A/N: So, this is my first try at angst(at least I think it's angst). Hopefully it'll be received well ;)

It starts when Chuck is watching the B/N kiss in 1x13 and he walks away. That really is the only scene from the show I'm going to use. The rest of the scenes are from my head, so the timing might be a little off.

Plus, I know I have like, four other stories, but for now, I will be updating this, and 'Summer, Kind of Terrible' most often. But I might randomly update my other stories once in a while ;)

Summary-"Chuck, if you really do love Blair, then you have to tell her!" Serena exclaimed. He shook his head sadly, "No, if I love her, then I have to let her go."

It was official. Blair Waldorf had broken Chuck Bass' already fragile heart. Had crushed it underneath her fingertips, enjoying it while she did so. And now, as he watched her "lovingly" kiss Nate, he caught her eye. She seemed surprised he was there, but she just gave him a look before turning her attention back towards her "boyfriend".

Chuck felt the knife in his heart twist further and further in until he turned away.

He was never loving anyone again.

Serena was walking aimlessly through the streets. Her bag felt like it was weighing a million pounds. She knew she had taken a big social bullet for Blair(yes, she had seen the Gossip Girl blast), but it was the least she could do. Blair and Chuck could be having a baby. The revelation scared her. When she got to the Met steps, Blair was alone. Thank God.

The brunette hadn't seen her yet so she contemplated just walking over there and shoving the test into her hands and saying some encouraging words, but after some intense thinking, she decided she would tell Chuck first. He might be an ass, but he at least deserved to know. So she sent him an urgent text.

C, where r u? We need 2 talk. It's about B. -S xo

She sat down on a bench, putting on one of her big, "inconspicuous" sunglasses, so she would be away from prying eyes. Tapping her fingers on her knee, she wondered if calling him would be a better option. But then she got a text. Then another.

S, we need 2 talk. -D

Serena felt herself freeze at this. She had totally forgotten about Dan while she was busy worrying about Blair. Oh God, Dan probably thought she was pregnant. She bit her lip at the thought before checking the other message.

S, meet me at Palace Bar. -C

The Palace Bar? Shouldn't Chuck be at school? But she just shrugged. There would be less eavesdroppers there anyway. Maybe she and Dan could talk there too...So she sent her boyfriend a text telling him to meet her at the Palace Bar.

Talk about killing two birds with one stone.

For some reason, Blair felt guilty. Maybe it was the fact that she and Nate had gotten back together without her telling him about her indiscretions with Chuck. Maybe it was the fact that Chuck had looked so...heartbroken after he had seen her and Nate together. Maybe it was the fact that she had missed her period, and some part of her imagined a small little boy with dark brown hair, and a smirk, or a small little girl with brown curls and deep brown eyes that could see everything. That instead of her and Nate at the alter, she saw Chuck there.

But she wasn't supposed to feel this way, especially after Cotillion.

She looked around for a familiar face(as she was alone on the Met steps) and she thought she saw a flash of blonde hair, but it was gone before she could look close enough. So she turned her thoughts back towards Chuck.

I mean honestly, what did he(Chuck) expect? That he and Blair could just...get together, right then(during Cotillion)? He knew that her image to society was what was most important thing to her, and yet he ruined that. She needed someone with a good reputation on her arm, and that person was just not Chuck Bass. She was glad she finally realized that so she could get back together with her real one true love.

She was back together with Nate and he actually loved her this time. This time, his eyes didn't stray to her best friend. His love didn't waver. Her life was perfect again. So she had no reason to feel guilty, right?

Because Chuck was now a forgotten memory, after all.

D, Palace Bar. 5 min. -S xo

Dan blanched at this text. Weren't pregnant women supposed to stay away from alcohol? You don't even know if she's pregnant, a Vanessa sounding voice whispered in his ear. But that didn't stop him from imagining things. A family. Love. Being forced to name Blair as the Godmother. Okay, now he was thinking way too far ahead of himself.

He walked off campus and to the Palace, school not even a option right now.

Right now, he needed to find out if he was going to be a father.

When Serena got to the bar, she saw Chuck just sitting there, staring off into space. He still had on his school uniform.

"Chuck?"

He didn't answer. She tapped his shoulder and he turned towards her, though not quite meeting her eyes, "What did you want to talk about?' he said wearily.

Before she could say a word, Dan came up to the bar, "Serena...and Chuck?"

"What is he doing here?" Chuck sighed, but without the usual disgust in his voice. Both Serena and Dan caught on to this. Dan gave Chuck a weirded out look while Serena looked at Chuck in surprise.

"So..." Dan broke the awkward silence after he and Serena had taken seats on either side of the brunette.

Serena cleared her throat, "What I have to tell you two will affect both of you, particularity you, Chuck."

