Tina and Darryl pretend to be a couple so Darryl can woo another girl. But Tina soon finds the fake relationship feels real. Meanwhile, Bob and Linda fumble through a Valentine's day advent calendar.
- Birds of a Feather: Darryl and Rosa are both super skilled at playing arcade games.
- Cutaway Gag: Rare for Bob's Burgers. While lamenting her bad test scores, Tina asks what she's going to tell her future grandchildren. Cut to a flash-forward of an elderly Tina telling her grandchildren, "I used to be bad at math."
- Fake Relationship: What Tina and Darryl do as part of an elaborate plan for Darryl to woo Rosa Bautista. Tina then develops a real crush on Darryl and sabotages his relationship with Rosa.
- Gilligan Cut: Tina vows to ace the next math test, even without Darryl's tutoring. Cut to her getting another D.
- Grand Romantic Gesture: Darryl takes the stage at the school dance to sing a song he made up about Tina. It's implied that this what makes Tina develop a crush on him for real.
- Interrupted Intimacy: Linda and Bob's sexy bubble bath is interrupted by Gene and Louise having to use the bathroom.
- Loving a Shadow: Darryl points out that the only reason Tina fell for him was because he was playing the part of a loving boyfriend.
- Never My Fault: Tina's reasoning for getting a D and needing tutor is for them to teach her what her teacher could not.
- Opposites Attract: Defied. Darryl and Tina have next to nothing in common. An irate Darryl points this out when Tina blows their cover.
- Screw This, I'm Out of Here!: Jimmy Jr. when Tina reveals the fake-dating scheme while out bowling with her friends. They reunite at the end of the episode.
- Shipper on Deck: Almost everyone supports Darryl and Tina as "cupid's couple".
- Shout-Out:
- To Magic Mike as Linda encourages Bob to give her a show.
- Zeke paraphrases Walter Scott's Marmion with, "What a tangled-ass web we weave" when Tina reveals their plot.
- Jocelyn thinks Darryl and Rosa make a cute couple, "like Mario and Luigi!"
- You Can Leave Your Hat On: Bob performs a striptease for Linda... and some patrons of Jimmy Pesto's since their curtains were open.