Creator/SethMacFarlane 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.
* ForgottenBirthday: For the majority of the episode, [[DramaticIrony 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.
* GrandRomanticGesture: In a rare occurrence, Homer put in a lot of effort into doing this for Marge. Even better, [[SugarWiki/HeartwarmingMoment it went as planned]].
* ImagineSpot: Marge tries hard not to fall for Ben when he is not around, making her mind picture him doing romantic gestures for her.
* ShowWithinAShow: The Downtown Abbey-esque TV show Marge and Ben bond over.