At this, Chuck looked up, raising an eyebrow in her direction.

Serena continued after checking around them to make sure no one was listening in to the conversation, "Dan," she took a deep breath, "I'm not pregnant." Dan breathed a sigh of relief. For some reason, a small part of him wanted Serena to be pregnant, but he quickly banished that thought away.

"Then who was the test for?" Chuck asked this question, but he seemed to be afraid to know the answer.

Serena looked around again before lowering her voice so that only the three of them could hear, "Blair." When she saw Chucks' face fall she said, sympathetically, "I'm sorry, Chuck."

Chuck shook his head and when he looked up, both Dan and Serena were shocked. Chuck looked like a kicked puppy, "Don't feel sorry for me," he said, and even Dan could detect the sadness in his voice, "Feel sorry for Nate. Blair slept with him, too. And I, unlike Nate, take care of my business."

Dan's mouth was in a perfect, 'o'. Serena was shocked that Blair hadn't said anything to her about Nate. So that explains why she and Nate are back together...For some reason, she felt sorry for Chuck. He had obviously been hurt by the Blair/Nate thing. But it's not like he lov- Oh my God.

"Are...are you in love with Blair?" she asked quietly, slightly incredulous.

He didn't say anything, but his silence and the fact that he had turned away from the two of them with cheeks now slightly red, was answer enough. Dan was amazed. He had never seen this side of Chuck before. He was actually feeling sorry for it.

"Chuck, if you really do love Blair, then you have to tell her!" Serena exclaimed.

He shook his head sadly, "No, if I love her, then I have to let her go."

Dan and Serena looked at him, sympathy growing. Dan put a hand on his shoulder and Chuck surprised the two of them when he didn't shrug it off.

"But why?" Serena finally asked in a small voice.

"As the old saying says, 'if you love someone, then you have to value their happiness over your own.' And if Blair is happy with Nate...I just have to accept that."

Spotted: A surprising trio sitting at the Palace Bar. We all know D and S had to talk, but why was C there? Peacemaker perhaps? We all know about the Van Der Woodsen/Bass upcoming nuptials. Maybe C just felt that it was his brotherly duty for S. Now, the only question left is-

Why the long face, C?

Nate took out his phone. Why was Chuck with Serena and Dan? He had seen the blast with Serena and the pregnancy test, so of course she and Dan would need to talk it out. That still didn't explain why Chuck was there though. And he did have a long face in the picture...Nate hadn't really seen much of him since the pool party. Maybe the two of them should...talk? He did have to thank him for the tip about Carter at Cotillion.

His fingers hovered over the call button, but he put his phone away. They could talk tomorrow at school. Right now he needed to find his girlfriend. He had never imagined that he would get back together with Blair. Especially after he couldn't tell her he loved her. And after the birthday incident.

But after he had seen her lighter, happier, and freer, over the next few weeks, he knew he had to win her back.

Yes, he did have Chuck to thank for many things. If only he knew exactly how many...

Serena opened the door to Chuck's suite later that night. After she, him, and Dan had "talked", Chuck had retreated to his suite without a word to either of them. Dan had gone back to the loft, while Serena just walked around the city. School wasn't out yet, but she still had a lot to think about. Blair could be pregnant, first of all. Second of all, Blair had slept with Nate and didn't tell her. Thirdly, Chuck loved Blair. She wasn't even sure which one was the most shocking.

When she went back to the penthouse, she just watched some tv until Eric got home.

Now she had to get Chuck for the Van Der Bass family dinner, something they would be having more often now that Bart and her mom were engaged. Oddly, after the conversation she'd had with Chuck, she didn't really mind the "family" dinner anymore.

Chuck was just sitting on the edge of his bed, scotch in hand, sorrowful expression on his face. Serena thought that she'd never seen a more heart-breaking sight. She went to sit next ot him on the bed, and the fact that he didn't even make any sort of lewd comment worried her. "Aren't you going to make some sort of comment at the fact that I'm on your bed?" she suggested, only half-jokingly.

"No." the voice that answered her seemed dead, void of any emotion.

"Where's the Chuck Bass that lived for those types of comments?" she tried again.

He then turned and gave her a look that would be imprinted in her mind for the rest of her life, an expression full of sadness, and grief, a look she had never seen on Chuck before, not in the long twelve years she had known him.

"That Chuck Bass was gone the day Blair Waldorf broke his heart."

A/N: ookay, I have no idea if this was any good. Was there even any angst in there? Chuck was a bit...OOC, and Nate was too(I think). I'm not even sure. Yeah...this was very confusing, but remember; first time in trying out angst, since I usually write light and happy fics.

This story won't be dark, but it won't be light, either. Alright, since I'm probably not making any sense, I'll stop now ;)