School, evening

"We're set for tonight." Blair said looking at Chuck, Nate, Vanessa and Jenny.

"Are you sure, she's down for this?" Nate asked, doubting that Serena would be going for this plan. "Dan has agreed without even knowing what he will get himself in."

"After what she did to me last week, she has no say in anything" Blair said

"Same goes with Dan!" Nate answered.

East 56th, 2nd Avenue, night

"They must be kidding me." Serena said to herself looking at Dan who was standing smoking waiting for his blind date to arrive. Serena just wanted to kill Blair to setting her up with Dan, the boy from school that Serena hates. She approached him "Hi!" not wanting to say anything more.

"You!" Dan said shocked. He turned his body facing Serena and looking at her from up to down, not to believe that Nate and Vanessa set him on a blind date to someone that he can't stand. She is the Queen of the Upper East Side.

"I still can't believe Blair set me up with you!" Serena said crossing her hands, looking at Dan.

"Tell me about it." Dan said annoyed. Looking at everything but not Serena, who is standing a step in front of him "awkward."

"So what are we going to do now?" Serena asked.

"We could..." He wanted to say something but when he look at Serena, he just lost his words. He knows that he hates Serena in school. They fought a lot of times last year. "Lets' just go on with this date, it is just a few hours" Dan suggested the idea.

"Date with you? Don't we always fight last year?" Serena said but she took some time to think it through "I guess, it is better than going home. It will be our first fight at night!" Serena looked at Dan with a teased tone in her voice.

"Can't wait for that" Dan teased.

Blair and Nate's conversation on the phone

"Did Dan text you or call you yet?" Blair asked Nate on the phone. It has been 3 hours and neither of Dan or Serena text or call. They cant be having fun, they hate each other.

"The only thing we are doing this is because Serena owe you something and this is a payback, and with Dan... Let just say, he's lost... I was hoping this blind hate date will make him realise something" Nate said smiling to himself. Dan has been out of control lately, he has been smoking a lot more lately, partying and ignoring everyone around him.

"We just have to wait and see... should I call S? Now I'm worried about her with that Brooklyn friend of yours" Blair confessed to Nate. "He could even rape her? OMG! Maybe..."

"Shut up Blair! Dan might be lost and brooding but he is not a rapist or a killer!" Nate said backing up his friend.

Downtown, Manhattan

"Since Upper East is so hectic and a puppet to you, why care going to a school here?" Serena said confused with Dan.

"I got half scholarship from our school and it is just an education, there's none in Brooklyn" Dan answered.

"Brooklyn? I bet!" Serena said.

"Have you ever been to Brooklyn, Ms Princess of the Upper East?" Dan said annoyed by Serena. Tossing his hands up and making fun of Serena.

"No, I wouldn't want to go there. A lot of killing and people like you around. No Offence" Serena said looking at Dan.

"Ouch!" Dan said softly putting his hand at his chest and smile. "Let's go to Brooklyn Bridge?"

"What? Are you crazy? I don't want to cross the bridge with you." Serena said to Dan pointing at the bridge.

"You think this is crazy?" Dan said smiling, "this date is crazy!" he smirk. Serena nodded and both walk slowly on the bridge. "Just another thing, It's dark and eerie up there!" Dan said smiling, walking towards the bridge and leave Serena to her thoughts "are you coming?"

"Wait, don't leave me here in the middle of nowhere!" Serena walks faster towards Dan.

As they were walking slowly and enjoying the view, they keep on talking but keep it simple. Dan knows that he hated Serena since beginning of High School. To him, Serena is just another girl who doesn't know the value of money, she's a dumb blonde and everything comes easy for her, she change guys like she change her clothes. He looked at Serena who was amazed by the sight of Downtown New York from the bridge.

"Sometimes I would come up here, just to clear up my head." Dan said to break the silent looking at Serena and smile.

Serena just nodded and smile, it is beautiful up here. She turned to Dan, who was walking slightly behind her. She hated Dan, she can't stand him in school and they would fight about everything if they see each other face to face but tonight is different, they didn't fight. She knows Dan, everyone knows how Dan is a bad boy, he take drugs and he smokes a lot, he's rude and many more. She can't even remember.

"So it's late, and I'm in Brooklyn... I better get going." Serena said to Dan. She finally made it across and she must admit that Brooklyn is not like what she pictures it to be. Here, it's peaceful and nice. Dan nodded and hailed cab for her. "So I guess, Bye!" Serena said looking at Dan and waved.

"You don't think I would let you go back alone at this time right?" Dan said with a giggle. He opens the front door and sat down. "East 56th St 2nd Avenue, thanks" he gave the address to the cab driver.

"But I don't understand, we're here in Brooklyn... your house should be a few minutes away and you're sending me home?" Serena said confused.

"I wouldn't want you to go back alone in a cab looking like that" Dan said looking at the rear mirror. "Plus, I wouldn't feel nice to not seeing you home safe!" he said smiling.

"Oh! Thanks..." She said smiling. She heard a lot of stories about Dan but tonight he didn't show any bad things to her, except for the smoking part. He seems nice and very polite. Better than the guys she ever dated, who only leave her home alone in a cab after a night out.

School courtyard, morning

"So tell me, how was your date last night?" Blair asked sticking her fork at her food, not looking at Serena "but that's what you get, I am just playing with you S! It must be hell of an experience to go on a date with Dan, the guy who you hated since first year of school" Blair continued talking but was cut short.

"Does he have a girl friend?" Serena asked looking at Blair and smile.

"What did he do to go? Did he hurt you? Oh my god, I knew I shouldn't get you on that stupid plan" Blair said nervously.

"B, does he have a girl friend?" Serena asked again, cupping Blair's face looking smiling and give her a signal that she's alright.

"Not that I know off but he is single now" Blair is even more confused. "This was supposed to be a disaster, not something that you should be enjoying and by you asking me about him give me a different signal" she said looking at Serena, but turned to look at Dan who was walking at the courtyard with Nate.

"I know I dared you in this blind date, but I'm sorry I didn't tell you that it's Serena!" Nate said laughing. He keeps on talking but Dan didn't give him any response, "Dan!" he clapped Dan's shoulder.

"What? Yeah... its okay, it was not as bad" Dan said smiling at Nate but was looking at Serena and Blair. "Is she single?" Dan asked interested in knowing and pointing at Serena.

"Yah, she is!" Nate said but was looking at Blair at the same time. Blair and Serena are walking towards them, as the girl's hall is on the side where they are standing. Dan lit up his cigarette and starts to puff his first puff.

"That's not good for you!" Serena said reaching towards Dan's face to take his cigarette off his lips with her finger, she tossed it down the floor and smile "Morning!" She said looking at Dan and start walking towards the girls' door. Blair and Nate were looking at each other, confused. This date was supposed to make them hate each other.

"Good Morning to you too." Dan said softly with a smirk on his face.

Serena looked back at Dan when he was laughing and smiling, she bit her lips looking at Dan as Dan gave her a salute.

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