Hey Upper east siders,

Gossip girl here. You will not believe what I just saw, our very own B wallowing on the street just outside of her house with calls out to…. Our very own lonely boy. Word on the street is that B and D were together when who did D catch B with but none other than our favorite playboy C. Sorry that you had to learn the hard way lonely boy but B will never care who she hurts and when it comes to chuck all bets are off…

Xoxo, Gossip Girl

Dan sat with his head against the wall listening silently to the thumping of the band that was currently playing at the bar he was at, he slowly got up and tried to keep his balance and walked quickly over to the bar paying for the whole bottle and walking back to where he was recently sitting, the alcohol burned his throat and it for the most part tasted horrible, but it distracted him and made his mind go blank and stop thinking about Blair. It wasn't until he was half way done with the alcohol when he noticed Serena standing at the front of his table.

"Serena," Dan drew slowly, "Have a seat."

Serena sat down next to Dan, "Dan, Gossip Girl has someone watching your every move. Are you okay?" Serena searched his eyes quickly but found nothing,

"I'm fine," Dan said sounding more like Chuck as the seconds passed, "Why wouldn't I be?"

"Dan," Serena pushed his hair out of his face, "You're not like this, don't turn into another Chuck." Serena pleaded,

Dan pushed her away and began gritting his teeth, "Don't ever say that name again."" He growled glaring at her.

"Dan I'm worried about you, I'm sure Blair is worried about you-"Dan cut Serena off holding a hand up to stop her.

Dan jumped up quickly and glared down at the shocked Serena, "Why the hell would Blair be worried about me?" Dan hissed through his teeth saying Blair's name with a disgusted tone.

"Because I know she loves y-"Dan cut Serena off again this time rudely and he didn't care,

"Oh yes," Dan began bitterly, "She loves me so much that she cheated on me."

"Dan I know you love her just give her another chance." Serena watched as he sat back down next to her and ran his hands through his hair,

"I can't." He whispered looking down at the liquid in his cup, raising it and swirling it slightly before drinking it quickly,

"Why?" Serena questioned raising her eyebrows,

Dan suddenly slammed his hand on the table startling Serena and he turned his head towards her, "I wanted to purpose to her Serena, I wanted to marry Blair Freaking Waldorf!" Dan exclaimed,

"What?" Serena asked stunned, her face gaining the deer in headlights look that it always did when she was surprised,

"I wanted to marry her," Dan said more calmly, "Now you see why I can't forgive her." he said in a near whisper, "god, I loved her so much, Serena. And she broke my heart."

"Oh my gosh." Serena whispered and looked at Dan, "This is my fault."

"How the hell would it be your fault, Serena?" Dan questioned,

"I told you to go, I didn't know Dan." Serena said guiltily, "I didn't know you loved her that much."

"No Serena," Dan said watching her from the corner of his eye, "It's not your fault, if I never caught her she would have still been cheating on me right now."

"I'm still sorry." Serena said to him sadly when she realized Dan had already changed and she was too late to get him back to his old self,

"Don't be." Dan said and with that he got up and walked away,

Xxx

Dan awoke the next morning groggy and with no idea as to what happened last night, until he saw a random girl lying to his right.

Dan nudged her already getting up and dressed, once he saw she was awake he began talking, "The door is that way and here are your clothes." Dan said coldly tossing her the clothes and walking to his bathroom. "Feel free to leave now." He called over his shoulder,

Xxx

Blair woke up that morning with her eyes still red and puffy from crying herself to sleep for the past week, she reached for her phone hoping that Dan called her back or responded to one of her many texts, she checked her phone, one new message. Blair eagerly opened it and was disappointed when she saw it was a text from Gossip Girl. Curiosity got the best of her when she saw a picture of Dan and some girl she didn't know draped on his arm.

Guess we've found our new play boy now that Chuck was seen getting on a plane for Bass industries. Congrats Lonely Boy. Sorry B I guess you don't know a good thing until it's gone.

Blair dropped her phone as she saw different pictures of Dan each time with a new girl. Blair felt her head begin spinning and the room become blurry as new tears filled her eyes.She felt like she was losing everything that mattered in her life. Like control was slowly slipping through her fingers, tears blurred her vision again making her feel hopeless.

Slowly she got off her bed and made her way into the bathroom closing the door, turning on the faucets and kneeling before the toilet.

Xxx

Serena sighed once the elevator reached Blair's floor, the guilt was eating at her. Dan was acting this way because he was heartbroken over what Blair did, and she was the one who told him to go. Once Serena reached the top of the stairs she heard vomiting sounds emit from Blair's room. Serena dropped everything she was carrying and raced into Blair's room she quickly opened the bathroom to find Blair rolled in a ball her cheek pressed to the floor her hair was damp and her eyes were closed.

