A/N: If you noticed, the genre says Romance/Family. And this story is basically CB's struggle with their parents (who don't even like their children that much)... I just wanted to figure out how CB will react if they were in each other's shoes...Or something like that in the latter parts. Well, let's just see^^.

P.S. I really forgot Nate's dad's name, so I'll keep calling him Captain.

Of Blair Bass and Chuck Waldorf

She's Blair Cornelia Bass, the only daughter of NY C's business tycoon Bart Bass, making her the ultimate princess of the Upper East Side.

He's Charles Bartholomew Waldorf, the infamous son of fashion designer Eleanor, and chef Harold Waldorf, known for his nickname Chuck and being a certified Casanova.

When these two come together, what would become of the Upper East Side?

Chapter Two

Nate had been day dreaming, playing with the ring he was supposed to give Blair last night. Thank God. For once, he thought of gossip girl as a life saver. He was thinking of breaking up with her that night, at that moment, in front of their parents, and run away for a while until he can figure out what to do with his feelings for Serena, especially now that she's quite hot with Dan Humphrey.

"Oh, good." Captain appeared. "So, you're still sticking with the plan."

"Why are you doing this to me dad?"

"Because it's for your own good. Listen, marrying Blair would not only ensure you a good future."

"I know, you'd be ensured too."

Nate stood up and walked away, pounding the ring onto the table after going out the door.

*

"Blair!" Serena knocked for the sixteenth time on the door. "What is the matter with you? Did Nate do something to you?"

Dorota had contacted her mistress' best friend because she was worried that Blair wouldn't come out of the room. She came home late last night, looking tired, but it didn't seem like she was sad, she was actually happy. Then in the morning, they couldn't get her up for breakfast. Her room and locks that can only be opened from the inside.

"B, c'mon. You're scaring me..." Serena pleaded.

Somewhere in the corners of her boudoir, Princess Bass stared at her reflection in the mirror, vaguely hearing her best friend's voice outside her door. She looked normal, still beautiful, still Blair. But she didn't feel like it anymore. Somehow, she felt scared.

A ring came in from her phone. It was Nate.

I'm sorry about last night.

Can we talk it over?

She sighed as she put down the phone. Part of her wanted to reply. Part of her didn't. Not after what she and Chuck did, she betrayed Nate. She couldn't face him now. Especially after what Bart had said to her last night after she came home from Victrola.

"How's Nate?" He suddenly said after she entered the living room.

"I think we broke up." She shook her head.

"He left you?" Bart sounded as if it was expected. "I wonder why..."

"Dad..."

"Go to sleep. You don't look so good."

Finally taking final sigh, she stood up and walked to the door.

"I don't wanna do this B, But I'm busting your door!" Serena shouted.

There was no need for violence, Blair opened it. "Hi, S."

*

"Charles Bartholomew Waldorf. What is the meaning of this!?" Eleanor threw a mailed letter on Chuck's bed. He saw it was open.

"What? Is this some letter from Harold for your divorce?" He joked, she rolled her eyes, tapping her feet.

But it wasn't, it was his trust fund report. Eleanor had it checked yesterday and a large sum was practically missing.

"What did you do?"

"I bought the fucking club you didn't." He faced her. "I am going to earn back every dollar I've invested on it and you can do nothing to stop my business."

"Oh, I don't intend to, Charles."

"That's right, just stay out of it. This is my life, and I'm gonna have lots of fun. You can throw me out like what you've always wanted to do."

"I don't want to throw you out." She admitted. "Your dad would have a fit."

"Yeah," He smirked.

"But he won't tolerate this behavior either." Eleanor took hold of the door knob. "He's coming over. Just so you know, You are a Waldorf."

With that, she closed the door.

Chuck went back to bed. Harold will be coming over. This should've made him happy. It's been six months since he last saw him-not a good scene actually, after seeing his father kiss another man. He wouldn't be made a fool by anyone. The gossip girl blast had done much to him already.

