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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

88:26

Snake Charmers

My Worst Date ·

2024/11/06

This week Keegan, Christina and Cassi talk about audio porn and Hot Frosty and play FMK with Scorpios Frank Ocean, Eric Dane and Jimmy Kimmel. Going into bad date stories, Cassi shares a date singing for their life in the restroom, Christina shares a date that loves cats, and Keegan shares a scary date that won't get out. Cassi wraps it up in the true crime segment, Tainted Love with the story of Milliard Aldridge. Support us and our sponsors! To get 15% off your next gift, go to

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36:35

Shorty - 72

My Worst Date ·

2024/11/04

Join Keegan, Cassi and Christina for bite-sized bad date stories featuring bad oral hygiene, bad manners and wild first date baby talk. Share your bad date story at https://myworstdatepodcast.com! Learn more about your ad choices. Visit megaphone.fm/adchoices

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103:58

Life Is Short

My Worst Date ·

2024/10/30

This week Keegan, Cassi and Christina discuss what happens when the sister in law goes after the widower and play FMK with horror leading men Penn Badgely, Anthony Hopkins and Bill Skaarsgard.Going into the bad date stories, Keegan shares a date with a total jerk, Cassi shares a date too drunk and stoned and Christina shares a date with a demonologist. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Tammy Williams. Anyone with information on Williams’ whereabouts is

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97:37

S.P.D.

My Worst Date ·

2024/10/23

This week Keegan, Cassi and Christina talk about the Pluto transit and dating plus-sized. The FMK is between Andrew Garfield, Ed Sheeran and Milo Ventigmilia. Going into the bad dates, Christina shares a date with BO, Cassi shares a date with a know it all full of red flags and Keegan shares a date that moves in and wreaks havoc. Christina wraps it up in the true crime segment, Tainted Love, with the story of Nada Altentawi. Learn more about your ad choices. Visit megaphone.fm/adchoices

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103:50

There Were Signs

My Worst Date ·

2024/10/16

This week Keegan, Cassi and Christina discuss Mom advice on dating and deliver a PSA for hot peppers. The FMK is between the Loveland Frog, the Jersey Devil and Chupacabra.Going into the bad dates, Cassi shares a date that ghosted for queso, Christina shares a Warhammer reference gone wrong and Keegan shares a date that drank way too much. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Dianne Kidder Keidel. If you have a story to share, reach out to us at

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105:52

Different Strokes

My Worst Date ·

2024/10/09

This week Keegan, Cassi and Christina talk about the body in the rug and Secret Lives of Mormon Wives. The FMK is for Libra season: Julie Andrews, Susan Sarandon and Dakota Johnson. Going into the bad date stories, Keegan shares a date with a mystery, Cassi shares a date with nothing going for them and Christina shares a date afraid of what's in the dark. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Ed & Lorraine Warren. Please help hurricane victims:

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34:38

Shorty - 73

My Worst Date ·

2024/10/07

Bite-sized bonus episode featuring AI wingmen, hot Door Dashers, missing balls and dates with no shame...and a surprise plop on a sun room roof. Got a 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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89:12

Deeply Immersive

My Worst Date ·

2024/10/02

This week Keegan, Cassi and Christina talk about losing rings and a wild interactive Beetlejuice experience. The FMK is between Javier Bardem & Penelope Cruz, Tom Holland & Zendaya and Robert Pattison & Suki Waterhouse.Going into the bad date stories, Christina shares a bad date with a control freak, Cassi shares a terrible back and forth conversation before a date even happened and Keegan shares a date after 6 double Greyhounds. Christina wraps it up in the true crime segment, Tainted Love, with

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101:52

Feels Illegal

My Worst Date ·

2024/09/25

This week Keegan, Cassi and Christina talk childless cat ladies and self image. The FMK is Tracee Ellis Ross, Jennifer Aniston and Dolly Parton. Going into the bad dates, Cassi shares a date that brought too many kids to the party, Keegan shares a day drunk date at BW3, and Christina shares a date that had a very important meeting to attend. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Karl Karlsen. Got a bad date to share? Go to https://myworstdatepodcast.com or

