Sometimes you have to take a step backwards before you can move forwards. This is the situation Keira Knightley finds herself in at the beginning of Say When (or originally Laggies for our friends across the pond). She hasn't really moved on since high school. She works for her dad and hangs out with the same group of friends, who have transformed into pretentious middle-class caricatures. When her prom-night sweetheart (Mark Webber) finally takes a knee after over a decade, she has to get away and find herself.
In order to get rid of her teenage baggage, she paradoxically has to return to high school. The fugitive from matrimony finds asylum at the house of Chloë Grace Moretz, whom she befriends in the parking lot of a convenience store. In that same house lives Moretz's handsome, funny, extremely single father, who is also a successful lawyer and looks like Sam Rockwell. What could possibly happen next?
There are some really interesting ideas about growing up and the need to try new things, but after about 20 minutes, Say When finds a warm spot in the comfort of the rom-com formula and stays there. There even is a dramatic scene at an airport. If you are looking for new ideas or surprises, this is not the film for you. In lieu thereof, director Lynn Shelton goes for charm and laughter with mixed results. Knightley deserves some praise for her visible efforts to keep up an American accent. Rockwell, brilliant as usual, bursts into the film with a couple of hilarious, witty scenes before reverting into a "lonely single dad" stereotype. He doesn't even get to dance in this one.
Overall, there aren't quite enough laughs to compensate for the weak plot and one-dimensional characters. Some gags fall completely flat. I will never be a fan of Keira Knighltey, but her and her co-stars do a fine job with the material they are given. It's never boring and, despite their platitude, you enjoy the company of the characters. You will not regret watching Say When, but you won't regret missing it either.