DiscoverMy Worst Date
My Worst Date

My Worst Date

Author: Keegan Winfield, Christina Conner, & Cassi Young-Paxton

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Ever been on a crazy bad date? You're not alone! Join Keegan, Christina, and Cassi as they dish about pop culture, relationships, and share stories of the worst dating disasters with a dose of true crime.

216 Episodes
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Fresh Ghosts

Fresh Ghosts

2021-10-1301:20:24

This week Keegan, Cassi and Christina have to discuss @elysemyers on TikTok and her terrifying story of a worst date with 100 hard shell tacos. There are a lot of questions, but the biggest one remains, why??? This leads into our FMK on fast food taco places Taco Bell, Del Taco and Chipotle.  Going into the bad date stories, Cassi shares a story of a problematic date telling a very dark story and a sausage hobby, Christina shares a story of a third date with ink on her face and Keegan shares a story of a date stunned by a truly turnt teacher party. Cassi wraps it up in our true crime segment, Tainted Love, with the story of Grace Brown. It's a spooky tale from the Adirondacks involving a ghost with a broken heart. Got a story to share? Go to http://www.myworstdatepodcast.com to share with us! Follow us on Instagram @myworstdatepodcast Check out www.smilebrilliant.com with promo code MYWORSTDATE for an exclusive discount! Learn more about your ad choices. Visit megaphone.fm/adchoices
Not Even One Night

Not Even One Night

2021-10-0601:28:20

This week Keegan, Cassi and Christina talk about the Grimes and Elon Musk breakup, depression, and Controlling Britney Spears. #freebritney! Heading into the FMK for the week, the girls decide what celebs they think are not great in bed: Jimmy Fallon, Vin Diesel and Joe Rogan. This is all alleged but the perception is there! Going into the bad date stories, Keegan shares a story of a date with an inebriated psychic with a dark premonition, Christina shares a sad story of instant rejection, and Cassi shares a story of a date that got saved by a helpful waiter. Keegan wraps it up in our true crime segment, Tainted Love, with the story of Bridget Cleary. It's a tale from Ireland in the 1800s that brings us into spooky season with faeries and an exorcism. 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 megaphone.fm/adchoices
Shorty - 38

Shorty - 38

2021-10-0421:06

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 http://www.myworstdatepodcast.com to share with us! Follow us on Instagram @myworstdatepodcast Learn more about your ad choices. Visit megaphone.fm/adchoices
Take A Break

Take A Break

2021-09-2901:23:22

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, Christina tells the story of a trippy date with a rug, Cassi shares a story of an inebriated date that tries to overstay their welcome, and Keegan shares an enraging story of a fancy date that withholds good cheese. Christina wraps it up in our true crime segment, Tainted Love, with the story of Rachel Nickell. It's a crime from the UK involving a honeytrap and botched police investigation of a series of attacks in the late 80s.  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 megaphone.fm/adchoices
Inquiring Minds

Inquiring Minds

2021-09-2201:26:351

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 rebound date that truly unloads on her date. Christina's story is a date with confidence issues whose guilt trip backfired and Keegan tells a story of a date that learns what "freegan" means. Cassi wraps it up in our true crime segment, Tainted Love, with the story of Cherrylle Dell. This woman is pure evil and it's incomprehensible how she can entrance the people around her. 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 megaphone.fm/adchoices
Who You Gonna Call?

Who You Gonna Call?

2021-09-1501:27:463

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 nightmare son. Cassi shares a listener's story of a hot customer turns into a backpack of red flags. Christina's story involves a date that needs a very special soundtrack to get it on. Keegan wraps it up in our true crime segment, Tainted Love, with the story of Teri Jendusa. This story is from the show I Survived, and couldn't be more terrifying. 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 megaphone.fm/adchoices
Doctor Who?

Doctor Who?

2021-09-0801:15:572

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 conversation. Going into the bad date stories, Christina tells a story about an age gap date with red flags at Red Lobster. Keegan's story is a journey into the hell of an unintended overnight with the family. Cassi's story is a date that didn't do the barest minimum of research and tried to just wing a karaoke date in private. Christina wraps it up in our true crime segment, Tainted Love, with the story of Gayle Newland. This is a very complicated tale with many people having multiple takes about it, and the girls try to unpack and dissect it with compassion and empathy.  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 megaphone.fm/adchoices
Shorty - 37

Shorty - 37

2021-09-0622:261

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 http://www.myworstdatepodcast.com to share with us! Follow us on Instagram @myworstdatepodcast Learn more about your ad choices. Visit megaphone.fm/adchoices
Not Like The Other Girls

