On November 9th, 2016 -- the day after Donald Trump became America's President-elect -- the Dear Sugar inbox was flooded with emails asking some version of the question, "How do we move forward as a nation from here?" The Sugars bring that question before an audience at The Aladdin Theater in Portland, Oregon. This episode was originally publis ...…

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.

The Sugars continue their series on porn with a letter from a woman whose fiancé is "addicted" to porn. This episode was originally released on December 16th, 2016.

From our partners at WBUR, Endless Thread is a podcast featuring amazing stories found on Reddit. In this story, they talk to a happily married couple who has recently decided to experiment with consensual non-monogamy.

Pornography is more abundant and accessible than ever before. So it probably isn't surprising that it appears to be having a greater impact on romantic relationships. Part one of a two-part series focuses on some basic questions about porn -- is it wrong to use it? Why do people turn to porn? Is there such a thing as "healthy" porn use in a rel ...…

When the Sugars answered a letter from a woman who felt trapped in the role of "wicked stepmother," dozens of listeners wrote in asking the same question: what about the stepchildren, who have no control over the restructuring of their family? This week, the Sugars respond with an episode devoted to the other side of the story. This episode was ...…

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 have another conversation on friendship, this time 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 ...…

Safe For Work is an advice show that reminds you that while your office may be crazy, you don’t have to be. Office MVPs and corporate veterans Liz Dolan (ex-CMO, Nike, NatGeo, Oprah Winfrey Network) and Rico Gagliano (audio host, producer, print reporter and author) will help you make the big decisions, sort through the small stuff, and get mor ...…

The Sugars, along with fiction writer George Saunders, field letters from people who are chasing their creative dreams but frightened by the practical and financial risks that come with that pursuit. This episode was originally released on August 5th, 2017.

In a heated moment, a mother reveals a dark chapter from her childhood to her daughter, then immediately regrets it. What now? In this week’s episode, the Sugars tackle this and several other questions, including how to handle a brother-in-law who treats your vacation as his own free childcare; what to do when your best friend’s husband asks yo ...…

"What do I want?" This is the question Oprah Winfrey finally asked herself, after years of struggling to say "no" to people in her life. In the second of this two-part series, the Sugars continue their conversation with Oprah Winfrey on when, why and how to say "no."

There’s incredible power in saying “yes.” It opens up avenues and allows us to be brave. In Cheryl's case, it’s what led to her becoming Sugar. But saying yes to life's opportunities can also have its risks. The Sugars are joined by Oprah Winfrey to discuss when to say no, how to say no, and what happens in the wake of that. This episode was or ...…

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. This episode was originally released October 28th, 2016.

Age is just a number in many contexts, but when it comes to finding long-lasting love, an age gap between partners can greatly impact the course of the relationship — both in positive and challenging ways. The Sugars discuss those so-called "May-December" romances with the help of Lucinda Franks, a Pulitzer Prize-winning journalist and author o ...…

Divorce is always a painful process, but it's especially so when there are children in the middle. This week, the Sugars discuss situations of parental alienation caused by divorce. They answer letters from a mother and a father whose daughters have cut off all communication with them after taking the other parent's side. This episode was origi ...…

The Sugars bring you another "rapid fire" episode, where they give brief answers to a handful of letters. This time, they challenge each other to make the call — one way or the other — on the questions they're discussing, rather than offer open-ended guidance. This episode was originally released September 30th, 2016,…

The Sugars often discuss letters dealing with very specific problems or struggles. This week, they take on a broader, more existential question -- how to follow your heart. The Sugars discuss with the GRAMMY-winning singer/songwriter India Arie, who shares how she learned to be her own guide. This episode was originally released September 23rd, ...…

The Sugars read the letters of two transgender men who are struggling to find love and acceptance. They discuss with Cooper Lee Bombardier, a visual artist, writer and transgender man.

From our partners at WBUR, a new podcast that looks into the greatest unsolved art heist in history: the theft of half a billion dollars worth of art from the Isabella Stewart Gardner museum in Boston.

The Sugars discuss a letter from a survivor of sexual assault who has just been told by her long-time partner that he raped someone when he was in high school. The writer wonders how she, as a survivor and self-proclaimed feminist, can justify loving a rapist.

After four years of ministering to the lost, lonely and heartsick, the Sugars say farewell on this final episode of the podcast. We take a look back at some of our most powerful advice, hear from former guests, and talk to listeners about how the show has affected their lives.

In this second part of our series on moving on, the Sugars discuss how we can release ourselves from our past mistakes. Dr. Harriet Lerner drops in to answer a letter from a woman who calls herself a "serial codependent," as well as a woman who is haunted by her abortion.

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.

