Dublin, Ireland: After two years living abroad, all-American girl, Jessica Dunhour, is packing up her apartment for the next big move. While sorting her shoes into boxes labelled: Keep, Throw away, Donate and Undecided, she reminisces on all the memories and lessons learned… through shoes. One of those lessons being that an 'Undecided' pile might as well be a 'Throw away' one – either you want it or you don’t and the same goes for relationships. The quicker you figure it out and get rid of what you don’t want, the more space you’ll have for the things, and people, you do.
From her search for the ultimate pair of boots (i.e. ‘The One’) to her best friend, Lindsay, that lies to herself about how tight is too tight and to when online dating and online shoe shopping don’t live up to the pictures… Jessica learns the most important lesson of all.