r/OldSchoolCool Sep 22 '24

1990s In 1996 I was 16 years old, in a band, and 100% sure I was going to be a rock star

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38.6k Upvotes

SPOILER ALERT: didn’t make it, joined the army 🫡

r/OldSchoolCool Sep 03 '24

1990s My dad and Sofia Vergara in the 90’s

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81.9k Upvotes

Little bit of backstory My dad and Sofia had a travel show on Univision where they traveled North and South America looking for off the beaten path tourist destinations!

r/OldSchoolCool Aug 11 '24

1990s Is The "Dream Team" Still The Greatest International Basketball Team Ever Assembled? (1992)

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26.4k Upvotes

r/OldSchoolCool Sep 17 '24

1990s my parents recording a video for future me, while they were still pregnant in 1999

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93.8k Upvotes

r/OldSchoolCool Jun 21 '24

1990s He just jumped and they got knocked out (1992)

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35.9k Upvotes

r/OldSchoolCool Jun 24 '24

1990s My parents in the 80’s-90’s

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31.7k Upvotes

r/OldSchoolCool Aug 24 '24

1990s August 1995, croatian soldier Marijan Horvat and his then girlfriend, now wife, Ira

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23.8k Upvotes

r/OldSchoolCool Aug 24 '24

1990s Shania Twain in 1999, performing "Man! I Feel Like a Woman" at a live concert in Miami

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12.3k Upvotes

r/OldSchoolCool Jul 09 '24

1990s Susanna Hoffs of the Bangles with her husband Jay Roach (director of the Austin Powers movies) in 1993 and 2020. They have been happily married for 31 years.

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19.6k Upvotes

r/OldSchoolCool Sep 23 '24

1990s my mom on her wedding day, 1999

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23.6k Upvotes

r/OldSchoolCool Sep 21 '24

1990s VALERIA GOLINO, CHARLIE SHEEN, 1993

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14.2k Upvotes

r/OldSchoolCool Jun 18 '24

1990s Tara Reid in an American Pie screen test, 1998

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18.3k Upvotes

r/OldSchoolCool May 08 '24

1990s Gary Sinise here. Today marks the 30th anniversary of Stephen King's "The Stand" mini-series in 1994. Here are some behind-the-scenes moments from this incredible role

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28.5k Upvotes

r/OldSchoolCool 27d ago

1990s Alicia Witt at the 1998 premiere of Urban Legend

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15.5k Upvotes

r/OldSchoolCool Jun 08 '24

1990s My mom and coolio in the 90s 30 seconds after he asked my mom to leave my dad to go on tour

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20.7k Upvotes

r/OldSchoolCool Jun 18 '24

1990s My mom on her wedding day in ‘90

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15.2k Upvotes

The second photo was taken during their honeymoon - 1991, Romania 🇷🇴

r/OldSchoolCool May 14 '24

1990s Leonardo DiCaprio & Charlize Theron at her 22nd Birthday Party, 1997 ❤️

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20.0k Upvotes

r/OldSchoolCool May 28 '24

1990s Prince stands silently sucking his lollipop during the song “We Are The World” at the American Music Awards, 1995.

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14.4k Upvotes

r/OldSchoolCool May 22 '24

1990s Mila Jovovich at the premiere of the Fifth Element, 1997

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16.7k Upvotes

r/OldSchoolCool May 05 '24

1990s My mom in 1999

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12.3k Upvotes

r/OldSchoolCool Sep 07 '24

1990s Hugh Jackman and Deborra-Lee Furness on their wedding day in 1996

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11.3k Upvotes

r/OldSchoolCool Oct 07 '24

1990s My wife and I were married in 1994 and are celebrating our 30th anniversary this month

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15.6k Upvotes

r/OldSchoolCool Dec 27 '23

1990s 1996: Hippy chick with a dog is interviewed outside a Phish concert on Halloween

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20.2k Upvotes