Serena took in the food surrounding Blair and could smell the stomach acid from where she stood she sighed and slowly walked over to Blair sitting next to her.

Serena pushed Blair's hair away from her forehead, "Blair sweetie, open your eyes."

Blair's eyes slowly fluttered open, "Serena? I though you hated me." Blair's eyebrows knotted in confusion,

Serena slightly smiled, "I could never hated you… we're sisters. Sure, we argue, we argue a lot actually but in the end of the day you're still my bestie."

Blair smiled slightly and then Dan filled her thoughts and tears once again filled her eyes, "Ha-ve you he-ard from him?" Blair asked through the hiccupping that was occurring as more tears fell,

Serena looked away; she didn't want to tell Blair that Dan was pretty much the new Chuck Bass, "Umm," Serena said delaying her answer,

Blair stared at Serena; something bad happened to Dan, "Is he okay? Is he hurt?" Blair jumped up almost losing her balance,

Serena sighed deciding to tell Blair how he was before she got hysterical, "He's fine, well not really. He turned into something he's not Blair and not to be mean or anything but it's kind of your fault." Serena saw Blair wince, "I'm sorry Blair, but why did you do it?"

Blair looked down, "I was scared Serena," She looked up and smiled sadly, "I never felt this way about anyone… and then Dan came and I felt things that I never felt before, good things. I fell so fast and I wasn't used to having this feeling. I was scared and… it's still no excuse." Blair shook her head sadly "Damn that mother Chucker," Blair muttered under her breathe bitterly

Serena saw Blair drop her head and she sighed, "How many times Blair?" Serena said referring to Blair's disorder,

Blair kept her head down refusing to look into Serena's questioning eyes, "Every morning for the past week…" Blair trailed off and glanced up nervously at Serena

"Blair-"Serena began her voice already disapproving,

"But this is the first time I forced myself to." Blair finished cutting off Serena before she called her doctor again,

Serena paused and stared at Blair, "Blair do you think it's possible that maybe…"

"Do I think it's possible that what?" Blair questioned raising her eyebrows at Serena's clearly uncomfortable expression,

"That you think it's possible that maybe you might be pregnant?" Serena asked timidly, glancing at Blair waiting for Blair to scream at her and get angry.

"No, I am not pregnant Serena. We already had this problem during junior year, I am not pregnant Serena." Blair stated angrily slightly stomping her foot.

"Well, do you know if Chuck used protection?" Serena asked,

"I…" Blair started slowly glancing at Serena in hesitation, "I never slept with Chuck, every time it got that far I kept seeing Dan's face and I couldn't do it."

"Did you and Dan?" Serena asked scared of the answer, scared that Blair and her first love could possibly be having a baby.

Blair stared at Serena for a long time almost as if she was challenging her to take back what she said, when Serena didn't back down Blair then nodded,

"Blair," Serena said firmly and she gulped silently, "You need to find out if you and Dan are having a baby."

Xxx

"So Dan," Nate started, "How have you been?"

"Fine," Dan said dully and stared at Nate with a blank expression,

"And Blair?" Nate asked him cautiously on the sensitive subject,

"Why should I care?" Dan said sharply glaring at Nate,

Nate sucked in a breath at Dan's sharp tone, "Look," Nate began slowly planning his words out carefully, "I know that Blair broke your heart but you never told me what happened."

"She broke my heart," Dan said bitterly, "What more is there to explain?"

"You could tell me what she did so I can fully understand," Nate said casually and eyed him as he moved his food around on his plate, "Dan, I'm your best friend. I've got your back and if I have to beat the crap out of someone, I'll do it."

Dan let out a defeated sigh and Nate gave him a cheeky smile in return, "I was at a coffee shop with Vanessa when Serena texted me telling me to go to Blair's so I did…" He trailed off as tears began prickling the back of his eyes, "I stopped at Blair's favorite flower shop on the way to pick up her favorite flowers."

Nate jumped in for a question, "The huge one where they have those ridiculously expensive flowers?" he asked slightly shocked Dan spent so much money on only flowers for Blair when with the price they are he could have bought her jewelry, he must have loved her Nate thought.

Dan nodded before continuing, "So I get there, excited to see Blair because I hadn't seen her in about a week and a half, when I get to her room I see her favorite jacket on the floor outside her room. I thought it was like a hint for me to go inside so I did and I see Blair on Chuck and if I came a few minutes later I would have caught them… well, you know." Dan shifted uncomfortably as the last topic came up

Nate nodded in understanding and glanced at Dan, he could tell there was more to the story that Dan didn't tell him yet, "What did you do after that?" Nate pressed,

"I walked out, then she chased me like she actually cared," Dan rolled him eyes, "then I broke up with her and… and I…" Dan stopped slightly ashamed of what he did after,

"What did you do, man?" Nate saw Dan's face and knew he did something he regretted,

"Well I did three things," Dan said unable to look at Nate, "First, I threw the ring that I wanted to propose to Blair with, the ring that cost most of my saving, off the balcony, then I got drunk and I found Damien and beat the crap out of him, now he has a concussion. And last I uh," He stopped when he saw Nate's confused face,

"You were going to propose?" Nate looked at Dan his blue eyes wide.

