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I have no idea what watch this but comment from Youtube:

"Keke Rosberg with that hair, the moustache and smoking is cooler than all F1 drivers together in the last 10 years."
...

Geddy Lee of RUSH with his Autavia and GMT Master.

Taken from this article:
https://wornandwound.com/geddy-lee-clockwork-angel/

https://wornandwound.com/library/uploads/2019/08/GEDDY_LEE_2.jpg...

Brent Mydland (RIP) of Grateful Dead wearing his DD.

https://uploads.tapatalk-cdn.com/20160214/53d1189ce67cb7f0a6a2208b29e9ea90.jpg
...

https://3.bp.blogspot.com/-Gfm8PprBQWg/T6ts1ocDV6I/AAAAAAAAP78/lvpgtzh8xiY/s1600/Sharon-Stone-Rolex-Submariner-Cover-of-French-ELLE-Magazine.jpg

Here you go. This is from the season 4.

https://i.imgur.com/oIStW1x.jpg

https://2.bp.blogspot.com/_04kZGR_ltmE/Su-4dH3UlAI/AAAAAAAAFBA/zBs-uLyVDA8/s1600/Bruce-Springsteen-Rolex.jpg

Miami Vice and Ebel 1991 coolness from 1985.

https://i.imgur.com/Q6MWmnO.jpg

https://i.imgur.com/Nji0n7Z.jpg

https://i.imgur.com/cHE3voY.jpg