winston
dressing up as kink kong in my first costume
donnie
Being dressed up.
Anonymous
I don't know about earliest but I sure as hell have plenty of good memories of the sexual kind with the ladies during the holiday. I'm telling ya, it is one of those holidays were the ladies let loose on their inhibitions. you can dress up and down as whatever you like and the ladies just get all frisky and loose if ya know what I mean. I remember Halloween 2008 for example I was chilling with my friends at a costume party in Vegas and I banged this cute blonde broad who dressed up as Lady Gaga. It was ******* awesome! We went up to her room at the MGM and I banged her against the window overlooking the city. We then freshened up and went back down to the party. Just like that.
Bone Alone
Grade school, maybe 5th grade. Didn’t have one of those plastic non-flammable full body costumes so I got a fake beard and dressed up as a wizard.
Lamest costume in the class.
Anonymous
Bobbing for apples at a halloween themed party, I was about 5 or 6. I also remember wearing a Chewbacca mask for my costume.