Ok, I remember a giant fail my freshman year of high school.
My friends and I were walking to class before the first bell rang, and our old school was so big that we had class in little trailers outside (called portables). So we were walking to one of the portables and my one of my best friends named Collins is being chased by another black dude named Jimmy, who we all assumed was gay. So Im walking up to my math class (I think it was like Algebra 3 or something, anyways) and Collins is hiding from Jimmy. Out of nowhere, another kid in my math class named Justin walks outside and sees Jimmy (They are both on the football team.) and chases Jimmy (I dont know why, I guess he hated Jimmy). So while those two are running around, Collins comes out of hiding and we both watch Jimmy get chased. Justin catches up to Jimmy, and trips him, then..
He rips Jimmy's pants off.
We'll you see, that isnt the fail. We are laughing over in the corner, when suddenly we realize...
Jimmy aint got no underwear on =\
So Justin takes Jimmy's pants and tosses them on the roof of the portable, and Jimmy runs out to hide. Now our schools' portables were right next to the road, so there really wasnt anywhere you could hide. Its still morning, mind you, and parents are driving by to drop their children off. So people see this tall black dude pulling his shirt over his groin and running off looking for a hiding spot. Cars stop, people laugh, some people scream. Me and Collins are rolling on the ground laughing.
So about 10 min later a teacher came out and started looking for Jimmy. They found him hiding in a ditch wearing a grocery bag over his lower half. So for the rest of the year Jimmy had to wear church clothes (he was in all my classes). He was pretty much everyones bitch. But yeah, that was one of the highlights of my freshman year.