Cinderella
So, if Cinderella's ball gown and horse and carriage were magically whisked away at the stroke of midnight, wouldn't her shoe be dissolved, too? How did it survive? Everything that she wore was magic, including the shoe, so how did the prince go and find it? It's a mystery! (Or just a poor plot hole.)
Sixteen Candles
This is a sweet coming of age film directed by teen flick master John Hughes. Obviously, teens are who dying for love stories won't notice this weird plot hole, but a lot of adults did! When Jake goes to surprise Sam at the church, how did he know which one she would be at? Is this the end-all-be-all church of this small 80s town? Did he go to a bunch of other churches first before finding her? We need to know his process!