Chapter 4
The fall of their Junior year Blair was riding high with the thought of being the top Queen Bee at Constance Billiard since the older girls had graduated and Serena was at boarding school in Connecticut. Her first days at school went great, or so she thought, as she manipulated Kati and Is into being her top minions and added Penelope to the mix as well as a few other girls from the incoming freshman class, which included a blonde who seemed to be the most promising potential peon, Jenny Humphrey.
The thought of being the most popular or at least the most feared girl at Constance was the saving grace Blair used to get over the bump her relationship with Chuck had seemingly taken over the summer. Chuck had gone with his dad to their Hamptons beach house and since then had somewhat kept his distance after they'd had a typical teenage squabble. Blair hoped that she could mend things with Chuck eventually, because she really missed him more than she'd anticipated, however in the mean time she had her popularity to maintain.
Thus she was a little surprised and pleased when after Serena had left, and the mini break up with Chuck had happened, her ex-boyfriend Nate started hanging out with her again, bringing her snacks, candy, and other little gifts at lunch time. This of course led Blair to fantasize about having a future with Nate again, even if he wasn't as much fun as Chuck, he was still a hot guy. So with that in mind, when Nate came around with his latest trinket, Blair decided to spring her idea on him.
"Nate...I'm so glad you've been so nice to me...so since Serena isn't around anymore...do you want to you know be my boyfriend again?" she asked coyly girlish.
"Sure...but what about Chuck?" he laughed.
"Oh...well Chuck and I broke up I guess...I mean we had this fight because he wanted to go to the Hamptons with his dad...then I don't know what happened because he hasn't returned my calls since then...so I guess we're broken up." she sighed exasperatedly.
"Well I might've heard something...but I don't know if I should say it. It involves some family issues he had...and somehow his old nanny was involved..." Nate stammered, trying to remember what he could of the story Chuck had told him in a brief call several weeks earlier.
"What? His nanny? If you tell me he slept with her...Oh that basstard!" Blair fumed.
"Uh Blair...I don't think it was like that...uh he'll have to tell you himself..." Nate started, but she interrupted him.
"Well no matter. I'll talk to Chuck whenever I see him next...mark my word. Anyway Nate, I'm having a party tonight, it's called a Kiss Your Lips Party, and I was wondering if you'd be my date...pretty please.." Blair commented, as her tone went from critical to sugary sweet in a matter of seconds.
"All right, I'll go with you Blair. When do you want picked up?" he asked.
"You know when...just let me know when you get to my place." she coyly replied, as she gave him a kiss on the cheek and went off.
~o~o~o~o~
That evening, Blair readied for the party, getting ready in her favorite gown and having her hair sprayed into a bouffant worthy of Jackie O., even if when she was with Nate she felt more like Jackie Kennedy in her 'Presidential Wife' days than Jackie Onassis and her 'Billionaire's Wife' days. (Strange that Jackie could do both with such ease. Blair pondered if she could play both roles herself someday, and which one she'd prefer more.)
As she was pondering that and finishing getting ready, Blair got a text from Nate saying that he'd arrived to pick her up...and true to his word, for once, he was actually in the foyer to greet her, looking elegant as always in his tux. He escorted her down the elevator and outside to a waiting limousine. When they got inside though, Blair was surprised by the people inside the limousine and was a little taken aback by one guest.
"Kati! Is! Penelope!...and Chuck Bass...it's good to see you...except maybe you, Chuck." Blair replied nervously giddy.
"Aw baby, I can explain. Anyway, Archibald needed a limo and I was happy to oblige. I brought your favorites...and then we'll talk later..." Chuck teased as he showed the stash of paraphernalia he'd brought along, which included various champagnes, drugs, and various other things.
"All right...but you're still not entirely forgiven yet, Chuck. Still, if you've got Dom, you better be pouring..." she laughed as she grabbed a champagne flute and they got their party started in the limo.
