How big is TOO big of an age gap in dating?? Dean reveals what happened when he dated an older woman when he was in his early twenties! Sharing your location with your significant other can be a sensitive subject in a relationship, and we hear about how Dean got caught by Caelynn thanks to his GPS. Plus, Jared opens up about the hidden challenges of trick or treating with a toddler!See omnystudio.com/listener for privacy information.