Not your typical jackson, but Assmaster Jackson. Droppin fools and breakin tools. Better ace that school and bring dem jewels. If you don't know the rule you betta drop that stool...out yo butthole.

Assmaster jackson ruled the school with his dirty stool, droppin those fools before he got dem jewels.

Assmaster jackson by The Turdhammers Dad February 22, 2022

Get merch

Harry Assmaster

When a sexually frustrated male college student takes sexual advantage of male dorm/flat mates while they are passed out from excessive partying. This usually involves anal probing of the unsuspecting victim.

"My ass hurts. Did you Harry Assmaster me last night?"
"That poor guy. He got totally Harry Assmastered last night"
"Have another drink buddy because I am going to Harry Assmaster you later."

Harry Assmaster by crunchbitemsc November 3, 2011

Get merch

assmaster

someone who masters the ass.

Don't be an assmaster, KYLE!

assmaster by Maria Peters October 2, 2007

Get merch

hairy assmaster

The North American version or the Harry Assmaster.

1. When a sexually frustrated male college student takes sexual advantage of male dorm/flat mates while they are passed out from excessive partying. This usually involves anal probing of the unsuspecting victim.The distinction between the hairy assmaster and the Harry Assmaster is derived from the tendency that North Americans are unable to pronounce the name 'Harry'. Extensive British studies indicate that 87.5% of North American college students studying in the United Kingdom mispronounce the name Harry as 'Hairy'.
2. A closet homosexual
3. An assmaster

North American: "You are such a hairy assmaster"
British colleague: "It's 'Harry';not 'hairy' you stupid American. Now drop your pants"

hairy assmaster by crunchbitemsc November 4, 2011

Get merch

Shuffle