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1.
a hat very commonly worn in america during the 1920s. The hat then went out of fashion although some people still wear them today. Anyone seen wearing a trilby in modern times can official be labelled a twat.
1920's Joe: "How do you like my new trilby?"
1920's Harry: "That's a mighty fine looking hat"

2010 Joe: "Hey man check out my new trilby"
2010 Harry: "Dude you're such a twat"
by James Jacksonville May 04, 2010
 
2.
The mandory hat of stereotype rain trodden American 1920's journalists
That Reporter from Batman
by Adam McDermott June 24, 2005
 
3.
A hat regularly worn by neckbeard redditors - often confused with a fedora.
Guy 1: Look at that brony weirdo over there in the corner with his stupid fedora.
Guy 2: Actually dude, he's wearing a trilby. You can tell by the shape.
by King Flib October 12, 2014
 
4.
the best hat invented ever!!!!!!!!
"dude, your hat is rockin.."
"i no, its a trilby...hahaha"
by aliceyyyyy May 26, 2007