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Relationships & Love

Dear Sugars

The New York Times and WBUR

+43 FANS
The universe has good news for the lost, lonely and heartsick. The Sugars are here, speaking straight into your ears. Hosted by the original Sugars, Cheryl Strayed and Steve Almond, the podcast fields all your questions — no matter how deep or dark —...Show More
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Episodes We Love: Consent Part Two

33:10 | Aug 16th

Some sexual encounters are obviously consensual, while others are obviously not. But what about those that are neither black nor white? In the second episode in our series on sexual consent, the Sugars plunge deeper into the gray area. This episode w...Show More
Episodes We Love: Consent Part One

39:16 | Aug 9th

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 complexi...Show More
Episodes We Love: Buyer's Remorse

24:53 | Aug 3rd

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 guida...Show More
Episodes We Love: Family By Proxy

32:43 | Jul 26th

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. This episode was originally released on February 10th, 2018.
Episodes We Love: Dark Fantasies Part 2

29:05 | Jul 19th

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. This episode was originally publi...Show More
Episodes We Love: Dark Fantasies, Part 1

32:32 | Jul 12th

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 the first chapter of this two-part series on sexual fantasies, the ...Show More
Episodes We Love: The Empty Chair, Part 2

33:32 | Jul 8th

The Sugars conclude a two-part series on early childhood death. In Part 2, they 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 ...Show More
Episodes We Love: The Empty Chair, Part 1

33:42 | Jun 29th

In the Empty Chair series, the Sugars discuss early childhood death, an absence that can be ever-present. In Part 1, they read letters from siblings who live in the the shadow of their parents’ grief. This episode was originally released on November ...Show More
Episodes We Love: The Other Half Of Sexless Relationships

24:25 | Jun 21st

Sex-starved, meet sex-hounded. In today’s episode, we hear from a letter writer who feels pressured by her partner to have sex. This episode was originally released on October 28th, 2017.
Episodes We Love: You Must Change Your Life

38:24 | Jun 13th

“I remember them finding the drugs and holding them up in the sky. And I was like, 'Oh man, I’m going to prison.'” This week’s guest, the writer Mitchell S. Jackson, started selling drugs when he was 14 years old, then went to prison for drug possess...Show More
Episodes We Love: Sexless Relationships, Part 2

26:11 | Jun 7th

The Sugars are joined by the therapist Esther Perel to discuss a letter from a husband who is in a sexless marriage and is looking for a way to help his wife heal from trauma. This episode was originally released on September 16th, 2017.
Episodes We Love: Sexless Relationships, Part 1

32:42 | May 31st

A sexless relationship is often a symptom of deeper dysfunction. The Sugars, along with couples therapist Esther Perel, advise a letter writer whose loving partner is erotically absent. This episode was originally released on September 9th, 2017.
Episodes We Love: In The Shadow Of Damaged Parents

33:36 | May 26th

A damaged parent can cast a dark shadow over our lives, especially when we inherit some of that damage. Steve’s father, the psychoanalyst Dr. Richard Almond, joins the Sugars to answer letters and offer a way out. This episode was originally released...Show More
Episodes We Love: Dear Dad, It's Over

40:22 | May 17th

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 with the help of Stephen Elliott -- founding editor of The Rumpus and author of the books “The [...]
Episodes We Love: Career Vs. Love

33:59 | May 10th

You love your partner, you love your career... but they're pulling you in different directions. What do you do? The Sugars have help from psychotherapist and sociologist Leslie Bell, author of Hard to Get: 20-Something Women and the Paradox of [...]
Episodes We Love: Inbox Outliers

39:42 | May 3rd

Infidelity. In-Laws. Friendship. These are just a few of the categories that help keep the Dear Sugar inbox organized. But every once in a while, we get a letter that doesn't fit neatly into any category. This week, the Sugars discuss a handful of [....Show More
Episodes We Love: Baby Or Bust

35:20 | Apr 26th

You wants kids; your partner doesn't. Or your partner wants kids, and you don't. Whatever the scenario, few subjects are as emotionally charged and potentially deal-breaking in a relationship as a disagreement over the decision to become parents. [.....Show More
Episodes We Love: Pet Dilemmas

46:34 | Apr 19th

This week, 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. [...]
Episodes We Love: Body Weight And Romance

34:22 | Apr 12th

It’s never easy to talk to our romantic partners about their bodies, especially when it’s about weight. The Sugars, along with the writer Ashley C. Ford, answer letters from people questioning their relationships because of major changes in [...]
Episodes We Love: Should I Intervene?

41:00 | Apr 5th

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. This episode was originally [.....Show More
Episodes We Love: Haunted By Ghosting

37:02 | Mar 29th

The term "ghosting" may be relatively new, but the concept -- someone suddenly and inexplicably disappearing from your life -- is not. In the past, a total halt to communication with a friend might leave you feeling concerned that something bad [...]
Episodes We Love: Location, Location, Location

36:04 | Mar 22nd

Location, location, location. It makes all the difference in real estate, and it can make all the difference to one's happiness. But finding a place that really feels like home can be tricky. This episode was originally published on March 9th, 2017.
Episodes We Love: Sexual Fluidity

42:35 | Mar 18th

"Whatever" -- that's how the actress Maria Bello describes her sexual orientation. Her "love who you love" attitude toward sexuality, regardless of gender, is often referred to as fluidity. Maria joins the Sugars this week to discuss a couple of [......Show More
Episodes We Love: Happy Two Years Of Sugar, Part 2

37:43 | Mar 8th

It's part 2 of "the year in Sugar," where Steve and Cheryl reflect on some of the most memorable letters and episodes of 2016. This episode was originally published on February 9th, 2017.
Episodes We Love: Happy Two Years Of Sugar, Part 1

46:48 | Mar 1st

The Sugars look back on some of the most memorable letters and episodes of 2016. There are so many that they'll be doing this in two parts. This episode was originally released on January 27th, 2017.
Episodes We Love: The Writers Resist, Part 2

29:34 | Feb 22nd

Part two of Dear Sugar Radio: The Writers Resist at The Aladdin Theater in Portland, Oregon. This episode was originally released on January 27th, 2017.
Dear Sugars Presents: Dear Hank and John

45:19 | Feb 19th

Dear Sugars wants to tell you about another great advice show: Dear Hank & John.
Episodes We Love: The Writers Resist, Part 1

37:14 | Feb 15th

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 [...]
Episodes We Love: Love In Doubt

41:55 | Feb 8th

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 [...]
Episodes We Love: The Dark Side Of Porn

39:14 | Feb 1st

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.
Dear Sugars Presents: Endless Thread

31:50 | Jan 28th

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.
Episodes We Love: Is Porn Wrong?

