In this episode of Last Date, I sit down with Jen, a single mom of two who got married at 20 and barely dated before that — meaning when she started dating again in her early 30s, she was essentially starting from scratch.

We get into what it actually looks like to date when your life already feels full, why motherhood gave her more confidence than any dating experience could have, and what men consistently get wrong about single moms.

We discuss:

• Why having kids made her a more confident, grounded dater — and how she uses her parenting voice on herself
• The "houseplant energy" shift that happens when your kids become teenagers
• Why she's in no rush to find someone — and how that actually makes dating easier
• What she really needs from a partner (hint: it's not a stepdad)
• The assumptions men make about dating single moms — and how they're usually wrong
• Why the lock screen on her phone has become an instant compatibility test

Jen also shares the story of how she accidentally became someone's worst date ever — while closing on the house she still lives in today.

This conversation is warm, self-aware, and a good reminder that dating a single mom isn't the complication most men assume it is. It might actually be the opposite.

Follow the channel for future conversations about modern dating and relationships.

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