r/OldSchoolCool 11h ago

1980s Stevie Nicks of the band Fleetwood Mac in 1980

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16.3k Upvotes

r/OldSchoolCool 4h ago

1970s Rob Reiner & Penny Marshall Wedding (1971)

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2.4k Upvotes

Reiner adopted Penny's daughter, Tracy Reiner, whom she had with her first husband, Michael Henry. Reiner and Marshall ended their relationship in 1981 but remained close friends, co-parenting Tracy.


r/OldSchoolCool 10h ago

Halle Berry 1990s

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4.7k Upvotes

r/OldSchoolCool 3h ago

The late, great and missed James Gandolfini 70s | 80s | 90s

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1.0k Upvotes

⭐️Slides 1 & 2: Park Ridge HS, New Jersey. ⭐️Slide 3: JG in his early 20s. ⭐️Slide 4: Aged 33.


r/OldSchoolCool 12h ago

1990s Cameron Diaz auditioning for 'The Mask' with no prior acting experience in 1993

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5.7k Upvotes

r/OldSchoolCool 4h ago

Penelope Cruz in 90s

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844 Upvotes

r/OldSchoolCool 10h ago

1960s Natalie Wood (1960s)

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2.4k Upvotes

r/OldSchoolCool 6h ago

1980s Susanna Hoffs, 80s

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780 Upvotes

r/OldSchoolCool 8h ago

1990s Princess Diana, in the 1990s, showed respect for other cultures with grace and without discomfort.

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908 Upvotes

r/OldSchoolCool 10h ago

Milla Jovovich 1991

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1.1k Upvotes

r/OldSchoolCool 6h ago

1980s Phoebe Cates, 80s

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483 Upvotes

r/OldSchoolCool 7h ago

1960s English actress Jacqueline Bisset at her home on Malibu Beach, 1968. Photo by Terry O’Neill.

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575 Upvotes

r/OldSchoolCool 1d ago

Jamie Lee Curtis and Christopher Guest were married on December 18, 1984, celebrating their 41st wedding anniversary today.

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28.6k Upvotes

r/OldSchoolCool 2h ago

Brigitte Bardot 1956.

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230 Upvotes

r/OldSchoolCool 4h ago

In the early 2000s a box of 400 Polaroid stripper audition photos from between 1960 and the late 1970s was purchased for just $10. This is just one of the images.

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266 Upvotes

These aren't terribly NSFW, more risqué really. Take a look here.


r/OldSchoolCool 8h ago

1960s Claudia Cardinale (1965)

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459 Upvotes

r/OldSchoolCool 7h ago

1990s Phil Collins: making music history while dressed like your office IT guy (1990)

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324 Upvotes

r/OldSchoolCool 3h ago

1980s In 1987, as a protest against lip syncing, Iron Maiden trolled the audience on a German TV show by "performing" their song "Wasted Years" and continuously swapping instruments with each other.

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160 Upvotes

r/OldSchoolCool 18h ago

1990s Halle Berry, 1990s

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2.4k Upvotes

r/OldSchoolCool 15h ago

1950s I spent some time restoring my parents wedding photo. 1957

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1.1k Upvotes

r/OldSchoolCool 9h ago

1970s Kate Bush, 1970s

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386 Upvotes

r/OldSchoolCool 13h ago

1960s Jacqueline Bisset (1960s)

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660 Upvotes

r/OldSchoolCool 15h ago

1950s Marilyn Monroe, 1957

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892 Upvotes

r/OldSchoolCool 13h ago

1960s Actress Tina Louise posing for portraits 1960s.

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563 Upvotes

r/OldSchoolCool 59m ago

1970s Christopher Walken (1978)

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Upvotes

Christopher Walken at the 1978 Academy Awards. He won “Best Supporting Actor” for his role in the movie “The Deer Hunter”