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For dinner, head to Supper. This Italian trattoria is a product of its inspiration, down to the family style dining and homespun charm. With an inviting vibe and a menu that would make any true Italian proud, Supper is truly the perfect low-key East Village spot. Cash only.

After dinner, head to Wild Project for an evening of theater. The theater itself is small, but, as its name implies, attracts some, ahem, wild projects. This show is ideal for couples who are fans of the performing arts and who don’t mind a bit of on-stage, true-to-life heartbreak.