I mean, he did it with Madonna (Shanghai Surprise, hello!), and now he might be doing it with his girlfriend of, what, almost six months, Charlize Theron.
He probably will.
Theron is circling a or the starring part in The Last
Best of luck to ya, you crazy kids.
Update: Called it!
Theron is totally starring in Penn’s next directorial effort, The Last Face, not The Last Space.
The South African beauty will portray a doctor who meets (and romances) another physician (Javier Bardem) while doing humanitarian relief work in Africa.