35:27 | Jan 25th

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 [......Show More
Episodes We Love: What About The Stepchildren?

40:03 | Jan 18th

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? [...]
Episodes We Love: When Your Loved Ones Just Don't 'Get It'

31:54 | Jan 11th

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 [....Show More
Episodes We Love: Friendships, Part 2

31:49 | Jan 7th

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 [...]
Introducing Safe for Work

03:25 | Dec 19th, 2018

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 [......Show More
Episodes We Love: The Price Of Our Dreams

34:42 | Dec 8th, 2018

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 [.....Show More
Episodes We Love: Rapid Fire Letters

32:42 | Dec 1st, 2018

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 [...]
Episodes We Love: The Power Of No, Part 2

25:09 | Nov 17th, 2018

"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 [.....Show More
Episodes We Love: The Power Of No, Part 1

35:05 | Nov 10th, 2018

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 [...]
Episodes We Love: Friendship, Part 1

41:19 | Nov 3rd, 2018

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 [......Show More
Episodes We Love: May-December Romances

30:40 | Oct 27th, 2018

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 [...]
Episodes We Love: I Divorced My Spouse, And My Child Divorced Me

30:46 | Oct 20th, 2018

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 [...]
Episodes We Love: Make The Call

39:29 | Oct 13th, 2018

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 [...]
Episodes We Love: How Do I Find The Courage To Be My Own Guide?

26:37 | Sep 29th, 2018

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, [......Show More
Episodes We Love: I'm A Transgender Man, Seeking Acceptance

38:01 | Sep 22nd, 2018

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.
Dear Sugars Presents: Last Seen

36:22 | Sep 18th, 2018

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.
Episodes We Love: Can A Sexual Assault Survivor Love A Rapist?

29:27 | Sep 15th, 2018

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 [...]
The Long Goodbye

1:13:57 | Sep 1st, 2018

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 More
Moving On, Part 2 — With Dr. Harriet Lerner

43:17 | Aug 25th, 2018

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 [....Show More
Talking About Privilege — With Catrice M. Jackson

51:33 | Aug 11th, 2018

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. [...]
Moving On, Part 1 — With Claire Bidwell Smith

46:45 | Aug 8th, 2018

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 [...]
Emotional Abuse — With Reema Zaman

47:57 | Aug 4th, 2018

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 [...]
Dear Sugars Live: The Great Reckoning

51:32 | Jul 28th, 2018

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 [.....Show More
Rapid Fire: Love & Money

44:20 | Jul 21st, 2018

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 [...]
Young & Isolated — With Shirley Manson

44:29 | Jul 14th, 2018

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 [...]
Who's Your Daddy? — With Steve Lickteig

40:37 | Jun 16th, 2018

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 [....Show More
Trust Your Body — With Hilary Kinavey & Dana Sturtevant

41:51 | Jun 9th, 2018

“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 [...]
Rapid Fire: There's Just One Thing

40:42 | May 26th, 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 [...]
Sex & Aging — With Dr. Pepper Schwartz

36:31 | May 19th, 2018

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 [.....Show More
Rage Is A Red Lesson

40:35 | May 12th, 2018

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 [...]
Emotional Labor: The Invisible Work (Most) Women Do

44:08 | May 5th, 2018

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 [......Show More
The Stepchild's Dilemma — With Theo Pauline Nestor

45:19 | Apr 28th, 2018

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 [...]
I'm In Love With My Abuser — With Esta Soler

26:17 | Apr 21st, 2018

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 [.....Show More
Buyer's Remorse — With Buzz Bissinger

23:59 | Apr 14th, 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, but when he published his [...]
Dear Sugars Live: A Night Of Bad Stories

41:28 | Apr 7th, 2018

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, [...]
Rapid Fire: Lovers & Friends

42:34 | Mar 31st, 2018

In this rapid-fire episode, the Sugars weigh in on jealousy -- when is it justified, and how can it be confronted or neutralized?
Consent, Part 3: Working In The Gray

40:46 | Mar 24th, 2018

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.
Consent, Part 2: Stuck In The Gray

32:59 | Mar 17th, 2018

In the second episode in our series on sexual consent, the Sugars dive deeper into encounters that are neither clearly consensual nor non-consensual.
Consent Part 1: Into The Gray — With Jaclyn Friedman

39:17 | Mar 10th, 2018

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 [...]
Family By Proxy — With Jessie Glenn

33:48 | Feb 10th, 2018

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.
Updates Part 2: Step Into Your Spotlight

36:42 | Feb 4th, 2018

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” [...]
Updates Part 1: Change Is A Work In Progress

35:18 | Jan 27th, 2018

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 [...]
Dark Fantasies Part 2 — With Dr. Ian Kerner

28:57 | Jan 20th, 2018

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.
Dark Fantasies, Part 1 — With Dr. Ian Kerner

32:22 | Jan 13th, 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 [...Show More
Cutting The Financial Cord — With Dr. Kate Gale

30:23 | Dec 23rd, 2017

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 [...]
The Ugly Truth

34:48 | Dec 16th, 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. The writer Ariel Henley joins the Sugars to talk about her own facial [...]
Just Say It

