This week’s episode starts off with an email from April who is hoping Jules and Josh can settle a debate between her and her boyfriend. The boys break down the pros and cons of the age-old outside clothes on the bed question before offering a final verdict that will be sure to shake things up for the couple. Next, financially stable jacked king Dale comes in hot and heavy with a question about a boat, giving Jules and Josh a chance to show off both their financial and nautical knowledge. Lastly, the boys get into some serious celebrity fashion roleplay as they reflect upon what their lives could have been like, in the question of the week. Spoiler alert: someone warn Jake Gyllenhaal to stay far away from musicals.