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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

01:30:46

Shower for the Brain

My Worst Date ·

2024/04/03

This week Keegan, Cassi and Christina discuss things men think women like, but they absolutely do not and play FMK with Luke Evans, Nathan Fillion and Keira Knightley.Going into the bad date stories, Keegan shares a date that throws it all away for a childhood crush, Christina shares a surprise date at BW3 and Cassi shares a date disaster with kayaks, rope swings and angry exes. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Joylynn Martinez and the Ether Man

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00:24:30

Shorty - 67

My Worst Date ·

2024/04/01

Join Keegan, Cassi and Christina in the bite-sized bonus episode where they discuss Podcast Movement and meeting their idols, and cackle about bad dates with allergies, butt smacks and ants. Got a story to share? Go to ⁠https://myworstdatepodcast.com⁠ or follow us on Instagram, TikTik and YouTube @myworstdatepodcast.

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01:14:10

To The Grave

My Worst Date ·

2024/03/27

This week Keegan, Cassi and Christina discuss TikTok's Alpha Dom and his now infamous dating advice and play FMK with James Spader, Carmen Elektra and Zayn Malik. Going into the bad dates, Christina shares a date with squid and a milkshake, Cassi shares a date that can't make a reservation and Keegan shares a date that is on a drinking marathon. Christina wraps it up in the true crime segment, Tainted Love, with the story of Dr. Jean-Claude Dominique. Got a bad date to share? Go to

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01:19:52

Catch You on the Flip Flop

My Worst Date ·

2024/03/20

This week Keegan, Cassi and Christina talk about the Kate Middleton drama and play FMK with Vanessa Kirby, Natalie Portman and Johnathan Rhys Meyers. Going into the bad dates, Cassi shares a date that ends prematurely, Christina shares a date with a mansplainer and Keegan shares a first date to an important family event. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Blake Leibel. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram,

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01:21:31

Hey, Can We Talk?

My Worst Date ·

2024/03/13

This week Keegan, Cassi and Christina discuss the disastrous Willy Wonka event, Steve Jobs and how to spot if you're in a relationship with a narcissist. The FMK is between Christian Bale, Evan Peters and Sir Anthony Hopkins. Going into the bad date stories, Keegan shares a date with a love bomber, Christina shares a wild date with a borrowed cop car, and Cassi shares a date that ends up having to enlist their Mom for help. Keegan wraps it up in the true crime segment, Tainted Love, with the

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01:24:54

Hanky Panky

My Worst Date ·

2024/03/06

This week Keegan, Cassi and Christina talk about Cyrus family drama and play FMK with Ruth Bader Ginsburg, Jane Fonda and Josephine Baker.Going into the bad dates, Christina shares a date with 99 Apples, Keegan shares a date with a squatter and Cassi shares a date resurfacing 4 years later with a strange accusation. Christina wraps it up in the true crime segment, Tainted Love, with the story of Walker Railey. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram,

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00:23:57

Shorty - 66

My Worst Date ·

2024/03/04

Join Keegan, Cassi and Christina in the bite-sized bonus episode where they discuss @FreshHell ruining friendships, tight white jeans, and more bad dates! Got a story to share? Go to ⁠https://myworstdatepodcast.com⁠ or follow us on Instagram, TikTik and YouTube @myworstdatepodcast.

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01:50:24

Closed For Business

My Worst Date ·

2024/02/28

This week Keegan, Cassi and Christina talk more about @ReesaTeesa's 50 part TikTok saga as well as article about having kids with a stranger. The FMK is between Sterling K Brown, Paul Giamatti and Robert Downey Jr.Going into the bad dates, Cassi shares a date with a real character, Christina shares the rudest restaurant date and Keegan shares a date who made a very special Valentine's Day card. Cassi wraps it up in the true crime segment, Tainted Love, with the story of John David Smith

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01:30:02

Vibes and Good Hair

My Worst Date ·

2024/02/21

This week Keegan, Cassi and Christina talk about the Usher halftime show and the epic saga on TikTok from @reesateesa. The FMK is for Pisces season: Oscar Isaac, Jordan Peele and Hozier. Going into the bad date stories, Keegan shares a woman's genius way to avoid unwanted contact at the gym, Christina shares a date learning their lesson with Snus and Cassi shares a date with a really weird writer. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Jason Worley. Got a

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00:50:57

Double Date featuring Tommi Aura

My Worst Date ·

2024/02/19

In this special Bonus episode, Keegan, Cassi and Christina are joined by the fabulous Tommi Aura, an androgynous artist who gives their listeners exactly what they're craving. Creating sounds of experimental pop and taking influence from the early 2000s, Tommi's music is the new-wave nostalgia you're looking for. Not only is music what Tommi Aura is known for, Tommi also has a passion for the fashion industry with features in magazines such as Vogue, Elle, V Mag and many more. On January

