In this special 4/20 episode, Annie reminisces about partying and smoking weed during her college days, while Bryson expresses anxiety over certain behaviors in his older age. They exchange questions and hypothetical scenarios, discussing topics like scientific facts, spirit animals, texting etiquette after dates, munchies, and even the revelation of Bryson potentially having multiple children from different mothers. The conversation is lighthearted and filled with banter, touching on various aspects of their generational differences and dating experiences.