Suggestions by @yaboizealot

Keanu Reeves

as Strike Witches Miyafuji in High School DXD (Live Action).

Chris Rock

as Hitler-chan in High School DXD (Live Action).

Adolf Hitler

as Twist Villian in High School DXD (Live Action).

Johnny Depp

as Token Black Guy in High School DXD (Live Action).

Joe Biden

as Donald Trump in High School DXD (Live Action).

Daniel Day-Lewis

as Akeno Himejima in High School DXD (Live Action).

Chris Pratt

as Jack McGilton in High School DXD (Live Action).

Kevin Hart

as Xenovia Quarta in High School DXD (Live Action).

Dwane Johnson

as Tsubasa Yura in High School DXD (Live Action).

Chris Pratt

as Akeno Himejima in High School DXD (Live Action).

Jack Black (But with an Alvin and the chipmunks voice filter)

as Rias Gremory in High School DXD (Live Action).