Clearly Miss. Ale is a bit younger than he is but she tends to befriend older people anyway so that doesn't make a difference to me if it doesn't make one for you? She's also lived there her entire life except for the 2 years she spent in NYC before coming back when her mom got really sick. Her dad co-owns the Distillery and owns the Ice Plant Bar so if he's into either of those that could be how they know each other or maybe they were neighbors at one point? Could have been Ale's childhood home, the apartment she lived in for almost a year or the new house she just moved into a couple months ago