Seven out of the eight now sat in the large study after being summoned by the bell. Nate and Blair were cuddled together on the love seat. Dan sat in between Serena and Vanessa, trying not to glare over towards the armchair that held Chuck, and Jenny on his lap. They were waiting for whatever they had been called for so that they could all go their separate ways. Slowly, the screen was lowered and the counselor appeared.

"Miss Sparks, due to the incident last night on the roof, has been removed from the premises. While this experiment was to see how you reacted in extreme circumstances, no one was meant to be harmed. So we apologize deeply to Miss Humphrey and ask that Mr. Humphrey take no more swings at anyone in the house. Moving on, since your reward for surviving one week was roof access, I will tell you what your reward for two weeks is. As we speak, your personal wardrobes are being brought in with enough clothes to last you the next six weeks. They are also being rolled into your bedrooms. Yes, you heard me correctly, rooms. Plural. The three beds have been divided, a couch being added to one of the rooms for the extra. And this time, we have assigned who stays in which rooms and beds due to the easiest, flowing form of chemistry between yourself and another member in here. Mr. Humphrey will be rooming with Miss Abrams. Mr. Bass will be with Miss Humphrey. And Mr. Archibald will be rooming with Miss Van Der Woodsen. Miss Waldorf's room was randomly selected seeing as she was the only one left over and she will be rooming with Mr. Humphrey and Miss Abrams. There are also three individual tasks for each room that will take you outside of these walls and out into the real world for the night. But be warned, doing anything other than your assigned task will be fateful consequences."

She finished speaking and the screen disappeared, silence falling over the rooms.

"Why is it my best friend is seen to have a better connection with my boyfriend than I do," Blair said looking towards the blond.

"I don't know. Possibly the same reason my boyfriend has a better connection with his best friend than his girlfriend," Serena shot looking over at Dan.

Nate and Vanessa, trying to be the mediator's stopped their friends.

"Dan and I have been best friends since we were little, that's the only reason they're putting us together in a room, and even if it made you feel uncomfortable Serena, Blair is going to be in there, so believe me, nothing steamy could even possibly happen," Vanessa paused, "not that it would if she wasn't there."

"And the same goes for me and Serena, Blair," Nate said, "it's apparent that the relationship we've had since we were kids just made us close here, and they saw how easy me and Serena get along considering the first few days were rough between us. I promise that nothing is going to happen."

The brunette sighed and folded her hands across her chest, "fine. I guess I'll just have to trust you."

"And I can trust you right Jenny," Dan shot suddenly at his sister who had been talking in a low voice with Chuck.

Looking over at him, not even hearing what he had said, she nodded, "uh huh."

Slowly, the roommates trickled out of the rooms and towards the doors with their clearly marked names.

Nate and Serena entered their room to find two outfits laid out on the bed. One was a deep red dress with heels and diamond jewelry to go with it. The other was a simple Armani tux. There was a note lying in between them. Nate picked it up and read it out loud, "a limo will pick you up and take you to Chez Pierre's. You will have dinner, and at some point in the evening, must take the dance floor. Look at this as either a date, or not, that is up to you and the feelings you have towards Miss Waldorf."

Slowly, he lowered the piece of paper.

"I think they're trying to have Blair kill us," Serena muttered.

Dan entered his room with a groan, "just to appease both of you, I'll take the couch," he groaned.

"You don't have to appease me Dan, just Princess Bitch over here," Vanessa said motioning towards Blair.

The brunette laughed mockingly as she slammed the door shut, "can we please just get this assignment done? I already have a headache from hanging around you Brooklyn people."

Vanessa picked up the piece of paper on the bed and read it to herself, "you have got to be kidding me," she said handing the paper over to Dan who read it, and mimicked Vanessa's shock.

"What is it," Blair asked snatching the paper from his hands.

"For the first half of the night, you will take the subway…ew gross, down to Brooklyn to one of Vanessa's sister's band's concert's, and then for the second half, you will go uptown, to Miss Waldorf's loft and entertain guests from both Constance and St. Jude's. We want Miss Waldorf to experience the Brooklyn lifestyle, so make sure that she fits in, and we want Mr. Humphrey and Miss Abrams to experience the Upper East Side lifestyle, so make sure they fit in."

Staring at the paper for a few moments she sighed, "wow, my life has gone straight to hell. Luckily, I never fail, so make me fit in Vanessa and I'll make you two the bell of the ball at my party."

Jenny tripped backwards into the room as Chuck pressed his lips against hers when he had opened the door. She laughed lightly as she caught herself before falling to the ground.

"Are you always such a klutz," he asked with a smirk as he kissed her again, "or do I really knock you off your feet?"

"Mmm, someone's a bit cocky," she said with a giggle as she pulled him to her lips.

Slowly, he pushed Jenny towards the bed, letting her fall softly onto it before climbing on top of her. His lips roamed her neck, her eyes fluttering shut.

"So what do you say we just blow off the assignment and stay here for the night, just you and me?"

Jenny laughed and pushed at his chest, "and now I wonder how you've gotten to your junior year at St. Jude's with that kind of attitude."

Reaching beneath her back for the now crumpled piece of paper she smiled at him as she sat up, "plus it might be fun."

He sighed and took the paper from her hands, "yeah, we'll see."

His eyes scanned over the paper and his face paled slightly, "this isn't going to be fun Jenny," he said quietly.

"Why not," she asked taking the paper from him.

Jenny's eyes scanned the paper, widening slightly at the words, paling just as he had.

First Half of the Evening: Take him home to meet dad.

Second Half of the Evening: Take her home to meet dad.