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My Worst Date

My Worst Date

Author: My Worst Date Podcast LLC

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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.

529 Episodes
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No More Scams

No More Scams

2026-11-1101:11:32

This week Keegan, Cassi and Christina talk midterm election results and the controversy around the Skims advent calendar. Going into the bad dates, Keegan shares a bad date stressed about train ETAs, Cassi shares a date with no escalator etiquette and Christina shares a date with a pirate. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Consuelo Vanderbilt. Learn more about your ad choices. Visit megaphone.fm/adchoices
Rich Fantasy Life

Rich Fantasy Life

2026-11-0401:02:06

This week Keegan, Cassi and Christina talk about Keegan's journey to her new home and the H3 podcast drama. Going into the bad dates, Christina shares a list of bad Aussie dates, Keegan shares a date with a strange tattoo and Cassi shares a date with a potential axe murderer. Learn more about your ad choices. Visit megaphone.fm/adchoices
Shorty - 91

Shorty - 91

2026-11-0231:04

Join Keegan, Cassi and Christina for this bite-sized episode featuring Halloween shenanigans, and bad dates high on shrooms, holiday butt plugs, bbqs & number twos, bumps and bikes, crashing random work events and important notes for a rail company. Learn more about your ad choices. Visit megaphone.fm/adchoices
Asbestos Blankets

Asbestos Blankets

2026-10-2801:17:52

This week Keegan, Cassi and Christina talk about the Shane Gillis monologue and Love Is Blind ghosting incident. Going into the bad dates, Cassi shares a date upset with too much talk about an ex, Christina shares an 18 year old's double date and Keegan shares a hiking date with tummy trouble. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Tiffany James. For more information about how you can help: https://lookgoodfeelbetter.org/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Here Comes The Hurricane

Here Comes The Hurricane

2026-10-2101:23:04

This week Keegan, Cassi and Christina dive into controversy: whether or not the man should pay on the first date. Going into the bad dates, Keegan shares a date that followed to a second location looking for confrontation, Christina shares a date too eager for some kind of closure and Cassi shares a date that makes a post-dating fail tiktok. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Kerstin Gurtner. Learn more about your ad choices. Visit megaphone.fm/adchoices
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