The J’s start off this week’s show with Jared’s dating dilemma involving one first-class plane ticket, and one upset girlfriend. Should men feel obligated to give up the superior seat to their significant other? The Awkward Sexual Encounter involves bad aim and an embarrassing climax. Next, they answer an emailer whose worst fear is dating someone in debt. How far into a relationship is it okay to bring up finances? Another listener writes in to ask how long you should wait for someone you’re texting to finally book a first date. Is there a certain amount of time after which you should cut someone off? They close out the show with a round of Red Flag or Deal Breaker and decide whether or not getting banned from a dating app should get you blocked IRL.

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