Ryan Reynolds is one of the most charming people in movies, or at least up there with Robert Downey, Jr. He’s handsome, hilarious, and, with Blake Lively, half of one of everyone’s favorite Hollywood power couples. Still, it took him a ridiculously long time to achieve the status he’s enjoyed since Deadpool.
While he’s been around Hollywood for a while, often his choice of roles has been… subpar. From cheesy rom-com The Proposal to infamously bad superhero movie Green Lantern, Reynolds has had some bumps in the road. But he’s also served up some really interesting things throughout his career, with surely more to come.
Here are our favorite Ryan Reynolds movies, as Deadpool 2 breaks box office records!

1. Harold & Kumar Go to White Castle (2004)

A cult stoner flick, this is one of the first times Reynolds showcased his incredible comedic talents. Although he’s only in the movie for a quick scene, it’s a show-stopper. Credited solely as “Male Nurse,” it was our first glimpse into the smart-ass antics we’d come to love in him. Plus, the gif above is essential to everyday IM conversation.

2. Adventureland (2009)

A quirky dramedy starring Jesse Eisenberg and Kristen Stewart, Reynolds’ role here is relatively small but vital. He plays a handsome and charming guy who’s cheating on his wife. A nuanced performance from a surprisingly deep movie, it’s a whole other side of Reynolds.

3. The Voices (2014)

The weirdest movie on this list, and probably on just about every other list it’s in. A strange mix of sweet and psychotic, it’s like Wes Anderson meets M Night Shyamalan’s Split. Reynolds plays a disturbed and boyishly sweet man who goes on a killing rampage, although he doesn’t want to. He also voices a number of animals who “talk” to his character in various accents.

4. Deadpool (2016)

If you just saw Deadpool 2, you probably already watched Deadpool, but please do it again. Oversexed, pop culture savvy and entirely aware that he’s a comic book adaptation, Wade is the coolest superhero ever. The role of a lifetime, this was technically the second time Reynolds took on the character. But, of course, we don’t talk about X-Men Origins: Wolverine.