New update! I've had this written for a while, but I wanted to update The Past Matters first. This will be my last update for a couple of days, I'm going out of town, but I promise to try and write as much as possible while I'm away!

To clear something up: Blair did go to college with Serena! Sorry I didn't expand on that!

THANK YOU SO MUCH FOR ALL THE KIND REVIEWS, YOU GUYS ARE AMAZINGG! ENJOY!

Again, I do not own Gossip Girl or Win A Date With Tad Hamilton.


Win A Date With Nate Archibald!


Chapter Four

[Three Weeks Later]

"Angelica, can I see you in my office?" Chuck called out while the girls were closing up for the night.

Angelica practically dropped everything she was holding and ran towards his office.

Blair and Serena laughed. They knew that Angelica had always had a huge crush on Chuck. He knew it too, but he wasn't about to act on it. He wasn't a relationship guy, and if he went out with someone from work, he'd have to see them every day, which was not ideal.

"Yes, Chuck. What is the object of your desire?" she said sensually as she sat down onto the couch.

Chuck shifted in his chair uncomfortably. He hated how she openly flirted with him, since he felt no feelings towards her whatsoever. "Umm, I just wanted to talk to you about the possibility of hiring another bartender for weekends. I wanted your opinion."

"Is that all you wanted Chuck?" she said flirtatiously, lying back on the couch.

"Yes, that's all I wanted…so what do you think?"

She sighed realizing her flirting was doing nothing. "Yeah, a new bartender is a good idea. The weekends have been getting pretty crazy."

"Good, I'll start looking for someone." He had just hired a new waitress, Jessica to help out Blair and Serena. She was doing pretty well so far, no complaints from customers. During that interviewing process, he found some potential bartenders that he could call back for further interviews. "Thanks, Angelica that will be all."

Angelica sighed loudly again and stood up from the couch. She walked towards the door, but stopped before walking out. "You know Chuck, one day, I know that the answer to my question will be 'you, you Angelica are the object of my desire.'"

Chuck shifted uncomfortably. "Okay...but for now...could you just make sure the register is locked up?"

She sighed again with a smile and turned to leave his office.

****

Blair and Serena teased him the whole walk back to Blair's house.

"Oh, Chuck, you are the object of my desire, take me know," Blair breathed as she wrapped her arms around him.

"Ha ha, very funny," he said, not amused by his friends.

"Come on Chuck, you don't even like her the teeniest, tiniest bit?" Serena asked.

"What? No…she's not my type," he said, trying to sound casual.

"Please, girl is your type." Blair shot back. She had seen him date every type of girl, and she didn't understand why he wouldnt give Angelica a chance. Yeah, she was a little over the top, but she had a good heart.

As they got closer to Blair's house, they noticed a lot of commotion on her front lawn.

"Who the heck are they?" Serena asked.

"Oh no…if that fire alarm went off again…" Blair sighed as they picked up the pace to her house.

"Why would they send a news crew for that?" Chuck asked suspiciously. Now they were getting worried. Had something happened to Harold?

That's when it clicked. "Wait a second…" Blair breathed.

"OH MY GOD, NO WAY!" Serena said as she realized what Blair was thinking.

They ran up towards the house and were bombarded with reporters.

"…how does it feel to be the winner of Nate Archibald's contest…"

"…how long have you been a fan…"

"…Blair, what's your sign? Nate's a Leo…"

I cannot believe this is happening! Blair thought as she heard numerous reporters throw millions of questions her way.

"Blair Waldorf, congratulations! You've won the Win a Date with Nate Archibald contest! I'm Larry Fox, the supervisor for the contest," a man that had approached Blair said.

"OH MY GOD!" Blair screamed. Serena ran next to her and threw her arms around her best friend. They began jumping up and down screaming with delight.

Chuck slowly made his way up to the house. He couldn't believe it. Blair had actually won. Blair was going on a date with Nate Archibald. Nate fucking Archibald. The movie star. Shit. As all of the excitement surrounded Blair, Chuck couldn't help but feel that their lives as they knew them were about to change.

****

A week later, Chuck and Serena found themselves in the airport watching Blair get ready to board her plane to L.A.

Serena couldn't have been happier for her best friend. This was every girl's dream come true. She got to go on a date with Nate Archibald! She might even kiss him…or maybe even more, she thought. But Serena immediately shook that thought away. She may be that type of girl but Blair certainly wasn't. She was still a virgin and there was no way she was going to give it up to Nate Archibald who she'd never see again. She was waiting for love and all that romantic stuff.