Head's up Upper East Siders, we all know Chuck Waldorf-slick, rich, and a total Casanova. But who would've thought that he's dear old dad not only cooks great, but is also great doing guys? That's right fellas, keep your eyes open. We don't know who Waldorf junior might strike next.

"Chuck?" Nate tugged him, seeing that he was quite shocked. "Gossip girl is just probably lying. This couldn't be true."

He remained silent, clutching his phone. Every one around was looking at him. Others smiled, others laughed, others looked like if he had a disease or something.

"Chuck! Nate!" Blair was running down the steps. "Have you heard from gossip girl? God-"

"Shut up, Bass!" Chuck shouted.

"Chuck, don't take it out on her." Nate countered. "Besides, these are just rumors."

Blair looked at him, stunned. "It's not. It's true."

He gave her the eye, certainly, she knew better.

"Oh, my God."

"He's dad's gay."

"Yeah, after all these years?"

"May be he's gay, too."

He heard so many voices, it felt like his vision was spinning.

"Chuck." Blair held his arm.

"C'mon, man."

"Hey Waldorf!" Said a guy. "How about you do me instead?" Then every one laughed.

Chuck fired up, pushing Blair and Nate aside, heading for the object of his destruction.

"What? Let's get it on." Said the Chuck punched him. "What the-"

"Don't talk about my father that way!" He shouted as he took him by the collar. "You don't know him! He may be GAY, so what!? He is my father!"

He let him go. And the scared student ran away.

*

Serena had been staring at her for quite sometime now, But Blair hasn't said a word. How could she tell her about Chuck, about how good it made her feel? And Nate. Sure, Serena had done the classic "the boyfreind and the best friend", and she condemned her. Now that she's actually done the same thing, she's afraid Serena would leave her as well. She couldn't take it. She's been losing a lot lately. She can't afford to lose her best friend too.

"C'mon B. Really, you're starting to freak me out."

"if I... tell you," She began. "Promise you won't get mad." it was a statement.

"Yes. I promise."

Blair sighed. Serena's promises always puts her at ease.

"I don't really know where to begin. Nate, dad, Chuck-"

"Chuck?" Serena inquired. "How did he get in this?"

"You sound angry. You broke your promise."

"I was only asking B." She tapped her knee.

"You see, S. I think Nate and I broke up last night." Blair finally said.

"What, why?"

"He said he was afraid to hurt me. That I just build walls around to cover my insecurities. I know that already, he didn't have to push it."

"And?"

"I left him." She looked at her. "And I went to Chuck's bar."

Serena blinked, she had quite the thoughts. "You-"

"It felt great S." Blair smiled, for the fist time that day.

"Really?" Serena just nodded. "Well, Nate and Chuck are..."

"I know. It's like me doing what you did." She teased. "But really, there was something about Chuck Waldorf."

"What about Nate?"

"He wants to talk to me. Should I?"

Her best friend paused for a moment. Blair did had a different sparkle in her eyes when she mentioned Chuck. And she was acting all jelly-ish. Like someone who was lovestruck, acting all-weak and weird that didn't even seem real for Blair.

"You should." Serena said. "And don't do something you'll regret."

*

After an hour of walking, Nate stopped in front of a restaurant, clutching the ring he ought to give her. He found Blair, all ready and quite stunningly beautiful.

"Wow." He smiled as he took his seat. "You sure look blooming today."

"Really?" She twitched. "I'm a wild flower, you know."

Then came a silence between them. Nate just felt bad, he was still thinking that Blair believes he's going to marry her. He had his decisions now. And Marriage was important to her as any other thing. So he took out the ring.

"Oh, my. " She marveled at it. "Nate..."

"Blair, you know I love you." He sounded sorry, she saw it in him. "But you know-"

"I won't, Nate." She cut him off. "If you're asking me to marry you, I won't."

He looked surprised, surely, he didn't see this coming. "Why?"

"Because."

He looked at her, she bowed her head. He then smiled.

"I think you deserve better." they said at the same time. they both laughed.

"Really, Nate." Blair smiled.

"So, we're okay?"

"More than okay."

And they left the restaurant with joy in their hearts.