Plot hole: There are a few references in the movie about Cory, Peggy, Cousin Cindy, Maggie, etc. growing up together in Hale, Maryland (East coast). Why, then, does Peggy have an obvious Midwest accent? (I know 'Peggy' talks like this in real life; in the movie it seems out of place next to the other characters, who all sound the same).
Plot hole: When Ike watches the video of Maggie's three weddings, he sees the rose tattoo on her back in her wedding to Gil. Then later, in Gil's garage, Ike is looking at a topless photo of Maggie from San Francisco when he notices that her tattoo isn't visible in the photo. Then he bets Gil that Maggie no longer has the tattoo. Gil is angry when he finds out Ike was right. But Maggie and Gil presumably broke up after their failed wedding, meaning that the San Francisco photo is from before the wedding. So why would Ike or Gil be surprised that Maggie has no tattoo in the photo? Ike should only suspect Maggie had her tattoo removed if the photo had been taken after the wedding. (00:38:00)