Not Like The Other Girls

2021-09-0101:39:371

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: Anne and Gilbert from Anne of Green Gables, Darcy and Elizabeth from Pride & Prejudice, and Joel and Clementine from Eternal Sunshine of the Spotless Mind. Clearly only one correct answer here. Going into the bad date stories, Cassi tells a story about a date that can't shower by themselves. Christina shares a listener's saga about 3 months of awful dates from high school that include just about every shade of awkward and shame receipts. Keegan reads a story so viscerally awful that it takes Cassi completely out. Cassi wraps it up in our true crime segment, Tainted Love, with the story of Albrecht Muth. It's a weird tale of an awful marriage and the trigger warning for domestic violence is at timestamp 1:17:25 if you need to skip past it.  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 megaphone.fm/adchoices
Make Good Choices

Make Good Choices

2021-08-2501:18:25

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 Interest about a nightmare hike. Cassi wraps it up with a hilarious misunderstanding in a two seater car. Keegan wraps it up in our true crime segment, Tainted Love, with the story of Diane Staudte. It's a Springfield hometown story with a terrifying twist. 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 megaphone.fm/adchoices
Just Say No

Just Say No

2021-08-1801:33:391

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 road trip with a trunk full of red flags. They cringe about a high school date involving sneaking out and a neighbor's play structure. Keegan tells a story of a girl in an Avatar Halloween costume that just blew it. Christina wraps it up with the Tainted Love true crime story of Dr. Ronald Ilg, the worst and most insidious murder for hire story we've ever come across. 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 megaphone.fm/adchoices
Here For A Good Time

Here For A Good Time

2021-08-1101:12:01

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 bad date stories, the girls gasp about a date with single mom that wilds out and gets too fast too furious for a work party. They cringe about a date that thirsts over a Linkedin photo...spoiler alert y'all, don't do it! Keegan tells a story of a Myspace mall fiasco full of lies and drama that has us at the edge of our seats. Cassi wraps it up with the Tainted Love true crime story of Beulah May Sheriff aka the true story behind the famous musical, Chicago. 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 megaphone.fm/adchoices
Hi Grandma!

Hi Grandma!

2021-08-0401:38:38

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 O'Neal....wow. Launching into the bad date stories, the girls laugh about a date convinced his mates are pranking him, cringe at a date with a hurricane named Gina, and scream about a date that wants to try roleplay. Keegan wraps it up with the Tainted Love true crime story of Tracie Andrews, an infamous case from England. 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 megaphone.fm/adchoices
Shorty - 36

Shorty - 36

2021-08-0217:29

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 megaphone.fm/adchoices
Killer Jeans

Killer Jeans

2021-07-2801:18:20

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 date stories, the girls share a bad date story about a dinner date with no plans and no dinner, a date with a very sleepy Rube Goldberg, and a date that did the bare minimum but still gets to seal the deal. Christina wraps it up with the Tainted Love true crime segment about Thomas Randolph a.k.a. The Widower. Is it all a coincidence or is it murder? 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 megaphone.fm/adchoices
Scary Stories

Scary Stories

2021-07-2101:22:11

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 about a date with a surprise huge age gap with a bad attitude, a date with a not so Southern gentleman, and a terrifying date with a control freak that has lied about everything. Basically all garbage people. Cassi wraps it up with the Tainted Love true crime segment about Fabio Sementilli, a famous hairdresser murdered suddenly in what looks like a break-in. 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 megaphone.fm/adchoices
Put It In Your Bio

Put It In Your Bio

2021-07-1401:27:00

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 stories, the girls share a bad date story about a date with a bread hater, a date with a very big surprise, and a sweet but sad date with Anxiety. Keegan wraps it up with the Tainted Love true crime segment about Charlie Smith and Tonya Bundick, which leads the girls to talk about joint couple facebook accounts and sexual performance. 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 megaphone.fm/adchoices
Coming In Hot

Coming In Hot

2021-07-0701:39:31

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 3rd year of presidents: Ulysses Grant, Teddy Roosevelt and Franklin Pierce. Yes, we had a president named Franklin Pierce. And yes, we were pretty much wrong about any and all facts about them. School was a long time ago. Heading into the date stories, the girls share a bad date story about a faux date involving a pyramid scheme, get terrified by a date that says the scariest shit ever to someone while threatening them, and laugh about a date that keeps it in the family. Christina wraps it up with the Tainted Love true crime segment about Brenda Delgado, which leads the girls to dive into what happens when your ex's newest partner triggers all of your insecurities. 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 megaphone.fm/adchoices
Shorty - 35

Shorty - 35

2021-07-0519:37

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 us! Follow us on Instagram @myworstdatepodcast Learn more about your ad choices. Visit megaphone.fm/adchoices
Problem For Future Me

Problem For Future Me

2021-06-3001:29:42

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 @myworstdatepodcast Learn more about your ad choices. Visit megaphone.fm/adchoices
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