1. A transvestite and Rachel’s mom in a tear-jerker.
Solved by Melville (comment #3).
2. A joker and a hallucinating teen fall in love.
Solved by Tom Hilton (comment #1).
3. Disabled by birth plus mute by choice equals adversaries.
Solved by Melville (comment #8).
4. She knows Sinatra. His father is Gary Cooper. They’re not made for each other.
Solved by Melville (comment #4).
5. A member of the Foreign Legion and a flirtatious heiress on their wedding day.
Solved by Hazel (comments #5 & 6).
6. A gang tale of an exceptionally long-lived king and the friend of an exceptionally hairy king.
Solved by Christina (comment #2).
7. Cosmetics CEO on a road trip with supervillain.
Solved by Ben (comment #10).
#2 is Brokeback Mountain (Heath ‘Joker’ Ledger and Jake ‘Donnie Darko’ Gyllenhall)
I think #6 is ‘A History of Violence’ – (Viggo Mortenson as Aragorn in the LotR movies as the long lived king).
Is #1 Terms of Endearment,, with John Lithgow (The World According to Garp) and Debra Winger (Rachel Getting Married)?
Is #4 Psycho, with Janet Leigh (The Manchurian Candidate) and Anthony Perkins (Friendly Persuasion)?
Is #3 High Noon? Gary Cooper was in the Foreign Legion in Beau Geste and Grace Kelly was a flirtatious heiress in, erm, High Society(?).
I meant #5…
Yes. Although I meant Morocco for the Foreign Legion and To Catchn a Thief for the heiress, you nonetheless got the actors and the film.
#3 is There Will Be Blood with Daniel Day Lewis (My Left Foot) and Paul Dano (Little Miss Sunshine).
It took me this long to remember that it was Dano in both movies. He’s good!
Dano blows my mind.
I could be wrong but I’m guessing #7 is Sideways with Paul Giamatti (Duplicity) and supervillain Thomas Haden Church (Spider-Man 3).