In this episode, Emily McCombs (the Deputy Editor of HuffPost Personal) joins Prudie (Jenée Desmond-Harris) to answer letters from readers about when to confront someone who’s been consistently flaky, how to navigate dating across a 28-year age difference, and whether to tell a friend it appears they peed their pants. If you want more Dear Prudence, join Slate Plus, Slate’s membership program. Jenée answers an extra question every week, just for members. Go to Slate.com/prudieplus to sign up. It’s just $15 for your first three months. This podcast is produced by Se’era Spragley Ricks, Daisy Rosario, and Jenée Desmond-Harris, with help from Maura Currie. Learn more about your ad choices. Visit megaphone.fm/adchoices