by Morgan January 25, 2005
this refers to a guy that appears to be attractive with a hat on but once the hat is removed you realize he is in fact balding and/or not attractive hatless, like the country singer Kenny Chesney.
I went home with that hot older guy, Matt, but when he took his hat off I could see that he was suffering from acute Chesney Syndrome.
by abigail normal November 3, 2012
by Swarsfanatic May 11, 2005
kenny chesney is a great country sinfger dated a sexy brunette named stephanie but broke up with her tragicly, is engaged to whitney delora wynn but is cheating with his ex...hint hint.
kenny is a great guy.
by stephaniekim February 15, 2005
When some fucking loser is looking for child pron on youtube using the keywords pthc and click a video that is label as child pron but in fact is a link to an anti-child pron angency and the purple traitor ammediately notices his pwnage, the motherfucker has officially been chesney rolled. a state of ExTrEmE PwNaGe
-ethocybin
-ethocybin
(while playing css)
fag: yeah dude i just got a headshot! you got owned!
me: ( pulls out lemons wallhack and superman aimbot with an full auto deagle with a scope). SISISISSISISICK HEADSHOT!
fag: dude ur a fag im tellin admin on you
me: negro youve just been Chesney rolled. ur my bitch now ;
fag: yeah dude i just got a headshot! you got owned!
me: ( pulls out lemons wallhack and superman aimbot with an full auto deagle with a scope). SISISISSISISICK HEADSHOT!
fag: dude ur a fag im tellin admin on you
me: negro youve just been Chesney rolled. ur my bitch now ;
by cody (ethocybin on css) April 6, 2008
Term used to describe men on online dating sites who only post pictures of themselves wearing a hat, sunglasses, or both to hide the fact that they are unattractive, cross-eyed or bald.
"This guy's cute but I totally think he has Kenny Chesney Syndrome, he has a hat on in every picture"
by bustedbeatbox August 2, 2011
The local town bike, she sucks cock for rock and will finger blast your arse for 5 pound while you toss yourself off over grannies underwear listening to classical music. She also likes to squirt water up her arse from the tap and shoot it out at random people.
Lola Chesney is a slut.
by DonkeyDan May 26, 2019