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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

82:40

God Forbid She Has a Hobby

My Worst Date ·

2025/05/21

This week Keegan, Cassi and Christina talk about TikTok scams and a disappearing husband. The FMK is between Yellowstone, Zion and Sequoia National Parks.Going into the bad date stories, there's surprise spiders, bad jerk off jokes, Troll dolls, stealing stranger's food and experimental jazz. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

54:33

Get Your Affairs In Order

My Worst Date ·

2025/05/14

This week Keegan, Cassi and Christina discuss 100 Americans vs 100 brits and this year's Met Gala looks. The FMK is between Teyana Taylor, Janelle Monae, and Brian Tyree Henry. Going into the bad dates, Christina shares an observed bad date at a restaurant, Keegan shares a bad date in a tough bathroom situation and Cassi shares a date with way too much going on to be dating. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

94:11

If I'm Here, I'm Already There

My Worst Date ·

2025/05/07

This week Keegan, Cassi and Christina discuss porn and 100 men versus 1 gorilla. The FMK is between Pools, Lake and Ocean. Going into the bad dates, Cassi shares a date that ruined a blanket fort, Christina shares a date that had to make sure everything was evenly split and Keegan shares a date with a surprise in his pants. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Catherine Martinez.Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

36:59

Shorty - 78

My Worst Date ·

2025/05/05

In this bite-sized episode, Keegan, Cassi and Christina discuss faking your death to get out of a hard conversation, laugh about dinosaur conspiracies, and mistaken communication. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

107:44

Strange Nut

My Worst Date ·

2025/04/30

This week Keegan, Cassi and Christina talk about My Strange Addiction, hygiene and baby awards. The FMK is between Fergie, Mariah Carey and Katy Perry. Going into the bad dates, Keegan shares a relationship where the lie has gone way too far, Cassi shares a date that goes from a play to a peep show and Christina shares a date with mistaken supplements. Keegan wraps it up in the true crime segment, Tainted Love, with the story of the Columbo Family murders. Learn more about your ad choices. Visit

en-us

104:09

Grow Up, Peter

My Worst Date ·

2025/04/23

This week Keegan, Cassi and Christina talk about constant flatulence and baby men. The FMK is between Robert Pattinson, Michelle Pfeiffer, and Jamie Dornan.Going into the bad dates, Christina shares a date with a selfish lover, Cassi shares a relationship ruined by the Satanic Church and Keegan shares a warning about giving that Nice Guy a chance. Christina wraps it up in the true crime segment, Tainted Love, with the story of Craig Titus and Kelly Ryan. Learn more about your ad choices. Visit

en-us

93:46

Third Leg Physique

My Worst Date ·

2025/04/16

This week Keegan, Cassi and Christina discuss credit card fraud in relationships and April Fools pranks. The FMK is between John C Reilly, JK Simmons and John Turturro. Going into the bad dates, Cassi shares an old school date over malts, Christina shares a date with an aging party animal and Keegan shares a date with expensive salmon. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Jeff and Susan Wright. Learn more about your ad choices. Visit

en-us

91:47

Bad Influence

My Worst Date ·

2025/04/09

This week Keegan, Cassi and Christina discuss The Group Chat on TikTok and girls' night etiquette. The FMK is between Helena Bonham Carter, Parker Posey and Juliette Lewis.Going into the bad dates, Keegan shares a hiking date with a trust fund artist, Cassi shares a fancy restaurant date with a Nintendo Switch and Christina shares a Tinder hookup who buried the lead. Keegan wraps it up in the true crime segment, Tainted Love, with the story of fraudster Lord Bertie Underwood. Learn more about your

en-us

38:29

Shorty - 77

My Worst Date ·

2025/04/07

Join Keegan, Cassi and Christina in this bite-sized bonus episode to talk about subtext in conversations, and laugh about bad dates with sweaty hands, wet pants, naked parents, pay pigs and roaches. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