The party went on for the rest of the ride, until they got to the party venue, where Blair coupled with Nate again...mainly to play hard to get for Chuck's benefit, as Chuck went in then with the rest of the passengers to hang out. The party itself went into full swing, with Blair holding her own as the queen of the party popularity and Nate as her prince charming. Suddenly, out of the blue, Serena comes waltzing in wearing a Miu Miu gold mini dress, with some hipster guy wearing Carhartt jeans in tow as they scanned the room.
"Serena Vander Woodsen! What is she doing here? Who does she think she is, waltzing right in thinking she can crash my party with her legs and her boobs and her.." Blair gasped.
"Serena's here? Really?" Nate gasped as he glanced toward Serena like a long lost puppy.
"Oh yeah go all puppy dog on me, won't you Nate?" Blair sarcastically said, rolling her eyes.
"Blair...sorry to interrupt your party...but I came here with Dan..." Serena started.
"Who's Dan, you're new man? I didn't know you were going bargain basement on us these days S?" Blair sarcastically replied.
"Bargain basement? Quit being a bitch, Blair, Dan actually goes to our school. Anyway we're looking for his sister, Jenny, do you know where she is?" Serena retorted.
"I'm being a bitch? What about you, stealing Nate, running off to boarding school without a word from you for six months? Thank God I had other friends at the time." she replied.
"Blair!"
"Jenny? Jenny? I don't know any Jenny, unless you meant that Jenny Humphrey that's in training to be one of my protégées?" Blair replied haughtily.
"Yeah that's her...where is she?" Dan asked expectantly.
"I have no idea! I'm not sure if she was ever even officially invited to this party but you can look anyway." Blair flippantly replied as everyone else went searching for Jenny and Blair stalked around her party trying to save face.
After a few minutes, Blair realized that Nate wasn't around so she started to look for him and wandered around to try to cull out Serena, Dan, and any other party crashers that may have invaded her party. In her search, Blair wended her way to the roof, where she found Chuck Bass looking like a hot mess with a black eye, messy hair, a rumpled tux, and a raging hard-on if the bulge in his tuxedo slacks was any indication.
Cautiously, she sidled up to him and asked "What happened to you, or maybe I shouldn't ask?"
"Don't ask...unless you're here as part of the chastity brigade as well. Are you, Waldorf?" he growled.
"Chastity brigade? Ah what have you gotten yourself into, Bass? Or should I say who?" she asked bemused.
"I was just having a little fun...and the chastity brigade broke it up. Her brother I think. And for some reason Serena was with him. Some friends you have, Waldorf." he replied snidely.
"Friends? You mean Serena and that hipster asshole, Dan Humphrey? He's a bigger asshole that you Bass and that's saying something. Anyway it's too bad he and his sister left you in this state...such a hot mess." she sighed as she sidled over to Chuck even closer as she reached up to touch his swollen eyebrow. "So what do you need, ice? A steak? Or anything else I can do to...help you?"
"You know what you can do, Blair." he seductively hissed as he caught her hand and pulled her against him, drawing her hand to the bulge in his slacks.
"Ah so I guessed...but we're not together...so perhaps I shouldn't relieve you're ache..." she hissed back, becoming more turned on herself by this little exchange with Chuck.
"Were we the first time? Relieve me...so that I can relieve...you..." he seductively hissed, pulling her toward him roughly, so that could grab her ass through the thin gown she wore.
From the feel of his hand on her bottom to the feel of his hardness straining through his slacks to the desirous look in his dark brown eyes and the seductive bow of his mouth, Blair knew that Chuck wanted her and wanted her bad. It was so exhilarating that Blair could not resist the hot mess that was Chuck Bass, as she slid her arms around his neck and succumbed to his seductive charm, kissing him with all she had...and he did in return. Lips crashed, mouths melded, and tongues battled in this war of passion as soon it became hotter and hotter. Unable to resist, Chuck went by instinct and lifted Blair up to lay against the angled skylight, tearing away at her stockings, garters, and underpants as she wrapped her legs around him and he went in for the seductive kill.
Blair tore at his clothes too, but he resisted removing his jacket as she tried to help. Still though the effort she made to get into his slacks was soon rewarded as she ripped open his belt and unfastened his slacks until she felt his hot manhood straining bare against her hands. Chuck hadn't worn any underpants beneath his tux? The basstard! No wonder he was so hot and primed, ready for a quick one. Blair pondered in her mind as she took him out and began to stroke his hot, silky length, making him groan.
