May 18, 2026
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Amy Adams' FIRST movie. Kirsten Dunst. Allison Janney. Brittany Murphy. Ellen Barkin. Kirstie Alley. All in one movie from 1999 — and nobody talks about it.
This week on Cinema Psychos, Brian and John are joined by Amanda and Lucy of Wine & Crime — the true crime & comedy podcast — to dig into Drop Dead Gorgeous (1999), the mockumentary dark comedy that bombed at the box office, got roasted by Roger Ebert, and quietly became one of the greatest cult films of the decade.
We're covering:
- Why this is arguably the best mockumentary ever made (yes, including Spinal Tap)
- The star-studded cast before anyone was famous
- The movie's wild murder mystery — did Gladys or Rebecca do it? We debate
- Why Drop Dead Gorgeous is essentially Gen X's answer to Christopher Guest
- The movie's complicated legacy — what holds up, what doesn't, and why it still hits
The verdict? 9/10. One of the tightest 95-minute dark comedies you'll ever see — and it's currently free on Tubi.
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CHAPTERS:
Introduction [00:00]
Discussing Drop Dead Gorgeous [01:17]
Movie Synopsis [03:32]
Personal Connections to the Movie [05:29]
Analyzing the Cast [08:17]
Breaking Down Characters [21:11]
REVIEWS! [01:00:11]
About Wine and Crime Podcast [01:16:26]
Follow Us [01:24:20]
🍷 WINE & CRIME PODCAST
Listen wherever you get podcasts → https://wineandcrimepodcast.com
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