Abby and Jackson hit it off at a holiday party, talking the night away and even getting caught under some mistletoe. Afterward, Jackson tried to get Abby’s number from a friend, but after accidentally mistyping a digit, he was convinced she wasn’t interested when she didn't respond to his message. That didn’t stop him, though—he hosted his own holiday party and made sure Abby and her friends were invited. Sparks flew again, and after clearing up the mix-up (and correcting her number), Jackson asked Abby out on a date. Their first date was to a Washington Capitals game, where the Caps won in overtime.