My first Gossip Girl Story! Just something that's been playing around in my mind, please review and et me know if it's worth continuing. Thank you...

Chapter 1

Never had she felt like this, in all of Blair Waldorf's 17 years of life had she felt like this. Her face rested against the coolness of the porcelain toilet. She groaned as she felt her insides twisting again, and knew what was going to come once again. She lurched forward and emptied last night's liquor into the toilet.

"B? You good?" Blair's best friend, Serena van der Woodsen asked, leaning against the doorway.

"I'm never drinking that much again S, I mean it," Blair mumbled.

Serena chuckled, "You say that every time B." Blair rolled her eyes, fully aware Serena couldn't see her, and stood up on her shaky legs. Her large t-shirt covered her pajama shorts and her fluffy slippers covered her feet. She grimaced when her head pounded once more.

"This was worse than usual Serena."

"Shouldn't have drunk so much!" Serena laughed as she hopped back into Blair's room and on her bed.

"Why don't you feel like shit?"

"Because I did not get trashed, I simply had a few drinks," Serena said flipping through a fashion magazine. Blair lay down next to her best friend on the bed, closing her eyes and a pout set on her face.

"My head hurts, my stomach hurts, my legs hurt," Blair went on to list all the things wrong with her, "my eyes hurt, ugh even my…" Blair abruptly sat up, eyes wide, face set in confusion.

"Blair?" Serena asked slowly. "Are you okay?"

"Were you with me all night?"

"Well, most of it, why does it matter?"

"Serena!" Blair exclaimed. "No, no, no. It can't be, I was at the couch all night watching people play cards. I don't do that, not till marriage, my 10-year plan would be all screwed up-" Blair rambled to herself.

"What the hell are you talking about Blair?" Serena interrupted. Seriously, Blair sounded crazy right now.

"Serena, I think I- Well I, ugh Serena, I hurt like down there," Blair whispered the last part as if it were an evil word. Register clicked on Serena's face when she understood what Blair was talking about. "But I mean, I've been in that situation before S, I always say no! Never would I say yes, so it can't be that," fear was clearly plastered across Blair Waldorf's face, and it was something Serena wasn't sure to seeing on her best friend. "How can I tell?" she turned to Serena.

Serena sat dumbstruck, how was she suppose to know? She was conscious the night it happened to her and knew it had happened. "B, I have no idea what to say. I mean, does it hurt bad or just…?" she trailed off.

"I don't know!" She covered her face with her hands in aggravation. "I think I had sex last night."

"Think? B! How can you not know for sure?"

"Serena now is not the time!" Blair yelled, standing up and walking to her closet to pick out her clothing. She settled on a pair of leggings and a pale blue shirt with her boots. "Let's go, get dressed."

"Where are we going?" Serena asked pulling her shirt over her head.

"To find out if I had sex!" Blair yelled, as if it was the most obvious thing in the world. The two girls walked out Blair's front door and into Blair's 2001 Honda Civic, the one thing her father left her before leaving two years ago. She hadn't heard from the guy since, not that it mattered; he wasn't much of a father when he was around. His departure hadn't impacted her; her mother on the other hand was a train-wreck.

She would be what Blair would call an 'unfit mother.' Eleanor Waldorf had a different man in her bed every night, the house was a mess, and Blair basically raised herself her teen years. However, Blair would never admit how much it hurt her to know she was practically alone, abandoned by her family. Never would she let someone on the outside know what her life was like at home. Blair Waldorf had a reputation to uphold.

"Blair, where are we going?" Serena asked looking out the window as Brooklyn passed by her.

"A clinic," Blair's tone was clipped.

"A clinic? How do you know of a clinic?"

"Where do you think my mom goes? I've had to driven her at least 40 times," Blair said, a hint of disgust with her mothers actions in her voice. She made a left onto the street and pulled into the parking lot. It was a small one-story building, the paint on the outside peeling, and hardly anyone in the parking lot. Turning the car off, she grabbed her purse and started for the building, Serena in tow. Serena had to practically run to catch up with Blair.

Blair cringed at the sound of the paper crinkling beneath her. She sat on the examination table with a thin paper gown clinging to her skin. Her clothes sat in the chair next to her, where Serena should have been, but Blair requested she wait in the waiting room. Looking at all the posters of the female body and pregnancy gave Blair goose bumps. The nurse had come in, asked simple questions about Blair, took vitals, and told her the doctor would be in shortly. That was 15 minutes ago. She sighed and leaned back on the table, her stomach still churning. She still couldn't comprehend what she had done last night. Really, Blair Waldorf having sex with a random? Never in her life would she do that.

"Miss Waldorf?" A lady came in with a white gown and clipboard in her hands. "Hi, I'm Juliet, Doctor Sharp," she extended her hand and Blair nervously took it. It was cold. Her eyes scanned the clipboard and she looked up to meet Blair's gaze. "Alright Blair, what can I do for you today?" Dr. Sharp took a seat on her rolling stool and looked at Blair to speak.

She cleared her throat, and opened her mouth only to shut it and open it once more. "I um, I'm not completely sure, things are a blur, but I think I had sex last night." God, could this be any more embarrassing? She refused to meet the doctor's eyes, instead she fixed her eyes on the dirty floor beneath her.

"Think? Could you elaborate please, Miss Waldorf?"

"I was drunk last night, and I woke up this morning hurting," she could feel the heat creeping into her face – she wanted to cry.

"Oh," Dr. Sharp got it, "And you've never had sex before?" she asked, scribbling something down.

"No," Blair mumbled.

"Alright, if you could lay all the way back, we can get the examination started Blair," Dr. Sharp smiled sweetly.

"How'd it go?" Serena asked, after running out of the building to catch up with Blair. She got out of the room as soon as her 'examination' was over. She kept walking to her car, ignoring Serena's question. Why'd she bring her again? "Well?"

"What do you want me to say Serena?" Blair turned to face her friend and snapped. "I had sex okay?" She rolled her eyes and continued walking to her car. Right now she just felt like crying. Crying from embarrassment, crying from not knowing who she slept with, crying because she just felt sore – everywhere. Blair started her car and sighed.

"Blair?" Serena asked quietly on the ride back.

"Yeah?"

"Did you, you know? Use protection?"

Blair's heart dropped. Had she used protection? She felt her heart speed up, her hands on the steering wheel becoming clammy. "I – I don't know."

"Oh God, B," Serena said, "It'll be alright."

But Blair wasn't so sure anything would be alright. Why would they? Nothing in Blair Waldorf's life seemed to be going right for the past 5 years.

Bright. Way too bright for this early in the morning. Chuck's head pounded as he sat up on the couch he had slept on the night before. Thank God for Nate letting him crash at his place, Chuck's dad would have been pissed if he had returned home drunk. He groaned as he ran his hand through his messy hair looking for Advil in the bathroom. He sighed in content when he found the bottle and swallowed two. He looked at his reflection in the mirror. Bags under his eyes, hair a complete mess and a hickey on his neck.

His eyed widened in shock as he looked at the hickey once more. He had sex last night? He smirked, of course he had sex last night – he was Chuck Bass. Walking back into Nate's room he found his friend awake on the bed looking at his phone. "Morning," Nate mumbled, his voice hoarse. "How was your night?"

Chuck smirked once more, "I'd say she had a lot of fun."

"So you got it in then?" Nate grinned.

"You know I always do," he laughed and sat on the couch in Nate's bedroom.

"Well who was it?"

"That my dear friend is for me to know and you to find out."

Nate rolled his eyes, "Don't be a dick."

Chuck laughed, "Blair Waldorf."