After a terrible date, Sara was crying in the bath and messaged Jesse on Hinge. He bewildered her with his knowledge of her beloved Harry Potter and after a few days of talking they planned a date. Sara canceled two dates, but the third time was the charm and they met up at Anthony's Coal Fired pizza, where Sara had a front row seat to Jesse consuming an entire white pizza with prosciutto (cooked). After their meal Jesse insisted that they get dessert at an authentic Italian restaurant that was across the street. Jesse had been talking up a specific dessert at the restaurant, but when they ordered the Olive Garden waitress delivered the terrible news that they were all out of it. After the disappointment Sara dropped Jesse off at home where he panicked and got out of the car without a proper goodbye. Realizing his mistake, he sent her a text clarifying that he had a good time despite not getting the right dessert, and Sara - against her better judgment - agreed to see Jesse again. The rest, as they say, is history.