The roommates take the train to Florence, Italy and step off into the Italian city de amore. They divide into groups to explore the city. Leah and Simon represent the shop-o-holics, while Ace, CT and Adam are the eating at a café exhibiting shop-o-phobic symptoms. Christina and Mallory fall somewhere between as they walk the streets of Florence while men flirt with them. They are surprised by how straightforward the Italians are.
Over lunch, Leah admits to Simon that if a guy she met didn't drive a fancy car, the chances of him talking to her were ""slim to none."" When she met her boyfriend, he changed everything. Nothing else mattered except that she had him. They dated for three and a half years and it was the happiest and most confident that she's ever been. She says that she now feels that she is being held captive by this feeling of wondering whether or not she'll have that again. Simon uses a fashion metaphor to let her know he understands, it's like ""wearing a really ugly suit, a
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