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Geez, where to start?
There was the time in elementary school were my friends and I decided to slide down a dirt hill on the walk to school, the seat of my pants got muddy and everyone thought I shit myself.
There was the time in high school when some shitdick freshman started a rumor he'd caught me jerking off in in the bathroom section of the boys' locker room when I was taking a piss after track practice.
There was that time after I joined the r/opieandanthony subreddit right after Ant was fired, and after 8 years of degenerate hilarity and URL-hopping, my life has come to a point where my favorite medium of entertainment is shit-talking a fat failure from Milwaukee, and the unknown reprobates who join me in this venture are the closest I have to a circle of good friends.
There was that time in college this chick in a couple of my classes invited me up to her dorm room to "show me the view" and I was too hung up on my ex-girlfriend to see the fucking hint. (If I ever get access to time travel 18-year-old Will is getting a bitch slap from older him for that one.)
There was that time I gambled and lost on a fart on my way into a quarterly "State of the Union"-type meeting with my manager and the rest of my team at work. Did all the damage control I could, but if no one else picked up on it, I still knew.
I don't have "most embarrassing" moments so much as I have "most recently embarrassing."
There was the time in elementary school were my friends and I decided to slide down a dirt hill on the walk to school, the seat of my pants got muddy and everyone thought I shit myself.
There was the time in high school when some shitdick freshman started a rumor he'd caught me jerking off in in the bathroom section of the boys' locker room when I was taking a piss after track practice.
There was that time after I joined the r/opieandanthony subreddit right after Ant was fired, and after 8 years of degenerate hilarity and URL-hopping, my life has come to a point where my favorite medium of entertainment is shit-talking a fat failure from Milwaukee, and the unknown reprobates who join me in this venture are the closest I have to a circle of good friends.
There was that time in college this chick in a couple of my classes invited me up to her dorm room to "show me the view" and I was too hung up on my ex-girlfriend to see the fucking hint. (If I ever get access to time travel 18-year-old Will is getting a bitch slap from older him for that one.)
There was that time I gambled and lost on a fart on my way into a quarterly "State of the Union"-type meeting with my manager and the rest of my team at work. Did all the damage control I could, but if no one else picked up on it, I still knew.
I don't have "most embarrassing" moments so much as I have "most recently embarrassing."