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PODCAST

My Worst Date

My Worst Date Podcast LLC

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.

society & culture relationships

All Episodes

01:15:51

Wash Your Holes

My Worst Date ·

2023/10/24

This week Keegan, Cassi and Christina talk about the Jada Pinkett Smith drama and play FMK with long term couples Tom & Rita Hanks, David & Victoria Beckham and Paul & Joanne Newman. Going into the bad dates, Keegan shares a date with an accident in the car, Christina shares a gross date with a dude from Reddit and Cassi shares a date with pickles. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Dennis DePue. If you are experiencing domestic violence, there

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01:33:18

Spoopy Season

My Worst Date ·

2023/10/11

This week Keegan, Cassi and Christina talk about Taylor Swift & Travis Kelce, TikTok drama and girl math. The FMK this week is Sophie Turner, Joe Manganiello and Hugh Jackman. Going into the bad date stories, Christina shares a date that destroys a Macy's, Keegan shares a date with a toxic first boyfriend and Cassi shares a date that's moving way too fast. Christina wraps it up in the true crime segment, Tainted Love, with the story of Jennifer and Jamie Faith. Got a story to share? Go

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01:22:10

Friendcest

My Worst Date ·

2023/10/04

This week Keegan, Cassi and Christina talk about the drama behind dating a friend's ex. The FMK is unusual crushes Colonel Worf from TNG, David Cross and John Goodman. Going into the bad dates, Cassi shares a date at a Grateful Dead cover band, Keegan shares a date playing tennis and Christina shares some high school shenanigans. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Pearl Bryan. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on

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00:32:47

Shorty 61

My Worst Date ·

2023/10/02

Come on in for another bite sized episode with Keegan, Cassi and Christina talking Golden Bachelor and bad dates!

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00:55:21

Double Date feat. Katy Hearne-Church, Queens Podcast

My Worst Date ·

2023/09/30

In this month's bonus episode, Keegan, Cassi and Christina chat with the host of Queens Podcast Katy Hearne-Church and dish bad dates, red flags and the most amazing fateful meet cute. Follow Queens Podcast on Instagram @queens_podcast. Got a story to share? Go to http://www.myworstdatepodcast.com or follow us on Instagram, TikTok and YouTube @myworstdatepodcast

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00:24:37

Shorty 61

My Worst Date ·

2023/09/28

Join Keegan, Cassi and Christina for a bonus episode filled with bite-sized tales of terrible dates! We always love to hear from you, so share your stories at http://www.myworstdatepodcast.com

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01:39:21

Honk, Honk!

My Worst Date ·

2023/09/27

This week Keegan, Cassi and Christina discuss self tan fails and a guy that puts in earbuds while doing it. The FMK is between Dane Cook, Tom Sandoval and Leonardo DiCaprio.Going into the bad dates, Keegan shares a date meeting the parents that ends poorly, Cassi shares a date saved by Uber and Christina shares a date saved from a bad situation. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Lauren Hugelmaier. Share your bad date stories at

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01:22:44

Donut Answer

My Worst Date ·

2023/09/20

This week Keegan, Cassi and Christina discuss a date stealing shoes and an AITA where a husband boarded a plane without his wife. Going into the bad dates, Christina shares a date bad in bed, Cassi shares a date that won't stop texting ever, and Keegan shares a terrifying date in the woods. Christina wraps it up in the true crime segment, Tainted Love, with the story of Albert Einstein's wife Mileva Marić. Got a bad date to share? Go to https://www.myworstdatepodcast.com or follow us on

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01:17:51

B*tch Box

My Worst Date ·

2023/09/13

This week Keegan, Cassi and Christina talk about the Joe Jonas and Sophie Turner drama. The FMK stars all three Jonas brothers. Going into the bad dates, Cassi shares a date that just complains nonstop, Keegan shares a date that bails and Christina shares a date that attempts to juggle on a unicycle. Cassi wraps it up in the true crime segment, Tainted Love with the story of Kouri Richens. Got a bad date to share? Go to https://www.myworstdatepodcast.com or follow us on Instagram, TikTok and

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01:16:43

Luxury in Our DNA

My Worst Date ·

2023/09/06

This week Keegan, Cassi and Christina talk about The Price is Glee and get answers about naked pooping. The FMK is Walter White, Giles from Buffy and John Keating from Dead Poets Society. Going into the bad date stories, Keegan shares a date on new medication, Christina shares a date with a tanning mishap and Cassi shares a date with a distinctive laugh. Keegan wraps it up in the true crime segment, Tainted Love, with the story of the Brides in the Bath. Got a bad date to share? Go to

