In one of the earlier Sopranos seasons, Uncle Junior has an intimate lover in Boca Raton who he eventually ditches in disgust after details of their relationship are exposed to Tony and others in the NJ family. The issue is that "June" is more open-minded about the boundaries of intimacy than they are, despite them being younger. "How was Boca, Uncle June" was said by Tony as the start of a conversation that would embarrass Uncle Junior by letting him know that his sexual preferences in that relationship were now out in the open.