Why did Dr. Jenn go stag to her junior prom? What new skill is Dr. Jenn learning to integrate into her sex speaker work? And why might Clint try stand-up comedy again?

After a promising and fun first date, how did Dr. Jenn's second date go? How was Clint's family and friends' cruise and the Sexiest Man Alive Contest on the ship? And have either Clint or Dr. Jenn blacked out when drinking?

Dr. Jenn shares why she enjoyed a recent first date! Why should Clint have listened to his doctor? And a listener writes in asking about feeling shame for masturbating.

Would Dr. Jenn be good at speed dating? Clint offers his insights and advice after they chat about his household COVID update.

Dr. Jenn offers advice to a listener whose volatile relationship with his mom is impacting his current relationship with his fiancee. Plus Clint shares about his difficulties with his May Ride fundraiser and his current health scare.

Dr. Jenn shares details about her speaking tour and incredible adventure in five countries in Europe...find out what Clint is most jealous about from her trip!

Which occupation is the worst when divorcing a woman, according to a divorce lawyer? Where is Dr. Jenn headed next week in Europe?

What app is helping couples strengthen their relationships? Clint reads more of Dr. Jenn's book and shares a memory it evoked. And which jobs attract the most narcissistic men...according to one "expert"?

Dr. Jenn shares tips for how to open up again after being hurt in love and the importance of knowing your attachment style. Clint gets more practice in “generous listening” with his wife and Dr. Jenn challenges herself in Mexico. And doing WHAT can get you kicked off of an airline for life?!

What are Dr. Jenn’s highs and lows so far for her trip to the Mexican Riviera? And how did Clint fare when applying the concept of “Generous Listening” to a conversation with his wife?