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Guess That Movie: Alternate Movie Description Edition!

emwolf

Contributor
Okay, connected:
Manipulative boss pressures underling into a marriage of convenience with an investigator dogging their every move.
 

emwolf

Contributor
Wow, I can't believe there's not been a guess yet. I'll leave hint #2 and then wait 24 hours before revealing the answer:
Two oscar winners in the cast both for movies based on real life incidents. One involves a football player, the other involves a reclusive millionaire.
 

emwolf

Contributor
The Proposal
Bingo! Connected from the previous film by Ryan Reynolds. Bullock won her oscar in the based-on-the-true-story The Blindside, and Steenburgen won hers for based-on-some-kind-of-story Melvin and Howard. Of course, supporting cast Mr. Incredible Craig T. Nelson and Golden Girl Betty White. You are up!
 

emwolf

Contributor
Here's one connected:
Caucasian culturally appropriates by going undercover as a different race...just to impress their spouse.
 

Doc4

Stumpy in cold weather
Moderator Emeritus
Good guess, but no spouse involved with RDJ's character. Pre-dates this movie by a bit as well.
Majority of One


... note: I am unclear if you intend a movie where the "undercover" aspect is part of the story in the film or not.
 
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