Words weren't needed as bodies were soon joined, as he pulled her one leg over his shoulder and she wrapped the other around his waist, thrusting into her waiting heat and began to move together, her ass thumping against the glass of the skylight in time to his thrusts and the pulsating bass from the party below. If someone would have looked up through the skylight they may have been able to see a glimpse of the back of Blair's rumpled dress and her bare backside before the glass steamed up, as she and Chuck got their relief.
When they seemingly came and collapsed together against the skylight, Blair thought that they were done as she teasingly bit at his collarbone from where his shirt had opened a bit, then reached down and squeezed his balls and murmured "So did you find your relief yet? That was quick but fun..."
"Mm...not quite...I'm not done with you yet." he growled as he disengaged from her to her mewing protest, but was undeterred. "Turn around, I want to show you something..." he said as he motioned for her to turn around and peer through the skylight onto the party below. The skylight was at a bit of an angle, so Blair had to crawl up on her knees to get a good look, placing a hand along the top ridge to hold on as she used another to wipe a spot dry from the fogged up glass of the skylight.
"Look down there...at all of the people in the party. Do you see them?" he asked as he leaned over her shoulder and ran his hands up her thighs under her dress as he stood behind her.
"Yes..."
"Those are not your typical party goers out to have a good time..." he seductively mused as he pulled her dress away from her ass, baring it to him as he drew her legs around him.
"They're not?" she asked, surprised, as she crawled up the angle pane a bit and felt his hands slide at the bend of her knees between her thighs and her calves, drawing her toward him as he began to lift her slightly.
"No...they came to your party...because of you...because you are their Queen, Blair Waldorf...Queen of Constance Billiard...and they are your loyal subjects...never forget that..." he seductively whispered in her ear as he slid her body toward his, teasing her with his fingers and his hardness.
"Queen...Yes I am their queen..." Blair sighed as she could feel Chuck's cock teasing against her, hot and hard. She wiggled her bottom against him out of pure instinct, causing him to groan.
"Ah yes...and like any good queen...you must ascend your throne gracefully...yet rise above your subjects at all time...and be able to ride the course of your reign with renewed...fervor..." Chuck seductively moaned as he pulled her down on his turgid manhood and impaled her channel to her womb with plenty of fervor of his own.
"Chuuuck! Oh yessss..." Blair hissed and moaned as Chuck took her from behind, the new position making him seem even bigger and harder than before.
"Yesss...Look down on your subjects Blair...look at them, my Queen...You're the Queen of Constance and no one else...They must bow to your supremacy..." Chuck seductively growled as Blair moaned "I'm the Queen of Constance...and no one else...They must bow to my supremacy..." over and over as she gripped the ridge of the skylight and peered down on the people below, riding Chuck for all he was worth as he thrust into her again and again, seemingly in time to the bass of the music below as it reverberated the glass of the skylight on which she crouched. The only music Chuck or Blair were conscious of were the sounds the made as they panted, grunted, moaned whilst having sex on the skylight.
Afterwards, Blair lay spent, her cheek pressed against the glass as Chuck disengaged himself and stepped back, stooping down to give a quick kiss to one of her buttocks cheeks, before covering it with her dress. In a thankfully sated stupor Blair mumbled "Mm...Bass this is supposed to be a Kiss on the Lips party...not a Kiss My Ass party..."
"Ha ha...but I know which you prefer...if I'm not mistaken..." he seductively admitted as he tucked himself back in his pants and raked a hand through his sweaty hair.
"Mm...I thought that's what you prefer...but whatever...you're still not totally forgiven though..." she mused as she slid off the skylight and he helped her down.
"I'm not? What do I have to do to get entirely in your good graces, Waldorf?" he asked, bemusedly curious.
"Letting me help you host your father's brunch tomorrow would be a start..." she mused as they made their way off the roof.
"Mm...I believe that could be arranged..." Chuck replied as he followed her out the door.