Chuck still couldn't believe this was actually happening to him. The girl of his dreams was jet setting off to L.A. to go on a date with the most famous movie star…ever. What he was most concerned of was what she was going to do with him. Would she kiss him? Sleep with him? Chuck shuddered at the thought. Blair was still a virgin and deep down he always wanted to be her first. He hoped that she was still serious about waiting for the right person. Even if it wasn't Chuck, it better not be fucking Nate Archibald.

"They also told me, that on the plane you get your own personal DVD player and you get to view the film of your choice," Blair said, telling them all about the rock star treatment she was getting.

"Okay…I would like to touch intimately the person who thought of that," Serena said seriously.

Chuck looked at her with a weirded out face, and Blair just laughed at her friend.

"Ladies and gentlemen at this time we'd like to begin boarding our first class passengers…" they heard over the intercom system.

"That's you!" Serena screamed, throwing her arms around her best friend.

"That's me!" Blair squealed with the same excitement.

Chuck rolled his eyes. "Guys, guys, please," he said covering his ears. He didn't know how much more of this squealing he could take.

"Oh Chuck, just give me a hug and tell me to have a good time, please?" Blair said opening her arms up.

Chuck sighed. "Okay," he breathed leaning into Blair's waiting arms. He squeezed her tight, not really wanting to let go. He slowly pulled away. "Just…you know…be careful, okay?"

"What do you mean?" Blair asked confused. It's not like she was going on a jungle safari into the Amazon or climbing Mt. Everest. She was going to L.A. for one night.

"I mean, that this guy is Nate Archibald. In his life…he's probably slept with like hundreds of women," he said.

"No way," Blair said shocked. "That's not even... physically possible. Besides, like he's going to be interested in me that way."

Chuck sighed. God she could be so naïve sometimes. And how could she not think that Nate Archibald wouldn't be interested in her. She was the most beautiful woman in the world; any guy would go crazy for her. "Fine, here's how you know. If at any point in your date, he claims that he doesn't really like watching sports, then he's just trying to sleep with you."

"Okay…" said Blair, a little skeptical. This sounded ridiculous, especially coming from Chuck who goes through different women each week.

"Oh, and if he says he loves animals…then he's really trying to sleep with you."

"Okay Chuck…"

"Guys are guys, Blair. Rich or poor. Famous or…coffeemakers…" he said.

"Right, got it Chuck." Blair was still surprised to be getting this speech from Chuck Bass.

"Just do me one thing…" he said moving closer so that he could whisper. "Guard your…carnal treasure."

"Okay," Blair said embarrassed.

"No I just…guard your carnal treasure," he said again, also getting uncomfortable.

"Thanks Chuck," Blair said trying to shake off the awkwardness of the situation.

Serena rolled her eyes at Chuck and interjected the awkward moment. "Remember everything, B."

"I will," Blair smiled.

"Remember how he smells…" Serena sighed.

"Oh, I will," Blair squealed.

"No, but not just a vague description, I want good solid similes…for example, 'he smells like a forest on the first day of spring'…"

Chuck rolled his eyes. "Okay, Blair, you better get on the plane," he said trying to end the conversation about Nate Archibald's smell.

"I will bring you similes," Blair told her best friend before turning to the flight attendant with her ticket.

"Oh, wait I almost forgot," Chuck said reaching into his back pocket.

Blair looked down and saw him holding a box of Pringles.

"I got you something…its regular flavor…you know in case you don't like the…prime rib in first class…" Chuck said nervously. He suddenly felt really stupid. Why would she want Pringles when she had all of the food in first class?

Blair smiled and took the can. "Thank you, Chuck." She turned and gave her ticket to the flight attendant and put her bag through the security belt.

"Just…guard your carnal treasure!" Chuck yelled after her. God what was wrong with him?

"I heard you Chuck!" Blair hissed back, extremely embarrassed. Why was he doing this to her now?

Serena gave Chuck a look. She always had a feeling that Chuck cared about Blair as more than just friends, and this embarrassing display of emotions definitely boosted her theory. She shrugged it off and turned to wave to Blair.

"Bye B!" she called, as she and Chuck watched Blair disappear onto the plane.


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