STACEY DASH – AGE 55

In the 1995 film Clueless, Cher Horowitz would not have looked glamorous if not for her best friend and fellow fashionista Dionne Davenport, played by the then-28-year-old Stacey Dash.

She returned for the ABC television series Clueless. However, fans have seen less and less of Dash on screen since the ‘90s. She is still perfecting her skills to some degree, but she has become a controversial figure in the entertainment industry since her time as Dionne. Dash appeared in the music video for Kanye West’s All Falls Down in 2004 and became a political pundit in 2014. She launched her candidacy for a Republican congressional seat in California in 2018. She’s now 55 and still looks like she belongs in high school. We’re bugging in her Dr. Seuss-inspired hat and distinctive black-and-white attire. Dash has changed a lot since she notably played Dionne in the ’90s film we all love.