A/N: It's the one people have been waiting for: The Date, enjoy.

Serena and Blair stood in front of Blair's penthouse. They waited for a taxi and sure enough with Serena yelling, they got one. During the ride to a small restaurant in Brooklyn, Serena talked non-stop about how much fun Blair was going to have and how she was going to find her 'soul mate'. Blair just smiled; the less she talked, the better. Once they had arrived, Blair took in one deep breath and followed Serena. Dan and a handsome guy were standing outside. Serena ran to Dan and gave him a tight hug. Blair followed quietly. After the lovebirds were finished, Serena yanked Blair's arm.

"Dan, introduce Blair."

Dan turned around and his friend came up next to him.

"Blair meet Kyle. Kyle meet Blair."

Kyle extended his hand out and Blair shook it. Kyle was around 6', he had sandy-blond hair and his jaw was perfect. He had a little bit of a tan. His eyes were a dark brown and his nose looked like it had been chiselled for him by Zeus. His body looked like it was in perfect shape.

"Come on, let's get some food."

Serena said that with such excitement. She and Dan went in first, Blair and Kyle slowly followed.

"So your from the Upper Eastside right?"

Blair nodded. He seemed uncomfortable. They walked in and went to the booth that Serena and Dan were already sitting at. They were sitting right next to each other, so Blair and Kyle had to do the same but across from them. They quickly ordered their food. Serena and Dan got into a conversation so Blair and Kyle were really quiet.

"I like your outfit."

Blair smiled. He's trying so hard to start a conversation, she thought.

"Thank you. You don't look so bad yourself."

He laughed.

"Why, thank you. You know, I was nervous coming on this date thing, but now I feel relaxed."

"Yeah, I know what you mean."

"So I heard you wanted a prom date, would I be the perfect candidate or do I have to compete with all the boys in the Upper Eastside?"

Blair laughed.

"No you seem perfect."

They both smiled. They started talking about everything. They hadn't noticed how long they had been talking until Serena tried to interrupt them.

"Blair!"

Blair and Kyle turned around to see Serena with an annoyed look on her face.

"Sorry Serena. Guess we were just wrapped up in our conversation."

"I'll say."

Blair looked down at her watch and noticed it was almost 10. Her mother was supposed to be coming home tonight from Rome. Blair wanted to have a chance to talk to her.

"Oh no, I better go. It was nice meeting you Kyle. Bye S. Cabbage Patch."

She started to gather her stuff.

"B, I'll come with you. It's getting late and I need to head home anyway."

Serena kissed Dan goodbye and Blair and Kyle gave each other a handshake.

"I'll see you around, Kyle."

He smiled.

"I guess you will."

Blair and Serena left the restaurant and hailed a taxi. Once inside Serena started talking.

"So, Blair. How was it?"

"It was nice. Kyle is really nice and cute but….-"

"But what? You and him seemed to be getting along great and he seems to really like you. What could be wrong?"

Blair sat quietly for a few minutes. She fidgeted with her handbag.

"I don't know. Okay? I don't know. There is something about him that I'm not sure about him. Maybe it's because he……"

"Because he what? Come on spit it out B."

"Because he reminds me of Nate and Chuck!"

Things were quiet between them, until Serena broke the silence.

"I thought you were over both of them."

"I thought I was, but there are these feelings inside me that I can't forget."

"Maybe the only way you can truly move on is if you give Kyle a chance."

Blair looked up. She hadn't noticed she had been crying. The taxi stopped and they were outside Blair's building. She got out, but before she closed the door she had to say something.

"Maybe your right, S. Maybe that is the only way to truly move on."

Serena smiled and Blair smiled back.

"Goodnight B"

"Goodnight S."

She closed the door and watched Serena drive away.

Hello Upper EastSiders,

Gossip Girl here.

Spotted: S & B meeting up with Lonely Boy and New boy at a restaurant in Brooklyn. Careful B, don't make the Upper Eastside Kings jealous now.

XOXO Gossip Girl