The most popular Love Letters relationship problems of 2025

It was a year of OnlyFans, long marriages, and new beginnings.

December 30, 2025

2 minutes to read

It’s time for me to share the most popular Love Letters of the year, based on how many people read them.

I’m giving you two lists. One is the Top 10 most-read on Boston.com, and the other is the same from BostonGlobe.com.

Please know: these lists don’t reveal much. Because of the way the internet works, if I put “sex” in the headline, the entry is bound to be popular. It doesn’t mean it was the most meaningful letter — or that it says anything about humanity in 2025.

Maybe it says a little about the interests of readers of Boston.com vs. BostonGlobe.com, but I’ll let you draw those conclusions.

Regardless, this collection of letters might tell us something about what we, as people, are curious about — and what we’re experiencing in our own lives.

I do think that some of these letters represent questions I heard from loved ones in my own life.

The Top 10 on Boston.com:

10. Still friends with the friends who dumped me

9. He wants someone with the same hobbies

8. After 40-plus years, are we better off as friends?

7. Married to a narcissist

6. My friend is dating someone twice her age

5. Is it time to date women?

4. I cheated. How do I get her back?

3. I think my husband had a baby with another woman

2. Don’t get married after 40

1. I’m not friends with my friend-with-benefits

The Top 10 on BostonGlobe.com:

10. Men think I’m coming on to them, but I’m just being friendly

9. I’m flirting with my best friend’s boyfriend

8. She’s on OnlyFans. Should I be dating her?

7. My 79-year-old boyfriend stopped sleeping at my house

6. Now that we’re married, I want to leave him

5. I think my husband had a baby with another woman

4. It’s too much work to have sex with my husband

3. I’m almost 70. Can I find love at my age?

2. I met a guy on Hinge. He’s good in bed — but a terrible person

1. How to be single (and comfortable alone)

Please note: The No. 2 most popular letter on BostonGlobe.com is the same as Boston.com’s No. 1 (it just had a different headline on the Globe site). I’m not shocked that particular letter got a lot of attention (it was about a casual sex partner being an awful person).

I’m also not surprised by the No. 1 Globe letter of the year, which was about learning to be comfortable alone. I think that letter was boosted because so many people all over the world are searching phrases like “how to be happy alone.”

Over decades, the U.S. Census has shown a sharp increase in the number of people who live alone. For some, solo time is quite easy. (Trust me, I lived by myself for years, it was amazing.) But for newly single people, it’s an adjustment. This letter writer was vulnerable when asking how to enjoy her own company.

I am grateful to that letter writer and to all who wrote in, and I’ll remind you, when you send your own letter (all are anonymous!), you wind up helping other people with similar questions.

You can email me at [email protected] or use the anonymous question form. Sign up for the Love Letters newsletter below.

Readers: Did this list surprise you? Any letters that should have made the cut? What about the Home Depot paint guy? What do you think these lists say about what we want to know about other people? Please share.