Dear Sugars

Episodes We Love: Do I Follow My Head Or My Heart?

Dear Sugars

Show Notes

Cheryl and Steve are no longer dishing out new advice, but we're listening back to episodes we love every week. This episode was originally released November 6, 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 her new love's past are hiding somewhere under the surface, threatening to resurface.

In this episode, the Sugars do something new — and get the letter writer on the phone to speak with her directly about her fears.

More from Dear Sugars

Oct 3, 2026

This episode was originally released on June 11, 2018.

Sep 19, 2026

This episode was originally released on May 5, 2018.

Aug 29, 2026

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.

Aug 7, 2026

In this first episode of "You Could Make This Beautiful," actor Henry Winkler tells hosts Maggie Smith and Faith Salie about the poetry he's found in everything from fly fishing, to the music of Lin-Manuel Miranda, to the acting performances of the late Robin Williams.

Aug 7, 2026

In this second episode of You Could Make This Beautiful, hosts Maggie Smith and Faith Salie talk to Peter Sagal, host of the NPR news quiz show Wait Wait... Don't Tell Me! about a prophetic reading at his first wedding, the poem that has haunted him throughout his life, and about the poetry he's found in the kindness and grace of his children.

See all episodes →