Ever been on a crazy bad date? You're not alone! Join hosts and best friends Keegan Winfield, Christina Conner, and Cassi Young-Paxton as they dish about pop culture, relationships, true crime and share stories from listeners and their past of the worst dating disasters.

My Worst Date
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Podcast Overview
Ever been on a crazy bad date? You're not alone! Join hosts and best friends Keegan Winfield, Christina Conner, and Cassi Young-Paxton as they dish about pop culture, relationships, true crime and share stories from listeners and their past of the worst dating disasters.
Language
🇺🇲
Publishing Since
6/4/2018
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Recent Episodes

June 24, 2026
What Those Horns Do
Keegan, Cassi, and Christina share hilariously disastrous dating stories involving MLMs, public toe-sucking, and drunken naps.

June 17, 2026
The Done Place
Keegan, Cassi, and Christina share hilarious and cringe-worthy dating disasters, from FIFA patriotism to unexpected walks, offering relatable stories of romantic mishaps.

June 10, 2026
Catch and Release
Keegan, Cassi, and Christina share hilariously disastrous dating stories, exploring everything from unexpected babies to bizarre fetishes in this interview.
502 total episodes available with 72 transcripts
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Frequently asked questions
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- What is My Worst Date?
- How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 10 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
No, this podcast does not typically feature guests.
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