Movie #1:
- is the main star female?
Movie #2:
- is there a poker game in the movie?
Dang!
Did the plot revolve around drugs?
Yes, I think so. Organized crime, anyway.
Uh, the actor wasn’t that old.
Yes.
Scratch that. According to more conventional math, he would have been in his early 50s.
P.S. I apologise if I am hogging this game (please tell me to slow down if you want), It’s a fun game.
“- is there a poker game in the movie?”
There is likely to be, but I don’t think the main characters play.
“Did the plot revolve around drugs?”
Yes.
Movie#1: The Untouchables?
>Movie#1: The Untouchables?
No. Interesting guess, though. 
Movie#2:
Was Johnny Depp in it?
Damn It I think you know what Movie#2 is. (yes Johnny was in it)
Movie #1:
- is the movie set before WW II?
Movie #2:
- is it a British movie?
- is the movie set in the U.S.A.?
Actually, I thought I did. Then I had another thought.
I’m thinking there was an actor of Hispanic origin in it.
Del Toro?
Cruz?
No.
Del Toro.
“- is it a British movie?”
No
“- is the movie set in the U.S.A.?”
Yes.
Was it set in 1971 in Las Vegas in a hotel room with an acid tripping teenager who had a lot of paintings of Barbra Streisand who was then kicked out by the lawyer of a guy who was soon tripping on a drug made from a human thyroid gland and who had just recently been to a motercycle race?
I hate these general questions. Am I at least getting close?
Erm… Yes.
Slightly warm.
(Yes, Fear and Loathing in Las Vegas)
Movie#1: (can I drop the ‘#’?) Is it set during WW2?
Is Joe Pesci in it?
Is Al Pacino in it?
Good one!
Hit me with another.
Movie#1 is ever so slightly more obscure. You might want to ask if the main actor is known for anything other than theatrical movies.
I am thinking of Movie#3, henceforth refered to as ‘m3’.
Yes! You can drop the ‘#’.
No to everything else. 
Is the main actor known for anything other than theatrical movies? ( )
Has the main actor won oscars? (for other films, if not this one)
M3:
Made after 1980?
Drama?
Major male star?
Movie1: Is the main actor not American?
Is he British?
South African?
Australian?