Story by SluttyNaughtyJock
1 Jul 2022 10572 Readers comments 25 Min Read
Jason’s fraternity Halloween party is coming, so Paul helps his big bro pick out his costume.
Topics: Anal Sex, Brothers, Big Dick, Slut, Incest, Jock, Coercion, Role Play, Oral & Blowjobs, Halloween, Fucking, Dumb Jock, Tricked
Story by Akira Nishimura
16 Feb 2022 976 Readers comments 12 Min Read
Ken meets Mr. Perfect Guy on a social media account. Against his better judgment, he is told to forget about this man, for he seems to have a shady past.
Will they meet in person?
Read the story to find out.
I hope you like it.
Topics: Muscle, Romance, Bear, Beach, Halloween, Love
Story by BillyBoy
4 Feb 2022 2197 Readers comments 11 Min Read
Another Halloween is here! Maybe this year I'll catch my first man!
Topics: Crossdressing, Oral & Blowjobs, Lingerie, Halloween
Story by BillyBoy
30 Dec 2021 10602 Readers comments 9 Min Read
I wore a girl's dress as a joke to a Halloween party. It was all in fun. Wives and girlfriends were there. But after that, I got a few uncomfortable calls and texts from a few of the men who saw me.
Topics: Crossdressing, Lingerie, Halloween
Story by BillyBoy
2 Dec 2021 3565 Readers comments 3 Min Read
I finally let him seduce me. I agree to meet him. He has been flirting and making promises. Then at the last minute, he tells me I'm going to dress like a woman tonight.
Topics: Crossdressing, Sissy, Oral & Blowjobs, Halloween
Story by Desertbiguy
4 Nov 2021 3366 Readers comments 8 Min Read
Dressed up for jr high halloween party. Was dressed as a sexxy sissy. I was that skinny nerd that nobody knew. Had a a nice bubble butt. Mark the handsome popular guy had his girlfriend breakup with him. Not knowing who I was. I turned him on. We made love even after he found out I was a guy
Topics: Anal Sex, Crossdressing, Boypussy, Twink, Hookups & Dates, Halloween
Story by Desertbiguy
2 Nov 2021 3510 Readers comments 4 Min Read
I decided to dress up as a girl for halloween. There was a big party going on for us jr high kids. And looked good. Maybe to good. Mark was a good looking guy. Something happened at party. He became attracted to me.
Topics: Anal Sex, Crossdressing, Sissy, Halloween
Story by BillyBoy
28 Oct 2021 13110 Readers comments 6 Min Read
Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
Topics: Black Men, Crossdressing, Oral & Blowjobs, Halloween
Story by LittleBuddy
27 Oct 2021 5450 Readers comments 14 Min Read
He turned towards me as he shuffled inside and stepped rather close to me, turning his back to the girls and sliding in between us. He moved extra slow as he practically pushed me against the wall as he slid by me. I found myself suddenly intrigued by this huge masked man in the perfect replicated costume as he made his way over to the drink table and grabbed a cup and poured a beer from the keg. ...
Topics: Muscle, College, Jock, Sex, Halloween, Fucking
Story by Bill Drake
21 Oct 2021 12178 Readers comments 11 Min Read
Bill is a happy-go-lucky fraternity guy whose life takes a new turn when his buddy comes up with a good Halloween costume idea.
Topics: Incest, Dad & Son, Oral & Blowjobs, Halloween
Story by BillyBoy
3 Sep 2021 4555 Readers comments 3 Min Read
Tricked into crossdressing for Halloween
Topics: Crossdressing, Bondage, Forced, Halloween, Kissing, Tricked
Story by DarkDesires
28 Jun 2021 7236 Readers comments 4 Min Read
I encountered a drunk frat boy on Halloween night, and got more than a Trick-or-treat.
Topics: Bondage, Forced, College, Drunk, True Story, Halloween
Story by lkusex
8 Mar 2021 2561 Readers comments 5 Min Read
In the office where I work, we have the tradition of celebrating carnival and Halloween by coming to the office in costume and then at night we always have a dinner in the same office where each worker brings something to eat. This tradition does not excite me too much but in order not to be a spoilsport or out of tune when it is one of the two occasions I try to wear a discreet costume.
Topics: Straight Men, First Time, Co-worker, Halloween
Story by Kewtieboy
26 Oct 2020 2521 Readers comments 12 Min Read
A young gay guy goes to a Halloween party with a girl he knows. She suggests they both go as witches and that's where a couple of straight guys get confused!
Topics: Anal Sex, Straight Men, Oral & Blowjobs, Drunk, Halloween
Story by Habu
20 Oct 2020 2166 Readers comments 31 Min Read
For Halloween: Youth bitten in 1720 Austria attempts to escape life for 300 years.
Topics: First Time, Interracial, Drugs, Historical, Master & Slave, Age Difference, Vampire, Halloween
Story by CMNM77
18 Jul 2020 1811 Readers comments 19 Min Read
The next part of the story about Halloween in Chicago...Part 2
Topics: Halloween
Story by CMNM77
11 Mar 2019 5138 Readers comments 9 Min Read
First Halloween in Chicago I find myself in a predicament while out with friends.
Topics: Public Sex, Leather, Daddy, Exhibitionism, CMNM, Halloween, Cum Control, Fucking
Story by Nathan Amsterdamn
31 Oct 2018 4642 Readers comments 15 Min Read
Fuck me baby. Fuck me.
Topics: Anal Sex, Big Dick, Bisexual, Halloween
Story by Slutty Texas Btm
4 Oct 2018 7115 Readers comments 10 Min Read
A great costume and a new attitude made for a great evening of fun and fucking!
Topics: Anal Sex, Bareback, Sex, Halloween
Story by JPMitchellSmith
6 Apr 2017 3183 Readers comments 18 Min Read
My dorm mates planned something special for me. Through a wild hallucinogen-fueled orgy, I explored the darker, twisted side of sexual desire.
Topics: Piss, Anal Sex, Big Dick, Group Sex, Hairy men, College, Felching, Halloween
Story by JPMitchellSmith
5 Apr 2017 4107 Readers comments 22 Min Read
My dorm mates planned something special for me on Halloween. Through a hallucinogen-fueled orgy, I explored the dark, twisted side of my sexual desires.
Topics: Piss, Anal Sex, CBT, Big Dick, Fisting, Group Sex, College, Sounding, Halloween
Story by JPMitchellSmith
4 Apr 2017 5599 Readers comments 25 Min Read
My dorm mates have something specia planned for Halloween. Through a hallucinogenic orgy, I explored the dark, twisted side of sexual desires.
Topics: Anal Sex, Dildo, Rimming, Big Dick, Group Sex, Sloppy Hole, College, Werewolf, Halloween
Story by Alpha_Ionakana
2 Nov 2016 4261 Readers comments 21 Min Read
A late Halloween upload. (Fell asleep while uploading) A man is thrust into a world of werewolves. What will happen?
Topics: Anal Sex, Muscle, Rimming, Werewolf, Halloween
Story by BubbleButtLuvr
28 Oct 2009 18069 Readers comments 23 Min Read
Bubble Butted attorney Jeff Hyatt & his large rumped 19 year old son, Kyle, are "forced" into yet another sexual encounter on Halloween by a former disgruntled client.
Topics: Black Men, Anal Sex, Big Dick, Spanking, Forced, Sloppy Hole, Humiliation, Punishment, Twink, Oral & Blowjobs, Bubble Butt, Master & Slave, Halloween