
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.
| Publishes | Weekly | Episodes | 518 | Founded | 8 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | RelationshipsSociety & Culture | |||

This week Keegan, Cassi and Christina discuss California love and goodbyes as well as get real about what it's like to get a mammogram (spoiler: go get one, it's not that bad!)
Going into the bad dates, Keegan share a date that is silent the whole t... more
Join Keegan, Cassi and Christina for a bite-sized bonus episode! Hear the harrowing tale of the Milkman, and laugh along with terrible dates with crypto bros, potential axe murders, bad double dates and body malfunctions.
Learn more about your ad ch... more
This week Keegan, Cassi and Christina talk about a tiktoker at the hot bartender's house listening to Lana on vinyl and how much trouble they're in. Also saying goodbye to two legends, Dolly & Tim.
Going into the bad date stories, Christina shares a... more
This week Keegan, Cassi and Christina return for a breakdown of a tumultuous summer and talk about the Wicker trailer.
Going into the bad dates, Cassi shares a date with a thief, Keegan shares a date that got scary pushy and the signs to pay attenti... more
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I’ve been listening to the girls from the early days and love the dynamic between them. Entertaining and at times extremely touching. Not just a podcast!
i wanna like this show but these broads talk waaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaay too much. the actual stories are REALLY interesting, but 20+ minutes of yappin' before they get to the meat is too much for me.
I’ve been a faithful listener since almost day one - love these ladies so much! Wednesday is hands down my fave day of the week (or Tuesdays, if you follow them on Patreon!). Keegan, Christina and Cassi are hilarious and brilliant and I can’t imagine life without them!
These ladies are the best! They keep me laughing every week and tell the best stories 💜
Seriously, I’ve been on some of these dates before. Like, I am totally seeing myself and some of these episodes. These episodes are great lessons! Thank you!
Key themes from listener reviews, highlighting what works and what could be improved about the show.
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Apple Podcasts | #248 |
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Listeners, social reach, demographics and more for this podcast.
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The show centers on dating disasters, relationship dynamics, and pop culture banter, delivered with humor, empathy, and a strong sense of friendship among three female hosts. Episodes blend listener-submitted stories, true-crime segments, and cultural commentary, often circling back to boundaries, consent, and personal growth within modern dating. A standout attribute is the authentic, casual vibe—listeners feel like they're hanging out with close friends who aren't afraid to tackle tough topics with wit and candor. The format, chemistry, and willingness to address serious themes alongside entertainment make it a distinctive listening experience for fans of relationship storytelling, female empowerment, and topical banter.
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My Worst Date launched 8 years ago and published 518 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on My Worst Date include:
1. Kelly Reynolds
2. Tommi Aura
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