Sharon is 38 and never been kissed. This, as she acknowledges, is “a bit weird.” As a nurse who loves ballroom dancing, Sharon is smart, funny, and attractive. At the same time, she’s deeply religious and has been waiting so long for the perfect man she worries that she’ll never find “The One.” In this classic How To! episode, founding host Charles Duhigg brings in one of New York City’s finest matchmakers, Lisa Clampitt, for some tough love. Lisa believes Sharon has a lot going for her, but in order to find her first kiss she needs to go on a lot more second dates. This is no fairytale, but sometimes you have to kiss a few frogs before you find your prince.

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