28:30 | Dec 9th, 2017

Words can be wielded like weapons. On today’s episode, the Sugars hear from people who have something to confess but are afraid to hurt others with the power of their words.
A Spy In The House Of Love — With Ariel Levy

33:13 | Dec 2nd, 2017

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 on today’s episode.
The Double Bind of Female Ambition — With Hillary Clinton

23:12 | Nov 18th, 2017

The Sugars are joined by Hillary Clinton to answer a letter about female ambition.
The Empty Chair: Part 2 — With Emily Rapp Black

33:21 | Nov 11th, 2017

The Sugars conclude a two-part series on early childhood death. In Part 2, they 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 [...]
The Empty Chair: Part 1 — With Jessica Handler

33:32 | Nov 4th, 2017

The Sugars begin a two-part series on early childhood death. In Part 1, they read letters from siblings who live in the the shadow of their parents’ grief. They're joined by the writer Jessica Handler, whose two sisters died from different blood [......Show More
The Other Half Of Sexless Relationships

24:14 | Oct 28th, 2017

In this episode, the Sugars answer letters from letter writers who want to have sex less frequently than their partners do.
You Must Change Your Life — With Mitchell S. Jackson

38:17 | Oct 21st, 2017

In this episode, the Sugars talk to writer Mitchell S. Jackson, who started selling drugs when he was 14 years old and went to prison for drug possession years later. “There was no way for me to escape what I was doing,” he tells the Sugars. [...]
When Friendship Ends

33:21 | Sep 30th, 2017

Friendships are different from any other type of relationship in our lives. They are purely voluntary, which can make them feel more tenuous. In this episode, the Sugars take questions from two letter-writers who both feel exhausted by a friendship [...Show More
Rapid Fire: Should I Stay Or Go?

34:53 | Sep 25th, 2017

The Sugars bring you another "Rapid Fire" episode, where they give brief answers to a handful of letters that are all centered around a theme. The theme for this episode is "stay or go" -- people who have a voice in their head telling them to [...]
Sexless Relationships, Part 2: Esther Perel

26:00 | Sep 16th, 2017

The Sugars are joined by the therapist Esther Perel to discuss a letter from a husband who is in a sexless marriage and is looking for a way to help his wife heal from trauma.
Sexless Relationships, Part 1: Esther Perel

33:15 | Sep 9th, 2017

A sexless relationship is often a symptom of deeper dysfunction. The Sugars, along with couples therapist Esther Perel, advise a letter writer whose loving partner is erotically absent.
In The Shadow Of Damaged Parents — With Dr. Richard Almond

34:10 | Sep 2nd, 2017

A damaged parent can cast a dark shadow over our lives, especially when we inherit some of that damage. Steve’s father, the psychoanalyst Dr. Richard Almond, joins the Sugars to answer letters and offer a way out.
Pet Dilemmas — With Julie Barton

47:06 | Aug 26th, 2017

This week, 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.
Body Weight And Romance — With Ashley C. Ford

34:13 | Aug 19th, 2017

It’s never easy to talk to our romantic partners about their bodies, especially when it’s about weight. The Sugars, along with the writer Ashley C. Ford, answer letters from people questioning their relationships because of major changes in [...]
Should I Intervene? — With Meghan Daum

40:49 | Aug 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.
The Price Of Our Dreams — With George Saunders

34:42 | Aug 5th, 2017

The Sugars, along with the 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.
Rapid Fire: Summer 2017 Edition

32:02 | Jul 29th, 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 [...]
The Power Of No, Part 2: Oprah Winfrey

25:09 | Jul 22nd, 2017

"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 [.....Show More
The Power Of No, Part 1: Oprah Winfrey

35:03 | Jul 15th, 2017

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. This week, the Sugars are joined [...]
Rapid Fire: A Wealthy Sister, An Impatient Girlfriend, An Unshakable Love

39:10 | Jul 8th, 2017

The Sugars are back for another batch of rapid-fire questions and answers. In this round, the Sugars take on six questions, ranging from a letter writer who is jealous of her sister's wealth, to a young woman who is growing impatient for a proposal [...Show More
When Bad Things Happen

33:14 | Jul 3rd, 2017

In this episode, the Sugars grapple with a difficult question — how do we make sense of the fact that very bad things can happen to people who have done nothing wrong? They discuss a letter from a visual artist who has just learned he is losing [...]
Dear Sugar: Do I Wait For My Ex?

26:46 | Jun 24th, 2017

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 [...]
More Money, More Problems

39:24 | Jun 18th, 2017

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 [...Show More
Am I Too Young To Get Married?

14:52 | Jun 10th, 2017

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 [....Show More
Former Hellraisers

31:07 | Jun 6th, 2017

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 [...]
The Infidelity Episodes, Part 4: The Other Woman

47:50 | May 23rd, 2017

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 [....Show More
The Infidelity Episodes, Part 3: Esther Perel

51:15 | May 16th, 2017

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 [...]
The Infidelity Episodes, Part 2: The Betrayers

35:37 | May 10th, 2017

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 [......Show More
The Infidelity Episodes, Part 1: The Betrayed

45:41 | May 4th, 2017

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 [...Show More
Letters From Teenagers

54:01 | Apr 27th, 2017

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 [...Show More
Dear Dad, It's Over

41:40 | Apr 20th, 2017

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 [...]
Career Vs. Love

35:21 | Apr 13th, 2017

You love your partner, you love your career... but they're pulling you in different directions. What do you do? Is it foolish to put your career on hold for the sake of your relationship? Or is it more foolish to give up a great relationship for [......Show More
Rapid Fire: Inbox Outliers

41:32 | Apr 5th, 2017

Infidelity. In-Laws. Friendship. These are just a few of the categories that help keep the Dear Sugar inbox organized. But every once in a while, we get a letter that doesn't fit neatly into any category. This week, the Sugars discuss a handful of [....Show More
Love In The Digital Age

