“Being with you isn't a gamble, you can only gamble when you have a choice. I wanna be with you forever, and I don't have a choice about that, maybe I don't have a prayer in the world, but that's not a gamble. Maybe what I feel is not good for you, or for me but I'm not gonna stand here and listen to you tell me it's a bad habit.”

Robert Downey Jr. - Jack Jericho

“- Ouisa Kittredge: Answer me! How much of your life...
- Flan Kittredge: ...my life can I account for? All of it! I am a gambler.
- Ouisa Kittredge: We're a terrible match.”
Stockard Channing - Ouisa
Donald Sutherland - Flan

“- Nick Butler: I've never seen such luck!
- Lee Donley: Lucky in cards, unlucky in love.”
James Cagney - Nick Butler
Ann Sheridan - Lee Donley

“- Andie: I am not running away.
- Ben: Bullshit...
- Andie: Are you calling my bluff...
- Ben: Yea, I am.”
Kate Hudson - Andie Anderson
Matthew McConaughey - Ben Barry

“- Sari Hatvany: Don't you understand? Lucky at love, unlucky at cards. Or, versa-vica.
- Pierre: Versa vica.”
Lili Darvas - Sari Hatvany
Paul Henreid - Pierre