Serena van der Woodsen was not a good girl. She liked boys, and boys liked her. The year was 1922 and the debutante ball was the last place she felt like being. She was wearing a dark blue silk dress, and her hair was done up intricately, though she fantasized about raunchy nightclubs and sweaty faced boys slapping her butt.

"Can I have this dance?" Nate Archibald, the golden boy, asked Serena. In all respects, Nate was perfect for Serena. He was just has handsome as she was beautiful, he was just as wealthy as she was rich, and he was just as charming as she was graceful. The issue was that Serena didn't like rich, charming, nice boys, Serena wanted a rough, greasy-

"You look beautiful in that dress." Nate whispered, holding her waist a little too sexually.

Although the society pages dubbed Serena as pure as a lily petal, Serena and Nate had had beautiful passionate sex together countless times. Everything was about appearances. They appeared to twirl around the dance floor like the innocent, privileged youth everyone knew them to be. But actually, Nate gripped Serena's waist imagining her naked on his white linen sheets, and Serena was hot for Nate's touch.

"Look at you two lovebirds!" Blair twirled by in the arms of some handsome and wealthy possible husband. Blair Waldorf was actual a virginal flower. Though she was Serena's truest and dearest friend, they were polar opposites. Blair enjoyed the finer things, the expensive, and the high-class. If Serena ever brought up her sick fantasies about factory workers and farm-boys Blair instantly tuned out.

Behind Serena, Blair was the society girl everyone wanted to be. Serena's money was slightly older, and slightly larger. Serena was slightly more charming, and more fun. Blair was what you might call, a bitch? Nevertheless, Serena saw something in her best friend that others missed.

"Nate, get me the hell out of here." Serena whispered. Nate grew excited, but Serena soon crushed that, "I want to go to a bar!"

"But doll, you know that's illegal!" Nate smiled brightly, his family recently moved from Georgia to New York. Nate had confided to Serena that his father was a part of bootlegging alcohol. As Nate and Serena gracefully made their exit, Serena snatched Blair along.

The Back Room, a New York Speakeasy was soo beneath Blair that she almost cried when Serena dragged her in. She knew for certain that they would be robbed by the common drunkard. She was wearing fucking diamonds! "SERENA!" Blair hissed, "Aren't you a bit concerned about your valuables" Blair was talking about more than jewelry.

"Stick it wear you will NEVER let any boy enter!" Serena said giggling as she dragged Blair through the door. Nate led the girls through the cheering, drunken men. A girl was on stage singing. Serena felt at home. She jumped with joy when some young kid, too young to be in an illegal bar, pinched her butt.

Blair held back the tears, her eyes were already watering mainly from the musty smell of these unwashed lower-class fools. She was almost crying because if the police did a bust she would get arrested and put in jail with these unwashed, lower class fools. And heaven forbid anyone who was anyone see her anywhere near this place, or it would drown the society column with her shame.

Nate led them to somesort of backroom. Three men were playing cards, the cigar smoke almost killed Blair on impact. Serena inhaled the smoke, because it gave her a mini orgasm in her nose. The men had women drapped over them, encouraging them to bet higher. Blair would be damned if that's what Nate brought her in here to do.

"CHUCK BASS YOU DOG!" Nate called. A dark haired man smiled when Nate entered, "ARCHIBALD! Pull up a chair!"

Serena whispered in Blair's ear, "That is Chuck Bass, his father is the biggest bootlegger in the country, and apparently like directly linked with mob bosses. He is so rich from everything illegal it's like…fantastic." Serena said.

"Who are these classy ladies?"

"Serena!" Serena chimed, obviously enticed by Chuck's debonair way of talking with a cigar.

Blair hated to look feeble, especially next to Serena, "Blair." She said in a deep sexy voice, resisting the cough that aided her in the deep sexy voice.

"Blair?" He echoed, and winked at her.

"Stop flirting and put your cards down Bass!" Nate said, joining the poker game. Blair couldn't take her eyes off of Chuck's, he was looking at her like no one had before. "Serena we need to go!" she said grabbing Serena's dainty wrist.

"Blaaaaaaaair." Serena droned.

"Stay sweetie, I'll take her home." Chuck said.

"No! No thank you! NO! Sit back down please! Stop!" Blair said as Chuck made his way towards her, cigar in lips. Serena and Nate giggled at Blair's girlish squeal. Serena took a swig of someone's beer and started to kiss Nate's neck, forgetting all about her friend.

"The lady doth protest too much!" Chuck said looking Blair up and down.

"The lady dothent!" She cried, "And don't look at me you dog!"

"IT wouldn't be very gentlemanly of me to let you go home alone sweetheart." He whispered close to her face, smoke trailing out of his lips like water.

Blair turned around and stormed out, pretending to ignore Chuck following her. She hated bars, and alcohol, and smoke, and cards, and men who sold alcohol, and Serena, and Nate, and Chuck, and-

She found herself standing in the rain. She began to sob. "Let me give you a lift." Chuck said from behind her. "I have a car." He teased. Blair realized she was ruining her green chiffon dress, not that she would ever wear it again but the principle!

"OKAY!" She screamed, stamping her foot in a puddle.