35:52 | Mar 29th, 2017

Many of us go online in search of connection. But when it comes to romance, online interactions can leave us feeling profoundly disconnected. This week, the Sugars revisit an episode in which they explored the different ways we connect online. They [...Show More
Baby Or Bust

36:40 | Mar 22nd, 2017

You wants kids; your partner doesn't. Or your partner wants kids, and you don't. Whatever the scenario, few subjects are as emotionally charged and potentially deal-breaking in a relationship as a disagreement over the decision to become parents. [.....Show More
Haunted By Ghosting

38:49 | Mar 16th, 2017

The term "ghosting" may be relatively new, but the concept -- someone suddenly and inexplicably disappearing from your life -- is not. In the past, a total halt to communication with a friend might leave you feeling concerned that something bad [...]
Location, Location, Location

37:24 | Mar 9th, 2017

Location, location, location. It makes all the difference in real estate, and it can make all the difference to one's happiness. But finding a place that really feels like home can be tricky. Home is where the heart is, we're told. But what if [...]
Sexual Fluidity

44:24 | Feb 28th, 2017

"Whatever" -- that's how the actress Maria Bello describes her sexual orientation. Her "love who you love" attitude toward sexuality, regardless of gender, is often referred to as fluidity. Maria joins the Sugars this week to discuss a couple of [......Show More
Friends With Benefits, Foursomes And Other Messy Relationships

48:36 | Feb 21st, 2017

What if the man you love wants to break up but keep hooking up? How should you handle jealousy toward a lover's friend of the opposite sex? What happens when a foursome between couples reveals hidden feelings? Questions about messy relationships come...Show More
Sibling Rivalry

37:26 | Feb 15th, 2017

When we examine the influence our families have on us, we typically focus on our relationships with our mothers and fathers. But what about those with our brothers and sisters? Sibling relationships can be as powerful as any in our lives — and just a...Show More
Happy Two Years Of Sugar, Part 2

41:14 | Feb 9th, 2017

It's part 2 of "the year in Sugar," where Steve and Cheryl reflect on some of the most memorable letters and episodes of 2016. Plus, the letter-writer who called herself "Out of Ideas" in last year's "Wedding Drama" series makes Dear Sugar Radio hist...Show More
Happy Two Years Of Sugar, Part 1

50:13 | Feb 2nd, 2017

The Sugars look back on some of the most memorable letters and episodes of 2016. There are so many that they'll be doing this in two parts. This week, they discuss the feedback they received on "The Past is Present," they find out if the woman who ca...Show More
Dear Sugar Radio Live: The Writers Resist, Part 2

31:48 | Jan 25th, 2017

The Sugars return for Part 2 of "Dear Sugar Radio: The Writers Resist" at The Aladdin Theater in Portland, Oregon. They discuss how to counteract post-election cynicism with Zahir Janmohamed, writer and co-host of the podcast "Racist Sandwich," and t...Show More
Dear Sugar Radio Live: The Writers Resist, Part 1

39:30 | Jan 20th, 2017

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?" In this episode, the Sugars brin...Show More
Letter From A Closeted Atheist

35:29 | Jan 12th, 2017

The Sugars take on a letter from a self-identified atheist, who doesn't know how to tell her deeply religious parents that she's no longer a Christian. She loves and respects her parents, but worries that she can't be herself around them anymore -- t...Show More
Rapid Fire: Love In Doubt

44:10 | Jan 5th, 2017

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.
The Weight Of Love

48:47 | Dec 29th, 2016

The Sugars revisit an episode in which they explored the fraught relationship between body image and romance. They're joined by the writer Lindy West, who has much to say on what it means to be a fat woman in our society.
Sugar For The Holidays

52:11 | Dec 21st, 2016

The holidays are supposed to be a time of joy and gratitude. But for many of us, they can be filled with anxiety and dread. This week, the Sugars revisit an episode in which they took on some of the big questions of the holiday season. They're joined...Show More
Porn, Part 2: The Dark Side

40:57 | Dec 15th, 2016

The Sugars continue their series on porn with a letter from a woman whose fiancé is "addicted" to porn. They discuss with Noah Church, a self-described former porn addict and author of the book "Wack: Addicted to Internet Porn."
Dear Sugar Live In Portland: Part 1

53:56 | Dec 9th, 2016

Big news, Sugar fans: The Sugars have another live show coming up -- Dear Sugar Radio: The Writers Resist, Portland Edition, on Sunday, January 15th, 2017, at the Aladdin Theatre in Portland, Oregon. This week, we're giving you a taste of the "DSR Li...Show More
Porn, Part 1: Is It Wrong?

37:46 | Dec 1st, 2016

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. This week, the Sugars begin a two-part series on the topic. Part 1 focuses on some ...Show More
Powerful Women And The Men Who Love Them

39:23 | Nov 26th, 2016

"How's your husband doing?" That was one of the questions Cheryl kept getting after the publication of her memoir, "Wild." What people meant was: How's he handling your success? In this encore episode, the Sugars take two questions on the dynamics of...Show More
Dear Sugar: What About The Stepchildren?

42:19 | Nov 17th, 2016

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 w...Show More
When Your Loved Ones Just Don't 'Get It'

34:12 | Nov 10th, 2016

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? The Sugars discuss with writer and arti...Show More
Rapid Fire: Friendship, Part 2 - Male-Female Friendships

34:12 | Nov 4th, 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 satisf...Show More
Rapid Fire: Friendship, Part 1 - FAQs

43:37 | Oct 27th, 2016

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.
May-December Romances

31:57 | Oct 18th, 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-Dec...Show More
Dear Sugar: I Divorced My Spouse, And My Child Divorced Me

33:10 | Oct 13th, 2016

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 ...Show More
Dear Sugar: Live In Cambridge

1:05:38 | Oct 5th, 2016

This week, we're revisiting an episode taped last November in front of a live audience at First Parish Church in Cambridge, Massachusetts. Recorded on the release day of Cheryl's book of quotes, Brave Enough, the Sugars discuss the importance of quot...Show More
Rapid Fire: Make The Call

41:56 | Sep 30th, 2016

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-end...Show More
Dear Sugar: How Do I Find The Courage To Be My Own Guide?

