Gay Sissy Cheerleader Stories

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Orientation
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Infinite Scroll

Unmasked and Exposed

by LaRascasse on Aug 18, 2017
Gay Male

Hey there fellow Litsters! This is my first (and probably last) attempt at Gay Male. The inception of the story happened when a female author friend of mine (who adores this category) placed a bet with me that a straight guy (namely me) cannot write a Gay story. Here is my attempt at proving her wrong. I look forward to your comments and feedback here. It...

Failing Upward Ch. 07

by el_wing on Sep 14, 2017
Gay Male

His hand jerked, the back of it resting on his brow. I imagined from that shadow of a frown, last night's over indulgence haunted him a bit. But as I lay in bed watching, his tawny eye lashes fluttering as he slept, nothing I could recall was as beautiful. I loved the way his nose twitched as he slept, and I hoped he was dreaming of me. He moaned in his sl...

Unexpected Reunion Ch. 01

by artisticbiguy on Sep 19, 2017
Gay Male

Twenty years had passed, a life time of accomplishments behind me, and I was still nervous as I drove up to valet parking of the Park Hyatt Washington. Twenty-year Class Reunion; I had avoided the tenth, but I had found myself wondering about my friends and classmates as the twentieth had approached. Why I wanted to see anyone again I wasn't sure. I hadn't b...

Rest Stop Management Pt. 03

by rimaday on Dec 24, 2018
Gay Male

I awoke around 4:45 on my belly, my red panties a little twisted and crusted with dried cum. I could feel Big Daddy's deposit oozing down my taint and hardening in the panties. I could not believe, this was not some kind of twisted dream but my stretched leaking asshole took away all doubt. Twelve hours ago, I was kissing my beautiful wife and leaving for an...

Max's Chance

by robcub32 on Sep 26, 2017
Gay Male

(Note: This story features characters from "A Clean Start". You don't have to read that story first, but I recommended it.) "Hi, Max!" the familiar voice called out. As I walked out of the locker room, I looked and saw Pete's smiling face standing next to the weight rack. Pete was my best friend Tank's boyfriend or partner or whatever you want to call it....

Master and Slave - The Road Trip

by Harry_Ballsack on Aug 18, 2017
Gay Male

Day 1: The sub sat in his room with butterflies in his stomach and his heart pounding in his chest. After over a year of chatting and trading emails with Master he was going to finally meet him. Two times in the past they had made plans to meet for a session when Master was going to be traveling in the area where Slave lived but situations came up that forc...

A Deviant Spawn Christmas

by LoveBird1929 on Sep 19, 2017
Gay Male

Author's Note: Happy Holidays! A Christmas story for my readers! This story is very, very lightly inspired by yaoi. And when I say lightly, I mean I have not taken the time to read up on yaoi to determine what it's really all about. In fact, the most research I've done on yaoi is reading Jet Mykles Heaven Sent series which I've read on message boards some...

Busting Broncos Pt. 08

by rae121452 on Nov 4, 2019
Gay Male

(This story contains scenes of gay incest) One Sunday morning in the fall I was up early. Daddy and Uncle Cody had left the night before to a horse sale to take place that morning in a nearby town, intending to sleep in the truck They wanted to be there as soon as the stock started arriving. My brothers and Will were all still in bed and would remain there...

Mom and Dad

by NRMathis on May 1, 2018
Gay Male

Walt and Ethan lay cuddling in their bed, bathing in the afterglow of their mating. Ethan felt the love Walt had for him in every single thrust, tasted the affection when Walt kissed him. He felt the trust and commitment in the seed that had been planted deep within him. The two of them had been together for a year, and got legally bound together a few month...

Danny Darling Ch. 04

by bjmichaels on Sep 14, 2017
Gay Male

It's funny how you view things differently in the light of day. Last night it made perfect sense to agree to my landlord Danny's outrageous demands, but now, with the sun shining brightly, and a fresh perspective, I seriously questioned the 'deal' I'd made with him. Yes, he is going to do me a huge favor by driving me back-and-forth to work, so it is fair,...