- ❝Yes, he pulled back and I'm going crazy❞
- —Rory to Paris about Logan
SOPHIE (CAROLE KING) GUEST STARS & DEAN (JARED PADALECKI) RETURNS – When Stars Hollow's oldest resident dies and leaves his house to the town, Luke (Scott Patterson) has an ulterior motive for volunteering to help turn the house into a temporary museum. Dean (Jared Padalecki) is also working on the project, and offers Luke some unwelcome advice about the dangers of dating a Gilmore girl. To get publicity for the Dragonfly Inn, Lorelai (Lauren Graham) does an interview with a travel magazine, but immediately regrets the unkind comments she makes about being raised by Emily (Kelly Bishop, who does not appear in the episode). Meanwhile, Lane (Keiko Agena) suspects that Zach (Todd Lowe) is having a fling with music store owner Sophie (guest star Carole King), while Rory (Alexis Bledel) and Paris (Liza Weil) are both devastated by trouble with their respective flings.
- Lauren Graham as Lorelai Gilmore
- Alexis Bledel as Rory Gilmore
- Melissa McCarthy as Sookie St. James
- Scott Patterson as Luke Danes
- Keiko Agena as Lane Kim
- Liza Weil as Paris Geller
- Sean Gunn as Kirk Gleason
Special Guest Star
- Michael Winters as Taylor Doose
- Liz Torres as Miss Patty
- Todd Lowe as Zack Van Gerbig
- Rose Abdoo as Gypsy
- Mike Gandolfi as Andrew
- Chauncey Leopardi as Kyle Gibson
- Audrey Wasilewski as Sandra
- ❝Lane – I've had it! I'm getting to bottom of this!
- Paris – Spank his bottom❞
- ❝Lorelai – You think I'd walk into my daughter's room and get naked?
- Kirk – I don't know what your domestic routine is❞
- ❝Rory was a kid, Dean. She grew up, she moved on – accept it❞
- Luke wants to buy the Twickham house for him and Lorelai.
- Kirk is still without a home and is being put up in rotation by the town, decided upon at the town meetings.