I've always wanted to write a 1920's CB fic because they would just be perfect in that era so I've tried to make it as 20's as I possibly can! The first chapter is quite vague and sets the scene for the rest of the story really.

So enjoy and please leave a review!

Prohibited Love

AU Chuck and Blair – Set in the 1920's prohibition era, Chuck Bass is New York's finest speakeasy owner. Blair Waldorf is the rival speakeasy's headline singer and Chuck will go to any lengths to have her perform at his club. Add in the fact that Chuck's uncle Jack is the owner of the rival speakeasy and the attraction between Chuck and Blair, and you will have yourself a much prohibited love indeed.


Chapter One - Jack-ass

Chuck Bass put out his cigar into his marbled ashtray and picked up his gold engraved pen. He let out a deep sigh and inscribed his elaborate signature onto the bottom of one of the many contracts he needed to sign. Chuck was the owner of Victrola, Manhattan's most elite speakeasy and business had never been more booming. People relied on Chuck for a good time. They came for the sensual dancers, the bright lights and most importantly – the fine wines and prohibited spirits.

It was always in Chuck's nature to rebel against the rules. Even government laws couldn't stop him doing what he loved doing the most. Chuck was a businessman and a very fine one at that. Business meant money, and money most importantly meant power. Perhaps that was a trait he had inherited from his late father, the vindictive Bart Bass, who to Chuck made his life a living hell. It was from Bart that Chuck had inherited Bass Industries and Victrola was Chuck's first pursuit to show dear old Dad that he could make it on his own.

Victrola was a place where individuals could come to forget about themselves and create someone completely different - someone who they wanted to be. It suited Chuck perfectly. Night after night he would become lost with the beautiful women with beautiful bodies who would come to Victrola. Sure, the names he could recall would be limited to one hand but names to Chuck didn't matter. With the women, came the alcohol and Chuck had plenty.

"Chuck, your uncle's here to see you". His closest friend and best bartender, Nate said as he popped his head through the door. Nate could make any cocktail, spirit or shot in the book plus many of his own concoctions. He was a vital asset to Victrola and it just so helped that the two of them had been friends since childhood.

"Don't call him that, Nathaniel. We talked about this; he's no family of mine." Chuck replied, a hint of resentment in his tone. He put down his pen and straightened his dark purple bowtie.

"Sorry, Jack's here to see you," Nate apologised, "Should I send him in?"

Chuck nodded and prepared himself for the 'Jack-ass' that was about to enter his office. Sure, by unnecessary biological genes Jack was his uncle but to Chuck he had no family. His mother had died giving birth to him, his father was dead to him all his life anyway until he had passed, and his uncle schemed and plotted to take Chuck's inheritance ever since the day his brother had died. 'Some family', Chuck thought to himself bitterly.

"Charles," Jack greeted him in a demeaning tenor. "How are things?" Jack took a seat in the leather-cushioned chair opposite Chuck's desk. Chuck stared at him fiercely.

"What do you want, Jack?" He replied bitterly, leaning back into his chair. He folded his right leg on top of his left. This meant business.

"What? A man can't come and visit his nephew on a fine day like this?" Jack said with a patronising tone filled with false innocence. Chuck knew better.

"Not when the uncle is a conniving bastard out to get his nephew's inheritance, he can't". Chuck stood up and went over to his liqueur cabinet. He poured himself a scotch on the rocks and returned back to his seat.

Jack smiled at him with a sense of awareness. He narrowed his eyes and leant forward slightly in his chair. Chuck took a gulp of his scotch and placed the glass onto the marble desk.

"How's business these days, Charles?"

"Couldn't be better," Chuck didn't take his eyes off Jack. He was up to something.

"Heard about your singer, what a shame." Jack remarked. His tone couldn't have been less considerate if he tried. Chuck shrugged his shoulders.

"The least of our worries." Chuck remarked guardedly. "From what I've been hearing, Victrola's been spanking 21 in alcohol sales for the last couple of months now, singer or no singer." Chuck's eyes blackened with triumph. It was true, Victrola had been more successful than Jack's 21 Club since spring.

Jack smiled and looked down. "Not for long."

"And how do you expect to do that, Jack?" Chuck sneered, "People choose Victrola over 21 because it has panache, flair and style. They come to escape. Your little club on the other hand is filled with the desolate bastards who go for a tipple to drown their tears and the aspiring prostitutes who are welcomed with a quick fuck in the latrines. Face it, Victrola is class and 21 is trash. The truth hurts Uncle." The last utterance was filled with spite and malice. Chuck took another sip of his scotch whilst Jack simply stared at him, the smirk still etched onto his expression.

"Interesting observation, Charles." Chuck lifted his glass up and tilted his head towards Jack. "Thursday night. Come to 21 and you'll see for yourself just why you should be so worried."

"And why would I want to do that?" Chuck responded. Jack smirked and got up from his chair. He picked up his black leather briefcase and nodded towards Chuck. He left the room and Chuck followed him with a look of resentment. He banged his glass onto his desk and ran a hand through his hair. Jack infuriated him like no other. It was as if he was a living reminder of his father determined to destroy his every move.

Chuck got up to get another scotch and heard movement coming from the doorway. Nate entered and sat in the seat that Jack was in a couple of minutes ago.

"What did the jackass want?" Like Chuck, Nate shared the same resentment towards Jack. Nate was the only person Chuck could rely on and he was lucky that like him, Nate could see through the bullshit that Jack threw at them.

"Darling Jack has cordially invited me to 21 on Thursday to 'see for myself what I should be worried about'" Chuck mimicked his uncle's deep tone whilst pouring Nate a drink.

"And are you gonna go?" Nate questioned, taking the glass from Chuck and readjusting his seating position so that he was sat upright. Chuck shrugged his shoulders.

"Yes. No. I don't know." This was the first time in a long time that Nate had seen Chuck indecisive about anything. Ever since they were kids, Chuck had known his plans for life. They may have only included business, girls and booze but that was the path that Chuck had wanted to take. "A part of me wants to, to see what he's so buzzed about. But a part of me thinks why should I?" Chuck downed his scotch. "Why should I go to his pitiful club when I've got Victrola?" Chuck questioned rhetorically.

Nate gave Chuck a look of sympathy. He could see why Chuck was torn. Pride was a big thing to Chuck and going to 21 like Jack had told him would be like a sign of admitting defeat to Chuck, even if technically there was nothing being defeated.

"I think you should go Chuck" Nate urged. "I mean what have you got to lose? You said it yourself, you've got Victrola. Business is pretty damn good at the moment. Now that may be due to my alcoholic expertise," Nate said jokingly and Chuck gave a small smile, raising his eyebrows, "But your corporate talents are putting Victrola at the top." Chuck knew Nate was right. Going to see Jack's damn club wouldn't change what they had at Victrola.

"You're right. Fine, I'll go but you're coming with me Nathaniel. Safety in numbers." Chuck smirked towards his friend. Nate winked at Chuck and downed the rest of his scotch. They made a pretty good team, him and Nate and no Jack-ass could come between that.

Hope you enjoyed it! Please leave a review so I know what you think!

I had to add in the Chuck and Nate bromance because I just love it too much. I'm also going to try and add in other GG characters to make it as authentic as possible!
Next chapter will involve Chuck and Nate venturing to Jack's club and Chuck sees something that takes his breath away..