Take a Look at the Cast of Two and a Half Men Today

Denise Richards appeared as Lisa, one of Charlie’s ex-girlfriends. Unlike many of his fleeting flings, Lisa had a little more substance, and Charlie found himself genuinely regretting letting her go. Their rekindled connection gave viewers a glimpse of Charlie’s softer side, even if it didn’t last long.

Richards was already a recognizable star at the time, with credits in Starship Troopers, Wild Things, and The World Is Not Enough. Her guest role on Two and a Half Men was particularly fun since she was also Charlie Sheen’s real-life wife at the time, adding an extra wink for audiences.