88:18

A Man Aint The Prize

My Worst Date ·

2025/04/02

This week Keegan, Cassi and Christina discuss the 7 part Hailey Bieber series and bad girl vacations. The FMK is childhood crushes Jonathan Knight, Orlando Bloom and Leonardo DiCaprio. Going into the bad dates, Christina shares a date that becomes a hate crime, Cassi shares a date with a felon cop and Keegan shares a blind date that ends up somewhere you'd never suspect. Christina wraps it up in the true crime segment, Tainted Love, with the story of Mary Lynn Witherspoon. Learn more about your ad

en-us

101:09

Fartpartment

My Worst Date ·

2025/03/26

This week Keegan, Cassi and Christina talk about The Materialists trailer and why there are only 3 acceptable endings. The FMK is for Aries season and is between Jessica Chastain, Keira Knightley and Seth Rogan.Going into the bad dates, Cassi shares a date that flew to meet a manbaby, Christina shares a date with a dental disaster and Keegan shares a date with guns and the live action Lion King. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Sylvie Cachay. Learn more

en-us

83:43

Splashback

My Worst Date ·

2025/03/19

This week Keegan, Cassi and Christina discuss menopause symptoms and period rants. The FMK is between Medusa, Sirens, and Mermaids.Going into the bad dates, Keegan shares a date with a sweet tooth, Christina shares a date that rudely wakes the house at 4am and Cassi shares a date with too many signs from the universe. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Cathy Wilson. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

86:24

Sunk Cost Fallacy

My Worst Date ·

2025/03/12

This week Keegan, Cassi and Christina talk about memory problems and sex dolls with AI. The FMK is between WALL-E, HER and R2-D2.Going into the bad dates, Christina shares a date with a super religious guy, Cassi shares a date put on standby and Keegan shares a date that just lets it all go. Christina wraps it up in the true crime segment, Tainted Love, with the story of Kevin Mengel. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

116:59

Light Up a Room

My Worst Date ·

2025/03/05

This week Keegan, Cassi and Christina talk about secrecy in relationships and potatoes. The FMK is between curly fries, waffle fries and tater tots.Going into the bad dates, Cassi shares a scary date where a different person shows up, Keegan shares a love connection featuring lice, and Christina shares a date with photo albums. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Ali and Ana Abulaban. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

36:40

Shorty - 76

My Worst Date ·

2025/03/03

In this month's bite-sized episode, Keegan, Cassi and Christina talk about what's in the box and unique revenue opportunities, and laugh about bad dates containing bats, lice, tampons, NDAs and seashells. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

87:07

Lock Your Doors

My Worst Date ·

2025/02/26

This week Keegan, Cassi and Christina talk about low stakes TV and Bridezilla tantrums. The FMK is between Elliot Page, Steve Irwin and Freddie Prinze Jr.Going into the bad dates, Keegan shares a date with a 5'3" fancy man, Cassi shares a date with lemon juice in the eye, and Christina shares a date with a stalker ex....or is it? Keegan wraps it up in the true crime segment, Tainted Love, with the story of Ermalinda Palomo and Nathaniel Huey Jr. Learn more about your ad choices. Visit

en-us

96:29

Teenage Nightmares

My Worst Date ·

2025/02/19

This week Keegan, Cassi and Christina discuss Valentine's day adventures and play FMK with Sterling K. Brown, Kendrick Lamar and Quinta Brunson.Going into the bad dates, Christina shares a date in his mom's bedroom, Cassi shares a date at Hooters and Keegan shares a diabolical scheme of date involving fake identities and exes. Christina wraps it up in the true crime segment, Tainted Love, with the story of Daisy Coleman. Help prevent sexual violence in teens by supporting https://safebae.org/ Learn

en-us

91:14

We Are Not Liable (Nor Are We Well)

My Worst Date ·

2025/02/12

This week Keegan, Cassi and Christina talk about conference culture and Linkedin. The FMK is between Bloody Marys, Mimosas and Old Fashioned.Going into the bad dates, Cassi shares a shame receipt with soup, Christina shares a sushi mishap and Keegan shares a date with too many shots. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Mei Haskell. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

92:55

You Are The Drama

My Worst Date ·

2025/02/05

This week Keegan, Cassi and Christina talk baby season and "we're pregnant" posts, and play FMK with party cities Nashville, Miami and Vegas.Going into the bad dates, Keegan shares a text to the wrong person, Christina shares a no drama date that makes a bad comment and Cassi shares a text in the work chat you could never live down. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Farah Fratta. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

32:29

Shorty - 75

My Worst Date ·

2025/02/03

In this bite-sized episode, Keegan, Cassi & Christina discuss fully failing at new year resolutions, laugh about mistaken identities, cringe at a bad movie pick for a first date , talk about silly arguments and gasp about a surprise shoe thief and a man in disguise. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

480 results

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