Right there in front of him is his first crush, Elizabeth Begley. Only she's still 11 years old.
Ben realizes that the little blonde girl is actually Elizabeth's daughter, when the real (ahem, adult) Elizabeth trails behind her.
The two of them meet and exchange pleasantries. She's all, "It's been way too long. Let's catch up." He figures they will at some point, being such a small town and all.
When Elizabeth says she bets the judge is thrilled to have Ben home, he nods and pretends that's true.
We get the sense that there's a history between Ben and his dad, but we're not exactly sure what it involves.
Before we know it, Elizabeth has to run her daughter (whose name is Emma, by the way) to dance class, so they say goodbye.