You remember that fat, creepy, asshole P.E. teacher Mr. Diddler? Turns out he was a chester...he got caught jerkin off a retarded kid in the shower.. then they found out he'd wanked off another half dozen boys, all down with the syndrome! I knew he was a fucking Chester dude...while we were running the mile he was milkin mongos for his salt malts.
by D3ATHW15H December 23, 2022
Get the Chestermug. leo chester has a little penis and is trash at soccer and a sexy beast and dates the most gorgeous girl in school...
by Leo Chester October 14, 2019
Get the leo chestermug. Slang for on-the-job when around a group of kids, scoping out any weirdos frequently and pedophile type looking people
Lifeguard1: alright Jeff give the place a chester check
lifeguard2: Oh damn I think I already see some middleaged guy chatting with a 12 yr old girl!
Lifeguard1: Wow it's only 11am.
lifeguard2: Oh damn I think I already see some middleaged guy chatting with a 12 yr old girl!
Lifeguard1: Wow it's only 11am.
by randomuser123 December 18, 2012
Get the Chester checkmug. the "Port Chester Slap" occurs in only one situation. A guy is hitting it from the back and pretends to cum on the girl's ass. Instead, he cums in his hand. The girl turns around and the guy slaps her across the face with his hand filled with cum. Don't ask why it's called the Port Chester Slap, God only knows.
Derived from the deepest parts of Westchester NY only those who dare to cum on their girl's back have the chance at hitting her with the "Port Chester slap"
Dirty as fuck.
Dirty as fuck.
by userxx35s#x November 8, 2022
Get the Port Chester Slapmug. he is a man who lives in county Kerry in Ireland and has a wife who he beats and forces her to birth more of his demon seed. One time he got so drunk he fucked her down the stairs and she slid like a penguin.
by Uchiha Kole October 30, 2014
Get the chester o' brienmug. by MushroomMoe November 11, 2021
Get the Chestermug. by Soup17 January 31, 2025
Get the Chester Drawersmug.