Suzanne: "I know exactly how it ends." - Season 3, "Wee Small Hours"

Bobbie Barrett: "I want the full Don Draper Treatment." Season 2, "Maidenform."

Pilot episode, Season 1, episode 1, Midge Daniels to Don, "Well, are you going to pitch it to me?" and then later after he has told her that he doesn't want to go to school because they will find out he is over and young guys will be picking meat off his ribs, "That's a tasty thought."
I loved the pilot episode more than any other because the two were so natural together, actually two sides of the same coin. The scene was beautifully shot, and the actors were perfect.

Bobbie: "You’re never gonna get that corner office until you start treating Don as an equal. And no one will tell you this, but you can’t be a man. Don’t even try. Be a woman. Powerful business when done correctly. Do you understand what I’m saying, dear?"
-2x05, The New Girl

Don: We should get married.
Midge: You think I’d make a good ex-wife?
-1x01: Smoke Gets In Your Eyes

Rachel to Don, after he proposes they run away to LA together: "This was a dalliance, a cheap affair. You don't want to run away with me; you just want to run away. You're a coward!"
-1x12, Nixon Vs Kennedy

Bobbie Barrett: "This is America. Pick a job and become the person that does it." 2x05, The New Girl

"You stormed out of your office"

- Rachel, 103

I love Rachel Menken. When Don comes to her apartment after Roger has suffered his heart attack, Don wants to forget his sadness and feelings of mortality for awhile. Rachel fights him, but you can see the longing and love in her eyes. Finally, she says "Yes, please" to Don's overtures. So my chosen quote is very short, but full of deep emotion. Later, when Don describes his pathetic childhood, Rachel shows more love and caring for him than anyone ever has. Kudos to Maggie Siff
Rachel, Season 1 episode 10, "Long Weekend"

Rachel is probably my favorite of all Don's women. I can't imagine her rejecting Don after he had poured out his heart. If only he had been able to do so in Nixon versus Kennedy instead of trying to run away. Rachel really loved Don, and she knew a lot about him instictively. Betty never understood him in that way, and she never wanted to know that Don.
Maggie Siff would still be on the show and Sons of Anarchy would have to find another Tara if I had my way!

"You know the rules: I don't make plans and I don't make breakfast." Midge to Don, S1, E1

"What's your secret?" Don to Midge.
"Nine different ways to say, 'I love you, Grandma,'" ...as she unbuttons her white blouse for Don. S1, E1

"Just get down here. I want you to pull my hair, ravish me and leave me for dead." S1, 5G
Nothing Suzanne, Maggie or Bobbie ever said have come close to the raw desire she expressed.

IMHO, unlike his other "dalliances," Midge was the one he best related to. They'd had a relationship for over five years, she was artistic, earthy and eager, long before he ever met Suzanne. He didn't expect exclusivity, just to be available, but she was sensitive to his feelings, dumping the portable TV out the window. If she hadn't fallen in love with Roy, he might never have chased Maggie.

Season 2 / Episode 11...Joy says to Don: "Why would you deny yourself something you want?" I think that sums up his whole existence.

I love Suzanne - maybe because I taught elementary school for five years when I was her age. But, alas, no father of any student ever, ever looked like Don Draper! I can just imagine the parent/teacher conferences. Hubba! Hubba!
I think Don was falling in love with Suzanne -- she was truly concerned for him. Her quote "Even if I remove myself from the equation, I see a very unhappy man." Or something like that.

"You think I’d make a good ex-wife?"
Midge, S1 E1, Smoke Gets in Your Eyes

"I'm worried this is a fantasy."
Rachel, S1 E11, Indian Summer

"You can't be a man, be a woman. It's powerful business when done correctly."
Bobbie, S2 E5, The New Girl

"I swear, I'm not talking about our future."
Suzanne, S3 E11, The Gypsy and The Hobo

"Where did you come from?"
Bobbie Barrett to Don, when they were in bed

Suzanne: "People are ignorant. They're scared of things they don't understand." (Season 3, "The Color Blue")

Season 1, Episode 1

"Mr. Draper...Mr. Draper. I don't know what it is you really believe in, but I do know what it feels like to be out of place. To be disconnected. To see the whole world laid out in front of you, the way other people live it. There's something about you that tells me you know it too."

- Rachel