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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

00:20:41

Shorty - 38

My Worst Date ·

2021/10/04

In this bite-sized episode, the girls play would you rather about being on a date with someone that's too drunk or too high, laugh at a very clumsy date, scream about a fiery date and get awkward with a date that only wants to talk shop. They also talk about a date on the most inappropriate location, giggle about a very high date, and cringe about a motion sick date trying to make a move. They close it out with two very unlucky people that find each other. Got a story to share? Go to

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01:19:42

Take A Break

My Worst Date ·

2021/09/29

This week Keegan, Cassi and Christina chat about LulaRich, the Amazon Prime documentary about LulaRoe, and the issues they have with the bossbabe culture. This leads to talking about the pressure women face to find their "happy ending", meaning marriage and kids and the hope that we can redefine that. Heading into the FMK for the week, the girls do a listener suggestion of the popular dating apps: Tinder, Bumble and Hinge. There are pros and cons for them all! Going into the bad date stories,

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01:22:26

Inquiring Minds

My Worst Date ·

2021/09/22

This week Keegan, Cassi and Christina talk about the Gabby Petito case and that fear of not knowing who you're sleeping next to. How has quarantine changed people, changed their relationships? They also get into Met Gala looks, and how Kim Kardashian is a whole vibe. Heading into the FMK for the week, the girls do their least favorite Met Gala looks: Debbie Harry, Ciara and Frank Ocean. Someone please elaborate on the robot Shrek baby! Going into the bad date stories, Cassi tells the story of a

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01:24:23

Who You Gonna Call?

My Worst Date ·

2021/09/15

This week Keegan, Cassi and Christina talk about the John Mulaney and Olivia Munn baby news and how it feels to watch your ex move on quickly. This leads to a conversation about cancelled celebrities who need a second look. Heading into the FMK for the week, the girls do previously cancelled celebs: Ashley Judd, Winona Ryder and Corey Feldman. Because of the context, they eliminated the Kill choice and went with Friend. Going into the bad date stories, Keegan tells the story of a coworker's

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01:12:58

Doctor Who?

My Worst Date ·

2021/09/08

This week Keegan, Cassi and Christina talk about reasons why someone didn't get a second date. They also have a conversation about shows that have been saved by their fans. It's a good idea if Jeff Bezo likes your show and wants to know how it ends! Heading into the FMK for the week, the girls do their sci-fi crushes: Lando Calrissian (Billy Dee Williams), Dr. Who (the David Tennant version) and Wash (Alan Tudyk) from Firefly. There's definitely fan fiction that gets inspired by the

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00:22:23

Shorty - 37

My Worst Date ·

2021/09/06

In this bite-sized episode, the girls discuss sleep incompatibility and cuddling, play would you rather about either crying or screaming at sex, cringe at a date trying to show off and get heated about a car with a surprise rodent. They also talk about a date with a fetish for casts, laugh about a date with a shitty excuse, scream about a date trying to sneak something super weird while sleeping and finish with a date doing an inappropriate concert. Got a story to share? Go to

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01:35:36

Not Like The Other Girls

My Worst Date ·

2021/09/01

This week Keegan, Cassi and Christina talk about burning bridges and the hate you have for people your friends hate. They also have a conversation about what movies influenced your love ideals, either for the better or the worse. Whether it was those 90s bet movies or the manic pixie dream girl trope, all of those messages crept their way into past relationships....even if it means you had to watch so much Goldeneye. Heading into the FMK for the week, the girls do those influential movie couples:

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01:14:22

Make Good Choices

My Worst Date ·

2021/08/25

This week Keegan, Cassi and Christina talk about the new relationship between Channing Tatum and Zoe Kravitz. The conversation leads us to FMK different Channing Tatum characters: Jupiter Ascending, Magic Mike and 21 Jump Street. It's a treat for the 6 people who have actually watched Jupiter Ascending. Going into the bad date stories, Keegan tells a horror story from a listener about a man child who can't handle notes about his performance. Christina shares a story from another podcast, Spark My

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01:30:29

Just Say No

My Worst Date ·

2021/08/18

This week Keegan, Cassi and Christina answer a question from a listener about how to flirt. This leads to a conversation about celebrities or people that get married multiple times. Who's got the money or time to plan all these shindigs? The conversation leads us to FMK different Will Smith characters: Deadshot, Hitch and I Am Legend. Definitely disagree on some things, but all agreed that Will Smith is hot. Launching into the bad date stories, the girls get pissed about a guy who tags along on a

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01:09:11

Here For A Good Time

My Worst Date ·

2021/08/11

This week Keegan, Cassi and Christina chat about whether or not living with your parents is a dealbreaker or red flag. We also get super giddy about a new dating show coming to Peacock that gives us all the Pride and Prejudice vibes. We really need one of our listeners to get on this show so we can be part of the court!!! The conversation leads us to FMK old school dating shows: Dating Game, Newlywed Game and Love Connection. Really digging in to the nitty gritty on this one. Launching into the

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01:35:50

Hi Grandma!