~o~o~o~o~
The next morning was the Sunday Morning Brunch Chuck's father Bart Bass held at his Palace Hotel and everyone was in attendance with Chuck and Blair acting as unofficial host and hostess, no matter who was supposedly coupled with who. To them the party was going great until Nate seemingly wanted to hook up with Blair, or so Blair thought, so she got Chuck to give her the key to his suite and then took Nate upstairs with her for a little fun.
When they got up to the hotel suite, surprisingly Serena was already up there waiting for them which turned out to be quite the surprise. Blair told them both off, thinking that it was a set up set to humiliate her, since Nate was still supposedly her official boyfriend. With that righteous indignation boiling through her veins, Blair went downstairs to tell Serena's new boyfriend, Dan, about Serena trying to break up her relationship with Nate...which worked all well and good, until Dan got into a fight with Chuck over the issue with Jenny, which distracted everyone's attention at the party. Eventually Dan and Serena left, and even though they were the only two who officially left, to Chuck and Blair it felt like the attention of the world was drawn to the conversation Dan and Serena were having outside and not to whatever they were doing inside.
After awhile the brunch wore down, Blair lost track of Nate and went upstairs to Chuck's suite to find him. Instead she found Chuck's rumpled bed and was suddenly reminded of their first time on it. Nostalgically, Blair lay on the bed, breathing in the scent of his cologne on the sheets, and soon fell asleep. A few hours later, Blair was awoken by a presence in the room which she sensed immediately was Chuck, who was staring down at her with a tired but bemused expression on his face.
"Chuck what are you doing here?" Blair groggily asked.
"Oh just discovering who's been sleeping in my bed...and it looks like its mahogany locks...or she I say my dream come true?" he mused as he slowly sat down beside her on the bed.
"Mahogany locks? Dream come true? In your dreams Bass..." she sighed, burying her face in the pillow.
"Hm...if memory serves me...it was more than a dream...once upon a time..." he sighed as he lifted a curl from her face and showed her the old picture on his cell of themselves laying side by side on his bed, naked, broken, and beautiful.
Blair sighed, looking at the picture and remembered their first time, right in this very room. "That was then...I don't know if we could go back to that...Especially after last night on that rooftop skylight."
"Did you like that? Its one of the things I've learned over the years." he slyly admitted as he removed the cellphone from her hand and lay it in the bedside table drawer, then lay beside her.
"Learned over the years? You're what...sixteen? You must have packed a lot of experience in those sixteen years, Chuck Bass." she commented skeptically.
"Yes...perhaps too much..." he sighed as he lay back on the bed and stared across the room, seemingly stressful and distracted at the same time, subconsciously rubbing his hand across his crotch as he lay there.
Suddenly feeling an unexpected wave of concern wash over her, Blair nonchalantly asked "Is there anything that I can do? Do you want to talk...or...?" as she rubbed his thigh.
He turned to her and with a glance it was like she read his mind, as she turned to have him help her with the zipper of her dress before she drew it over her head. Then she helped him remove the silk pajamas he'd changed into, as she positioned herself between his legs and began to caress and coax his burgeoning length until it was straining to capacity.
Blair then glanced up at Chuck and again it reminded her of their first time, when he was laid out like that, his young body quivering in want as he waited to be her test subject for giving a blow job. This time though they both seemed even more eager, and Blair relished in how even more filled out and slightly more manly his lithe body had become in the past year. Seductively chuckling to herself, she began to caress his inner thighs with one hand as she manipulated his length with the other, pulling, straining, and plucking at him until he was groaning with pleasure and practically begging for more.
Leaning down she began to give him more, as she went from little kisses and licks up and down his length, to worrying, biting, and sucking, as she heard him moaning in ecstasy and beginning to shatter right along with her, his expression telling all just like the first time, creating the moment into an intimate act for them. Blair soon moved on to more intimate touches such as kisses on his body, until they were both ready for full on coital satisfaction, as she climbed on top of him and let nature take its course in the satisfying union. Afterwards they lay beside and on top of each other, falling asleep in a cuddled heap neither of them had expected to occur again so soon. Yet it felt so perfect.