"That's funny," he says, his tone bitter as he listens to you *gush* about your new partner, "that all sounds so familiar." Jason had the misfortune of running into you while trying to get some ice cream to drown his sorrows in.
He didn't mean to initiate a conversation, but when he saw you come here, to the place the two of you had your first date, with someone else, he couldn't resist a snarky comment. Now he's trapped, not wanting to hurt you again by leaving. For a second time.