Green Arrow: You could use some conflict resolution. Rule number one--you don't shoot your date. Rule number two--think about your wardrobe choices.
Edward Lott: You're one to talk.
Green Arrow: Oh, no, don't get me wrong. I love black on black. It's just really hard to pull off.
Edward Lott: It's easier than you think. (goes for his gun, gets stunned)
Green Arrow: And rule number three--you got to know when to say goodnight.

Chloe: You know, unlike some people, Oliver actually follows protocol.
Clark: What protocol?
Chloe: Exactly.

Amanda Waller: Green Arrow, welcome to Checkmate.
Green Arrow: I think you've got the wrong Green Arrow. I don't remember signing up for any chess club.
Amanda Waller: You are a guest of the U.S. government. And the time has come for you to do your patriotic duty.
Green Arrow: I didn't know Uncle Sam was into drugs and bondage. Kind of gives a whole new meaning to the "I Want You" poster, doesn't it?

Amanda Waller: Did you properly secure the detainee?
Tess: He had a hidden lock pick.
Amanda Waller: The correct answer is "No, I did not properly secure the detainee!"

Chloe: You know, Oliver... now that Green Arrow is officially on Checkmate's radar, I think it might be a good idea for you to hang up your tights for one night. Go civilian.
Oliver: Well, they're not tights. They're not tights.

John Jones: Your preparations for war are unnecessary. You're simply reacting out of fear.
Amanda Waller: Fear? Fear is what prompts us to protect ourselves. And studying fear gives us insight to others' phobias.

Oliver: The only way you'd get me back in here is by force.
Tess: Don't flatter yourself. The best thing I ever did in this bed was kick you out of it.
Oliver: Well, look, something out of your mouth I can believe.
Tess: So it's you. Parading around in tacky green leather.
Oliver: It was me.
Tess: I can't believe you wear tights.
Oliver: They're not tights.
Tess: Hey.
Oliver: They're not tights.
Tess: They look like tights.

Oliver: Who knows how many deals were sealed right here?
Tess: You buried an arrow into my chest, Oliver.
Oliver: Actually... it was a taser.
Tess: Well, it bruised.
Oliver: Better bruised than dead.