It was a rainy morning in the Upper East Side; Tiffany was walking down the streets of Manhattan sporting the school uniform. Her brown long hair was had a long sweeping layers and loose curls look.

She was heading over to Bass Industries where she went every morning to hand in the records of how well the company was doing and if Jack needed anything. As she walked forward looking down at her Side Kick 4, texting, a message from GossipGirl popped up. She opened it and her jaw dropped almost immediately.

IT WAS THE PICTURE NATE TOOK, THE ONE SHE SUPPOSEDLY DELETED!

A caption below is red

Jack Basstard.

"No, no, no, no, no, no" She panicked and began to run down the street. As she turned the corner to see The Company before her, she ran towards the stairs to see Nate looking rather heated.

"What did you do?" Tiffany cried watching Nate come down the stairs.

"What I told you I was going to do" Nate said stopping on the last step of the stairs. Tiffany paused before realizing something. She turned with a horrified look on her face.

"You didn't delete the picture from your friend's phone did you?" She asked.

"You're not the only one with a few tricks up your sleeve," Nate said proudly. "You should be thanking me, he won't bother you anymore. You can get a new job and start all over," Nate said.

"Are you that much of an idiot" Tiffany said not knowing what to say. Nate arched his eyebrows. Tiffany heard the door open from behind her the without another thought she uppercut Nate, who stumbled back and fell to the floor.

"...Tiffany" came Jack's voice. Tiffany stared down at Nate with a grave look, as she held his jaw with a stunned look on his face. She turned her jaw clenched to peer at Jack. He motioned for her to follow him with a wave and walked back into the Company.

She said nothing to Nate as she followed Jack into the building. They came to his office, Jack took a seat and Tiffany stood before his desk. Jack looked up at her and sighed not happy with the news that just got out.

Ten minutes passed, which felt like years of dead silence between her and Jack.

Until he spoke with a calm tone, which was only too uncomfortable to Tiffany in such a serious matter. "Tell me Tiffany, did you know that boy had taken that picture of us?" Jack asked

"Yes, but I thought I had deleted it, clearly, I was wrong," Tiffany said in an apologetic tone.

Jack laughed to himself which only made Tiffany think he was crazier than she thought he was. Jack got from his seat and without warning he violently pushed everything off his desk. Tiffany gave a small jump back and bit her lip knowing he was pissed.

"If your father sees that picture-" Jack muttered to himself as he paced back and forth.

"You should have thought about that before you grabbed me," Tiffany said showing no remorse for Jack. Jack stopped in his tracks, looking to Tiffany.

"You think I'm the only one that's going to get in trouble for this? Don't be so stupid" Jack said. He walked up to Tiffany and grabbed both her arms tightly. "Find-a-way-to-cover-this-mess-up, or I'll find a way and it'll be only you who pays for it!" Jack sneered and let go of her roughly. Tiffany gaped at him, feeling the urge to breakdown in tears but she fought them back she took a couple steps back and headed for the doors.

She hurried out the doors back outside and down the stairs and back down the street. She pressed a hand to her mouth to suppress the cry that emitted out her mouth.

About twenty minutes later she came to Cafe called Aquarius Lounge. It was a small Cafe with light green walls, small baby blue tables, with matching chairs, the floor was white marble. When you entered, to your left you could see a small karaoke stage, to your right there was the rest rooms, and straight ahead was a long bar like table where seats were seated in front of it. There was a boy seated on one of the seats, slumped over the table being served water by the man behind the bar table.

Tiffany furrowed her eyebrows and walked over to him. "I didn't know we were opened already," she said in a suspicious tone.

"Sorry about that Mrs. McNairenal but I saw this kid outside and I couldn't let him wonder around in his state." The Tender said.

The boy turned in his seat smiling. "Hi- D-Dan Humphrey" He slurred sticking out a hand.

Tiffany looked back to the tender. "Is he drunk?" She asked.

"That's why, I didn't want to let him go. I called a ride for him on his cell, his dads on his way,"

Tiffany gave a half nod. "Hey you go to my school" Dan said. "You're very pretty, I'm surprised I've never noticed you before," Dan said

"Uh-Huh" Tiffany said and took a seat beside him. "Dan Humphrey is it?" Tiffany asked

"That is correct," he said and took a gulp of his water which some fell from the corners of his mouth. The tender handed Dan a towel but Dan threw it back at him. "I don't want your pity!" he shouted.

The tender and Tiffany exchanged a look. Tiffany brought her eyes back to Dan. "You wouldn't happen to be Daniel Humphrey, Rufus Humphrey's son?" Tiffany asked.

"That man ruined my future. He takes everything from me, my love life-" Dan took a moment to think. "...My love life" he repeated.

"How tragic" Tiffany replied. Dan took another gulp of water and to no avail it spilled down his chin down to his shirt. "O-Kay" Tiffany said grabbing the towel from the tender and began to wipe his mouth. Dan smiled lazily as she did so.

He put his hand to hers having her drop the towel and pressed her fingers to his face. "You have soft hands" Dan said closing his eyes smiling to himself.

"Thanks...I think," Tiffany said taking her hand back.

"What's your name?" Dan asked opening his eyes.

"Tiffany McNairenal" Tiffany said.

Dan's eyes lit up, "Like McNairenal Records," Dan said slurring.

Tiffany nodded. "My father hates your" Dan said.

"I know," Tiffany stated.

"So, I was thinking we could get out of here and back to my place or your place, whatever works," Dan said. Tiffany laughed and shook her head.

"Dan, your fathers coming for you, how would he feel if you weren't here because you ran off with the daughter of a man your father despises?"

"So?"

"Dan!" A male voice came. Tiffany and Dan looked to see Rufus Humphrey walking over to them.

"Daddy!" Dan shouted in a cheery voice.

Rufus looked to Tiffany who had a forced smile on her face her eyebrows raised, feeling slightly awkward. Though she doesn't know whether or not he remembered who she was. "Thank you for watching him till I got here" Rufus said.

"No problem," Tiffany said.

"Come on Dan, time to go" Rufus said stretching his sons arm over his shoulder and hoisted him to his feet and began to walk his son out.

"Bye Courtney!" Dan called out.

Tiffany's face contorted slight confused by the name he had just called her but knew it was the liquor talking. She chuckled to herself and turned to the bar tender. "This days just getting better and better" she said.