The J’s start the show with a conversation about criticizing a loved one’s appearance without hurting their feelings. A listener writes in to ask how she should bring up her partner’s balding head, and whether or not he’ll be offended by her suggestion to shave it all off. Is there any way to comment on your partner’s appearance without things going horribly wrong? The Awkward Sexual Encounter involves a fully masked guy going down on a fully clothed girl. Then another emailer asks whether her recent breakup was inevitable after relocating for each other but not feeling the desire to take it to the next level. Is there an expiration date on a relationship if you’ve been together a long time and aren’t considering marriage? Finally, they close the show with some Red Flag or Deal Breakers, leading to a debate about asking family members to join you on an otherwise romantic vacation.