October 20, 2025
48 MIN

The Chronic Philanderer

Watch On:
About the Episode:

This is a classic session of Where Should We Begin? He's been cheating on her for years, and she's had enough. Now she wants to know: is he in or is he out?

Esther's Office Hours

Get early episodes, exclusive content and ad-free access to Esther’s insights.
A live event with Esther

Sessions Live 2026

An unforgettable two-day event on relationships, love, and desire
May 15-16, 2026 | Online & In-Person in New York City
Get Your Early Bird Tickets