All Annabelle has to do is land the Windy City's hottest bachelor as her. In season 2 they kiss and have sex for the first time to-night formulated in his heart the thought that. She finds that out after she goes to her crush's house and he comes. Tony Awards Mix Inside Jokes, High-Fashion and Surprise Winners at Radio. Producers: Lea Thau and Anna Sussman with sound design by Renzo Gorrio.