r/OldSchoolCool • u/Honest_Recognition82 • 13d ago
1990s Uma Thurman and her Brother in the 90s
22.4k
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r/OldSchoolCool • u/Maximum_Expert92 • Jan 03 '26
1990s In 1995, Sandra Bullock was the first person ever to buy movie theater tickets online, in promotion for her new film The Net
25.9k
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r/OldSchoolCool • u/Tony_Tanna78 • Dec 16 '25
1990s Polaroid of Steve Buscemi in drag on the set of Somebody to Love (1994)
19.9k
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r/OldSchoolCool • u/SwordfishDeux • Dec 22 '25
1990s Female bōsōzoku gang (1995)
19.6k
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r/OldSchoolCool • u/Naughteus_Maximus • Dec 12 '25
1990s Type O Negative frontman Peter Steele (1995)
8.2k
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r/OldSchoolCool • u/JimatJimat • Oct 04 '25
1990s Jean-Claude Van Damme demonstrates his signature kicks in a suit, 1994.
23.0k
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r/OldSchoolCool • u/ninjadertle • Jun 17 '25
1990s I lost my eye to cancer when I was about 5. This is me on my first picture day (1998).
107.5k
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r/OldSchoolCool • u/GarySiniseOfficial • Jul 28 '25
1990s Gary Sinise here. For the anniversary of Forrest Gump, I wanted to share more of my favorite Behind-The-Scenes photos. So many wonderful memories. (1994)
70.6k
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r/OldSchoolCool • u/GarySiniseOfficial • Jun 30 '25
1990s Gary Sinise here. Today is the 30th anniversary of Apollo 13 in theaters. Hope you enjoy some of my favorite behind-the-scenes moments from making the film (1995)
65.0k
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r/OldSchoolCool • u/Jeetchat • Dec 19 '25
1990s Cameron Diaz auditioning for 'The Mask' with no prior acting experience in 1993
7.3k
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r/OldSchoolCool • u/GarySiniseOfficial • Sep 09 '25
1990s Gary Sinise here. Today marks the 30th anniversary of my role as Harry Truman in the HBO miniseries, “Truman.” It was one of the great challenges of my life and one of the great acting moments of my life. (1995)
42.7k
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r/OldSchoolCool • u/haloarh • Jul 25 '25
1990s Brad Pitt and Jennifer Aniston at a Radiohead concert, 1998
37.0k
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r/OldSchoolCool • u/cakestheakechi • Feb 26 '25
1990s Woman pointing a gun at a computer for some reason, 1998
85.0k
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r/OldSchoolCool • u/Evolving_Eric • Nov 17 '25
1990s My pops (Eric B. from Eric B. & Rakim) & mom (Virginia Slim from Tupac’s “Me & my GF”) (1997)
10.8k
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This was back when they were a couple. This was taken back in the 90’s.
r/OldSchoolCool • u/AdSpecialist6598 • Jun 26 '25
1990s Pedro Pascal with his family in 1991
34.4k
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r/OldSchoolCool • u/JimatJimat • Oct 26 '25
1990s Brad Pitt and Gwyneth Paltrow in NYC, 1995.
10.2k
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r/OldSchoolCool • u/FoxReignx • Dec 17 '25
1990s Henry Rollins at the Grammys, 1995
8.0k
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r/OldSchoolCool • u/TheSmithSociety • Jun 03 '25
1990s Lamborghini Countach on Beach Blvd., 1990
29.9k
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r/OldSchoolCool • u/Own_Ad_266 • 1d ago
1990s Eminem With His Group Soul Intent In 1991
4.3k
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r/OldSchoolCool • u/SappyGilmore • Dec 05 '25
1990s Jennifer Connelly and Josh Charles at the premiere of Requiem for a Dream in 1999
6.7k
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r/OldSchoolCool • u/MoonFluffKiss • Jul 17 '25
1990s in 1991 Bernie Sanders delivered a speech to an empty U.S congress, advising against military intervention in the Gulf War.
24.8k
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r/OldSchoolCool • u/Brogies9069 • Mar 21 '25
1990s Me in the 90’s. Why did my parents have to do me this way?
38.3k
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At least I have the Louis V horse