Old School Cool: Some of the greatest photos ever taken

Last updated on June 24th, 2024 at 12:45 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

A man and his beloved pet duck that he raised from an egg, 1994.Susan Kare, famous Apple artist who designed many of the fonts, icons, and images for Apple, NeXT, Microsoft, and IBM. (1980s)The Three Stooges visiting Yellowstone in 1969.The Undertaker poses with an older woman, c. 1990sPhil Collins in the 1990s.Epic 80s momentsUncle and Nephew playing poker, c. 1978.Dolly Parton, 1970sBurlington Mayor Bernie Sanders picks up trash on his own in a public park after being elected in 1981.Carrie Fisher feeds Meryl Streep chocolate cake, 1991Mark Hamill and Annie Potts on the set of Corvette Summer, 1978.Heading to a concert in 1977.A young Phil Collins in the 1960s.Sarah Jessica Parker, Rob Lowe, and Robert Downey Jr. at the Governors Ball, 1988.Prince stands victorious over Charlie Murphy during a game of basketball, 1985.Heath Ledger’s Polaroid selfie with Larisa Oleynik, Joseph Gordon-Levitt and Julia Stiles on the set of 10 Things I Hate About You, 1999.Hippie dad walking with his daughter. Amsterdam,1968A 17-year-old’s yearbook photo, 1970s.Kurt Cobain with his girlfriend Tracey, 1980’sAwesome frog Halloween costume, 1977.Larry Nance at the inaugural NBA Slam Dunk Contest – 1984Johnny Depp and Salma Hayek at a party, Hollywood, 1995.Vincent Price, Carrie Fisher, Ringo Starr and John Ritter, 1978.Princess Grace of Monaco visiting JFK at the White House, 1961.Ryan Dunn and Bam Margera in their High School yearbook, 1990s.Jim Carrey and Cameron Diaz and their stunt doubles on the set of The Mask, 1994Britney Spears and Melissa Joan Hart on the set of the (You Drive Me) Crazy music video, 1999.Queen Elizabeth with her mother in the 1990sSigourney Weaver and Mel Gibson pose for a photo in 1982

Fisher Stevens and Michelle Pfeiffer, 1992.

Sharon Tate at the premiere of Rosemary’s Baby, 1968.Jennifer Lopez at her a birthday party in New York, 1999Jayne Mansfield and Mariska Hargitay, 1960sDennis and Randy Quaid, 1982Sean Penn’s yearbook photo, 1975.Arnold Schwarzenegger, Hugh Hefner, and Wilt Chamberlain at the Playboy Mansion, 1977Sting, the wrestler, reading a Far Side book, 1980sMister Rogers throws the opening pitch at a 1988 Pittsburg Pirates gameA hippie teenager in the 70sSophia Loren and Jayne Mansfield, 1957Senior Picture, 1990.Rowan Atkinson and Christian Bale, 1984.The Storyville Jazz Club in Copenhagen, Denmark, 1952Chris Farley and his dad in the 1990sJudy Garland with her baby Liza Minelli, c. 1945.Brittany Murphy, 1998.Woman at the beach in 1910.Marlène Jobert, French actress and the mother of Eva Green, 1970sThe cast of Pulp Fiction, 1994.Mrs. Fields, the founder of the Mrs. Fields cookie company, 1982.Kate Capshaw, Harrison Ford and Ke Huy Quan during the filming of Indiana Jones and the Temple of Doom in 1984Ric Flair meets a 12-year-old Dwayne Johnson c. 1984Freddie Mercury and Michael Jackson, early 1980sNirvana at a party just before they became famousCameron Diaz cheerleading in high school, 1989.Jodie Foster rides a skateboard in Paris, 1970s.Model Jenny Claire and her mini, 1972.Robert Plant backstage with The Runaways, 1975. Photo by Barry Schultz.Bam Margera riding his first skateboard, 1988.Tom Cruise and Rebecca De Mornay, 1983.Dan Cortese, Jon Stewart. and George Clooney at MTV’s Rock & Jock Baseball, 1994.Gary Oldman and Demi Moore, 1995Original frontman of AC/DC Bon Scott in 1979Jane Seymour, c.1970sLinda Ronstadt, 1969Debbie Reynolds with a Stanley cup, 1951Bruce Springsteen, Michael Jackson and Billy Joel, 1985Jerry Seinfeld and Larry David, 1989Skateboarding in Uvalde, Texas, 1965.Marlon Brando and photographer Mary Ellen Mark, 1970sThe ice man delivering a 25 pound block of ice, 1928.First day in school for Mila Kunis, 1980’s.Enjoying cocktails in the 1970s.Barack Obama with a group of friends called the “Choom Gang” in 1979.Nicolas Cage and his father, August Coppola, 1988A same high party in 1997.Christian Bale at his 18th birthday party, 1992A wedding in 1949.Chi Chi Rodriguez and his cool caddie John Lynch at the 1975 masters.Lynda Carter representing Arizona at the Miss World USA 1972My Mom on her wedding day in November, 1951Albert Einstein at the Beach, 1939.7 year-old George Clooney, 1968Penelope Cruz and Salma Hayek, 1990s.Princess Diana look-alike contest in Washington D.C., 1985Stephen King opens the gates to his new Victorian-style house, guarded by bats. November 1982Fifth Avenue, NYC, 1972.Dolly Parton, 1960s.Cybill Shepherd, 1972Britney Spears in Tokyo, 1999Helen Mirren, 1970sJayne Mansfield, 1960Sally Fields, 1970sSandra Bullock, 1990sJoaquin Phoenix and River Phoenix, with their parents and siblings, Summer,Liberty & Rain at home in LA California circa 1983Sting giving his autograph to a young Gwen Stefani, 1983Anthony Bourdain at his High School Graduation, New Jersey, 1974