DISCLAIMER: I DO NOT OWN GOSSIP GIRL. XP

Author's note: I'm lovin' S03!!! XD XD XD This was supposed to be a one-shot, but I realized it was too long. So I decided to split it into 3 parts. Inspired by the fic "Vegas Mistakes" written by BimboBoop. Most of the fic updates this week have depressing content and I can't even dare to read it for fear that I'm gonna wallow in angst. No~ not when S03 Chair is ubersweet n' fluffy as cotton candy. This is 3-part fic.

A Lifetime's Repercussion of a Dare
Summary:
Chuck comes up with a simple contest for him and Blair: both must come up with a dare for each other that they will have to live with for the rest of their lives.

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Ch01: The Game

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"I cannot believe this will be the last summer vacation I will ever be granted before I totally lose that free time to become an independent, self-sustaining woman," Blair's tone was that of awe, impressed by the potential the future held for her, and of regret, as is felt when a certain time would come to an end.

Blair Waldorf and Serena van der Woodsen were currently in the latter's bedroom, the two lifelong best friends lounging at the blonde's queen-sized bed. Serena's back was leaning on the headboard as she read a fashion magazine while Blair, seemingly in a pensive mood, just laid on her back, curling a tendril of brown curls around her finger as she sighed.

Serena giggled, amused at the nostalgic current in her best friend's tone and demeanor, the brunette's eyesight on the ceiling, her vision possibly soaring beyond in the vast blue sky. "True, this is the last summer vacation we will be granted with before we graduate and take on jobs which do not give the summer off, unless our profession is in the field of education."

Blair sighed again, exasperation this time, and lifted herself up nearer to Serena's side, headboard supporting her back. "And this last summer is absolutely dragging. There's nothing to do that we haven't done before. A season finale of our student lives should be phenomenal, but here I am, realizing that my life is getting duller by the day!"

"Then go play with Chuck." Serena offered, not taking her eyes off the magazine as she turned to the next page. She was more than familiar with Blair flaring drama from time to time and she was not accommodating it this time; she just wanted to relax in bed all day before (maybe) going off to a club for the night, and she would then invite Blair.

"Doesn't he always make your time worthwhile with... activities?" Serena cringed at the meaning behind the euphemized term.

A slap to Serena's upper arm was Blair's indignant response, as well as a subsequent reddening of the cheeks. "Serena!" she groaned as she crossed her arms. "I can't believe you!"

"Well," an additional voice spoke, "I'd say, right on the mark, Sis."

The signature smug expression of Chuck Bass was worn on his face as Serena's stepbrother and Blair's boyfriend leaned on the door frame of Serena's room, smirking at the two friends on the bed.

"How about we spend a week locked in my suite? Or..." He strolled inside Serena's bedroom to Blair's side of the bed, cradling her chin and running his fingers over her jaw in endearment. "We could drive around New York in my limo?"

Serena's face contorted in disgust as she threw a pillow at her stepbrother, who managed to dodge her weak throw. Blair slapped his arm.

"Not amusing, Basshole," Blair retorted in annoyance as she stood up and faced her boyfriend of three years and ongoing. He wrapped his arms around her waist, pulling her closer to place a gentle kiss on her cheek. He was keeping it PG for Serena's sake. That, plus Blair would not be amused by any sexual antics of his, and it might cost him a few nights of sleeping alone. And some flowers and jewelry.

"So what do you want, princess?"

Blair huffed as she wrapped her arms around Chuck's neck. "I want something out of the ordinary."

Chuck raised his eyebrows at her. "Something along the lines of the supernatural and the bizarre?"

Blair hit his shoulder lightly, lips pursing to convey that she did not find his comment amusing. "I want something memorable to happen to make this last summer as a student unforgettable."

Before Chuck could open his mouth, Blair cut him off with an additional comment. "And no, Chuck. Sexual escapades are not in the list of possibilities."

He chuckled, placing a kiss on her nose. "Alright, princess. I have just the thing in mind."

Blair cocked an eyebrow in interest. She grinned. "Oh? This better be good, Chuck."

"How about a game, Waldorf? What do you say?"

Serena, who had been content to just sit back and browse through her magazine, averted her gaze from the article on relationships to gaze at them curiously, eyebrows raised. She chose to be a spectator for now, and kept her mouth pursed together.

Blair narrowed her eyes. "And what does this game of yours entail?"

Chuck did not falter from her staredown. She was probably thinking he was scheming something that would have sex involved. "A modified version of dare."

"You don't expect me to participate do you?" Serena interjected cautiously. The couple, who were still in an embrace, turned to the blonde on the bed.

"No, this is between the two of us." Chuck answered.

Serena sighed in relief. "Thank god." She waved her hand to them, going back to her magazine. "Go on, then. Sorry for the interruption."

The couple then turned back to each other. "Let's hear it, then."

He smirked devilishly. "We each have to come up with a dare for each other."

Blair feigned an enthusiastic gasp. "What a fantastic idea! We can do it in my slumber party. Spin the bottle?" The sarcasm in her statement earned a chuckle from her boyfriend.

"Let me finish, princess. And I thought you preferred the term soiree."

Blair rolled her eyes but fixed her attention to him.

"We come up with a dare in which its effect should last a lifetime."

Blair raised her eyebrow at Chuck's smug face, knowing he had caught her interest.

"Well, well, Bass. I'm in."

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"You better be careful, B. This is Chuck we're talking about." Serena eyed her in seriousness and concern as she stood next to Blair raking through the blouses on the clothes rack in Bendel. "He's got something up his sleeve."

Serena had warned Blair to think things through after she so easily agreed to Chuck's proposition. Serena was wary, and she wanted to make sure her BFF knew that partaking in the game was like selling your soul to the devil. Serena tried to discourage Blair, but the girl was looking for a slice of life and challenge, so she sealed the deal with a kiss and Serena served as a witness to their contract.

"Don't you think I know that?" Blair snapped back, as if Serena had just insulted her intellect. She smirked deviously. "I'm going to beat him at his game."

Last night, Chuck volunteered to go through first with the dare, which surprised Blair and aroused her suspicions. She then told him she would contact him in two days while she thought of a good dare. And now, she was shopping with Serena, trying to think one step ahead of him by thinking of possible dares he might make her go through.

Serena expelled a silent sigh as she raised her eyebrows. "This will be interesting..."

Blair paused from fingering the dress she considered purchasing. She suddenly gasped, looking scandalized at her epiphany as she turned to her best friend. "Oh my god, what if he dares me to make a sex tape with him?!" She hissed.

"Hey, I tried to save your soul, but you sold it to the Bass."

"Serena!" Blair huffed as she stomped her foot. "Not helpful!"

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Chuck smirked as his phone rang, Blair's name appearing on the screen. "Have you made up your mind, princess?"

"Yes, I've decided on my dare. In which case, pack your bags for a weekend getaway."

Chuck raised an eyebrow, sorely amused by the order. "And why should I do that?"

"We're going to enjoy the Miami beaches for three days."

"I'll arrange transportation."

"Good. Pick me up at the penthouse?"

"I will. I love you."

"I love you too."

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Next on, Ch02: Blair's Dare

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