A/N: Hello, everybody! School has had me on a sort of hiatus that feels like forever. Now, last year I wrote a holiday story called Holiday Matchup, which got one of the best responses I've ever gotten on a story. I've also gotten a lot of encouragement to continue it. Unfortunately, I, for the life of me was unable to figure out a way to continue the story line. So, I did what I did last year and based the story off of a Hallmark movie. I believe this one is based of of 'Hitched for the Holidays.' I'm posting this as I write it for the most part so updates may be sporadic as I am super busy but will do my absolute best to update in a timely manner. Thea is from the show Arrow. And Tess was never given up for adoption and Lillian is alive. You can figure it out from there.

Tess pulled the door open and stepped inside the giant Luthor mansion. A poor little maid running into the room, apologizing profusely and taking her coat, but Tess just smiled, nodded and headed toward the living room where Lex, Lana, Lionel, and Lillian were reclined.

Tess fluffed her hair and took a deep breath before entering the room with the most diplomatic smile she could muster. She took a seat on the love-seat whose second seat remained empty, she dourly noted. And she wasn't the only one who noticed. Lana and Lillian looked positively distress and Lionel disappointed. Only Lex was ignorant, probably through sheer force of will.

Lex and she had always been close and as a consequence Lex had always been very protective of his little sister. Lex had been the one to grill her high school boyfriends and when she gets married he'll be the one who'll have to be asked for her hand.

Lionel, on the other hand, thought it was an absolute disgrace that his daughter was so consistently single. But Tess and her father's relationship had always been strained since Lex was the obvious favorite. Tess had retaliated by pulling out of Luthorcorp and building up another company from their downward spiral and turned it into Mercy Industries, which could now play with the big guns like Queen Industries and Wayne Tech, making Lionel even more upset that she was successful. Though he blamed it on her close relationship with the Frost brat, Emma even though they lost touch ages ago.

Lillian frowned deeply. She was Lionel's polar opposite and loved Tess even though she wasn't even her child. She did her best to treat her the same as Lex though it was not exactly as successful as she would have hoped.

Lana looked downright disappointed. Lex had started dating her a few years ago and they had been married for a year and a half. Lana looked at Tess like the big sister she never had and every time she came home alone Lana insisted on setting her up, and Tess had been refusing every time. But it was moments like these that almost made her want to give in.

Lionel cleared his throat. "Welcome back, Tess, it's good to see you."

Tess smiled as she always does and says, "thank you, Father, you too."

Lionel leaned, his eyes baring into hers as venom passed between them viciously, but keeping it quiet so as not to start anything. "I saw you made a move on the headquarters in Germany."

A smirk tugged at the corner of lips and a spark of superiority leaped into her eyes and danced in a thinly veiled blaze. "I take it you saw the press release."

"I must give you credit, Tess, you are unpredictable. I didn't think you would move on it for another few months." Tess was wary. She knew he had something up his sleeve, she just needed to find out what. "I would have waited."

She smirked, and leaned forward as though confiding in him. "I know you would've." Lex fought a smile and a chuckle at his sister's daring, earning an elbow to the ribs from Lana.

Lillian attempted diplomacy. "Let's not talk business. Let's just be a family instead of business rivals," she implored Lionel who huffed but agreed.

All Tess could think was, as if.

Oliver pushed through the door with a bright smile. He shrugged off his coat and walked into his grandmother's living room. His sister, Thea, and her boyfriend, Roy, was seated across from their grandmother. He held up a hand in greeting with a broad smile still painted across his face. Grandma smiled brightly at the sight of her grandson but when Thea looked back she looked slightly outraged and more than a little panicked.

"Oliver where's your girlfriend?" Thea asked forcefully, clearly a loaded question to which a wrong answer would be fatal.

"Ah," Oliver stuttered, "you didn't get my text?" Even Roy could tell Oliver was clueless and he was usually so scared of him that he didn't even bother to try to read him.

Their grandmother looked so wholly disappointed that anyone with a heart would have felt it break. "Thea promised she would be coming tonight."

"Family emergency," Oliver lied, "she didn't get the chance to talk cuz she had to go so I don't know what happened. But she's excited to meet you," Oliver added.

Her face broke out into the biggest smile he could remember ever seeing on her face. "Well, I'll go get you some cocoa." With that she waddled out to the kitchen.

With that brother and sister whirled on each other while Roy face-palmed, knowing what was coming. "Don't you two communicate?"

"You told me you were bringing somebody!" Thea hissed.

Oliver feigned innocence. "Really? I don't remember saying that." Roy winced, knowing that would only make her more angry.

"Oliver!"

"Thea!"

Tess groaned with her head in her hands. She was out with her best friend, Chloe. "It was torture, Chloe. He sat there the whole time with that smug smirk on his face because I didn't have a date yet again." Chloe smiled sympathetically at her friend.

"Maybe you should just bring a date?" she offered warily with a half-hearted shrug, careful of her reaction.

Tess glared at her annoyed, "if I could I would. But I work too much."

Chloe shook her head in defeat. "I don't know, Tess, there's got to be somebody."

Tess sighed, pinching the bridge of her nose. "Not that I know of, Chloe, not that I know of."

Oliver sighed dropping into a chair and sinking down into it, running his hand down his face. "Merry Christmas, Oliver." He just received a groan in response.

"This is my friend, Jimmy," Clark motioned at the man sitting on the chair beside him. Oliver didn't look up. "Oliver," Clark snapped making Oliver jump awake.

He shook his head in an attempt to wake himself up, rubbing the bridge of his nose. "Sorry, man." He turned his attention to Jimmy. "Hey...uh," he stopped realizing that he had no clue a to what his name was.

"Jimmy," Clark supplied.

"Jimmy," Oliver finished quickly, as though he didn't need help.

"Rough night?" Jimmy asked with an innocently mocking laugh.

Oliver groaned, shaking his head, "you have no idea." He looked up at the two men desperately, "I have to find a girlfriend by tomorrow night so my sister won't set me up so my grandmother will chill."

Clark frowned. "How're you planning to pull that off?"

Oliver shrugged with a blank expression. "I don't know."

When Jimmy got back to the house Chloe was already on the couch leafing through a magazine in search of a great sale on the perfect gift. More often than not they just ended up buying gift cards. "Hey," he announced himself.

Chloe looked up with a smile. "Hey, you. How'd it go?"

Jimmy shrugged dropping into the chair beside the couch she was resting on. "Fine, I guess. Oliver seemed to have a rough night."

Chloe rolled her eyes, "Only Oliver would go drinking the night before he's supposed to meet someone."

Jimmy looked slightly panicked at getting Oliver in trouble. "No, actually it has more do with him having to get a fake girlfriend to fool his grandmother by tomorrow night."

A devilish smile appeared on Chloe's face, her eyes twinkling. "Chloe..."