Watch on Philo! - Philo.tv/DTH

A daughter traveling with her widowed mother and a son traveling with his widower father meet on a cruise and decide that their musical parents would make the perfect couple try to engineer a romance only to falling in love themselves.

Watch on Philo! - Philo.tv/DTH

Cassandra comes back from a hike and turns on the news, catching an interview with Dr. Susie, who helps her realize that she always picks the wrong men to date. She heads to work at the advertising agency. Her assistant Dana is getting married, but Cassandra’s boyfriend, Peter, refuses to go to the wedding with her because he thinks weddings are boring.

At the wedding, Cassandra is seated at a table full of children—except for one other adult, a man named Robert. They really hit it off, but she leaves before they can exchange any contact information.

Later, she's hanging out with her mom and sister, who help her see that Peter isn’t right for her. It becomes painfully obvious when, on a date to the batting cages, she just watches him hit balls the entire time—until she finally leaves.

One day, while walking down the street, she sees Dr. Susie doing a book signing. Her sister insists they go in, and Cassandra is once again taken with Dr. Susie’s advice.

The next day, while walking her dog, Cassandra bumps into Robert—who is also walking his dog. Sparks fly, and he asks her out on a date!

They go play putt-putt and then transition to pool. They have the best time, and she kisses him on the cheek.

The problem? There are too many sparks—something Dr. Susie warns against. According to her, Cassandra should choose someone boring and dependable.

Luckily, she soon meets a boring guy named George and decides to give it a shot.

So, she starts spending time with both men. With Robert, it’s all fun and excitement—he even brings her and her mom to an REO Speedwagon concert. With George, it’s formal dinners and predictability.

While discussing her dilemma with her mom and sister, opinions are split: Mom is Team Robert, but her sister believes Robert contradicts everything Dr. Susie preaches.

Eventually, Cassandra makes her choice and brings George to meet the family. It’s serious.

But then she bumps into Robert at the mechanic. While waiting for their cars, they go bowling—and end up kissing. Cassandra panics and runs off.

Trying to make things work with George, she kisses him too—but realizes there’s no real spark and breaks up with him.

She throws away Dr. Susie’s book and rushes to find Robert at the town’s Chinese New Year celebration. They kiss and enjoy the fireworks together.

Watch on Philo! - Philo.tv/DTH

A group of kids come running into an arena, excited because they’ve won a contest to meet the Toronto Maple Leafs. We meet star player Eric McNally, who’s kind of a jerk. While he’s out practicing, he takes a bad hit and collapses on the ice.

Fast forward five years—Eric is now a sports anchor. We’re introduced to his partner, Sam, who brings surprising news: he’s become the legal guardian of his brother’s stepson, Scot. Scot’s mother has died, and Sam’s brother is missing. Eric is strongly against taking Scot in, but Sam insists it’s the right thing to do.

Scot arrives, and Eric is baffled by him. Scot doesn’t like hockey, only musicals. He sings Christmas songs in October. He’s… different.

At his new school, Scot struggles to adjust. The kids make fun of him for crying during a sad book, and at one point, he throws himself into a pile of leaves—until Eric comes to literally pick him up.

Meanwhile, Eric is hiding the fact that he’s gay from his colleagues and is worried that Scot, who tends to overshare, will out him.

Concerned that Scot is going to be bullied, Eric tries to help him fit in—starting, of course, by signing him up for hockey. Scot starts hanging out with a neighborhood kid who’s pretty mean, and in an effort to fit in, things go sideways. During the first game, Scot attacks his own goalie for tattling on his friend for stealing skates. Eric pulls him from the game, and Scot finally tells him he never wanted to play hockey in the first place.

Then, Scot’s dad, Billy, suddenly shows up from Brazil, wanting to take Scot back with him. Eric and Sam decide to throw Scot a Christmas-themed going-away party, and Eric lets Scot wear whatever he wants. But they’re furious when Billy shows up with a fiancée they didn’t know existed.

During the party, tensions rise, and they get into a big fight. When Scot sees that Billy brought a woman, he’s confused—and hurt. He’s upset that Billy didn’t even notice how much he’s grown. Eric steps in, delivering a heartfelt speech about how he would have noticed. He shows just how much he truly cares for Scot.

Scot tells Billy he wants to stay. At first, Billy refuses—but eventually, he agrees.

Cut to: Scot, Eric, and Sam enjoying a joyful, heartfelt Christmas together.