This episode was originally published on July 28th, 2018. Special guests Mitchell S. Jackson and Rebecca Skloot share the stage with the Sugars to tell stories of personal reckoning and answer letters from the audience. To some extent, every letter the Sugars receive is a kind of reckoning, as it’s often the letter writer’s first attempt at taking account of their mistakes and delusions. In this episode, the Sugars take a long hard look at transgressions of love, friendship, the self and so...

This episode was originally released on January 20, 2018.  “I’m a 24-year-old woman who is completely and embarrassingly aroused by people who are confined to wheelchairs,” writes a woman who calls herself “Wishing to be Seen.” In her pained letter, she explains the possible origins of her isolating fetish and asks the Sugars for a way out: “I just want to have an orgasm with a real human rather than with my sad self, in my sad bed, sadly watching YouTube videos of women I feel I am...

This episode was originally released on January 13, 2018.  Orgies. Sex in public. Incest. These are the things that some of us think about in the dark. Taboo fantasies can be exciting, but they can also be the source of our deepest shame. In this two-part series on sexual fantasies, the Sugars read letters from people who want to turn off the thoughts that turn them on. Dr. Ian Kerner, a psychotherapist and sexuality counselor, helps the Sugars answer a letter from a woman who calls herself...

This episode was originally published on August 12th, 2017. When we decide to meddle, it can often backfire. The Sugars, along with the writer Meghan Daum, answer letters from people who see loved ones heading down the wrong path, but worry intervention might be the wrong move.  

his episode was originally released on August 25th, 2018. “Dear Sugars, I’m a serial codependent. I’ve married and had children with two addicts,” begins a letter signed by “Mommy Messed Up.” Over the years, her second husband began to withdraw and stash money inside of old bottles. Now Mommy Messed Up is ready to end their toxic relationship. The only problem is she’ll have to disrupt her children’s lives for a second time. “I’m fine with breaking my own heart,” she writes. “But how do I...

This episode was originally released on August 18th, 2018. The Sugars have been thinking about what it means to say goodbye and let go. In this first episode of our two-part series on moving on, the Sugars and Claire Bidwell Smith answer two letters from people struggling to move past their grief after the death of their loved ones. The first letter comes from a woman who recently discovered that her best childhood friend died by suicide. In the wake of the news, she spent hours pouring...

This episode was originally published on August 26th, 2017. In this episode, adventures in animal ownership! The Sugars, along with Julie Barton — author of the memoir Dog Medicine: How My Dog Saved Me From Myself — answer letters about pet dilemmas and the ways these creatures affect human relationships.

This episode was originally published on July 28th, 2018. This was a live show recorded in Portland, Oregon. Special guests Mitchell S. Jackson and Rebecca Skloot share the stage with the Sugars to tell stories of personal reckoning and answer letters from the audience.

This episode was originally released on May 26, 2018. In this "rapid fire" episode, the Sugars read letters from four women who each have one not-so-tiny reservation about the men they’re dating. A Black woman is dating a white man who is unwilling to talk about race issues, claiming that she’s “too sensitive.” Another woman’s boyfriend, a Christian, is having second thoughts about dating her because she’s an atheist. The Sugars tackle these issues and more, and weigh in on which can be...

This episode was originally published on August 12th, 2016. The Sugars hear the latest from "Head or the Heart" -- a woman who'd fallen head over heels for a man with a troubled childhood. Everything seemed perfect, and yet, she couldn't help but wonder if the traumas of her love's past would surface at some point in their relationship. "Head or the Heart" became the first letter-writer ever to join the Sugars on the show. The Sugars asked her to write to them in six months to let them know...

This episode was originally released on August 19, 2017. It’s never easy to talk to our romantic partners about their bodies, especially when it’s about weight. The Sugars, along with writer Ashley C. Ford, answer letters from people questioning their relationships because of major changes in their partners’ bodies.

Introducing Beyond All Repair, a new WBUR podcast from producer emeritus of Dear Sugars, Amory Sivertson. This series tells the story of a murder, but also the woman who was accused of that murder, Sophia. Sophia was newly married and 6 months pregnant when she was charged with murdering her mother-in-law in 2002. She gave birth to a son in jail that she hasn’t seen since, and for the last three years, she’s been telling me her story in hopes of getting justice for her mother-in-law, of...

Our loved ones are the people who are supposed to understand us. But what if they just...can't? Where do we turn then, and how do we fight the feelings of resentment that this lack of understanding can stir up? This episode was originally released November 11th, 2016.

The Sugars' conversation on friendship continues with a handful of letters concerning male-female friendships. Is there such a thing as a platonic relationship between a heterosexual man and woman? Can male-female friendships be as emotionally satisfying as same-gender relationships? What do you do when a friend crosses a romantic line? The Sugars discuss it all in rapid-fire fashion.

Everyone has had a friendship quandary of some sort in the past, right? This week, the Sugars take on frequently asked questions in "rapid fire" fashion – from hating your best friend's significant other, to hating her politics.

Whether you’re 5, 15, or 50 years old, it can be difficult to usher a stepparent in and out of the family unit. In today’s episode, the Sugars answer letters from stepchildren who have fraught relationships with their stepparents. What is a stepparent’s responsibility to a stepchild after divorce? And what can be done if you don’t like the person your parent chooses to marry? This episode was originally released on April 28th, 2018.

Buzz Bissinger owns more than 100 pairs of leather pants and over 200 pairs of leather gloves, having spent more than $600,000 on leather goods in the span of three years. Mr. Bissinger has a spending addiction, and he joins the Sugars to offer guidance to a letter-writer whose therapist and family don’t take her spending seriously. This episode was originally published on April 14th, 2018.

How many times have you heard this: "I love him, we're great together, but..."? There's always room for doubt, even in the happiest of relationships. So this week, the Sugars take on some of those doubts in rapid-fire fashion. This episode was originally published on January 5th, 2017.

Most of us have days when we don’t feel attractive. But in this episode, the Sugars read letters from people whose faces are at odds with conventional ideas of beauty. Writer Ariel Henley joins to talk about her own facial differences. Henley was born with Crouzon Syndrome, and underwent dozens of surgeries that changed the shape of her face.

Privilege comes in many forms: socio-economic privilege, gender privilege, heterosexual privilege, to name a few. In this episode, the Sugars reply to two letter writers who are facing different forms of privilege. They discuss with Catrice M. Jackson, a leading voice for racial justice. This episode was originally published on August 11th, 2018.

At age 18, we are granted the rights and responsibilities of adulthood in the eyes of the law. But for parents of young adults, it’s not so clear cut. When is the right time to wean your children off the family payroll? The Sugars tackle this question with the help of Dr. Kate Gale. This episode was originally released on December 23rd, 2017.

Produced by WBUR, Boston’s NPR, in partnership with The Trace, The Gun Machine looks into the past to bring you a story that most Americans never learned in history class: how early partnerships between mad scientist gunsmiths and a fledgling U.S. government created the gun industry in the Northeast, and how that industry has been partners with the government ever since. Host Alain Stephens examines how this 250-year relationship underpins all Americans’ interactions with guns — including...

Snooping on your spouse is generally ill-advised, but what if he or she has an addiction and is constantly lying about it? The Sugars and writer Ariel Levy answer this question in this episode, originally released on December 2, 2017.

This is part two of the series on early childhood death. The Sugars read letters from parents who worry that their grief may overshadow their surviving children. They are joined by the writer Emily Rapp Black, who decided to have another child after learning that her son had a fatal congenital disorder.