Oliver invited Sara to take the trip with him on the Queen's Gambit. He was a player and she was in love with him.
Let's drink up! This is an Arrow photo from the episode "League of Assassins.
Laurel has a chat with Oliver in this scene from Arrow. It is courtesy of the episode "League of Assassins."
Here's to us. Oliver and Diggle share a drink in this Arrow Season 2 scene.

Arrow Season 2 Episode 5 Quotes

Oliver: You know, not a day goes by when your family doesn't miss you.
Sara: Yeah? How do you know?
Oliver: Because I missed you.

Sara: Laurel's gonna kill me. She's really gonna kill me.
Oliver: She'll never know.