Inspired by @theranman
  1. Morey & Babette
    Giphy
  2. Paris & Doyle
    Giphy
  3. Sookie & Jackson
    Local
  4. Richard & Emily
    Giphy
  5. Grant, the Town Troubadour
    Giphy
    This is who I think Rory should end up with. There is an age difference, but Grant is mature, intelligent, stable in his career—which he could do anywhere Rory decides to live, he loves music, and I'm guessing he reads a lot of books.