

the confessional: an interview with a cheater
Aug 25, 2025
In this engaging conversation, a guest named Jane reveals her complicated love affair with a married colleague, Ben. As Jane grapples with her feelings while in a committed relationship with Sean, she explores the emotional turmoil of infidelity. The dialogue dives deep into the challenges of navigating workplace romances and personal values, examining the vulnerabilities that accompany long-term affairs. Their candid reflections reveal the intricate nature of love and relationships, setting the stage for future confessions.
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Work Project Sparked A Connection
- Jane met Ben while collaborating on a high-stakes corporate project and he reached out to help when sign-off stalled.
- Their professional rapport grew quickly into frequent contact and mutual attention during meetings.
From Teams To Texts And Walking Meetings
- Ben gave Jane his phone number and suggested walking meetings, which shifted their interactions from strictly Teams to personal contact.
- Daily texts and looking forward to meetings made work feel more exciting for Jane.
Certainties Collide With Unexpected Attraction
- Jane always believed cheating was black and white and vowed never to pursue married people until her feelings for Ben challenged that view.
- The connection with Ben made her question long-held moral certainties about fidelity.