"Well," Dan scratched his head before continuing, "Not right away, but I was planning too."

Nate shook his head, "Man, Blair sucks." He commented angry at his long time friends' behavior,

"Yeah tell me about it," Dan said glumly,

"Wait," Nate said suddenly, "You said you did three things… that was only two things."

"Oh, um," Dan said nervously, "Like I said I was drunk and suddenly… Serena was there and she was drunk too and…. And we sort of slept together."

Nate glanced at himself shaking his head wondering if he heard right, "I thought you broke up and I thought she was with Carter."

"We did break up… and she is with Carter." Dan said guilty

"Oh," Nate glanced around; he didn't know what to say, "Does she remember?"

Dan nodded, "Yeah, we swore not to speak of it again."

"Alright well that's done."Nate said smiling, "I have to tell you something,"

"What?" Dan questioned raising his eyebrows,

"I have someone I'd like you to meet." Nate said smiling brightly at him flashing all his teeth,

"Well, I'm out of here." Dan said already getting up trying to get away from the clearly happy Nate who seemed to be feeling proud of himself for finding someone to have Dan meet.

"Wait, she's here." Nate said putting a hand on Dan's shoulder to keep him down, "Olivia!" Nate called waving at her and calling her over to the table Dan and he were seated,

Dan stopped struggling and stared at her as he watched her wave back at Nate and smile, "Nate," Dan hissed, "That's Olivia Burke, and she's famous." Dan stared at her star struck his mouth slightly gaping open.

"I know," Nate smirked, "And I happen to know that she's interested in you." He nudged Dan playfully,

Dan smiled but it felt strange since he almost forgot what it felt like to smile, "Really?" Dan asked hopefully and saw her nearing their table,

"Really." Nate said pleased at Dan's reaction, pleased that he was smiling again and he was the winner since Jenny said having him meet Olivia wouldn't do anything,

"How do you know her?" Dan asked eyebrows rose as curiosity got the best of him

"I was hanging out with Jenny and then I see Vanessa walking towards us with someone and once she reached us I saw it was Olivia and after Jenny finished having a panic attack and asked her to sign a bunch of things," Nate smiled at the remembrance of Jenny's smiling face "I got to talking with her and turns out she goes to NYU and she's seen you around before and thinks you're cute." Nate finished smiling brightly at Dan who was somewhere in between awe struck and star struck.

"Hi Nate," Olivia said as she finally reached their table,

"Hey Olivia," Nate said his deep voice slightly louder than usual as he smiled at her, "I think you've seen him around before, but this is Dan." Nate nudged Dan and looked between the two already seeing a connection,

"Yes," Olivia giggled slightly, "I have seen him around before. Hi Dan, I'm not sure if you know this but I'm Olivia Burke." She stretched her hand out for Dan to shake and smiled brightly at him.

Dan's mouth was slightly gaping he quickly snapped it shut when he realized her was supposed to be talking, "Uh yeah," He said slowly, "of course I know you are I watch your show all the time and you act amazing and," Dan stopped himself and realized he was slightly rambling and he sounded like a obsessed fan, "I mean I'm Dan Humphrey." He took her hand and shook it's dropping a kiss on her hand and smiling at her.

She giggled as she watched him; he's so adorable she thought giddily. Dan stood up and pulled out her chair for her gesturing her to sit, "Thank you." She said as she sat.

"My pleasure." Dan said smiling at her, "So Olivia," Dan said casually,

"Yes Dan?" Olivia asked

Dan smiled; Olivia would be the perfect way to get over Blair. Not that he was anywhere near ready to get over her but he was forcing himself to get over her. He didn't want to get over her for Blair herself, he wanted to get over her in spite of Blair to show her he could move on and that she didn't destroy him.

"Would you like to go out sometime?" Dan asked shyly and looked down,

Hey guys wow it's been a while anyway sorry it took long but I was working on another story and then I was still undecided on if I should continue this or not but I finally made up my mind and decided it should continue and then I got stuck here I noticed that a lot of my stories are slightly angsty and I wanted to make this one lighter not all happy but not angsty but I finally finished this but I am un happy with this chapter the next one should be better. Feel free to leave criticism because I know this chapter was not my finest hour anyway I will try my hardest to get the next part out as soon as I can.