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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

71:46

Hard Mike

My Worst Date ·

2025/06/18

This week Keegan, Cassi and Christina shout out fantastic listener write ins, and talk about No Kings protests and Tyler's amazing cruise karaoke. The FMK is between cruise lines Carnival, Royal Caribbean and Disney.Going into the bad dates, Cassi shares a very special private guitar performance, Christina shares a rude date that chooses baseball over the Bachelor and Keegan shares a date that has no boundaries. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

57:07

Lucky Lass

My Worst Date ·

2025/06/11

This week Keegan, Cassi and Christina talk about a date on a budget and the farce of the male loneliness epidemic. The FMK is between Himesh Patel, Jeffrey Wright and Bobby Cannavale. Going into the bad dates, there's a surprise date to a science museum, blue cheese breath, crashing another date, lies about age and a duster date having a bad Tuesday. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

56:08

Who Is This Diva?

My Worst Date ·

2025/06/04

This week Keegan, Cassi and Christina get real about perimenopause and menopause, play FMK with Jean Smart, Helen Mirren and Katey Sagal, and share terrible date stories featuring petty breakups, mouthy divas, Myspace, ethical dilemmas and meeting the parents. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

34:12

Shorty - 79

My Worst Date ·

2025/06/01

This bite-sized bonus features bad Bachelor dates and TikTok Grandma drama, and bad date stories with pocket knives, stolen tips and Yaris shootouts. Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

56:39

Word Up

My Worst Date ·

2025/05/28

This week Keegan, Cassi and Christina discuss both sides of a breakup, play FMK with Geminis Mackelmore, Richard Madden and Michael Cera, and share bad date stories featuring games, parties, first date shits and baby pics.Learn more about your ad choices. Visit megaphone.fm/adchoices

en-us

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

465 results

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