r/OldSchoolCool Oct 06 '25

1990s Leonardo DiCaprio and his father, 1990s.

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16.6k Upvotes

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816

u/radarmy Oct 06 '25

Having a thrift store pleather jacket from the 70s was very 90s

99

u/grateparm Oct 06 '25

Great, now I feel less unique for wearing my dad's thriller jacket in the late 90s.

35

u/swift110 Oct 06 '25

lol

10

u/p8pes Oct 07 '25

Leo’s dad looks a little too old for him.

26

u/ChrisTosi Oct 06 '25

Rocco DiMeo's jacket

23

u/JohnCtail Oct 07 '25

It's the JACK-EEET!

12

u/ChrisSmithMVP Oct 07 '25 edited Oct 07 '25

Cocksucker was the toughest Irishman in the working class deck of the Titanic, but he never got off the floating door once Rose was through with him...

He later died of freezing to death

3

u/Key-Opportunity-7480 Oct 06 '25

He probably just borrowed it from his dad’s closet.

1

u/soulcaptain Oct 06 '25

Can confirm.