Drop Dead Sexy Poster

Drop Dead Sexy 2005

★ 4.858 votes83 min📅 2005-03-12

"Small time crooks... Big time idiots!"

Drop Dead Sexy (2005) dives into the chaotic world of small-time crooks whose poorly planned scam leaves them desperate for cash.

Director: Michael Philip

Cast

Jason Lee
Jason Lee
Frank
Crispin Glover
Crispin Glover
Eddie
Pruitt Taylor Vince
Pruitt Taylor Vince
Spider
Burton Gilliam
Burton Gilliam
Big Tex
Xander Berkeley
Xander Berkeley
Harkness
Joseph D. Reitman
Joseph D. Reitman
Tiny
Amber Heard
Amber Heard
Candy
Steven Chester Prince
Steven Chester Prince
Otto
Suzanna Urszuly
Suzanna Urszuly
Sky
Diane Klimaszewski
Diane Klimaszewski
Brandy

Frequently Asked Questions

What is Drop Dead Sexy (2005) about?

After a botched money scam leaves them broke, a group of inept criminals turns to kidnapping to make a quick buck. The plan quickly spirals out of control as their amateurish execution collides with reality, turning their desperate scheme into a comedy of errors.

Who directed Drop Dead Sexy?

Drop Dead Sexy was directed by Michael Philip, who crafts a darkly comedic crime tale with a distinctly offbeat tone.

Who stars in Drop Dead Sexy?

The film features Jason Lee, Crispin Glover, and Pruitt Taylor Vince among its cast of mismatched criminals.

Is Drop Dead Sexy (2005) worth watching?

If you enjoy crime-comedies with a side of absurdity and flawed characters, Drop Dead Sexy delivers laughs in spades. Its low-budget charm and quirky performances make it a guilty pleasure worth a watch.

How long is Drop Dead Sexy?

Drop Dead Sexy runs for 83 minutes, packing its wild ride into a tight, engaging runtime.

🎥 Trailer

About Drop Dead Sexy (2005) — A Crime-Comedy Where Bad Plans Make for Great Laughs

Drop Dead Sexy (2005) dives into the chaotic world of small-time crooks whose poorly planned scam leaves them desperate for cash. Directed by Michael Philip, this offbeat comedy-crime hybrid follows a ragtag gang of misfits—led by the ever-optimistic Jason Lee—who hatch a bizarre kidnapping scheme after their initial con collapses. With uneven personalities and questionable skills, their botched attempt at blackmail spirals into a series of absurd mishaps, blending dark humor with the grit of a flawed heist gone wrong. The film's tone balances quirky charm and chaotic energy, painting a picture of ambition clashing with incompetence in a way that feels both relatable and hilariously exaggerated.

Starring alongside Lee are Crispin Glover's eccentric energy and Pruitt Taylor Vince's imposing presence, their characters amplifying the film's off-kilter appeal. Drop Dead Sexy thrives on its raw, low-budget aesthetic and unapologetic stupidity, offering a refreshing take on the crime-comedy genre that dares to celebrate failure. It's the kind of movie where every punchline lands like a stumbled step—awkward yet oddly endearing.