Jordana and Jared begin the week with a conversation about whether or not you can ever turn a long term hook up into a relationship. A listener writes in to ask if there’s any way the guy she has been hooking up with for the last seven years will consider making things official. Is it worth trying to get him to see her differently, or is he set in his ways? The Awkward Sexual Encounter involves an attempt to make out with a tight-lipped kisser. Then another emailer asks if it’s normal that her boyfriend sets calendar reminders to tell her he loves her. Is this a sign that he’s a thoughtful partner or a careless one? Finally, they close the show with a game of Red Flag or Deal Breaker featuring a question about dating someone who only uses one fork.