Bart falls in love with Rainier Wolfcastle's daughter (who actually has her sights on Milhouse) and the family goes to Canada. Meanwhile, Principal Skinner becomes a stand-up comic.
- Body Horror: Lenny has been using Wolfcastle's products backwards and has a muscular back that sports its own chest and abs.
- Big "NO!": The police officer from the beginning of the episode lets one out when he find the Olympic torch extinguished after crashing the helicopter.
- Canada, Eh?: The family heads to Canada so Bart can win back Greta.Marge: It's so clean and bland. I'm home!
- Did Not Get the Girl: In the end Bart begs Greta to take him back she gives him a flat no, then breaks up with Milhouse.
- Dinner And A Break Up: Rainer Wolfcastle's daughter Greta, develops a crush on Bart, to which hes oblivious. Lisa calls him out on leaving her hanging and how he needs to do something before she gets hurt. So Bart handles it by taking her to the ice cream parlor and breaks up with her, sending her to tears.
- Exact Words: When the Simpsons went to Canada, Homer said they'd go "first class". Cut to them on a first class bus.
- Made of Plasticine: While filming Undercover Nerd, Wolfcastle picks up one bully and throws him THROUGH another bully, leaving the former stuck halfway through the latter.
- The Mountains of Illinois: Toronto is shown as mountainous and countryside can be seen right outside the CN tower, where in real life Greater Toronto is flat and has extensive urban sprawl.
- Noodle Incident: The family's trip to Europe to retrieve Lisa's lost balloon.
- Oblivious to Love: Greta develops a crush on Bart, who doesn't realize what his relationship with Greta means until Lisa scolds him for standing her up.
- During this same scene with Lisa, we see a flashback to Bart and Greta playing a game of Scrabble. Greta has spelled out numerous words that have to do with romance. Bart then spells out the word "oblivious".
- Old Money: Some prep school students pick on Wolfcastle's daughter because she's New Money.
- Operation: Jealousy: Bart claims Greta is only with Milhouse for this reason, he both agree's and is completely fine with it.
- Paper-Thin Disguise: Ranier Wolfcastle playing a Hollywood Nerd named Melvin Eugene Punymeyer in his movie Undercover Nerd.
- Pre Ass Kicking One Liner: Wolfcastle quips "The geek shall inherit the Earth!" before going Bully Hunter in Undercover Nerd.
- Pun-Based Title: On "the heart wants what it wants".
- Sure, Let's Go with That: Greta thinks Bart's joking when he says his mattress is filled with hay and he decides to let her think she got it right.
- Take That!: While Bart and Greta are watching an Itchy & Scratchy cartoon with the DVD Commentary on and both of them discuss the long, gruelling hours, Itchy then quips "You can never get enough takes with Steven Soderbergh!"