Cindy Crawford & Rande Gerber – Harry & David Bowie

When Cindy Crawford and Rande Gerber showed up as Debbie Harry and David Bowie at the Casamigos Halloween party in 2018, they weren’t just dressing up—they were paying homage to two music and fashion icons. Cindy, known for her supermodel status, captured the punk rock essence of Debbie Harry, while Rande, the businessman behind Casamigos, embraced Bowie’s bold androgynous style.

Debbie, the frontwoman of Blondie, and Bowie, a rock legend, didn’t just dominate music—they revolutionized fashion in the 1970s and 1980s. Cindy and Rande’s throwback costumes showed their appreciation for these trailblazers, blending rock ‘n’ roll style with a modern twist for a night of fun.