Dear Sugars

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.

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 of the memoir "Timeless: Love, Morgenthau, and Me," which tells the story of her marriage to New York District Attorney Robert Morgenthau, who's 27 years her senior.

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 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 quotations in their own lives. They are joined on-stage by rock star Amanda Palmer.

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.

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.

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 joined by Robin Romm, author of the memoir "The Mercy Papers," which tells the story of her mother's death from cancer.

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 their relationship, but who aren't sure it's the right move.

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.

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 another woman. Find out how the letter-writer and her ex-husband decided to proceed.