In a matriarchal society such as Equestria, sometimes the social position of a stallion can be difficult.
Big Macintosh has things going fairly well for himself. He does his share of the work at Sweet Apple Acres and helps to support his family along with his sister.
But Granny Smith has been talking lately. She thinks an eligible stallion such as himself should find a well-to-do mare and get married before he's too old. And now she's gotten an idea: why doesn't Applejack introduce him to her friends?