28:58 | Sep 22nd, 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 ...Show More
The Long Goodbye

35:32 | Sep 15th, 2016

It's never easy saying goodbye to our loved ones, but it can be especially painful when a goodbye is drawn out by illness. This week, the Sugars answer two letters dealing with the guilt and heartache involved in a long goodbye to a parent. They're j...Show More
Rapid Fire: Should I Stay Or Go?

35:10 | Sep 8th, 2016

The Sugars bring you another "Rapid Fire" episode, where they give brief answers to a handful of letters that are all centered around a theme. The theme for this episode is "stay or go" -- people who have a voice in their head telling them to leave t...Show More
Dear Sugar: I'm A Transgender Man, Seeking Acceptance

40:38 | Sep 2nd, 2016

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.
'Totally Confused' Finds A Resolution

42:24 | Aug 25th, 2016

The Sugars get an update from a 62-year-old, divorced woman who was considering a reconciliation with her ex-husband, even after years of unhappiness inside their marriage. The situation was further complicated by the fact that he was engaged to anot...Show More
Does 'The Wicked Stepmother' Still Feel Wicked?

51:43 | Aug 18th, 2016

The Sugars revisit a letter from a woman who felt like a fairytale-esque wicked stepmother. When she wrote to the Sugars, she was feeling pressured to love her stepchildren "like her own," but she didn't want to be their mother. The Sugars find out h...Show More
An Update From 'Head Or The Heart'

35:52 | Aug 11th, 2016

The Sugars get an update from "Head or the Heart" -- a woman who'd fallen in love with a man with a troubled childhood. She worried that the traumas of his past could surface at some point in their relationship. Nine months later, is she still with h...Show More
An Update From 'Two Truths And Many Lies'

51:34 | Aug 5th, 2016

The Sugars catch up with "Two Truths and Many Lies," whose letter about her husband's infidelity generated significant interest and advice from our listeners. Did she stay with her husband or walk away? The Sugars find out.
Can A Sexual Assault Survivor Love A Rapist?

31:52 | Jul 28th, 2016

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...Show More
Social Butterfly In Love With A Hermit Crab

36:52 | Jul 21st, 2016

The Sugars take a question from a young woman who takes great pleasure in socializing. Her fiance, on the other hand, dreads group settings and gets very agitated every time she wants to go to an event together. She wonders what is so unpleasant for ...Show More
Dear Sugar Live In Portland: Part 2

55:07 | Jul 21st, 2016

The Sugars record the show in front of a live audience at Revolution Hall in Portland, OR. In Part 2, they take on alcohol addiction with Sarah Hepola, author of the memoir, "Blackout: Remembering The Things I Drank To Forget." She talks about her ye...Show More
Dear Sugar Live In Portland: Part 1

55:21 | Jul 13th, 2016

The Sugars record the show in front of a live audience at Revolution Hall in Portland, OR. In Part 1, they talk reinvention with the writer Lidia Yuknavitch, asking: "How can we treat our mistakes as opportunities for growth, rather than moments of t...Show More
Family Secrets, Part 2: Truths Revealed

40:18 | Jul 2nd, 2016

In Part 2, the Sugars turn from the holding of a secret to its discovery. What happens within a family when a secret is revealed? They take a letter from a woman who is reeling after learning that the two men she trusts and adores — her father and he...Show More
Family Secrets, Part 1: Unspeakable Truths

44:41 | Jun 24th, 2016

Every family has its secrets, but it's how those secrets are dealt with that determines the power they hold. In Part 1, the Sugars consider the implications of keeping a secret within a family system. They take a letter from a woman who, since her ea...Show More
How Do We Forgive Our Fathers?

52:17 | Jun 17th, 2016

Father's Day is a fraught and complicated day. In this episode, the Sugars take two questions on fatherhood — from a new father who fears that his depression will be felt by his baby daughter, and from a young woman who yearns for a deeper connection...Show More
Wedding Drama, Part 2: The Big Day

42:17 | Jun 10th, 2016

Most of the questions the Sugars receive about weddings are about the drama that precedes them — the expectations in the build up to the big day. But that doesn't mean Wedding Day is drama-free. There just isn't much to be done about it at that point...Show More
Wedding Drama, Part 1: Great Expectations

39:17 | Jun 4th, 2016

It's wedding season, and the Sugars have been getting all kinds of letters that reflect the anxiety and expectation that accompany preparations for the big day. They take on all forms of wedding drama — from a difficult in-law demanding extra invitat...Show More
Dear Sugar: I'm Falling For My Ex-Husband

35:39 | May 29th, 2016

The Sugars take a letter from a 62-year-old divorced woman who is shocked to find herself considering a reconciliation with her ex-husband, after years of unhappiness inside the marriage. The situation is further complicated by the fact that he is en...Show More
When Politics Is Personal: Romantic Partners

41:58 | May 20th, 2016

The Sugars wonder if romantic relationships can survive profound political differences. They take a question from a young woman who prides herself on being a strong feminist, and worries her boyfriend doesn't share her views. They also hear from a pr...Show More
When Politics Is Personal: Friends & Family

42:46 | May 14th, 2016

It's election season, and while politics may not seem like the domain of Dear Sugar Radio, it can become deeply personal. In Part 1, the Sugars look at how politics can get in between our relationships with friends and family—whether it be our parent...Show More
The Inevitable Guilt Of Motherhood

36:55 | May 7th, 2016

Being a mother means feeling conflicted in some way about the balance between raising one's children and the rest of life. The Sugars take two letters from women in the midst of such conflicts—one from a career-driven young woman who cannot fathom go...Show More
Dear Sugar: How Do I Stop Lying?

