Old School Cool: Some of the greatest photos ever taken

Last updated on January 24th, 2026 at 12:25 am

There’s cool, and then there’s the timeless “old-school cool.”

Whether it’s the punks of the 1980s or sophisticates from the 1880s, each period has its own version of cool.

Let’s take a moment to reminisce about the rad, the awesome, and the awe-inspiring figures from the past.

Princess Diana visiting the Pyramids.
Sigourney Weaver and Winona Ryder, 1997
Johnny Cash on the set of Sesame Street, 1973
A man and his beloved pet duck that he raised from an egg, 1994.
Joi Lansing (1956).

Raquel Welch, FLAREUP, 1969
Lynda Carter being carried by her stunt double Jeannie Epper, 1975.
A group of girls in New York City’s subway, circa 1970
Carrie Fisher listening to Mark Hamill’s first son, 1979
Susan Kare, famous Apple artist who designed many of the fonts, icons, and images for Apple, NeXT, Microsoft, and IBM. (1980s)
Lynda Carter, 1970s
Actress Susan Saradon posing in a gym for a magazine, 1982.
Elsie Allcock has lived in the same house for 104 years

In 1974, 22-year-old Daniel Sorine trained his camera on two mime artists performing in New York’s Central Park. In 2013, Daniel was looking through his negatives and photographs when he realized one of the mimes was Oscar-winning actor Robin Williams.
Miss Eve Eden sends greetings from 1953.

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