Chapter 1: History.

Summary: What if Chuck and Blair had both got married to different people and had kids? What if after being divorced years later they met again? How would things be?

A/N: Louis never happened and a lot of this is just random and might not seem like the characters. Plus some characters pasts maybe changed and swapped. Who ever they married or had kids with maybe twisted and be weird to think of but this isn't really normal just for fun. Something I had been thinking of for a while. Also don't hate me Chair fan's when you hear who Chuck was married to, I just couldn't write it any other way. But I think you'll like Chuck's opinion of her after they had the divorce. The episode at the end of season 3 never happened and nothing in season 4 happened. Please tell me if I should make this into a fan fiction. Xoxo.


Blair was holding her 5 year old daughter Tiffany. She recently moved back to New York as a single mother.

She and Nate had got back together 8 years ago and married two years later. After a year of marriage Blair fell pregnant with Tiffany. When Tiffany was a few months they moved to Chicago and everything was great. When Tiffany was 4 things were getting messy after the miscarriage of what would have been their second child. Blair eventually filed for divorce when Nate was caught with his secretary. She had spent the next year fighting for full custody of Tiffany, which thanks to her father Harold and step-father Cyrus.

She moved back to New York a couple of months after Tiffany turned 5.

"So Tiff want to go shopping?" Blair asked smiling at Tiffany.

"Duh Mommy" Tiffany giggled. Tiffany was practically a mini Blair apart from her blue eyes and straight hair. She had got Blair's attitude as well though and her stubbornness and tantrums.

Blair smiled at her "Well if you could go into Mommy's bedroom and get her blue handbag sitting on the bed we can go".

Tiffany's smile widened "Can we go to that shop you said has my name?" she asked hopefully.

"Of course we can sweet heart, and you'll love it" Blair kissed her daughters head just before the little five year old jumped up as fast as her little legs could carry her to get the bag in Blair's room.

Yep she was defiantly Blair Waldorf's child.


Chuck looked all over the apartment for his son Drew. The little boy was defiantly a Bass. He was always hiding on his babysitter when Chuck couldn't take him to the office. He always had a mischievous smirk on his face and he loved getting into trouble at kindergarten.

He got into more trouble nowadays since the divorce between Chuck and Jenny. He didn't know hoe it happened but they started dating after 2 years they got married. Half way through the first year of their marriage Jenny was going to leave Chuck to get half of his money until she found out she was pregnant.

When Chuck found out 3 years later he filed for divorce although Jenny was still determined to get half of everything he owned, Chuck wouldn't allow it and won the court case. He then fought her in court for full custody for his son. Chuck had an easy time convincing the judge that it would be for the best and he won. By this time Drew had turned four. After he had a few drinks with some collages from work and remembered calling Jenny a 'money grabbing whore'.

Although his son had Jenny's blonde hair he looked like Chuck. He had his brown eyes and bone structure and his jaw line. He looked like Chuck did when he was that age only with blonde hair. His son didn't like Jenny even though Chuck never said a bad thing about her to his son. But he could have found plenty if he had wanted to, and now he didn't mind to say the odd bad thing about Jenny.

"Andrew Bartholomew Bass where are you?" Chuck asked looking everywhere "If you broke something we can always pay to fix it, just come out of hiding" he smirked.

Drew came out of the small cupboard underneath the kitchen counter looking down at his feet.

"Now what is that face for? What did you do?" Chuck asked as he bent down to his son's level.

Drew looked up at him "I broke the lamp in the living room with my remote control car" He looked his father in the eyes and then hugged him and begged "Please don't be mad daddy I didn't mean to"

"I'm not mad Drew. It was an ugly lamp. Never quite knew why I kept the thing. You just give me a reason to get a new lamp" Chuck laughed.

"So you're not mad?" Drew looked at his father again.

Chuck smiled at him "I'm not mad" Drew's little face lit up again knowing that he wasn't in trouble with his dad. He may have liked getting in trouble but not with his father.

"Can I go with you to the office today or do you have a meeting?" Drew asked hopeful. He loved going to his dad's office. He usually followed his father's 50 year old secretary or sat on his father's knee while Chuck did work and Drew sometimes got to go on the computer.

"I don't have to go to the office today so I get to spend all day with you. How does that sound?" Chuck asked.

Drew smiled "Can we go get ice cream?"

"I'm sure that can be arranged" Chuck stood up properly and lifted Drew.

"Some girl in my class said she likes mint ice cream, which is disgusting. I would have ignored her but she was hot" Drew smirked and Chuck laughed.

Yep he was defiantly Chuck Bass' child.


A/N: Hope you liked it. Please press that little review button and tell me what you think and should I continue. Love Ya. XOXO.

-Emma.