Wesley Crusher......"the boy"
He generally grates on my nerves but there were a couple of great episodes centered around him, like The Dauphin. Here's some of my favorite quotes from that episode, where Guinan and Riker are trying to teach Wes about how to woo Salia.
"Riker: "Now, the first words out of your mouth are the most important. You may want to start with something like this here." [To Guinan] "You are the most beautiful woman in the galaxy." [To Wesley] "But that might not work."
Guinan: "Yes! Yes, it would."
-- "The Dauphin", Stardate 42568.8
Riker: "You don't know how long I've wanted to tell you that."
Guinan: "But you were afraid."
Riker: "Yes."
Guinan: "Of me?"
Riker: "Of us. Of what we might become."
-- "The Dauphin", Stardate 42568.8
Riker: "Or that you might think it was a lie."
Guinan: "Maybe I do think it's a lie."
Riker: "Then you think I'm not sincere."
Guinan: "I din't say that. There's nothing wrong with a lie. It's like knocking at the door."
Riker: "Then you're inviting me in?"
Guinan: "I'm not sending you away."
Riker: "That's more than I expected."
Guinan: "Is it as much as you hoped?"
Riker: "To hope is to recognize the possibility. I had only dreams."
Guinan: "Dreams can be dangerous."
Riker: "Not these dreams. I dream of a galaxy where your eyes are the stars, and the universe worships the night."
Guinan: "Careful! Putting me on a pedestal so high, you might not be able to reach me."
Riker: "Then I'll learn how to fly. You are the heart of my day, and the soul of my night."
-- "The Dauphin", Stardate 42568.8
Guinan: "Shut up kid."
-- "The Dauphin", Stardate 42568.8
Guinan: "Now, tell me more about...my eyes?"
-- "The Dauphin", Stardate 42568.8
http://www.ugcs.caltech.edu/st-tng/episodes/quotes/136.html