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01:29:51

Awww, Sweetie

My Worst Date ·

2024/02/14

This week Keegan, Cassi and Christina talk about the SoCal floods and sleeping in separate rooms from your partner. The FMK is between Cameron Diaz, Chris Hemsworth and Rick Moranis. Going into the bad date stories, Christina shares a date with a hangover, Keegan shares a silent prom date and Cassi shares a date with 2 hours in the bathroom. Christina wraps it up in the true crime segment, Tainted Love, with the story of Todd Chance. Got a bad date to share? Go to https://myworstdatepodcast.com or

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01:27:57

Mental Wedgies

My Worst Date ·

2024/02/07

This week Keegan, Cassi and Christina talk about Taylor Swift and deepfake porn. The FMK is between hot celeb siblings Alex Watson, Dylan Efron and Toby Sebastian. Going into the bad dates, Cassi shares a date who loves wedgies, Christina shares two bad tinder dates and Keegan shares a spooky call from an ex. Cassi wraps it up in the true crime segment, Tainted Love with the story of Desiree Sunford. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok

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00:29:43

Shorty - 65

My Worst Date ·

2024/02/05

Got another bite sized episode where Keegan, Cassi and Christina talk about Cassi's move to Germany, dates distracted by technology and dates that go commando. Got a bad date to share? Go to https://myworstdatepodcast.com

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01:26:10

Snake Guy Behavior

My Worst Date ·

2024/01/31

This week Keegan, Cassi and Christina talk about the Are We Dating the Same Guy lawsuit and how many is too many free range rats. The FMK is betwen Rat Guy, Snake Guy and Bug Guy. Going into the bad dates, Keegan shares a unknown date with a work friend, Cassi shares a date that brings too many party favors and Christina shares a hookup date with no respect. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Grace Millane. Got a bad date to share? Go to

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01:11:19

What Topic?

My Worst Date ·

2024/01/24

This week Keegan, Cassi and Christina talk about Cassi's surprise going away party as she prepares for her move to Germany. The FMK is completely unhinged and involves cryptids Bigfoot, Loch Ness Monster and Mothman. Going into the bad date stories, Cassi shares a date with a litterbug, Christina shares a date with a burnt out car and Keegan shares a date that gets gassy. No Tainted Love this week, as we enjoy our last in person recording for the near future. Got a bad date to share? Go to

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01:53:44

Beat Around The Bush

My Worst Date ·

2024/01/17

This week Keegan, Cassi and Christina talk about 30 seconds versus one hour of sexy time and sad masturbation. The FMK this week is Hilary Swank, Tim Roth and Benicio Del Toro. Going into the bad date stories, Christina shares a match with miscommunication, Keegan shares a abuser's playbook, and Cassi shares a date with ankle socks. Christina wraps it up in the true crime segment, Tainted Love with the story of Craig Heidt. Got a worst date to share? Go to https://myworstdatepodcast.com or

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01:24:48

Socks On, Socks Off

My Worst Date ·

2024/01/10

This week Keegan, Cassi and Christina debate about socks in bed and nighttime apparel. The FMK is for Capricorn season: Eddie Redmayne, John Legend and Ralph Fiennes. Going into the bad dates, Keegan shares an OK Cupid match that just won't stop calling, Christina shares a date 8 pills deep and Cassi shares a date with a shocking collision. Keegan wraps it up in the true crime segment, Tainted Love, with The Eva Hamilton Scandal. Got a bad date to share? Go to https://myworstdatepodcast.com or

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00:42:04

Episode Swap - Queens Podcast

My Worst Date ·

2024/01/08

My Worst Date is happy to present our good friends, Queens Podcast for you to check out! In this 2018 classic episode of Queens Podcast, Katy and Nathan dive into the crazy life and times of Olga of Kyiv. They say revenge is a dish best served cold, but Olga served it scolding hot when her husband was brutally murdered in the 10th century in modern-day Russia and Ukraine. Tho mostly known for her Game of Thrones-eque brutality, we also look at how she came to become a Christian saint and the

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01:35:24

Going Down With The D*ck

My Worst Date ·

2024/01/03

This week, Keegan, Cassi and Christina talk about spicy movies and where to find the good ones nowadays. The FMK is between Michael Fassbender's Rochester, Rege-Jean Page's Duke of Hastings and Leonardo DiCaprio's Jack Dawson. Going into the bad date stories, Christina shares a date that goes nuts, Keegan shares a date that gets swiped by a tarot card reader and Cassi shares a date that is just so damn boring. Christina wraps it up in the true crime segment, Tainted Love, with the

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00:27:20

Shorty - 64

My Worst Date ·

2024/01/02

Another bite-sized bonus where Keegan, Cassi and Christina dish about Simone Biles, bagpipes and broken feet!

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