Make a Follow-Up Date or F*ck Off

Jared’s officially off on his Australia and New Zealand tour and hopes to meet some of our down under listeners at his upcoming shows. Later, he tells a story about his own awkward encounter with a gastroenterologist and Jordana dissects a texting exchange Jared had with a woman he was seeing that turned sour. We dive into our email inbox and hear from a listener who is worried that sleeping with a new romantic interest on their first date may have jeopardized their chance at a committed relationship. Then we hear from a listener who isn’t sure if shooting her shot was worth it. And this week’s Awkward Encounter has us wondering if there's any situation where a cheese grater is a remotely acceptable birthday gift. Later on Red Flag or Deal Breaker, we hear about some eligible bachelors who are still legally married (possibly for financial reasons), who use bots to flirt with women and who ask you to go barefoot at a bar on the first date.  Learn more about your ad choices. Visit megaphone.fm/adchoices