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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

88:44

No Popcorn

My Worst Date ·

2024/07/31

This week Keegan, Cassi and Christina talk about feeling hope again and the Ballerina Farm article. The FMK is between Michael Phelps, Simone Biles and LeBron James.Going into the bad dates, Christina shares a date with wrong opinions and a giant poster, Keegan shares a date with a pushy, selfish jerk and Cassi shares a date that mom set up. Christina wraps it up in the true crime segment, Tainted Love, with the story of Joan Robinson Hill. Got a bad date to share? Go to

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83:02

Skibidi Toilet Ohio Rizz

My Worst Date ·

2024/07/24

This week Keegan, Cassi and Christina talk about AI dating apps and Gen Z flirting skills. The FMK is between Siri, Alexa and Cortana.Going into the bad dates, Cassi shares a date with a guy who ghosted for a good reason, Keegan shares a date from a bus stop and Christina shares a date that goes from kite flying to XXX. Cassi wraps it up in the true crime segment, Tainted Love with the story of Earl Taylor. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram,

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89:08

Match My Freak

My Worst Date ·

2024/07/17

This week Keegan, Cassi and Christina talk about a guy suing Apple because his wife caught him cheating. The FMK is between Katy Perry, Martha Stewart and Seth Meyers.Going into the bad dates, Keegan shares a date with a racist, Cassi shares a date with a younger, immature guy and Christina shares a date with a dirty secret. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Kimberly Dobbie. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on

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98:02

Loose on the Lips

My Worst Date ·

2024/07/10

This week Keegan, Cassi and Christina talk about the guy who chose his girl best friend over his fiancee and question how often to wash your bra - really. The FMK is between Christoph Waltz, Heidi Klum and David Hasselhoff.Going into the bad dates, Christina shares a date with a non-stop texter, Keegan shares a date who spews and goes in for the kiss, and Cassi shares a date who accidentally helps to commit a crime. Christina wraps it up in the true crime segment, Tainted Love, with the story of

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88:12

My Lips Are Sealed

My Worst Date ·

2024/07/03

This week Keegan, Cassi and Christina talk about @boyroom on TikTok spotlighting terrible boy rooms. The FMK is between Leonardo DiCaprio, Orlando Bloom and Jake Gyllenhaal.Going into the bad dates, Cassi shares a date with crack, Keegan shares a date with a messy eater and Christina shares a date that almost burnt the house down. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Cherica Adams. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on

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38:13

Shorty - 70

My Worst Date ·

2024/07/01

This week it's just Keegan and Christina, talking about Gen Alpha slang, bad dates with pimples and poop and communal hot tubs...we miss you Cassi! If you have a terrible date story to share, go to https://myworstdatepodcast.com or follow us on Instagram, YouTube and TikTok @myworstdatepodcast. Learn more about your ad choices. Visit megaphone.fm/adchoices

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88:35

Dive Bar Shenanigans

My Worst Date ·

2024/06/26

This week Keegan, Cassi and Christina talk about the new fungal STD and dive bar behaviors. The FMK is between Elijah Wood, Daniel Radcliffe and Tom Holland.Going into the bad dates, Keegan shares a second date proposal, Cassi shares a date getting too defensive and Christina shares a date with the wrong twin. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Lauren Astley. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok &

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84:43

A Second Opinion

My Worst Date ·

2024/06/19

This week Keegan, Cassi and Christina talk House Hunters International and bad joke problems in a relationship. The FMK is between bananas, zucchini and English cucumbers.Going into the bad date stories, Christina shares a date who hates everything except Ryan Gosling, Keegan shares a guy who can't stop farting and Cassi shares a date that wants to get stomped on. Christina wraps it up in the true crime segment, Tainted Love, with the story of Katie Dugan. For more information about your

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88:05

Chase Dreams, Not Men

My Worst Date ·

2024/06/12

This week Keegan, Cassi and Christina discuss what NOT to do when you get ghosted and how no response is a response. The FMK is between Katya Zamolodchikova, Chappell Roan and Nina West.Going into the bad dates, Cassi shares an awful date with an anti-masker, Keegan shares a date with a controlling a-hole and Christina shares a date where mom ruins everything. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Laura Ackerson. Got a bad date to share? Go to

en-us

81:12

Hot Stepmom Summer

My Worst Date ·

2024/06/05

This week Keegan, Cassi and Christina discuss the marathon mom, Harrison Butker and internalized misogyny. The FMK is between Queen Latifah, Vince Vaughn, and Jason Momoa.Going into the bad dates, Keegan shares a date with conspiracies, Christina shares a date with delusions and Cassi shares a date with an overconfident man in a shack. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Spencer Hight. Got a bad date to share? Go to https://myworstdatepodcast.com or follow

en-us

32:07

Shorty - 69

My Worst Date ·

2024/06/04

Oooh boy, this one's unhinged!! The ladies discuss bad dates, cringe middle school moments, what happens when guys use the bathroom and what you DON'T want to find in your friends' bathrooms. Have fun!!!

