SkiBam
Angel Diva
Not sure I've watched anything as many as 10 times, but ones I'll always watch if given the opportunity: Casablanca (I can even recite a fair bit of it - "Play it Sam" and "This could be the beginning of a beautiful friendship"), A Christmas Story ("You'll shoot your eye out"), When Harry Met Sally ("I'll have what she's having"). Hmmm, maybe also Breakfast at Tiffany's, the African Queen... I'm sure there are more but can't think of them at the moment.