30:15 | Apr 30th, 2016

We revisit an episode about compulsive lying with guest Leslie Jamison. The Sugars take on a letter from a young woman telling her friends about imagined experiences of rape and loss.
The Infidelity Episodes: The Other Woman

47:51 | Apr 25th, 2016

The Sugars return with another installment in the Infidelity Episodes — looking at the often-overlooked experience of the other woman. After the Sugars had taken on the Betrayed and the Betrayers, they received dozens of letters from women struggling...Show More
The Irrational Jealousy Of Lovers And Friends

29:38 | Apr 16th, 2016

The Sugars take on jealousy — the fiery, irrational kind we feel toward our lovers and friends. They read a letter from a woman struggling with her competitive instincts toward an attractive new friend of hers, and from a man having trouble with his ...Show More
Letter From A Closeted Atheist

35:07 | Apr 8th, 2016

The Sugars take a letter from a young woman who was raised in a deeply Christian household. As she has grown older, her beliefs and values have become increasingly at odds with those of her parents. She loves and respects her mom and dad, and doesn't...Show More
Friends With Benefits, Foursomes And Other Messy Relationships

47:15 | Apr 2nd, 2016

What if the man you love wants to break up but keep hooking up? What if he wants to see other people? How should you handle your jealousy toward a long-distance lover's friend of the opposite sex? What happens when a foursome between couples reveals ...Show More
The Tale Of The Wicked Stepmother

45:53 | Mar 27th, 2016

There's a long tradition in fairy tales of the wicked stepmother. And the archetype endures in contemporary life. The Sugars take on two real-life versions of the tale — a mother whose ex-husband's new wife wants the children to call her "mom," and a...Show More
The Secret Lives Of Lovers

44:33 | Mar 19th, 2016

The Sugars take a question from a newly married woman who is facing a nightmare — the man of her dreams has turned out to be someone else entirely. They are joined by the writer Julie Metz, who tells the story of discovering her own husband's double ...Show More
The Past Is Present

50:28 | Mar 12th, 2016

Are we doomed to repeat the patterns of our childhood? The Sugars hear from the child of two alcoholics, who cannot tolerate her new boyfriend's drinking; from a young woman whose partner is reminding her more and more of her emotionally damaged fath...Show More
Grief And Jealousy Collide After An Ex's Death

26:40 | Mar 5th, 2016

The Sugars receive a pained letter from a young woman whose ex-boyfriend was recently murdered in an altercation at a bar. His death came not long after she had cut off communication in an effort to move on. She's grappling not just with feelings of ...Show More
Powerful Women And The Men Who Love Them

38:43 | Feb 27th, 2016

In this episode, the Sugars take two questions on the dynamics of gender, power, and love — one from a man and one from a woman. A young man struggles with jealousy when his girlfriend gets a career opportunity he wants for himself, and a woman finds...Show More
My Best Friend's Wedding

38:22 | Feb 20th, 2016

We revisit an episode about friendship with one of our most beloved Sugar guests — the writer Ann Patchett. In this episode, the Sugars take a question from a young woman whose best friend since childhood is about to get married to a man she's known ...Show More
The Allure Of The Forbidden Crush

49:14 | Feb 13th, 2016

The Sugars look at one especially painful form of love: the crush. They take questions from two letter writers struggling with illicit love interests — one from a career-oriented woman who finds herself drawn to her boss, the other from a recently ma...Show More
Rapid Fire: A Wealthy Sister, An Impatient Girlfriend, An Unshakeable Love

40:29 | Feb 6th, 2016

The Sugars are back for another batch of shorter questions and answers. They take on six quick questions, ranging from a letter writer who is jealous of her sister's wealth to a young woman who is growing impatient for a proposal from her longtime bo...Show More
Looking For The One, Part 3: Reimagining Spinster

46:08 | Jan 30th, 2016

The Sugars consider the way forward for their single letter writers. For many of the women they hear from, finding "the one" has become the all-consuming focus of their lives. The anxiety and the reality of their situations makes it hard for otherwis...Show More
Looking For The One, Part 2: The Reality

51:49 | Jan 23rd, 2016

The Sugars have been avoiding the most frequently asked question they receive from women: Will I ever find the one? In the first episode, they explored the anxieties around that question. In Part 2, they focus on a particular anxiety that comes up ov...Show More
Looking For The One, Part 1: The Anxiety

36:48 | Jan 16th, 2016

The Sugars have been avoiding the most frequently asked question they receive: Will I ever find the one? In this first episode on the theme, the Sugars explore the anxieties of the women who write in — I'm happy, I'm successful, everything else in my...Show More
Happy One Year Of Sugar

57:15 | Jan 9th, 2016

The Sugars look back at some of the most memorable letters of 2015. They check back in on a young gay man who was agonizing over whether to come out to his homophobic family, and a new mother who was struggling with boundaries after her alcoholic fat...Show More
Dear Sugar: Back To The Beginning

56:40 | Jan 2nd, 2016

The Sugars often tell advice seekers: You have to go back to the beginning to get to the bottom of it. So, as 2016 begins, to mark the first year of Dear Sugar Radio, we're revisiting the pilot episode where it all began.
Sugar For The Holidays

52:01 | Dec 20th, 2015

The Sugars take on some of the big questions of the holiday season. How do we balance the competing demands of families? How do we act like adults when we return to our childhood homes? And, what if we aren't sure we should return home at all?
Moms Who Hate Motherhood

48:42 | Dec 12th, 2015

Motherhood has a near-sacred status in our society. If we dare speak negatively about it, it's only to say: "Motherhood is hard, but it's worth it." But for some mothers, it isn't. In this episode, the Sugars take on the taboo.
The Weight Of Love

