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Lilly is out there, mourning the loss of her dad, trying to find the motivation to decorate without him. To make matters worse, her nosy neighbor is really onto her for putting up her decorations. Lilly is excited to go on a date with the most eligible bachelor but has to give an interview to some guy named Sean first for an article he's writing. She ends up hitting it off with him, and it's clear he's taken by her. She then goes to meet her date, Owen, who is a real estate agent and a total tool. But she agrees to go on a second date with him.

As luck would have it, Sean is going to need to meet up more to finalize the article. So they keep meeting up, and sparks are flying. She thinks, "I really like this guy, but what about Owen? He's the city's hottest eligible bachelor!"

Owen insists on helping her out with a charity event, and at the event, all she can think about is Sean. Much to her frustration, Owen brings her on stage and kisses her on the cheek. She tells him to get lost. She goes to find Sean at his office, but he's already left to go find her. She's told that he went home to be with his wife. He shows up at the gala, but she's gone, and then he sees pictures of the kiss on the cheek.

There's a lot of misunderstanding, but ultimately, they meet back up and right the wrongs. They help decorate a grumpy lady's Christmas booth at the festival, and then they kiss.