As our final season draws to a close, 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.…

He removed her makeup when he thought she was wearing too much. He refused to put her name on the leases for their car and their house. He told her that she had a green card only because he chose to marry her. Reema Zaman, our guest in this week’s episode, was in an emotionally abusive marriage. She helps the Sugars answer two painful letters f ...…

Dear Sugars returns to Portland, Oregon, for another epic live show. Special guests Mitchell S. Jackson and Rebecca Skloot share the stage with the Sugars to tell stories of personal reckoning, and to answer letters dealing with transgressions of love, friendship, the self, and so much more.

When it comes to love, money is supposed to be no object. But there’s no disentangling love from anything in our lives, and income is no exception. So how do you assess the role money should play in a relationship, and what happens when your desires and means change over time? The Sugars take on 5 letters in this rapid-fire episode.…

Feeling like an outsider is one of the hallmarks of adolescence. But in today’s episode, we hear from two 16-year-olds who have cause to feel especially isolated. One girl is home-schooled and suffers from social anxiety. Another feels disconnected from her best friend, who has suddenly become popular at school. Both letter writers wonder if th ...…

When Steve Lickteig turned 18, he learned that his mother and father, who he thought were his adoptive parents, are in fact his biological grandparents. With the advent of affordable DNA testing and companies like 23andMe, more and more people are having revelations like Mr. Lickteig’s. For some, these revelations can be a welcome and exciting ...…

“It’s only when my pants are nearly impossible to button that I force myself to lose weight,” writes the letter-writer who calls herself Body Negative. “And then the pattern starts all over again.” Hilary Kinavey, M.S., L.P.C., and Dana Sturtevant, M.S., R.D., the co-owners of Be Nourished, join the Sugars on today’s episode to offer Body Negat ...…

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 beca ...…

The erotic lives of senior citizens are typically made invisible by our culture, which can lead to confusion and misinformation. Dr. Pepper Schwartz, the love and relationship columnist for AARP, joins the Sugars to dispel certain myths about sex and aging: Do libidos change after menopause? How does the aging body affect the way we feel about ...…

Shortly after the birth of her first child, a letter-writer who calls herself “Tantrum Daughter” lost her mother to suicide. Now, with a second child on the way, Tantrum Daughter is overcome with pain and anger. After reading Morgan Jerkins’s essay “How I Overcame My Anger as a Black Writer Online,” the Sugars enlist her help to answer Tantrum ...…

Remembering the grocery list, coordinating with the babysitter, making food for the potluck, scheduling a get-together with the in-laws: These are some of the invisible tasks that (most) women exclusively do in their romantic relationships — and the list goes on and on. Women from across the country wrote in to the Dear Sugars inbox echoing ide ...…

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 pers ...…

For the first time on the podcast, the Sugars answer a voice mail message from the Dear Sugars hotline. The message comes from a woman who reunited with her ex-boyfriend, who once assaulted her. Wracked with shame, she wonders if reconciling with him is acceptable and if it’s possible he’ll change. Esta Soler, president and founder of Futures W ...…

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, but when he published his confessional in GQ magazine he was labeled an “obsessive,” a “fancy man,” and a “shopaholic.” Only when he w ...…

Dear Sugars returns to Portland, Oregon, for another raucous and uplifting live show. The Sugars get a surprising update from a letter writer from their past; discuss a new letter with a special guest, Omar El Akkad; and ask the audience, “What’s the ‘bad story’ you tell yourself?” “Bad Stories,” the title of Steve Almond’s new book, are the fa ...…

In this rapid-fire episode, the Sugars weigh in on jealousy -- when is it justified, and how can it be confronted or neutralized?

In the final episode in our series on sexual consent, the Sugars discuss what happens when non-consensual sexual attention moves from the private to the public realm.

In the second episode in our series on sexual consent, the Sugars dive deeper into encounters that are neither clearly consensual nor non-consensual.

In the midst of the #MeToo Movement, women and men all over the country are re-examining sexual encounters from their past. Over the course of a three-part series on consent, the Sugars answer letters from some of these women and explore the complexity and nuance of sexual consent.

When a family experiences loss, familial roles are often redefined. In this episode, the Sugars answer letters from people who are unexpectedly charged with caring for new family members.

In part two of our updates series, we find out what happened to two letter writers who let self-image sabotage their love lives. The Sugars find out if “Scared to Choose Wrong” married her fiancé, and they give “Aspiring Warrior for Love” a call to see how he’s changed since hearing the Sugars’ advice more than a year ago.…

In today’s update episode, we check in with some of our most memorable letter writers from previous episodes. The Sugars find out if “Struggling” was kicked out of his mother’s house, and they give “Bad Mom” a call to see if and how her views of motherhood have changed since hearing the Sugars’ advice more than two years ago.…

In part two of our Dark Fantasies series, Dr. Ian Kerner returns to help the Sugars answer questions about where our central ideas about sex and eroticism come from, and delve deeper into the world of sexual fantasy.

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.…

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.

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. The writer Ariel Henley joins the Sugars to talk about her own facial differences. Henley was born with Crouzon Syndrome. As a child, she underwent dozens of surgeries that perma ...…