50:01 | Dec 5th, 2015

The Sugars explore the fraught relationship between body image and romance. In one letter, a married woman reconsiders her priorities after losing 100 pounds. In another, a young man wants his girlfriend to lose weight, but does not understand why sh...Show More
The Deal Killer

42:18 | Nov 28th, 2015

The Sugars are taking Thanksgiving weekend off. We'll be back next week with a new episode. This week, we revisit an earlier episode — The Deal Killer.
Dear Sugar: Live In Cambridge

1:05:36 | Nov 21st, 2015

The Sugars record the show in front of a live audience at First Parish Church in Harvard Square. Taped on the occasion of Cheryl's new book of quotes, Brave Enough, the Sugars discuss the importance of quotations in their own lives. The questions com...Show More
Letter From An Aching Single Father

27:44 | Nov 15th, 2015

The Sugars take a question from a single father who's just dropped his oldest son off at college. He is seized by feelings of guilt — that his attention was often elsewhere, that he didn't do enough to prepare his sons for the world. They are joined ...Show More
Dear Sugar: Do I Follow My Head Or My Heart?

27:42 | Nov 7th, 2015

The Sugars get a letter from a young woman who has fallen head over heels in love. She and her boyfriend only met a month ago, but they are already in deep. Everything seems perfect, and yet the letter writer can't help but wonder if the traumas of h...Show More
Sibling Rivalry

37:49 | Oct 31st, 2015

The Sugars take on sibling rivalry. The mother of an only child wonders if she should have another but fears cruelty and conflict between the siblings. And a young man is caught between his parents and his brother, who is refusing to let the family s...Show More
Dear Sugar: Is My Husband's Pot Habit A Problem?

34:48 | Oct 24th, 2015

If someone smokes pot multiple times a day, but is still a highly functional partner, parent, and worker — is there a problem? That's the question to the Sugars from a letter writer whose husband has been a habitual marijuana smoker for years. If it ...Show More
An Experiment In Radical Brevity

32:57 | Oct 17th, 2015

The Sugars try something new — answering more questions, more quickly. While they always give their hearts and souls to the letters they receive, some questions are just a little more straightforward. The Sugars take on six quick questions, from sibl...Show More
The Wounded Child Within

25:56 | Oct 10th, 2015

The Sugars are taking this week off, to focus on answering new letters. We'll be back next week, but in the meantime, we revisit this conversation about the traumas of our past and their role in our present.
When Bad Things Happen

34:48 | Oct 3rd, 2015

The Sugars grapple with a difficult question — how do we make sense of the fact that very bad things can happen to people who have done nothing wrong? They take letters from a visual artist who has just learned he is losing his sight, and from a woma...Show More
The Infidelity Episodes: Esther Perel

52:36 | Sep 27th, 2015

The Sugars exploration of infidelity culminates in Part 3, a conversation with Esther Perel. The relationship therapist is focusing her attention on the subject of infidelity - what it is, why we do it, and what it means to us. They also take a quest...Show More
The Infidelity Episodes: The Betrayers

35:42 | Sep 18th, 2015

The Sugars exploration of infidelity continues with Part 2: The Betrayers. They take letters from a desperate wife, whose husband gave her a second chance after an emotional infidelity, only for her to do it again; and from a young mother who has got...Show More
The Infidelity Episodes: The Betrayed

46:20 | Sep 12th, 2015

The first in a multi-part exploration of infidelity. In Part 1, the Sugars consider letters from the Betrayed; in Part 2, they'll consider the Betrayers. They're also joined by the writer and performer Lauren Weedman, who experienced one of the more ...Show More
Dear Sugar: How Do I Survive The Critics?

29:41 | Sep 4th, 2015

Dear Sugar Radio is taking off Labor Day 2015 weekend. We'll be back next week with new episodes. In the meantime, we're reposting this episode from March 2015, "How Do I Survive The Critics?" with special guest George Saunders. We thought, going int...Show More
When Life Takes A U-Turn

47:23 | Aug 29th, 2015

There are those moments in all of our lives — sudden and radical — when we get spun around and everything feels out of our control. The Sugars take questions from two letter writers who have come to such moments.
The Unmothered Mother

30:26 | Aug 22nd, 2015

The Sugars take a question from the mother of young twins. Her own mother left when she was two years old, and her stepmother was a controlling and manipulative presence in her life. The letter writer is afraid that these toxic experiences being moth...Show More
Dear Sugar: Do I Wait For My Ex?

28:21 | Aug 15th, 2015

In this episode, the Sugars take a question from a young woman whose boyfriend recently broke up with her because of questions about his sexuality. The letter writer is heartbroken and confused — and trying to figure out what it means and whether to ...Show More
Social Butterfly In Love With A Hermit Crab

37:08 | Aug 7th, 2015

The Sugars take a question from a young woman who takes great pleasure in socializing. Her fiance, on the other hand, dreads group settings and gets very agitated every time she wants to go to an event together. She wonders what is so unpleasant for ...Show More
Letters From Teenagers

59:24 | Aug 1st, 2015

In this episode, the Sugars take questions exclusively from teenagers. They answer two letters that get at the universal themes of adolescence — the sense of being alone, the fear of being left out, the desire to please others — and one letter from a...Show More
Dear Sugar: Do I Tell My Mom I'm Gay?

30:20 | Jul 24th, 2015

The Sugars take a question from a young man whose mother has metastatic breast cancer. He is spending a month back home in Kentucky over the summer, then returning to graduate school in the fall. He is wracked with guilt about not being with her, but...Show More
Love In The Digital Age

37:28 | Jul 20th, 2015

Love is complicated in the digital age. Many of us go online in search of connection, but those interactions often leave us feeling profoundly disconnected. The Sugars take on two questions that explore different ways in which we try to connect onlin...Show More
My Best Friend's Wedding

38:47 | Jul 11th, 2015

The Sugars take a question from a young woman whose best friend since childhood is about to get married to a man she's known for only six months. The two friends are very different, and the letter writer worries that her impulsive, drama-prone friend...Show More
Dear Sugar: I'm An Undocumented Immigrant

29:05 | Jul 8th, 2015

In this episode, the Sugars take a question from a young woman who came to the United States as an 11-year-old undocumented immigrant. After years of uncertainty and limbo, she is now poised to become a citizen, but wonders how she can ever make up f...Show More
Dear Sugar: How Do I Stop Lying?

