Gilmore Girls: Dear Emily and Richard (2003)

Genres - Comedy Drama  |   Run Time - 60 min.  |  
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This remarkable episode drifts back in forth in time as Lorelai (Lauren Graham) awaits the birth of Sherry's baby while recalling her own pregnancy with Rory (Alexis Bledel) -- and the events leading up to her initial break with Rory's dad (and Sherry's ex) Christopher (David Sutcliffe). Meanwhile, Luke (Scott Patterson) goes on his first date with sexy lawyer Nicole (Tricia O'Kelley), and Jess (Milo Ventimiglia) and Dean (Jared Padalecki) have another verbal set-to; and Paris (Liza Weil) makes an editorial decision at the "Chilton Franklin" which is guaranteed to infuriate Rory. Chelsea Brummet and Philip Van Dyke are seen as the younger Lorelai and Christopher.