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90:16

Marked Safe From Tinder

My Worst Date ·

2024/09/18

This week Keegan, Cassi and Christina discuss the Dave Grohl scandal and listener advice about FWBs. The FMK is between June, October and December.Going into the bad dates, Keegan shares a date with half a burrito, Cassi shares a badly planned out date with a list of flaws and Christina shares a date that breaks the only rule. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Malcolm Webster. If you have a story to share, reach out to us at https://myworstdatepodcast.com

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92:51

Shout Out to the Rebounds

My Worst Date ·

2024/09/11

This week Keegan, Cassi and Christina discuss age gap relationships and rebounds. The FMK is between Snoop Dogg, Flavor Flav and T-Pain. Going into the bad date stories, Christina shares a date with a drinking problem, Keegan shares a date with bad makeout technique, and Cassi shares a date that goes too far on the internet sleuthing. Christina wraps it up in the true crime segment, Tainted Love with the story of Shelley Nance. If you have a story to share, reach out to us at

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34:57

Shorty - 72

My Worst Date ·

2024/09/09

Bite-sized bonus episode coming for you, filled with random thoughts on wedding etiquette and bad dates with cheapskates, underwhelming surprises and loose teeth.Learn more about your ad choices. Visit megaphone.fm/adchoices

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88:09

There's Still Time

My Worst Date ·

2024/09/04

This week Keegan, Cassi and Christina discuss the app Timeleft and rumors about Meryl Streep and Martin Short. The FMK is between Steve Martin, Dana Carvey and Dan Ackroyd.Going into the bad date stories, Cassi shares a date with a super controlling dude, Christina shares an accidental date at a strip club and Keegan shares a rollercoaster of a date with magic tricks, mansplaining and soaking. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Brad McGarry. If you have a

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102:37

Vibes & Votes

My Worst Date ·

2024/08/28

This week Keegan, Cassi and Christina discuss how to determine if a coworker likes you, decentering relationships and the DNC. The FMK is between Ludacris, Keke Palmer and Chris Pine.Going into the bad dates, Keegan share a date that quickly feels unsafe, Cassi shares a date at the airport and Christina shares a date with serious tummy trouble. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Deborah Waldinger. If you have a story to share, reach out to us at

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95:11

Hot Ranch Mouth

My Worst Date ·

2024/08/21

This week Keegan, Cassi and Christina discuss Secret Lives of Mormon Wives and Blake Lively drama. The FMK is between Ralph Fiennes, Owen Wilson and Matthew McConaughey.Going into the bad dates, Christina shares a double date with a side of ranch, Cassi shares a bad comedy club date and Keegan shares a New Year's date with a random family. Christina wraps it up in the true crime segment, Tainted Love, with the story of Elaine O'Hara. Learn more about your ad choices. Visit

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92:40

Bad Reenactments

My Worst Date ·

2024/08/14

This week Keegan, Cassi and Christina talk about things they faked liking in past relationships and play FMK with Maya Rudolph, Charlize Theron and Sandra Bullock.Going into the bad dates, Cassi shares a terrifying date that went too deep into the investigation, Keegan shares a date with all the worst opinions and Christina shares a date that may be on Dateline soon. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Peter Bergna. Got a bad date to share? Go to

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84:51

Solely For Pics

My Worst Date ·

2024/08/07

This week Keegan, Cassi and Christina discuss Olympic village beds and hooking up along with wondering how to start making money off feet pics. The FMK is between Jude Law, Benjamin Bratt and Eric Bana.Going into the bad dates, Keegan shares a blind date with no chance, Christina shares a date with someone involved in an affair and Cassi shares a date with an absolute sadist. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Jeffrey Allan Maxwell. Got a bad date to

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36:19

Shorty - 71

My Worst Date ·

2024/08/05

Bite-sized bonus episode coming for you, filled with random thoughts on the Olympics and VP pics and bad dates with cheapskates, drunken fools at company picnics, toe shoes, and Cinemax.Learn more about your ad choices. Visit megaphone.fm/adchoices

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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,

en-us

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