Most Helpful Guy
My favorites are in no particular order
Cool hand Luke
O brother where are thou (I know this ones kind of iffy because they break out but im gonna list it anyway.)
The green mile
Stalig 17(oldie but a goodie)
Con air (which I guess is more prisoners rather than prison)
And the escape from la and escape from new York movies.
Most Helpful Girl
The Experiment (2010).