My Worst Date Podcast LLC

My Worst Date

Society EN ↓ 507 episodes

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.

Author

My Worst Date Podcast LLC

Category

Society

Podcast website

audioboom.com

Latest episode

Jul 8, 2026

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Episodes

Dirty Lip Pickers 17.04.2019

Join Keegan, Cassi and Christina as they dish on makeup trends, play f&$%, marry, kill with Detective Benson, Detective Prentiss, & Detective Duquesne, talk about a Olive Garden date that breadsticks couldn't save, about what it would be like to discover your date's double life, and scream about a date that ends with an accidental stabbing. Christina wraps it up with another Dateline fiasco Crazy...

No More Maybes! 10.04.2019

Join Keegan, Cassi and Christina as they dish on Christina's Tinder reset, play f&$%, marry, kill with Nicholas Cage characters, talk about a long distance date that couldn't be bothered to change out of pajamas, laugh about dating an "influencer", and scream about a multi-level date disaster. Cassi wraps it up with a Crazy in Love story of Sid and Nancy. Check out our website: http://www.myworstd...

Pros and Cons 03.04.2019

This week, Keegan, Christina and Cassi talk about Tinder tricks, play f@%k, marry, kill with presidents Abraham Lincoln, Franklin Roosevelt and John F. Kennedy, talk about a pyramid scheme date, what happens when your date thinks you're the "reacher" and share an absolutely terrifying high school "almost got caught" date! Keegan wraps it up with a Crazy in Love about a badass chick, Betty Williams...

Shorty - Episode 9 01.04.2019

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes! And this one gets real personal with some Tinder insights and also really, really cringe-y shame receipts!!!!   Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com         Check out our website featuring links to our social media, live show tickets, P...

I'm Not Trying To Be A B*#%$, But.... 27.03.2019

This week, Keegan, Christina and Cassi talk about the magic of Disney, play f@%k, marry, kill with favorite boy band guys Joey McIntyre, Nick Carter and Justin Timberlake, talk about why you should never go back to an ex, what happens when you get stood up and share an absolutely terrifying surprise date! Christina wraps it up with a Crazy in Love story about Rod Covlin.   Check out our website:  ...

Mrs. Malarkey 20.03.2019

This week, Keegan, Christina and Cassi play f@%k, marry, kill with the guys from Queer Eye: Tan France, Karamo Brown and Jonathan Van Ness , talk about crazy Instagram accounts and a mysterious Care Bear fetish, what happens when a guy takes you to the middle of a secluded park for ice cream and share a cringeworthy texting fear! Cassie shares a Crazy in Love story of Stacey Castor.   Check out ou...

Does Anyone Know Bill Hader? 13.03.2019

This week, Keegan, Christina and Cassi talk about Pete Davidson and Kate Beckinsale, play f@%k, marry, kill with current SNL cast members Colin Jost, Michael Che and Pete Davidson as well as alums Andy Samburg, Jason Sudekis, and Bill Hader, talk about leather booty shorts and pasties, share a terrifying tale of gaslighting and share a roller coaster ride of date who loves his grandma! Keegan wrap...

About to Catch These Hands! 06.03.2019

This week, Keegan, Christina and Cassi talk about how they feel on the latest Kardashian drama, play f@%k, marry, kill with Star Trek guys Chris Pine, John Cho and Simon Pegg, talk about bathroom policies, what happens when your first kiss kisses your best friend and share the a terrifying story of hidden agendas and identity! Christina wraps it up with a Crazy in Love about the tragic murder of H...

Shorty - Episode 8 04.03.2019

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!   Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com        Check out our website featuring links to our social media, live show tickets, Patreon page and more!  www.myworstdatepodcast.com  AUDIBLE:     http://www.audibletrial.com/myworstdate Learn m...

My Worst Date Live Part Two 27.02.2019

This week, join Keegan, Christina and Cassi for another live show in North Hollywood, CA! The girls dish on the dating app for your sign, they play f@%k, marry, kill with an audience suggestion of Game of Thrones and share the most cringeworthy dating stories. The girls wrap it up with a Crazy in Love story about the ultimate catfishing of Benita Alexander.   Check out our website:   http://www.my...

Sexy Baby 20.02.2019

This week, Keegan, Christina and Cassi play f@%k, marry, kill with Oscar contenders Rami Malek, Willem Dafoe, and Bradley Cooper, talk about toxic behaviors, what happens when a guy takes you to the middle of the Pacific Northwest and share the wisdom AGAIN of just being honest on that dating profile! Cassie shares a Crazy in Love story about the possible murder of Teddy Binion.   Check out our we...

My Worst Date Live Part One 13.02.2019

This week in honor of Valentine's Day, join Keegan, Christina and Cassi for their first live show in North Hollywood, CA! They play f@%k, marry, kill with an audience suggestion and share the most cringeworthy dating stories. The girls wrap it up with a Crazy in Love story about whether Jerry Lee Lewis murdered his wife.   Check out our website:  http://www.myworstdatepodcast.com   Featuring links...

