Oscar Winning Actors/Heinous Criminals

 

I watched Devil All the Time over the weekend and although I had some criticisms, I was extremely impressed with how well baby-faced British boys like Tom Holland and Robert Pattinson played their roles of stone cold killers and heinous pedophiles, respectively. It got me thinking about which award-winning actor/actress would make the best violent/despicable criminal, and vice versa. I tried my best to break down this award ceremony into 17 equal categories, but I'll be damned if it was an easy task.  

 

Oscar Winning Actors/Heinous Criminals

 

 

WINNERS

 

 

Casey A.

Casey Affleck (Academy Award winner for Best Actor in Manchester by the Sea) and Casey Anthony (Convicted murderer of Daughter)

Ray

Jamie Foxx (Academy Award winner for Best Actor in Ray) and Ray Lewis (Convicted murderer of Two People)

Former Big star who also played in Philadelphia

Tom Hanks (Academy Award nominee for Best Actor in Big/Academy Award winner for Best Actor in Philadelphia) and Aaron Hernandez (Former 6'2" 245 lb. star of Patriots who played at Lincoln Financial Field in 2011/Murderer)

Harvey

Sean Penn (Academy Award winner for Best Actor for his role as Harvey Milk in Milk) and Harvey Weinstein (Serial Rapist/Sex Pest)

The man behind Lincoln and "There will be blood" in the theatre

Daniel Day Lewis (Academy Award winner for Best Actor in Lincoln and There Will Be Blood) and John Wilkes Blood (Assassin of Abraham Lincoln who called his shot whilst behind him at Ford's Theatre)

X Men

Halle Berry (X Men star and Academy Award winner for Best Actress in Monster's Ball) and Caitlyn Jenner (Recipient of Vehicular Manslaughter charge)

Lee O

Leonardo "Leo" DiCaprio (Academy Award winner for Best Actor in The Revenant) and Lee Oswald (Assassin of John F. Kennedy

Hilary

Hilary Swank (Academy Award winner for Best Actress in Million Dollar Baby) and Hilary Clinton (American Serial Killer)

Walk the Line co-star

Joaquin Phoenix (Academy Award winner for Best Actor in Joker/co-star of Walk the Line) and Brandon Walker (Co-host of Walk the Line/Aggravated Assaulter/Serial Gaslighter)

Kevin Spacey

Kevin Spacey (Academy Award winner for Best Actor in American Beauty) and Kevin Spacey (Sex Offender)

Walk the Line co-star

Reese Witherspoon (Academy Award winner for Best Actress in Walk the Line) and Brandon Walker (Co-host of Walk the Line/Aggravated Assaulter)

Played in Room with Little Boy

Brie Larson (Won Academy Award for Best Actress in Room, alongside 7-year-old actor Jacob Tremblay) and Kevin Spacey (Sex Offender)

African Oscar (winner)

Lupita Nyong'o (Kenyan movie star who won Academy Award for Best Supporting Actress in 12 Years a Slave) and Oscar Pistorius (South African track star who won 2012 Paralympic games/Murderer of Girlfriend)

John Wayne

John Wayne (Academy Award winner for Best Actor in True Grit) and John Wayne Gacy (American Serial Killer)

Responsible for Flight crash

Denzel Washington (Negligent pilot in the 2012 drama film Flight and Academy Award winner for Best Actor in Training Day) and Osama bin Laden (Deceased terrorist responsible for 9/11 Attacks)

Kid man

Nicole Kidman (Academy Award winner for Best Actress in The Hours) and Jeffrey Epstein (Deceased Sex Offender/not necessarily an ass man or tit man)

Played Cliff once upon a time in Hollywood, but better known for other things

Brad Pitt (Academy Award winner for Best Supporting Actor for his role as Cliff Booth in Once Upon A Time…In Hollywood, but better known for sucking/fucking Angelina Jolie and Jennifer Aniston) and Bill Cosby (Emmy Award winner for his role as Cliff Huxtable in The Cosby Show, but better known for being a Serial Rapist)