29:47 | Jun 29th, 2015

The Sugars take on a letter from a young woman who is a habitual liar — telling her friends about imagined experiences of rape and loss. The lying always seems to happen at a moment of emotional connectedness, when the letter writer wishes to share h...Show More
How Do We Forgive Our Fathers?

51:28 | Jun 23rd, 2015

We all know the narrative of the good father. That's the father we all want, but it's not the father we all got. The Sugars take two questions on fatherhood — from a new father who fears that his depression will be felt by his baby daughter, and from...Show More
More Money, More Problems

40:57 | Jun 13th, 2015

Money makes us crazy. In this episode, the Sugars take questions from two letter writers struggling with complicated relationships to money. The first, an aspiring playwright, feels guilty about all the advantages that her parents' wealth has provide...Show More
Dear Sugar: Am I Too Young To Get Married?

15:44 | Jun 3rd, 2015

In this short episode, the Sugars take a question from a young woman who is engaged to the man she's been with since she was 19. As a child of divorce, whose parents were married young, the letter writer knows that there are risks.
The Wounded Child Within

25:47 | May 24th, 2015

Are we ever able to fully let go of our past? The Sugars address a letter writer grappling with that essential question. At 68 years old, she is troubled to recognize that her life is still being influenced by her early experience with an alcoholic f...Show More
The Land Of The In-Law

55:59 | May 19th, 2015

Entering into another family is like entering into another culture — with its own codes, expectations, and set of rules. Naturally, it's a situation ripe for conflict and contention. The Sugars field questions from two letter writers dealing with fra...Show More
Dear Sugar: I'm Sleeping With Younger Men

17:20 | May 10th, 2015

The Sugars take a question from a woman in her forties who lives a second life. She is known as a professional, PTA-going mom — but she's secretly sleeping with significantly younger men. She's beginning to question whether her behavior is healthy. M...Show More
When Friendships End

35:36 | May 3rd, 2015

Friendships are different from any other type of relationship in our lives. They are purely voluntary, and so can feel more tenuous. Do you tell a friend if you are unhappy with the relationship, or do you just leave? And if you do leave, how do you ...Show More
Former Hellraisers (Should We Share Our Past With Our Children?)

31:57 | Apr 26th, 2015

The Sugars respond to a letter from a woman whose teenage son has discovered her high-school yearbook — filled with stories of bad behavior from her past life. In answering the letter, the Sugars are joined by the poet and author Mary Karr, who has w...Show More
Dear Sugar: I'm Bad At Breaking Up

17:38 | Apr 11th, 2015

In this short episode, the Sugars take a question from a young man whose ex-girlfriends have felt blindsided when he ended the relationships. He is questioning his intuition - having ended the relationships because he felt there wasn't a future with ...Show More
Big Love (Polyamory And Its Discontents)

46:06 | Apr 5th, 2015

The Sugars field questions from two letter writers in polyamorous relationships, facing two very different challenges. One woman is feeling guilty that she is taking more advantage of the arrangement than her husband; the other has fallen in love wit...Show More
Dear Sugar: My Brother Is Too Affectionate With His Boyfriend

13:50 | Mar 28th, 2015

The Sugars take a question from a woman whose brother has recently come out to the family. He and his boyfriend sit on each other's laps and kiss in front of the family - which bothers the letter writer's sister, who doesn't want to explain homosexua...Show More
The Hidden Worlds Of Guilt And Shame

33:47 | Mar 21st, 2015

Many of us spend huge amounts of our emotional resources hiding the things we feel guilty or ashamed about. In this episode, the Sugars field questions from two letter writers beginning to acknowledge some hidden shame - a woman who is obsessed with...Show More
Dear Sugar: How Do I Survive The Critics?

29:28 | Mar 14th, 2015

The Sugars take on the pain that comes with being judged for one's work, and the ways in which we can learn from even the most brutal of judgments. They're joined by the writer George Saunders, who helps field a question from an author feeling crushe...Show More
The Family We Carry

39:25 | Mar 1st, 2015

The Sugars field questions from a new mother who walked in on her alcoholic father relapsing in her home, and from a woman grappling with how to be childless in a society in which parenthood is so revered. They're joined by the writer Elizabeth Gilbe...Show More
Making Love

45:34 | Feb 14th, 2015

The Sugars celebrate Valentine's Day by fielding questions from a married woman whose long-dormant passions have been reignited by an old high-school boyfriend, and from a young woman struggling with whether to leave behind her cheating, closeted gir...Show More
The Deal Killer

42:18 | Feb 8th, 2015

The Sugars explore the deal killer — the thing that turns out to be the limit, that is too much for a relationship to withstand. They field questions from a woman tiring of her boyfriend's severe anxiety, a grieving young woman whose boyfriend is jea...Show More
The Two Stories We Tell

53:41 | Jan 23rd, 2015

The Sugars explore the two stories we tell — the story of how we want to be seen, the public self, and the story of who we really are inside, the private self. They field questions from a feminist struggling to reconcile her stories in the wake of an...Show More
Dear Sugar: I'm Addicted To Painkillers

14:47 | Jan 10th, 2015

The Sugars take a question from a new mother who is secretly addicted to painkillers, but afraid that she can't be the mom and wife she wants to be without them.
Dear Sugar, Episode 1: Meet The Sugars

56:18 | Dec 15th, 2014

In the pilot episode, the Sugars field questions on a father’s infidelity, how many children is too many, and whether a relationship can survive when one partner is smarter than the other.