suck cock by sucking a dildo, she demanded I take it to the next leve...

A Day In My Life

by keptsissy on Aug 18, 2017
Gay Male

I've been seeing my current boyfriend for almost two years. This is a very accurate day in my life with regard to that. **************** I love the way my hand opens and closes around him. My pink fingernail polish sets his cock off nicely. He's so big! 9 ½", I know because he let me measure it once, teased me about doing that after he made me measure my l...

Good Neighbor John Ch. 02

by bjmichaels on Sep 10, 2018
Gay Male

At 4:45 I decided to go out onto the balcony and wait for Sam to get home from work. I don't like face-to-face confrontations so I generally avoid them, but his snub of me this morning was eating away at my heart. I wore navy blue nylon gym shorts and a matching cut-off tee shirt. Powder blue string bikini briefs underneath the shorts completed my outfit....

My Fake ID Ch. 03

by Shy_Bottom69 on Oct 15, 2017
Gay Male

Standard disclaimer: This is a work of fiction. Any similarities with any persons living or dead are wholly coincidental... Constructive feedback is good and welcome, bitchy flame mail is not. Feedback to questions received: Our hero Ooxa... "What is up with the pronunciation (spelling)?" The Mandan language has sounds and letters that do not appear in the...

A Birthday Femboy's Night Out (Now Public)

by meris on Nov 4, 2016
Gay

My name is Samantha. I wake up in the morning feeling very excited, today is my Birthday and I have very special plans for celebration. I step out of bed and take a look in the mirror, my dark brown hair gone frizzy from yesterday’s antics. I can still feel that guy’s hand gripping a big handful of my hair as he railed me. I giggle musically to myself at the...

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What Choice Did I Have?

by bjmichaels on Aug 18, 2017
Gay Male

PROLOGUE "Hi, sexy, how ya doin' today?" Karen, a sultry brunette, asked Tommy as he walked by her poolside chaise lounge. Tommy was breathing heavily from his session in the weight room; his sculpted chest was heaving and glistening with sweat. What a waste, she thought as she gazed at his hard, flat belly, six-pack abs, and ruggedly handsome face. Men l...

Spring Training Awakening

by HerLittlePiggy on Aug 30, 2017
Gay Male

"You like this don't you Piggy?" Holly teased as she slid down my body and wrapped her soft lips around my cock. Her pretty eyes sparkled as she looked up at me, her head slowly bobbing on my thick, turgid shaft. "Mmmm, god yes Mistress," I replied as she took my entire rod down her throat and swirled her tongue over its base. We had been dabbling in BDSM...

Caught

by HerLittlePiggy on Dec 3, 2019
Gay Male

Her thick thighs were surprisingly shapely with delicate ankles. Her wide hips framed a well groomed but still hairy pussy. Her waist was nicely tapered despite her chubby belly and her huge 40dd tits were amazingly firm given their size and the fact that she was almost 40. Kristen was a big girl and she towered over my petite 5'2" tall wife. Her long blond...

The Ascension of Will Ch. 02

by Varla_Pussycat on Sep 17, 2017
Gay Male

Will was once again locked in the cage. He stared blankly at the ceiling, not really thinking about anything. He was pleased that he was at least allowed to have some books to read. Though by now, he'd already read them several times. They had also removed the chastity device only out of necessity...he kept getting sores from where it rubbed against his skin...

Defiance Ch. 08

by SumOfAllThings on Aug 30, 2017
Gay Male

Hey, Just a quickie before you go onto the story. This chapter is a little different from the previous ones, as you'll find out if you decide to read on. I've had a lot of feedback, which I really appreciate by the way, and a lot of people have said the chapters are too short. What I've tried to do with this entry, and all of my other current stories, is le...