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Risky Business The Rewatchables
Risky Business poster
Risky Business

Casting What-Ifs

Hutton, Lowe and other Joel candidates; Pfeiffer for Lana; the Sinatra-as-Guido rumor doubted.

In the discussion (4)
Approx. transcript time · 01:11:32Read transcript
  • Timothy Hutton reportedly declined Joel for Daniel; Rob Lowe claimed he declined it, and Sean Penn, John Cusack, Kevin Bacon and Tom Hanks are among reported auditioners. One additional name is unclear in the transcript.
  • Michelle Pfeiffer reportedly declined Lana; Sharon Stone, Kim Basinger and Brooke Shields are named as alternatives, but the Basinger claim is treated skeptically.
  • The Michael J. Fox rumor is strongly rejected as a poor fit; Pfeiffer's fame and different sensuality would also change the film.
  • Frank Sinatra was allegedly considered for Guido, with age and physical demands cited against him; the host does not believe the story.
Risky Business The Rewatchables
Risky Business poster
Risky Business

Apex Mountain

Paul Brickman; a split between Risky Business and Say Anything for high-quality eighties teen movies.

In the discussion (5)
Approx. transcript time · 01:21:06Read transcript
  • Cruise is rejected and Brickman affirmed. One host chooses this for high-quality 1980 s teen movies over Fast Times, while another prefers Say Anything.
  • Chicago suburban films leads to a four-film grouping: Home Alone, Ferris Bueller, Risky Business and Thief.
  • Porsche receives a strong case for inspiring a generation's aspirations, but no explicit final yes.
  • Pimps loses to earlier cultural examples; In the Air Tonight loses to Miami Vice; Pantoliano and Pinchot are rejected, while De Mornay's later blockbusters challenge this film.
  • The Drake is considered but other appearances, including My Best Friend's Wedding, prevent a settled answer.
Risky Business The Rewatchables
Risky Business poster
Risky Business

Probably Unanswerable Questions

Joel’s virginity and sexual confidence; dream logic; Lana’s con; Miles’s cruelty.

In the discussion (3)
Approx. transcript time · 01:26:20Read transcript
  • Joel is assumed to be a virgin, but his first encounter seems unusually confident and prolonged; Lana's later quickness remark complicates the impression.
  • The dream framing and extravagant first sex scene leave room to read the story as Joel's fantasy; Lana's possible manipulation remains unresolved.
  • Miles may be sadistic rather than helpful: the Jackie setup and subsequent treatment of Joel seem designed to undermine him. His Harvard admission and possibly preppy conception contrast with Armstrong's older-looking performance.
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