To prevent her family from calling off the “Chamberlain Family Christmas Olympics,” Jessie fibs about bringing a date to their cherished holiday event. She connects with Bryan through a dating app, and he agrees to join her and her family for the festivities. As Jessie and Bryan participate in quirky activities like the hunt for the Christmas tree star, a gift-wrapping competition, and a snowball fight, genuine feelings begin to blossom between them. However, her family starts to suspect something is amiss, and Bryan begins to wonder if there’s more to her unusual request for a holiday date. As the celebrations unfold, Jessie must juggle her stories to maintain her date with Bryan.