Don't Ask with Jess and Tommy

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Don't Ask with Jess and Tommy We didn't wait for anyone to ask, we're just telling you.

Don't Ask with Jess and Tommy is a weekly podcast with two content creators, best friends, and soon to be married partners navigating life together in real time.

10/15/2026

This seems a bit extreme

10/12/2026

Baby winkler will be here before we know it!!

10/08/2026

We’re not sure what just happened

10/07/2026

New episode out tonight at 7pm EST😅

10/06/2026

We had two different New York experiences😂

10/04/2026

Jess’s Taylor swift rant😂

10/03/2026

We have a lot to catch up on, new episode out today at 1pm EST!!

09/24/2026

What do you guys think about this?

09/23/2026

New episode out tonight at 8pm EST!!

09/22/2026

Jess’s weekly update!

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Chicago, IL

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