Played by: Seann William Scott
Take the most annoying kid in your high school class, amplify his personality by 10, then pay $10 for a ticket to see him up on the big screen and you’ll get an idea of what it’s like to experience watching Steve Stifler in the American Pie series. This sex-obsessed, beer-swigging party boy hit a little too close to home when the series debuted in 1999 because of Seann William Scott’s uncanny ability to tap into the American frat boy mentality perfectly.
This is one of those annoying characters that lands on this list not because the actor playing him got under our skin, but because Scott did everything so well that he brought every irritating inch of Stifler to life. There is only so much obnoxious drunkenness we can take before we wind up grinding our teeth to dust.