Ian told Anna on hinge that red isn't the best flavor of airheads, which is objectively wrong. They argued about that for awhile. Ian then suggested they go get every white girl's favorite food, which is white people tacos at Barrio. Apparently, Anna charmed Ian with her skills, and then asked her on another date to the park. He showed up hungover, but at least he showed up. After a month of them hanging out constantly, Ian asked Anna "so we have been dating for like a month now?" This startled Anna, who replied with "DATING?!" That made for an awkward moment, but Anna did realize that they were indeed dating.

Anna and Ian went out for Valentines day dinner for the first time in their relationship (almost 4 years in). When they got home from dinner, Anna went to change into comfy clothes, and Ian started plotting her demise. He grabbed the engagement ring, cut 2 slices of tiramisu, and put the ring inside of Anna's piece. Mind you, this is the tiramisu Anna had made the day before, and had already ate a portion from. Anna comes back to the table to enjoy her food, while Ian is intensely staring at Anna taking ungodly large bites. Anna all of a sudden bites down on something very hard. Immediately, she is pissed because Ian put something in her dessert, which is basically a sin. He tells her to actually look at what she just bit down on, and then she realizes that it is indeed a ring, and not some fish hook like she originally thought. Anna then requests to call her mom immediately, and the ring isn't even on her hand. And that's how we are all here now