I Will Try to Fix You 06.02.2019

This week, Keegan, Christina and Cassi rage about "nice" guys and Abducted in Plain Sight, play f@%k, marry, kill with the Batmans, talk about trying to date fixer uppers, what happens when a guy tries to "fix" you and share the sheer terror of going out with a guy that loves pranks! Keegan shares a Crazy in Love story about the kidnapping of Mary and Elizabeth Stauffer.   Check out our website: ...

Shorty - Episode 7 04.02.2019

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!   Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com        Check out our website featuring links to our social media, live show tickets, Patreon page and more!  www.myworstdatepodcast.com  AUDIBLE:    http://www.audibletrial.com/myworstdate Learn mo...

No More Gifts! 30.01.2019

This week, Keegan, Christina and Cassi joke about Chris Hemsworth's ALLEGED kinks, play f@%k, marry, kill with the Beatles (minus Ringo!), talk about more rude date gifts and share the best breakup CD of all time! Christina shares a Crazy in Love story about Robert Blake.  Check out our website: http://www.myworstdatepodcast.com  Featuring links to our social media, live show tickets, our Patreon...

Tiger Beat 23.01.2019

This week, Keegan, Christina and Cassi play f@%k, marry, kill with their twelve year old Tiger Beat crushes, JTT, Devon Sawa and Edward Furlong, talk about the most a very rude and inconsiderate date, having a crush on guys that look like President Obama, and share a very awkward story from a guy's point of view! Cassi wraps it up with her Crazy in Love story concerning victim shaming and what we...

Snitches Get Stitches 16.01.2019

This week, Keegan, Christina and Cassi play f@%k, marry, kill with X-Men characters Gambit, Wolverine, and Cyclops, Christina dishes about her (not real) date with Alan Tudyk, the girls talk about the most awkward proposal, the heartbreak of getting stood up, and dish another shame receipt story! Keegan shares her Crazy in Love story of Joyce Mitchell and the Escape from Dannemora. Check out our w...

The Victoria Sandwich 09.01.2019

Join Keegan, Cassi and Christina as they play f%$K, marry, kill with favorite late night talk show hosts, try to figure out if a shitty urban legend is true, talk about clueless people who can't read nonverbal clues, and dish the most insane meet the parents story! Christina wraps it up with her Crazy in Love story of Celeste Beard. Got a worst date story you want to share? Email us at: MyWorstDat...

Shorty: Episode 6 07.01.2019

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!  Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com       Check out our website featuring links to our social media, live show tickets, Patreon page and more! www.myworstdatepodcast.com AUDIBLE:    http://www.audibletrial.com/myworstdate Learn more a...

Bruise or Hickey? 02.01.2019

This week, Keegan, Cassi and Christina play f%$K, marry, kill with favorite male and female athletes, talk about weenies and the game of Consequences, and dish another insane meet the parents story! Cassi wraps it up with her Crazy in Love story of Felix Vail and his disappearing wives. Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com Follow us on social media! I...

Don't S#%t Where You Eat 26.12.2018

This week, Keegan, Cassi and Christina talk about divorcing pirate ghosts and people who fall in love with objects, play f@#$, marry, kill with Santa, and dish some holiday first kiss stories! Keegan wraps it up with her Crazy in Love story of Walburga "Dolly" Oesterreich. Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com  Follow us on social media!  Instagram: @m...

Beautiful Garbage 19.12.2018

This week, Keegan, Cassi and Christina play f@#$, marry, kill with Maharshal Ali, Idris Elba, and Common, talk more about what happens when your date has no plans or initiative, and get down on what happens when your family hates who you bring home! Christina ends with her Crazy in Love...the Disappearance of Susan Powell. Got a worst date story you want to share? Email us at: MyWorstDatePodcast@g...

Mi Vida Loca 12.12.2018

Join Keegan, Cassi and Christina as they play f@#$, marry, kill with the Three Amigos and talk more about Zac Efron, get down on preferences versus standards and share another awesome first kiss story! Cassi shares a Crazy in Love story of Steve McNair. Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com Follow us on social media! Instagram: @myworstdatepodcast Twit...

Wow, Great Sex! 05.12.2018

Join Keegan, Cassi and Christina as they play f@#$, marry, kill with popular rom com guys, get mad about a Costco date and learn when you play with fire you get burned! Keegan shares a Crazy in Love story of Heather Mack.  Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com   Follow us on social media!   Instagram: @myworstdatepodcast   Twitter: @WorstDatePod   PATR...

Shorty: Episode 5 03.12.2018

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!  Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com       Follow us on social media!       Instagram: @myworstdatepodcast       Twitter: @WorstDatePod    AUDIBLE:   http://www.audibletrial.com/myworstdate Learn more about your ad choices. Visit megap...

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