Hello and welcome to yet another installment of the playlist shuffle!
This will be a Dean and Sam one shot.

Sam: 16

Dean: 20

(Sorry, no Wincest!)

Song: Pretty Fly (For a White Guy)

Artist: The Offspring

"What makes them so cool?" Dean asked, tossing peanut shells into the trashcan beside him.

Sam shrugged.

The two Winchesters were sitting around, ogling some random girls that sat across from their table, when out of know where, two extremely wannabe gangsters started hitting on them.

The girls laughed and wrote down their numbers on the boys' hands.

"What the Hell? Did you see that?" Dean exclaimed.

Sam's jaw dropped.

"Those girls just gave the wanksters their numbers!" Sam cried in outrage.

Dean looked at his younger brother.
"What the hell is a 'wankster'?"

"A wannabe gangster. You know, like in that Offspring song, 'Pretty Fly (For a White Guy)'?"

"You mean the song we listened to in the car yesterday?"

"Yeah." Sam replied.

Dean snickered. "Well if two wannabes can get that chick's number, I bet you twenty bucks that I can get 2 kisses." Dean sent Sam a smile.

"Fine." Sam agreed.

"Watch and learn Sammy." Dean said cockily as he strode up to the woman.

"Excuse me miss, I bet you twenty dollars that I can kiss you without touching your lips."

"Really? I like that bet."

Dean leaned in and pecked the woman.

"That was worth every penny." He smiled. The woman laughed and wrote down her number on his hand. "Call me later; I'd love to see what else you can do without touching me." She said, taking the twenty that Dean handed her.

"That's how it's done Sammy-Boy."

"Hey, you said two kisses, she only gave you one! Pay up."

"Sorry Sammy, I gave her my last twenty, guess you'll be paying for dinner."

Sam groaned and fell back into his seat with a pout.