I'm just copying her comment post verbatim:
1) What actor played the same Merry Man in three different films, one a silent?
Alan Hale played Little John in "Robin Hood" (1922), "The Adventures of Robin Hood" (1938) and "Rogues of Sherwood Forest" (1950).
2) Ben Burtt is a sound director who so loves the sound of Robin's arrow from the 1938 that he has included it in an entire series of movies. Which series?
Star Wars.
3) Which Robin Hood does not speak with an English accent?
Kevin Costner, in Robin Hood: Prince of Thieves.
4) Maid Marion's horse, called Golden Cloud, went on to fame with a western star. What did the new owner rename this palomino?
Trigger.
5) In which Robin Hood does Little John whistle “Sumer is i-cumen in” before his fight with Robin?
"The Adventures of Robin Hood" (1938).
6) What actor--the oldest ever in the role--played an explicitly illiterate Robin?
Sean Connery, in "Robin and Marian" (1976).
7) Which Robin Hood film uses two famous college fight songs: "Fight on" and "On Wisconsin" in its score?
"Robin Hood" (1973), i.e. the Disney animated version.
8) Although Basil Rathbone played Sir Guy of Gisbourne as a natty dresser, the legendary Guy of Gisbourne wore what?
Capull-hyde (i.e. horsehide), a sword, and a dagger.
9) We all saw Men in Tights. But what was Mel Brooks' TV parody of Robin Hood called?
When Things Were Rotten
10) In the legends, Robin fights many men: Little John, Will Scarlet, Much the Miller's Son, and even Maid Marian who is disguised as a boy. Does he ever win these fights?
No, he actually loses those fights.
(Naomi refers to these as the "Robin, here's your ass...again" moments)