Background

They looked around in surprise. The bar was empty and there was a microphone sitting on the stage at the end of the room. Four tables were set around the room with drinks set out on them, the favourite of each person in the room. Sam and Dean exchanged a glance before sitting at the two tables laid out with beer. Gabriel settled at the table with sweet cocktails on it and sipped one judging the flavour. Castiel took the last table, laden with fruit juice.

"What the Hell is going on?" Dean asked furiously. They'd all been sat in a bar after lighting up a Vamp nest and the next thing they knew, they were in this empty bar sat around waiting for something to happen.

"Well here's the thing." A voice from the stage drew the small crowd's attention. A small, round woman stood on the stage, her short blond hair framing her face. "I decided to have some fun with this job. People have the expectation that there's a bow and an arrow involved in a Cupid's job, but that's simply not true. We all have our own ways of doing things. Plus, you boys have done half the job for me. I don't have to make you fall in love, just to express it. So here's how the game works. The machine will automatically play the songs picked for you when you get up here, and you just sing them. In the words of your friendly Trickster there, play the roles that destiny has chosen for you. Have fun."

The group exchanged looks and when they looked back at the stage, the blond woman was gone.

"Looks like we have to play the game to get out of here." Castiel spoke slowly, uncertain of the situation.

"If that's what needs to happen, we might as well get it done quickly. I'll go first then." Sam stood from his table.