Well done.
1. A transvestite and Rachel’s mom in a tear-jerker.
Terms of Endearment (clued by The World According to Garp and Rachel Getting Married)
Solved by Melville (comment #3).
2. A joker and a hallucinating teen fall in love.
Brokeback Mountain (clued by The Dark Knight and Donnie Darko)
Solved by Tom Hilton (comment #1).
3. Disabled by birth plus mute by choice equals adversaries.
There Will Be Blood (clued by My Left Foot and Little Miss Sunshine)
Solved by Melville (comment #8).
4. She knows Sinatra. His father is Gary Cooper. They’re not made for each other.
Psycho (clued by The Manchurian Candidate and Friendly Persuasion)
Solved by Melville (comment #4).
5. A member of the Foreign Legion and a flirtatious heiress on their wedding day.
High Noon (clued by Morocco or Beau Geste and To Catch a Thief)
Solved by Hazel (comments #5 & 6).
6. A gang tale of an exceptionally long-lived king and the friend of an exceptionally hairy king.
Eastern Promises (clued by Lord of the Rings: Return of the King and King Kong)
Solved by Christina (comment #2).
7. Cosmetics CEO on a road trip with supervillain.
Sideways (clued by Duplicity and Spider-Man 3)
Solved by Ben (comment #10).
I… um… I hate to say it, but I guessed ‘A History of Violence,’ not ‘Eastern Promises.’ So, I was actually wrong.
Ha! That’s so funny! I get those two confused.