Ask Polly

Ask Polly

‘This Break-Up Left Me With So Many Regrets!’

Don’t hide from your own future inside someone else’s crisis.

Heather Havrilesky
Sep 09, 2026
∙ Paid
The Sun In Its Jewel Case (1937), Yves Tanguy

Dear Polly,

I went through an incredibly complex break up six months ago. We were together for two and a half years. It was both of our first relationships (22F & 23F). The early days were really special but things ended badly. I deeply regret how the break-up happened and the fallout since.

We parted in Februa…

User's avatar

Continue reading this post for free, courtesy of Heather Havrilesky.

Or purchase a paid subscription.
© 2026 Heather Havrilesky · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture