H/t: Reddit

37. This picture of Paul Newman boating in Venice. (1963) cool 1
36. This gif of Brando screen testing for Rebel Without a Cause. (1955)cool 2
35. These otherworldly necks and shoulders from the 1950s. cool 3
34. This pic of Audrey Hepburn that needs no further comment. (1953) cool 4
33. These badass chicks duking it out on a roof in Los Angeles. (1933)cool 5
32. This pic of a young Han Solo. cool 6
31. This awesome pic of Neil deGrasse Tyson back in his college wrestling days. cool 7
30. This shot of Clint Eastwood having some leisure time with actresses Olive Sturgess and Dani Crayne. (1954) cool 8
29. This look back at how people used to ‘text’ during class. (1944) cool 9
28. This pic of a young Sean Connery chillin’ on a couch. cool 10
27. These greasers hanging in New York City. (1950) cool 11
26. These rockabillish teens from the 1950s and their first car. cool 12
25. This pic of Canadian Prime Minister Pierre Trudeau and his cabinet — who all knew how to wear a suit. (1968) cool 13
24. This pic of a stunning Diana Rigg who now plays Olenna Tyrell in Game of Thrones. (1967) cool 14
23. This jaw-dropping pic of Sophia Loren. cool 15
22. This action shot of Ellen O’Neal, the greatest woman freestyle skateboarder from the 1970s. cool 16
21. These rad kids on the streets of Jamaica. cool 17
20. This dude ice skating in a suit. (1937) cool 18
19. This pic of the Beatles before they were famous. cool 19
18. These teens on a date back in the 1950s. cool 20
17. These incredible leggings, circa 1969. cool 21
16. This killer English chick on a motorcycle. cool 22
15. This pic of Frank Sinatra stepping out of a helicopter with a f-cking drink in his hand. cool 23
14. This pic of a young, calm and collected Kevin Spacey. cool 24
13. This classic shot of Dean Martin & Angie Dickinson on the set of Rio Bravo. (1959) cool 25
12. This dream peering down at her typewriter while smoking a cigarette. cool 26
11. This couple hitting the town in Chicago. (1975) cool 27
10. This London couple having a moment under an umbrella. (1963) cool 28
9. This shot of Queen Elizabeth and Prince Phillip at the horse races. (1968) cool 29
8. This mugshot making David Bowie look incredible. cool 30
7. This pic of Paul McCartney and Mick Jagger on a train to Bangor. (1967) cool 31
6. This shot of an occupied young Michael Caine. cool 32
5. This pic of Brigitte Bardot looking over Pablo Picasso’s shoulder at his studio. (1956) cool 33
4. This couple dancing at a nightclub in the 1950s. cool 34
3. This classic shot of Jimi Hendrix watching Ravi Shankar at the Monterey Pop Festival. (1967) cool 35
2. This beauty on a scooter. (1969) cool 36
1. These badass kids in Chicago. (1941) badass