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It’s a goofy situation, and paired with the comedic prowess of Farris, the movie also contains one of Evans’ most underrated, silly, and best romantic lead roles to date. The plot’s premise centers around Ally Darling (Anna Farris), a quirky thirty-something who enlists the help of her hot neighbor Colin Shea (Evans) to track down her ex-boyfriends due to her outdated sexual insecurities.

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If you’re looking for an upgrade from Evans’ romantic role in Not Another Teen Movie, then What’s Your Number is definitely for you. Where to watch: YouTube, Apple TV+, Amazon. Released the same year as Captain America: The First Avenger, this film further showcases Evans’ range in powerful performances no matter the subject. Puncture is an uneven film, but it offers Evans one of his most complex roles, portraying a troubled and passionate amateur lawyer who struggled with major addiction. In Puncture, Evans takes on his first biopic role as the late lawyer Mike Weiss who fought against “Big Pharma” to ensure that doctors and nurses have access to safe single-use syringes in hospitals. Where to watch: Peacock, Amazon Prime Video, Tubi In Scott Pilgrim vs The World, Evans plays Lucas Lee, an overconfident action star and overzealous ex who aims to destroy the life of the titular Scott Pilgrim (Michael Cera) after discovering he’s been dating his former middle school girlfriend (Mary Elizabeth Winstead.) Though Evans briefly appears in the movie, his character’s wacky bravado and sweet skateboarding antics have packed a pretty big punch in Evans’ iconic filmography. Prepare to feel the wrath of the league of evil exes. Where to watch: Hulu, Roku, Amazon Prime Video

The story follows an unsuspecting man named Ryan (Evans) as he races through the streets of Los Angeles uncovering LAPD corruption and crime rings after he receives a phone call from a kidnapped woman (Kim Bassinger.) While not critically favored, it is great to see Evans’ first foray into the action genre as he takes on a more serious persona. Where to watch: HBO Max, Hulu, YouTube, Amazon Prime Video, Apple TV+Įvans helmed his first action-thriller role in the movie Cellular. Read our review of Not Another Teen Movie. Written purposefully as a parody of other popular teen romantic comedies like Pretty in Pink, American Pie, and 10 Things I Hate About You, Evans’s ability to be douchey and charming at this stage of his early career is the perfect beginning for his eventual roles as the leading man in other romantic comedies like What’s Your Number. In the movie, Wyler is the popular high school jock with the seemingly perfect life and perfect cheerleader girlfriend until, of course, the school’s most unpopular (but smart!) girl undergoes a makeover that redirects the popular jock’s attention. New to the Hollywood scene, Evans played his first “loveable schmuck” role as Jake Wyler in Not Another Teen Movie. Where to watch: Netflix, YouTube, Amazon Prime Video, Apple TV+