20 Films for Every Woman’s Bucket List

Drop Dead Gorgeous (1999)

Drop Dead Gorgeous has a special place in the film vaults as a cult mockumentary with a star-studded female cast that includes Kirstie Alley, Allison Janney, Kirsten Dunst, Brittany Murphy, Amy Adams, and Denise Richards. The female ensemble cast and the plot of a small town beauty pageant turned corrupt make this film a unique must-watch. Especially for comedy fans who love Christopher Guest or “The Office.” This pre-Bridesmaids femme-heavy comedy written by Lona Richards might have garnered a lot more attention at the time had it included more men, but there isn’t even a love interest.

The main protagonist, Dunst, is solely focused on achieving her dream of winning the pageant while the vindictive Kirstie Alley is determined to take her down so that her daughter (Richards) can win. This movie stands out among several contenders for its time for movies about good teenage girls going to any lengths to get what they want. Others include Sugar and Spice and Jawbreaker.