Dear Sugars

In this episode, the Sugars take a question from a young woman whose boyfriend recently broke up with her because of uncertainty about his sexuality. The letter writer is heartbroken, confused, and wondering if she should wait for him while he figures it out. The Sugars are joined by Dan Savage, author of the sex advice column "Savage Love" and host of the "Savage Lovecast."

Money makes us crazy. In this episode, the Sugars take questions from two letter writers struggling with their relationships to money. The first, an aspiring playwright, feels guilty about all the advantages that her parents' wealth has provided to her. The second, a divorced mother, is unable to control her spending and is on the verge of bankruptcy. They're joined by the writer Sean Wilsey, who wrote about his own complicated relationship to family wealth in the acclaimed memoir, "Oh the Glory of it All."

In this short episode, the Sugars take a question from a 23 year-old woman who is engaged to the man she's been dating since she was 19. As a child of divorced parents who married young, the letter writer knows there are risks. As she prepares to tie the knot, she wonders whether she should be more concerned about those risks.

Every child has wondered of their parent: What were you like when you were my age? Who were you before I was here? And every parent has to decide how honestly to answer those questions. The Sugars discuss with poet and author Mary Karr, who has written three memoirs about her reckless youth and raised a son who was intimately familiar with those years.

In our Infidelity series thus far, we've heard from the cheaters, from those who have been cheated on, and from a psychotherapist and expert on the topic. In this final installment, the Sugars focus on the often-overlooked experience of "the other woman" and the moral responsibility that comes with the role. They discuss with the novelist and biographer Susan Cheever, who was "the other woman" in an affair...twice.

The Sugars' exploration of infidelity continues with a conversation with Esther Perel, a relationship therapist with extensive insight and expertise on the subject. What qualifies as infidelity? Why do we go through with it? And, perhaps most importantly, what does it mean to us? If you haven't already, listen to Parts 1 & 2 of the series, in which the Sugars heard from the betrayed and the betrayers.

The Sugars continue their exploration of infidelity by hearing from people who have betrayed their partners. They discuss a letter from a desperate wife, whose husband gave her a second chance after an emotional infidelity, only for her to do it again; and another from a young mother who has gotten herself tangled up with the neighbor after years in an unhappy marriage. In Part 1, the Sugars heard from the Betrayed. And in Part 3, the Sugars speak to a leading expert on infidelity, who will make you rethink everything …

The Sugars will be spending the next couple of months working on new episodes. During the month of May, by popular demand, we're listening back to our 4-part series on Infidelity, beginning this week with an episode on people who have been betrayed by their partners. They're joined by writer and performer Lauren Weedman, who experienced one of the more nightmarish clichés of infidelity.

For most of us, our teenage years were marked by feelings of insecurity, loneliness and uncertainty. This week, the Sugars revisit an episode in which they discussed questions exclusively from teenagers. They're joined by Tavi Gevinson, founder and editor of Rookie, a digital magazine for teenage girls.

We can't choose our parents, but we can choose whether or not to have a relationship with them. This week, the Sugars discuss parental estrangement. It's a follow-up to a conversation the Sugars had recently on the show about parents who feel alienated by their children. After that episode was released, an email appeared in the Dear Sugar inbox from a woman who believed the Sugars had discussed her father's letter. She wished to share her perspective -- that of the child who has chosen to estrange herself from …