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106:24

Hot Rodent Boyfriend

My Worst Date ·

2024/05/29

This week Keegan, Cassi and Christina talk sports and sexy rat boyfriends. The FMK is between Tom Hiddleston, Josh O'Connor and Benedict Cumberbatch.Going into the bad dates, Christina shares a date with a terrible car, Keegan shares a date that blows up every channel, and Cassi shares a date with 9 cats. Christina wraps it up in the true crime segment, Tainted Love, with the story of Dr. John Schneeberger. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram,

en-us

122:33

Put It Behind a Paywall

My Worst Date ·

2024/05/20

This week Keegan, Cassi and Christina talk more MILF Manor and second hand embarrassment, then play FMK with Milo Ventimiglia, Kendrick Lamar and Robert Pattinson.Going into the bad dates, Cassi shares a hungover date at church, Christina shares a date with the most confidence and Keegan shares a date more interested in the roommate. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Suzan and Michael Bear. Got a bad date to share? Go to https://myworstdatepodcast.com or

en-us

105:54

The Most Chaotic Booth at Applebee's

My Worst Date ·

2024/05/15

This week Keegan, Cassi and Christina talk about MILF Manor 2 and AI Dating. The FMK is between Tiffany Pollard, Cynthia Bailey, and Jonathan Van Ness.Going into the bad dates, Keegan shares a Tinder date that's actually a couple, Cassi shares a frugal date at Applebee's and Christina shares a sailing date with lots of rum. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Erica &. BJ Sifrit. Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on

en-us

97:12

No Means No

My Worst Date ·

2024/05/08

This week Keegan, Cassi and Christina talk about perimenopause, MILF Manor and Halle Berry. The FMK is between Kyle McLachlan, Kevin Costner and Jeffrey Dean Morgan. Going into the bad dates, Christina shares a date with aliens, Cassi shares a date with show tunes and a shiny yellow car and Keegan shares a date with acoustics. Christina wraps it up in the true crime segment, Tainted Love, with the story of Harry Powers.

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31:10

Shorty - 68

My Worst Date ·

2024/05/06

In this bite-sized episode, Keegan, Cassi and Christina talk about living abroad and cackle at bad dates with ferrets, blunt questions and finger foods. Got a bad story to share? Go to http://myworstdatepodcast.com!

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01:21:40

Hey Bear!

My Worst Date ·

2024/05/01

This week Keegan, Cassi and Christina discuss being in a forest with a strange man or a bear, and play FMK with Cheesecake Factory brown bread, Olive Garden breadsticks or Red Lobster Cheddar Bay Biscuits. Going into the bad date stories, Cassi shares an awkward date that starts crying, Keegan shares a date that needs everything split exactly down the middle and Christina shares a date with memory issues. Cassi wraps it up in the true crime segement, Tainted Love, with the story of Stuart

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01:28:57

Get Your Shit Together

My Worst Date ·

2024/04/24

This week Keegan, Cassi and Christina discuss whether a cancellation text is too honest or not and play FMK with Linkedin, Snapchat and Facebook. Going into the bad date stories, Keegan shares a prom date's revenge, Christina shares a creepy date with a stand up comic, and Cassi shares a dangerous Alaskan date sliding down a mountain. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Brett Ryan. Got a bad date to share? Go to https://myworstdatepodcast.com or follow

en-us

01:17:31

Army of Jackrabbits

My Worst Date ·

2024/04/17

This week Keegan, Cassi and Christina talk Vanderpump Rules, internalized misogny and conspiracy theories. The FMK this week is between Pepsi, Diet Coke and Sprite. Going into the bad dates, Christina shares a date with a brazen HS band teacher, Cassi shares a hungover date bad for everyone and Keegan shares a date abandoned at the hospital after a bra injury. Christina wraps it up in the true crime segment, Tainted Love, with the story of Catherine Denino. Got a bad date to share? Go to

en-us

01:40:16

Grow Up, Drink Tequila

My Worst Date ·

2024/04/10

This week Keegan, Cassi and Christina talk about the #4b Movement and play FMK with Lady Gaga, Beyonce and Meryl Streep. Going into the bad date stories, Cassi shares a date that had a bad mix, Christina shares a date that cries and Keegan shares a cringe high school breakup. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Kosta Fotopoulos. Got a bad story to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok and YouTube

en-us

468 results

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