Seth MacFarlane guest stars as Ben, the latest man come to sweep Marge off her feet after Marge mistakes an adulterers' dating website for a cupcake delivery website and the two bond over a Downton Abbey-esque TV show, while rude comedienne Lisa "The Queen of Mean" Lampanelli guest stars as Ben's angry wife, Ramona. Meanwhile, Homer, Reverend Lovejoy, Moe, Lenny, Carl, and Larry the Lush team up to renovate a steam train that was once a part of Springfield's most glamorous outside mall as part of Marge's wedding anniversary present.
- Forgotten Birthday: For the majority of the episode, Marge believes Homer forgot their anniversary. Subverted in that for once, not only did Homer remember their anniversary, but was actually putting a lot of effort into it.
- Grand Romantic Gesture: In a rare occurrence, Homer put in a lot of effort into doing this for Marge. Even better, it went as planned.
- Imagine Spot: Marge tries hard not to fall for Ben when he is not around, making her mind picture him doing romantic gestures for her.
- Show Within a Show: The Downtown Abbey-esque TV show Marge and Ben bond over.