Jake as Donnie in "Donnie Darko" (2001). Ellen Page as Hayley Stark in "Hard Candy" (2005).
Both, Donnie and Hayley seem to share a bitter dark vision of their world around them, both wear hoodies, Donnie's is gray, Hayley's is red. Both characters become saviours through their stories.
Maggie Gyllenhaal wearing a pink hoodie.Ryan Gosling as Leland in "The United States of Leland" (2003). Shia Labeouf wearing a blue cordless hoodie.
Ryan and Shia appeared in this previous entry "Four young actors" along with Jake and Joe Gordon-Levitt in similar shots.
In this another more recent post these four young actors appeared again in a list with more promising upcoming actors, being one of them Michael Cera. Michael can rival with Jake in hoodie-love. Both wear their hooded sweatshirts in a nonchalantly sexy way. Check them out:
Michael Cera as Evan in "Superbad" (2007).
Michael Cera as Bleeker in "Juno" (2007).