Gay Halloween Stories

239 results
Orientation
Length
Source
Infinite Scroll

Halloween Filmfest Conversion

by sr71plt on Aug 18, 2017
Gay Male

The champion soccer player for the night, all decked out in his silks and his team-color knee-high socks, left his basement apartment in the old row house and strutted down St. Phillip and across Basin Street and North Rampart, into New Orleans' French Quarter. He held his head high, his chest out, his tight butt tucked in, and his basket thrusting out in fr...

Horny on Halloween

by ifiknewthen on Sep 25, 2017
Gay Male

Halloween is one of my favorite holidays. I had been waiting for this night all week. well, at least since I finally decided on my costume. After weeks of debate with my boyfriend, I decided I wouldn't be the Luigi to his Mario and I would go as something completely different. I would borrow my sister's low cut Chinese dress and drag up to go as a hot Chines...

Halloween Cruise: Night 01

by Bright_Star on Sep 1, 2017
Gay Male

I needed to get away for a few days, so I decided to book a cruise. I figured that would be a great way to escape the problems of the real world, and I would be able to relax for a fun-filled seven days and get to visit some great destinations and do some things that I hadn't been able to do before. And who knows, I figured, I might be able to meet someone n...

My New Daddy Ch. 03

by sissytoy20 on Mar 6, 2018
Gay Male

The buttplug that Sam had unceremoniously forced inside my tight asscunt had hurt like hell, but I'd enjoyed the feeling of being forced open with no warning. The little, pink butt plug wasn't very large, but it had felt like a giant donkey dick in my ass. It had flashed by in Sam's hand so quickly, maybe it was larger than I thought. It felt huge in my butt...

Blood and Love Ch. 10

by Eternalivan on Sep 25, 2017
Gay Male

Chapter 10 ************** Sean's Story VI -- Halloween ******************************** "I am a vampire!" I growled at the mirror and started laughing. The costume looked perfect. I had spiked my jet black hair, paled my complexion and darkened my eye lashes and brows. Fake blood was dripping from the corners of my mouth while the fangs added authentic...

Being Robin

by DoktorXenolite on Oct 6, 2020
Gay Male

My Name is Bob. Today I am very comfortably bisexual. I have had relationships with both men and women. Yes, I am a bit of a metrosexual, but most people don't tag me as gay, just well put together. I am handsome, but not chiseled. Thin, but not too thin. At five foot six, I'm on the shorter side. Women like me both as a friend and as a sex partner. So do a...

A Ghost of a Chance

by sachiaiko on Sep 14, 2017
Gay Male

Sam was sprawled out upon the potato-chip wrapper strewn floor, one hand half wrapped around a forty ounce of bad, cheap beer. This was not the first time he’d passed out, all alone in his apartment, singing his own sad songs of remorse and self hatred. No, and to his way of thinking, it most certainly would not be the last. It hadn’t been long enough; Sam...

Avery's Desire Pt. 10

by Chancem77 on Jan 30, 2018
Gay Male

Avery and Rick arrived back at the apartment around ten that night. They were both pretty tired, but also excited. Their first date had gone perfectly, even despite Avery being nervous in the beginning. They decided to go to TJ's steak house and buffet. It was a favorite of Avery's but a place that he rarely had the chance to go to. It wasn't overly expensiv...

Dr. Aaron and Officer Brian

by brian420d on Aug 18, 2017
Gay Male

When we met in the crowded living room he was flanked by a big breasted blonde on each arm. It was a Halloween party. He was dressed as a doctor, in scrubs. The two blondes had their asses hanging out of white mini-skirts that came in the nurse costume packages at the Halloween super store. He smiled at me and gestued his head like I should cross the room to...

All Souls' Day

by nomoretears00 on Sep 25, 2017
Gay Male

Special thanks to my editor WickedWendyDru for all the hard work she's done for me these past several weeks...you're one in a million, Your Wickedness! This story is entered in the Halloween Contest, so please remember to vote! * I had just gone on shift when word came through that major traumas were on the way. The ER braced for the seven car pile-up on...