Valentine's Day gets off to a rocky start for Helen and Joe. Joe's gift of chocolates is not appreciated by the once-overweight Helen. Helen apologizes for taking it the wrong way, sending Joe a note telling him to meet her at their "special place" later that night. However, they have different places in mind -- for Joe, it's Indian Point, where they had their first date. For Helen, it's Pontorelli's, where they first ate. After a confusing night, they finally end up at Pontorelli's for a late Valentine's Day. Meanwhile, when Roy's blind date exceeds all his low expectations, all he can do is try and figure out what's wrong with her.

Brian creates a videotape wedding gift for Joe and Helen, including all the times they spent together.