10 of life's biggest questions, answered with radical compassion

Staying present with a parent’s illness and death, without abandoning yourself

Dear Sugar — Sun, 27 Nov 2016 15:07:38 +0000

This is perhaps the most personal episode of Dear Sugar for Steve and Cheryl. It focuses on how to be there for your parents at the end of their lives while staying true to yourself.

All the single ladies (put your hands up)

Dear Sugar — Sun, 27 Nov 2016 15:06:34 +0000

This episode is a good reminder that not all women are aching for a partner, and that’s just dandy.

Unscripted, honest, and radically empathetic

Dear Sugar — Sun, 27 Nov 2016 15:05:50 +0000

This live episode proves that the Sugars are exactly what they sound like – very good friends, jokesters, unscripted, honest and always radically empathic.

India Arie on pursuing your own truth

Dear Sugar — Sun, 27 Nov 2016 15:04:28 +0000

This episode takes on what is perhaps the most common, existential question of our time – how to follow your heart. Who doesn’t need a little help with that?

The impossible in-between-ness of being a step-parent

Dear Sugar — Sun, 27 Nov 2016 15:03:54 +0000

This episode generated the most response the Dear Sugar inbox has ever seen – so much so that we followed it up with an episode on stepchildren.

On being a good dad – and getting over a bad one

Dear Sugar — Sun, 27 Nov 2016 15:02:36 +0000

Fatherhood can be an incredibly complicated and painful topic. This episode may change your perspective on what it means to be a father and on the value of the father-child relationship.

Is monogamy the right answer for every couple?

Dear Sugar — Sun, 27 Nov 2016 15:01:50 +0000

Perhaps not. Your jaw might be on the ground by the end of this episode.

How does your body image affect your relationships?

Dear Sugar — Sun, 27 Nov 2016 15:01:11 +0000

Weight is a controversial topic in relationships, and Steve and Cheryl end up having quite a passionate debate on the subject. This episode really shows how listening to others’ opinions on a subject can help us grow.

O come, all ye unfaithful

Dear Sugar — Sun, 27 Nov 2016 15:00:22 +0000

The Sugars receive countless letters having to do with infidelity, and Esther Perel was one of the most insightful guests we’ve had on the show to date.

A perfect example of one of Steve and Cheryl’s “rapid fire” episodes

Dear Sugar — Sun, 27 Nov 2016 14:59:41 +0000

Here, the hosts give briefer answers to a variety of questions, all centered around a theme. After this episode was released, several listeners wrote in with sentiments like, “I could have asked all of these questions!”