In the heart of the City of Sin, two women gamble their hearts and fortunes on the blackjack table. Fortunately, the decks are stacked in their favour.
Twilight's smart enough to have nothing to do with Rarity and her gang of delinquents. But as her world view is challenged and as Rarity takes interest in her, slowly Twilight finds herself getting closer to Rarity and becoming a delinquent herself.
Twilight Sparkle regrets botching her romantic confession to Rarity. As a joke, Rarity proposes a simple and elegant solution: break up and try it again. She just wasn't prepared for Twilight to agree to it.
Spike has a plan to woo Rarity - he needs to have Twilight do it for him. So feeding her help from the shadows, Spike guides Twilight in professing love for the dressmaker. At least, on the surface.
Ever since Rarity knew she was a filly, she knew what it meant to be a lady. Her prince would sweep her off her hooves any moment now, if only she were a little more lady-like. That's what she tells Twilight, anyhow.