Continuity mistake: At the university in the beginning, the blackboard on the wall changes position in every shot - once it's pushed up, next shot it's at the bottom. Several times. (00:04:10)
During his last session with Sean, Will has an emotional breakthrough while Sean reassures him, "it's not your fault" referring to his child abuse by his foster father. The next day, Chuckie shows up at Will's house to pick him up for work, but Will isn't there. Will drops off a note at Sean's house, where Sean is packing his bags to "re-enter" the world. Will's note tells Sean that he "has to go see about a girl" and the last shot is Will driving to California to get back together while Skylar, who is at medical school there.
Chuckie: Look - you're my best friend, so don't take this the wrong way. In twenty years, if you're still livin' here, comin' over to my house to watch the Patriots games, still workin' construction, I'll fuckin' kill you. That's not a threat; now, that's a fact. I'll fuckin' kill you.
Question: When Will and his friends leave the Harvard bar, he spots the "Michael Bolton clone" and approaches. He pushes the piece of paper with Skylar's phone number against the glass and shouts "do you like apples?" When the other man replies "Yes", Will says "Well, I got her number. How do you like them apples?" Can anyone please tell me what that means?
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