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01:06:22

Tummy Troubles

My Worst Date ·

2023/08/30

This week Keegan, Cassi and Christina talk about the manosphere and Keke Palmer. The FMK go to the women saving the economy this summer, Beyonce, Taylor Swift and Margot Robbie. Going into the bad dates, Christina shares a date that destroys an entire apartment, Cassi shares a date with a real asshole and Keegan shares a date that ruined everything. Christina wraps it up in the true crime segment, Tainted Love, with the story of Helen Jewett or The Girl in Green. Got a bad date to share? Go to

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01:29:32

Ghosts of Orgasms Past

My Worst Date ·

2023/08/23

This week Keegan, Cassi and Christina discuss a bonkers post with an overbearing MIL. The FMK is between Dev Patel, Matt Smith and Ian Somerholder. Going into the bad date stories, Cassi shares a date that can't survive the attitude and a bug, Christina shares a date with multiple toilet fiascos and Keegan shares a story of a first date that escalates quickly. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Lina Reyes-Geddes. Learn more about your ad choices. Visit

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01:24:25

For The Ladies

My Worst Date ·

2023/08/16

This week Keegan, Cassi and Christina talk about gyno visits and sugar waxing...guys beware! The FMK is Beetlejuice, Edward Scissorhands and The Crow. Going into the bad date stories, Keegan shares a date with sweet feet, Christina shares a date that's too shy and Cassi shares a date on a dream vacation with a trouble brewing. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Olive Thomas. Learn more about your ad choices. Visit megaphone.fm/adchoices

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01:23:45

Double Rainbow

My Worst Date ·

2023/08/09

This week Keegan, Cassi and Christina talk about people that are now calling Ryan Gosling "mid". The FMK is Tom Hanks, Michael Keaton and Billy Crystal. Going into the bad dates, Christina shares a date too gross to stay, Cassi shares a date that just has to throw up and Keegan shares a date too into true crime. Christina wraps it up in the true crime segment, Tainted Love, with the story of Martha Ann McClancy. Got a bad date to share? Go to https://www.myworstdatepodcast.com or follow us on

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00:35:35

Shorty - 60

My Worst Date ·

2023/08/07

Join Keegan, Cassi and Christina for a bonus episode filled with bite-sized tales of terrible dates! Apologies in advance, this one is very messy! We always love to hear from you, so share your stories at http://www.myworstdatepodcast.com Learn more about your ad choices. Visit megaphone.fm/adchoices

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01:19:58

Hall of Fame

My Worst Date ·

2023/08/02

This week Keegan, Cassi and Christina talk about Ariana Grande and Ethan Slater and showmances. The FMK is Big Sean, Pete Davidson (yes, again) and Ethan Slater. Going into the bad date stories, Cassi shares a date that's just a preview, Christina shares a date that wants to count every penny and Keegan shares a date bamboozled into packing. Cassi wraps it up in the true crime section, Tainted Love, with the story of Vicki Morgan. Got a bad date to share? Go to https://www.myworstdatepodcast.com or

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01:29:52

Mind Your Business

My Worst Date ·

2023/07/26

This week Keegan, Cassi and Christina breakdown a Tinder profile and laugh about all the people online trying to say Margot Robbie is "mid". The FMK is America Ferrara, Cillian Murphy and Florence Pugh. Going into the bad date stories, Keegan shares a bad date with an ex, Cassi shares a date with a "comet" and Christina shares a date with digestive issues. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Susan Kuhnhausen. Got a bad date to share? Go to

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00:41:17

Double Date featuring Kiki Andersen, from Indecent...

My Worst Date ·

2023/07/24

In this month's bonus episode, Keegan, Cassi and Christina chat with comedienne Kiki Andersen and dish bad dates, red flags and what it's like to date when you do stand up. Follow Kiki Andersen on Instagram @itskikiandersen Got a story to share? Go to http://www.myworstdatepodcast.com or follow us on Instagram, TikTok and YouTube @myworstdatepodcast Learn more about your ad choices. Visit megaphone.fm/adchoices

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01:23:12

Goodbye Horses

My Worst Date ·

2023/07/19

This week Keegan, Cassi and Christina talk about zodiac erogenous zones and getting paid to look at explicit pics. The FMK is Ted Lasso, Ron Swanson and Magnum P.I. Going into the bad date stories, Christina shares a math date from hell, Keegan shares a terrifying dorm room date and Cassi shares a date with aggressive sucking. Christina wraps it up in the true crime segment, Tainted Love with the story of Lloyd and Michelle Neurauter. Got a bad date to share? Go to myworstdatepodcast.com or follow

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01:40:14

Men Behaving Badly

My Worst Date ·

2023/07/12

This week Keegan, Cassi & Christina talk at length about the Keke Palmer situation and the many red flags there. The FMK is Sacha Baron Cohen, Johnny Knoxville and Ashton Kutcher. Going into the bad date stories, Cassi shares a date with a broke dude, Keegan shares a date with ANOTHER broke entitled guy and Christina shares a never-ending movie marathon date. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Mechele Linehan. Got a bad date to share? Go to

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495 results

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