Jenny had to jog slightly to catch up with Chuck. He was in a slight mood and she knew why.

"Chuck, slow down," she huffed as she finally caught up with him, falling into step with him.

She looked over at him, and saw the muscle in his jaw twitching slightly as they stepped into the office building. They passed by the front desk and into the elevator. When they were alone she looked at him.

"I'm sorry about my dad Chuck…"

"You should have told him who I was Jenny," he shot at her, "I can't believe you let me sit there through the whole dinner with him thinking I was just some proper Upper East Side boy. Are you…ashamed of the fact that I'm a Bass?"

"What," she asked looking at him shaking her head, "no. I just…I didn't want my dad to take the prejudice he had against Bart out on you. And he knew that it was Bart's son that…Dan told him about what had happened at the Kiss on the Lips party. I didn't want him to not like you."

"Jenny…I don't care if your father doesn't like me. I'm not dating him," he shook his head as the elevator got to the floor of his father's office, "forget it. We can talk about this later. Just…try not to be too intimidated by my father."

He smoothed out her dress for a moment and smiled as he looked at her.

"What's he like Chuck," she asked softly.

"Like me. Except older and meaner," he said plainly before taking her hand and going to his office door.

Chuck knocked lightly waiting for his father's invitation before opening the door and pulling Jenny inside behind him.

"Can we make this quick," Bart said, "I have work that needs to be done Charles."

He nodded and led Jenny to the desk his father was sitting behind.

"Father this is…"

"Jennifer Humphrey," Bart said standing and walking over to inspect her, "daughter of Rufus and Alison Humphrey, sister to Serena's boyfriend Daniel. She was born in April, lived her entire life in Brooklyn, goes to Constance Billard's as a freshman and has a yearning desire to be in the "in" crowd. She also has a knack for fashion and makes her own clothes."

"You put your P.I. on her didn't you," Chuck asked, glaring at his father accusingly.

"I have to make sure that my son's first girlfriend is…right for him," Bart said staring with a distaste at the girl, "does she even speak?"

"She would if you weren't looking at her as if she were a piece of trash," Chuck shot at him.

"In my eyes, that's all she is. She's from Brooklyn and as far as I'm concerned, she is just using you for your status and money."

Both Chuck and Jenny stared at him. Had he really just said that.

"Are you calling her a gold digger?"

"Precisely," Bart said going back to his desk, "she is a beautiful girl no doubt about that, and knowing your history, I'm sure she's great in bed. But that's all she should and will ever been. Now, take her back to her pathetic father."

The two teenagers stared at the elderly man in silence. Chuck didn't know what to say and Jenny, was fighting back the stinging tears.

"With all do respect sir," she managed, drawing a small smirk from him as he stared at her, "I have feelings for Chuck that have nothing to do with what's in his wallet, what his name means around her or what is in his pants. Now we have been in here for five minutes and you have insulted me in every way possible, but I will not let you insult my family. My father, may be pathetic in your eyes, but at least he is a father. What can Chuck say about you?"

Turning from the room, she hurried out, Chuck watching her as she left.

"She's feisty," Bart said with a nod, "she'll do…for now."

Jenny had gone back to the apartment, and was lying on the bed, her face streamed with tears when Chuck came into the room. He closed the door softly and walked over to the bed, climbing on it beside her. His fingers reached up and brushed away the tears on her damp cheeks and tucked her hair behind her ear.

"I'm sorry my father is such an ass," he said with a light chuckle, "but please don't listen to him. Don't…think that anything he said was true. Jenny, I know you're not with me because of anything I have…I'm not an idiot. You Humphrey's don't go for material."

She laughed and nodded. He kissed her forehead and smiled at her, "why don't we get some sleep?"

Biting her lip, Jenny shook her head, "I'm not tired," she whispered.

"Well, than what do you want to do Jenn," he asked running his fingers through her hair.

Her lips were suddenly on his, kissing him fiercely. For once he was taken by surprise and he pulled away looking at Jenny, "are you sure," he asked softly.

With a grin she nodded and laid back on the bed, pulling him on top of her, kissing him deeply.

It was almost as if it was a scene from a movie. Two people, the most unlikely couple, entangled together in bed. Chuck was more gentle than she had expected him to be, but that didn't mean it didn't hurt for her considering she was a virgin. But it was almost everything she dreamed of. Granted, she had never expected it come this soon, but it was with someone she truly cared about, and seemed to care about her.

Or at least that's what she thought when it was over and her body was twisted in the sheets, Chuck staring at her from the doorframe he was leaning against. Looking towards the brunette standing beside him he sighed and held the tape out to her.

"Just take it and leave me alone," he told Blair.

She smirked as she tucked it away, "careful Bass…if I didn't know you any better I'd say you were actually falling for the girl."