A/N: Hey guys! This story is sort of similar to Knocked up but not entirely the same. The difference is its Chuck and Blair! lol hope you enjoy ! :)

Disclaimer: I do not own Gossip Girl or the movie Knocked up.

''Come on, B! You're so stressed out. Come with me to this club opening at Victrola tonight, let loose.'' Exclaimed Serena Van Der Woodsen. Blair let out a sigh.

''I can't. I've got to get up early for work tomorrow.'' Blair said. Blair Waldorf is a 23 year-old beautiful petite brunette, who has luscious curls and deep brown eyes with lovely pale skin. She is a magazine editor for her mothers fashion company Eleanor Waldorf designs. Blair and her mother are very wealthy, her dad lives in France with his boyfriend Roman. However Eleanor did re-marry to Cyrus Rose who is an entertainment lawyer. They are more than happy.

''Tomorrows Saturday, Blair. You don't work on Saturdays and neither do I!'' Spat back Serena. Serena is a tall gorgeous blond who has long wavy hair and nice blue eyes. She is also 23 years-old and is Blair's work partner. ''Maybe its time you meet some new people, you know... move on.'' she continued on.

''Serena, i already told you. I'm over Carter, we broke up 3 months ago.'' Carter Baizen is Blair's ex-boyfriend whom she found him cheating on her. Blair was on her way to Carter's apartment to take him to lunch, when she found his apartment door open she walked straight in and heard moaning. Blair stormed right into Carters bedroom when there she saw him having sex with a cheap skank. She should have known better that Carter was a playboy. They never got serious in a relationship, so they never really slept together. To make Blair feel better she thinks of him as a fling.

''Whatever, Oh! If you come tonight you get to meet my new boyfriend Nate!'' Nate is Serena's boyfriend, they have been going out for 2 months. Shes never introduced Nate to Blair, so maybe tonight could be a good opportunity, not just for them meeting but maybe someone for Blair to meet. Maybe i do need to meet someone new thought Blair.

''Does your boyfriend have a friend by any chance?'' Blair sighed in defeat. Serena's eyes lighten up in excitement.

''That's the spirit, B! Who knows, there's probably going to be heaps of hot guys there.'' Winked Serena.

''Okay, i guess we better go shopping to buy something to wear tonight then.'' Suggested Blair. Both girls chuckled and left their penthouse. Blair and Serena have been best friends since pre-school. When they started to work together they decided to move in with each other in a lovely penthouse at the Empire Hotel.

''Hey man, you have to meet my new hot girlfriend, Serena'' Said Nate as he took a sip of his scotch at the bar in the Palace Hotel.

''Does she have a twin sister, Nathaniel?'' Smirked Chuck as he also took a sip of his scotch. Nate laughed in response.

''Probably not, but i bet you that there's going to be heaps of hot girls at your club opening tonight at Victrola. Or maybe she might bring a hot friend.'' Nate said. Chuck smirked.

Chuck Bass is the son of billionaire Bart Bass. Bart is also the CEO of Bass Industries, if he ever decides to retire, the company goes straight to Chuck. They both own a lot of hotels not only in New York, but around the world. Chuck is a very handsome man with tousled brown hair, deep brown eyes, an attractive smirk and just sexy features. He is also a womanizer.

Nate Archibald is very wealthy too. He is a secretary in a office in New York. He has great blue eyes and is a very attractive tall man. They are both 23 years- old.

''Maybe, it is a burlesque club and have you seen the way those ladies dance?'' Winked Chuck. ''Yeah, a hot girl must have a hot friend.''

''Haha yeah, oh hey man, look at the time. You should get ready for tonight.'' Nate said looking at his phone.

''Alright, I guess I'll see you tonight Nathaniel.'' Chuck sighed but smiled.

''Oh my god, B! That dress looks fabulous on you!'' Serena practically screamed as she was looking at some dresses in Barney's and Bendal's. Their favourite store.

Blair walked out of the change rooms wearing a one shoulder yellow dress, that fit perfectly around her curves and came just before her knees. A perfect fit.

''Thank you,'' Blair smiled. ''What about you? Have you picked one out yet?'' She asked.

''No, not really. I can't decide between these two.'' Serena said holding two dresses in her hands. One was a tight black v-neck that came just before her knees. The other one was a pillar box red dress that was tight on the dress but loose up until her knees.

''Well we won't find out unless you try them on, S!'' Exclaimed Blair. Both girls chuckled. ''And don't worry Serena, I'm sure Nate thinks you look sexy in anything.'' Blair said as Serena went into the change rooms.

''Haha very funny, Blair!'' Giggled Serena. She stepped out of the change room with the black v-neck.

''Oh, that looks great.'' Smiled Blair. ''Put on the other dress, then we'll decide.'' With that said Serena tried on the pillar box red dress.

''Oh wow! That looks beautiful on you.'' Chirped Blair.

''Then this one it is.'' Agreed Serena smiling.

''Hey man, this place is looking great. Almost at full swing.'' Nate said over the music playing in Victrola. It was 7:30pm and people were showing up for Chuck's club opening. The burlesque dancers already started to perform on stage.

''Thanks man, why don't you go get us a table. I gotta go talk to the bartender.''

''Okay,'' Smiled Nate. As he was walking to find a table he flipped open his cell and text-ed Serena. Chuck made his way to the bar and spotted the bartender.

''Allan my man! How are you?'' Asked Chuck as he grinned at the bartender.

''Very well sir, looks like tonight's going to be a big hit!'' Exclaimed Allan.

''Well hopefully, just make sure to check peoples IDs before serving drinks. I don't want drunk teenagers ruining this night.'' Chuck said in a serious tone.

''Will do sir. Enjoy your night.'' Nodded Allan. Chuck had moved on from his teenage years, he was now a mature 23 year-old serious business man. But was still a womanizer in the process.

A buzz came from Serena's phone as Blair and her were applying a coat of lip-gloss in the bathroom. Blair was wearing the one shoulder yellow dress, her hair was let down with loose curls. Her make-up was flawless too, she looked beautiful. Serena was wearing the pillar box red dress, she left her lovely wavy hair down and only clipped her fringe to the side. She looked gorgeous. Serena flipped open her cell.

Hey baby, when are you coming Victrola? -N.

''Oh its Nate!'' Chirped Serena as she read the message.

''And what does it say?'' Asked Blair as she winked. Serena giggled.

''That when are we going to go Victrola.'' Serena replied

''Well obviously now! Come on lets go.'' Exclaimed Blair.

''And here i thought you didn't want to go.'' Smirked Serena. Blair rolled her eyes in response.

''Don't make me change my mind. Let's go.'' With that said the girls laughed and left their penthouse once again.

A/N: So what did you guys think so far? Reviews would be great :) More chapters to come!