This is so subjective. But don’t forget that Brad Pitt is 10 years older than Leonardo DiCaprio.
I prefer young Leonardo over young Brad, but prefer old Brad over old Leo. Leonardo was lauded as a pretty boy for his boyish looks but that has faded in old age. Brad Pitt has only been masculine so when he aged, he still has that “Most Interesting Man in the World” rugged, experienced, worldly-wise mature man look who has been around the block. Leo now just looks like an uncle with that Dad bod of his. Caveman look doesn’t do anything for him.
Can’t really describe Leo in his mature age as a pretty boy anymore can you?
Brad looks more like a handsome ape in his younger years or maybe because I saw him in 12 monkeys so that was the impression. His roles all show in him in very rough, intense tough guy situations, which in his youth, makes his serious characters which should be grounded with lots of life experiences seem flighty. Do you know who is about to channel an old soul despite looking ridiculously young? Pitt’s costar, Kirsten Durst who was 11 years old at that time when they filmed Interview with a Vampire. She could seriously pull off a 110-year-old immortal vampire as an 11-year-old girl, that’s why she was nominated for a golden globe for that role.
He also played a vampire which just makes him seem like a caveman. A young Leo would have been a prettier vampire.
His youthful appearance playing such savage roles just causes a bit of cognitive dissonance. Just like his Benjamin Button character with a reverse aging disorder.
Wrinkles look good on a square jawline, not so on a feminine face. The former makes a man look like a handsome hero who has been through war, while the latter just looks like the pretty boy is a Hollywood has been, who hit rock bottom and turned into a drug-addicted creep who partied too much.