My Worst Date ·

2021/08/04

This week Keegan, Cassi and Christina talk about the consequences of sending nudes to potential dates, and absolutely creepy dates that zombie back up after years of not speaking. Very special shout out to #ladypodsquad who absolutely will have your back. In honor of a recent Vegas vacation, the girls play FMK with comedians Chris Rock, John Mulaney and Bo Burnham. All three we love, so this took some finagling to figure out an answer. Also we learned a very big thing about Shaquille

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00:16:41

Shorty - 36

My Worst Date ·

2021/08/02

In this bite-sized episode, the girls discuss astrology and Costco, play would you rather, cringe about a date that wasn't a date, laugh about a date in a fur coat with a pocket of red flags, and gasp about a date with a dodgeball. They also talk about a date with drugs, a date with no shirt, and a shame receipt about sharing food. Got a story to share? Go to http://www.myworstdatepodcast.com to share with us! Follow us on Instagram @myworstdatepodcast Learn more about your ad choices. Visit

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01:15:43

Killer Jeans

My Worst Date ·

2021/07/28

This week Keegan, Cassi and Christina talk about celebrities in long term relationships and Nick Cannon's many maternity photo shoots. Listen, if the gender roles were reversed in that situation, the conversation would be very different. The ladies talk about their controversial and irrational enemies and FMK Neil Diamond, James Taylor and Bruce Springsteen. We know that people love them, we know that these are unpopular opinions to a ton of people....but we said what we said. Heading into the

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01:17:33

Scary Stories

My Worst Date ·

2021/07/21

This week Keegan, Cassi and Christina talk about the creativity and joy of TikTok and the downs of Zoom dysmorphia. Also, they speak to the power of Black TikTok being on strike to protest not receiving credit for their talent. We also had to talk about the trailer for a new dating show, Sexy Beasts...what is going on???? The ladies talk Zaddies and FMK Tony Hawk, Gavin Rossdale and David Beckham. This one was a tough one to decide! Heading into the date stories, the girls share a bad date story

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01:23:22

Put It In Your Bio

My Worst Date ·

2021/07/14

This week Keegan, Cassi and Christina talk about boobs, size disparities and fast fashion. With the quarantine changing our bodies in various ways, where do you go to find those clothes that make you feel like a queen? Body positivity is easier when you can find amazing, responsible clothing that fits! The conversationn leads to an interesting FMK between Banana Republic, H&M and Rent the Runway. Truly a journey in anthropomorphism assigning these brands some personalities! Heading into the date

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01:35:50

Coming In Hot

My Worst Date ·

2021/07/07

This week Keegan, Cassi and Christina talk about 3 years of bad dates and podcasting and an article about bad behaviour on dating apps becoming normalized and accepted. So how do you maintain your real life boundaries and standards online? And what happens to stars like Jenna Marbles who become famous online so young? Is it possible to maintain who you really are when you have to navigate the algorithm and scrutiny of being famous online? The girls also have an extremely embarrassing FMK with their

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00:18:58

Shorty - 35

My Worst Date ·

2021/07/05

In this bite-sized bonus episode, the girls discuss Victoria's Secret, play would you rather, laugh about a date with a Wendy's frosty, roll their eyes at a guy that wanted to pregame in the car, and gasp about a date with epilepsy who just gets left. They also talk about a date with a surprise lizard on leash, a date with outdoor sex that takes a terrifying turn, and a shame receipt about an art show with an open bar. Got a story to share? Go to http://www.myworstdatepodcast.com to share with

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01:25:40

Problem For Future Me

My Worst Date ·

2021/06/30

This week Keegan, Cassi and Christina talk about Bo Burnham and the return of Bennifer, play FMK with 2000s crushes Freddie Prinze Jr, James Van Der Beek and Josh Hartnett, gasp about a date that blows up in a bar, get scared about a stalker case that made headlines and laugh about a scary birthday bush walk. Cassi wraps it up with the Tainted Love story of Loretta and Danny Burroughs. Got a story to share? Go to http://www.myworstdatepodcast.com to share with us! Follow us on Instagram

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01:17:15

Dog Figurines & Aliens

My Worst Date ·

2021/06/23

This week Keegan, Cassi and Christina talk about a different way to dating app and the Friends Reunion, play FMK with Rachel, Phoebe and Monica, laugh about a sleepy date with a test coming up, love a date with the entreprenurial spirit and scream about a tennis date fail. Keegan wraps it up with the Tainted Love story of Betty and Barney Hill. Got a story to share? Go to http://www.myworstdatepodcast.com to share with us! Follow us on Instagram @myworstdatepodcast Learn more about your ad

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01:26:39

Shots!

My Worst Date ·

2021/06/16

This week Keegan, Cassi and Christina talk about going back to the bars and what to do if you find out your partner is an internet troll, play FMK with Ludacris, Andre 3000 and Childish Gambino, gasp about a date with a real gentleman, love a date with the most popular guy in high school and roll their eyes at a surprise date who's a big rap fan. Christina wraps it up with the Tainted Love story of Quinn Grey. Got a story to share? Go to http://www.myworstdatepodcast.com to share with us! Follow

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