Usually, Riley is the one planning their dates, so when Richard said he had made dinner plans in Saugatuck, followed by a trip to Oval Beach, Riley was suspicious. Just in case it was something more, Riley got dolled up, but became confused when Richard changed into a wrestling t shirt and an old hoodie. Convinced that it was nothing more than a date, they went to dinner then headed to the beach. Things felt a little awkward as they walked down the boardwalk, but then Riley became distracted by an abnormally large seagull and pointed out that it looked just like their cat, Theodore. When her joke wasn’t met with laughter, she turned around and saw Richard was down on one knee.