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17 Celebrity Photos From The '90s That Are So Wildly Unbelievable, You'll Need To Pick Your Jaw Up Off The Floor

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Original Story by BuzzFeed
June 9, 2025
17 Celebrity Photos From The '90s That Are So Wildly Unbelievable, You'll Need To Pick Your Jaw Up Off The Floor

Context:

The '90s were a decade of bold and unpredictable celebrity fashion and moments, captured in a series of unforgettable photographs. Notable images include TLC's memorable statement at the 1994 AMAs promoting safe sex with their outfits adorned with condoms and Adam Sandler's quirky interaction with a penguin mascot in 1995. Other standout moments feature Britney Spears' expressive performance faces at the 1999 MTV Big Help Concert and the Spice Girls breaking royal protocol by kissing Prince Charles at a 1997 event. The era was marked by a lack of stylists and publicists, resulting in a raw and authentic celebrity culture that is unlikely to be replicated in today's highly curated social media environment.

Dive Deeper:

  • TLC's 1994 AMA appearance was a standout moment as the group wore outfits decorated with condoms to promote safe sex, a bold fashion choice that made a significant statement about public health at the time.

  • Adam Sandler, known for his comedic antics, was photographed in 1995 bidding farewell to a penguin mascot at Planet Hollywood, capturing his playful energy and the quirky nature of celebrity events in the '90s.

  • Britney Spears displayed a range of facial expressions at the 1999 MTV Big Help Concert, reflecting both her rising stardom and perhaps the nervous excitement of performing at such a high-profile event.

  • The Spice Girls created a memorable royal encounter in 1997 when Mel B and Geri Halliwell kissed Prince Charles on the cheek, breaking royal protocol and highlighting the group's cheeky and rebellious image.

  • The '90s celebrity culture was characterized by spontaneous and often bizarre moments, such as Sandra Bullock's 1993 bathroom photoshoot, which encapsulated the era's casual and unfiltered approach to fame.

  • Keanu Reeves' unsteady appearance at the 1991 premiere of Another You, and Cameron Diaz's daring yellow feathered cap in 1996, exemplify the decade's fearless fashion choices and the carefree attitudes of its stars.

  • The decade's low camera quality and lack of digital media presence allowed for a more genuine and relaxed celebrity culture, free from the meticulous image management seen in today's entertainment industry.

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