Beauty is in the eye of the beholder.
Jack repeated that line as he came to the realization that Liz Lemon is beautiful. He didn't truly understand what he was feeling at first, but as time went on so did the longing for love in his heart. Working with Liz was long, tiring, and just boring. Eating with Liz was short, messy, and if you blink you might not have as much fries as you did before. But spending time with Liz…that was different. She was great, funny, smart, and ate neatly. After all the denial, he couldn't help but wonder why he felt this way. Was it because he was lonely? Was it because she was always there for him? Maybe because he just simply liked her. He wanted to know for sure. That it wasn't just a thing he would think about. He wanted to know if she felt the same way. If something in their minds thought the same thing. A nice dinner date would do he thought. Some wine, a kiss maybe, then maybe some more down her neck. It would be a good night, even if nothing happened. They were best friends, it had to go well. But then again this was Liz Lemon. Having a relationship with her boss might not click in her head. What if she turns him down? What if she turns her cheek when he leans down for a kiss? No, he will not think of these things. No one ever turned him down. It can't and won't happen. As she enters his office, his skin immediately gets chills. He got nervous. Why? He's asked her to many events in the past, this shouldn't be any different. But it was. He's making it clear that he wants Liz and hopes she wants him too. Then in a flash second he remembers the night of Gerhardt's party and how Liz thought he was going to kiss her. He wanted to but he saw her eyes. And when she denied he knew he should back off. And now he's scared and wants to back out.
"Hey Jack what's up? I was in the middle of a Designing Woman marathon."
"Oh I'm sorry…would you like to go finish?"
"No it's okay, what did you want to ask me?"
"Um….." Jack couldn't think of words to say. He couldn't communicate what his heart was telling him. He was stuck with the same pointless words: "Are you sure you don't want to finish?"
"Jack I'm good, now what do you want?"