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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

01:38:20

Waffle House Lighting

My Worst Date ·

2023/12/27

This week Keegan, Cassi and Christina discuss what is "normal" and revolution! The FMK is between Fred Astaire, Jimmy Stewart and Gregory Peck. Going into the bad dates, Cassi shares a date that just whips it out, Keegan shares a date that is not a sommelier and Christina shares a guy's lesson on the dating apps. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Elizabeth Taylor and Richard Burton. Got a bad date to share? Go to

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01:31:56

Soundcloud Your Life Away

My Worst Date ·

2023/12/20

This week Keegan, Cassi and Christina talk about year end dating app trends. The FMK this week is Idris Elba, Henry Cavill and Jon Hamm. Going into the bad date stories, Keegan shares a date abusing a wine glass, Cassi shares a date with faux Christian Grey and Christina shares a date that meows. Keegan wraps it up in the true crime segment, Tainted Love with the story of Thomas “Cullen” Davis. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok &

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01:26:05

Australian Tuxedo

My Worst Date ·

2023/12/13

This week Keegan, Cassi and Christina discuss airports, tantrums and cuffing season's new celeb couples. The FMK is Antoni Porowski, Jewel and Selena Gomez. Going into the bad dates, Christina shares a date in Orlando with khakis, Keegan shares an awkward middle school date, and Cassi shares a date that doesn't know he's dating. Christina wraps it up in the true crime segment, Tainted Love, with the story of Pam Candelario. Got a bad date to share? Go to https://myworstdatepodcast.com

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01:24:36

Crash Test Dummies

My Worst Date ·

2023/12/06

This week Keegan, Cassi and Christina talk about the Matt Rife controversy and Prince William being voted sexiest bald man. The FMK is between Jason Statham, Mark Strong and Christopher Meloni. Going into the bad date stories, Cassi shares a date that ruins a wedding rehearsal, Keegan shares a double booked date, and Christina shares a date at the death museum. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Tommy Kane. Got a bad date to share? Go to

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00:25:41

Shorty - 63

My Worst Date ·

2023/12/04

Get a bite-sized dose of terrible dates with hosts Keegan, Cassi and Christina as they dish everything from ghosting to terrible dates, and so much more! Got a bad story to share? Go to ⁠https://myworstdatepodcast.com⁠ or follow us on Instagram, TikTok or YouTube @myworstdatepodcast

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01:20:17

Ridden Hard

My Worst Date ·

2023/11/29

This week Keegan, Cassi and Christina talk about whether liking Instagram posts is a red flag or not. The FMK is Luke Wilson, Henry Golding and David Harbour. Going into the bad dates, Keegan shares a date that forgot everything, Christina shares a date that had to be resourceful and Cassi shares a date obsessed with Pokemon Go. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Claudine Longet. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on

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01:24:45

Horny Rum

My Worst Date ·

2023/11/22

This week Keegan, Cassi and Christina talk about the wedding and a wild bad date from TikTok. The FMK is between rum, bourbon and tequila. Going into the bad date stories, Christina shares a date to an auto parts store, Cassi shares a date that wants to fight about a chihuahua, and Keegan shares a date to Subway. Christina wraps it up in the true crime segment, Tainted Love, with the story of Alexandra Pesic. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram,

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00:46:37

Double Date featuring Lisa Bilyeu, Women of Impact

My Worst Date ·

2023/11/20

In this special Bonus episode, Keegan, Cassi and Christina are joined by the fabulous Lisa Bilyeu from Women of Impact! It's a fun and insightful conversation about bad dates, red flags, going outside your comfort zone to try something new and Brad Pitt's abs. Follow Lisa Bilyeu: Instagram: @lisabilyeu YouTube: www.youtube.com/lisabilyeu

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01:34:10

Full Of It

My Worst Date ·

2023/11/15

This week Keegan, Cassi and Christina talk about Thanksgiving stories and traditions. The FMK is Theo James, Nicholas Hoult and Gabriel Macht. Going into the bad dates, Cassi shares a smelly date, Keegan shares a date full of roommate drama and Christina shares a date full of mystery...and possibly something else. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Samantha Lezark. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram,

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01:14:49

Shareholders

My Worst Date ·

2023/11/08

This week Keegan, Cassi and Christina talk wedding as Christina prepares to walk down the aisle! The FMK are wedding movies Father of the Bride, My Best Friend's Wedding and Wedding Singer. Going into the bad dates, Keegan shares a date with a car fight, Christina shares a date that exaggerates their employment status and Cassi shares a date just looking for friends. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Anu Singh. Got a bad date to share? Go

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00:34:22

Shorty - 62

My Worst Date ·

2023/11/06

Get a bite-sized dose of terrible dates with hosts Keegan, Cassi and Christina as they dish everything from makes someone bad in bed to dates with fake accents, and so much more! Got a bad story to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok or YouTube @myworstdatepodcast

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01:17:33

Doing Too Much

My Worst Date ·

2023/11/01

This week Keegan, Cassi and Christina go into a listener question about ghosted. The FMK is between Britney Spears, John Stamos and Prince Harry. Going into the bad dates, Christina shares a broke date at a casino, Keegan shares a date with a food scammer and Cassi shares a date that loves buses. Christina wraps it up in the true crime segment, Tainted Love, with the story of Janeene Jones. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok & YouTube

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01:15:16

Fish Sticks

My Worst Date ·

2023/10/25

This week Keegan, Cassi and Christina talk about Golden Girls and older women, plus breakdown the now infamous 48 oysters date. The FMK is Brendan Fraser, Keanu Reeves and Meg Ryan. Going into the bad dates, Cassi shares a date that overreacts, Christina shares a date that loves computer games and Keegan shares a date that gets a trashy surprise. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Richard Crafts. If you are experiencing domestic violence, there is help

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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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