Suggestions by @ihollowood18
1,679 suggestions
Mia Sara
as Isabel in Bottoms (1987)
Molly Ringwald
as Brittany in Bottoms (1987)
Carrie Fisher
as Chelsea in That Awkward Moment (1980s)
Jamie Lee Curtis
as Ellie in That Awkward Moment (1980s)
Ernie Hudson
as Mikey in That Awkward Moment (1980s)
Chevy Chase
as Jason in That Awkward Moment (1980s)
Bill Murray
as Daniel in That Awkward Moment (1980s)
Sandra Bullock
as Ellie in That Awkward Moment (1990s)
Jennifer Aniston
as Chelsea in That Awkward Moment (1990s)
Cuba Gooding Jr.
as Mikey in That Awkward Moment (1990s)
Jim Carrey
as Daniel in That Awkward Moment (1990s)
Paul Rudd
as Jason in That Awkward Moment (1990s)
Christina Applegate
as Chelsea in That Awkward Moment (2000s)
Kate Hudson
as Ellie in That Awkward Moment (2000s)
Vince Vaughn
as Daniel in That Awkward Moment (2000s)
Ryan Reynolds
as Jason in That Awkward Moment (2000s)
Bill Murray
as Phil in The Hangover (1989)
Harold Ramis
as Director in Pineapple Express (1980s)
Bill Murray
as Red in Pineapple Express (1980s)
John Belushi
as Dale Denton in Pineapple Express (1980s)