Perennial losers are people who suck basically all the time. They don't realize they suck because they often delude themselves by clinging to some distant past event to justify their existence.
Dodger fan: "I'm cool because we won all these world series way back in the day." Reality: You're payroll equals the rest of your division combined and you can't even win that consitently. You are a perennial loser.
by makwu April 21, 2010
one who sucks all of the time and will never have a great moment in their life
Matt Damon is a perennial loser.
by supernicknf June 14, 2019