379 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.

My Worst Date My Worst Date Podcast LLC

    • Society & Culture
    • 4.8 • 277 Ratings

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.

    Hot Stepmom Summer

    Hot Stepmom Summer

    This week Keegan, Cassi and Christina discuss the marathon mom, Harrison Butker and internalized misogyny. The FMK is between Queen Latifah, Vince Vaughn, and Jason Momoa.
    Going into the bad dates, Keegan shares a date with conspiracies, Christina shares a date with delusions and Cassi shares a date with an overconfident man in a shack. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Spencer Hight. 
    Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok & YouTube @myworstdatepodcast.

    • 1 hr 21 min
    Shorty - 69

    Shorty - 69

    Oooh boy, this one's unhinged!! The ladies discuss bad dates, cringe middle school moments, what happens when guys use the bathroom and what you DON'T want to find in your friends' bathrooms. Have fun!!!

    • 32 min
    Hot Rodent Boyfriend

    Hot Rodent Boyfriend

    This week Keegan, Cassi and Christina talk sports and sexy rat boyfriends. The FMK is between Tom Hiddleston, Josh O'Connor and Benedict Cumberbatch.
    Going into the bad dates, Christina shares a date with a terrible car, Keegan shares a date that blows up every channel, and Cassi shares a date with 9 cats. Christina wraps it up in the true crime segment, Tainted Love, with the story of Dr. John Schneeberger. 
    Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok & YouTube @myworstdatepodcast.

    • 1 hr 46 min
    Put It Behind a Paywall

    Put It Behind a Paywall

    This week Keegan, Cassi and Christina talk more MILF Manor and second hand embarrassment, then play FMK with Milo Ventimiglia, Kendrick Lamar and Robert Pattinson.

    Going into the bad dates, Cassi shares a hungover date at church, Christina shares a date with the most confidence and Keegan shares a date more interested in the roommate. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Suzan and Michael Bear.

    Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok & YouTube @myworstdatepodcast.

    • 2 hr 2 min
    The Most Chaotic Booth at Applebee's

    The Most Chaotic Booth at Applebee's

    This week Keegan, Cassi and Christina talk about MILF Manor 2 and AI Dating. The FMK is between Tiffany Pollard, Cynthia Bailey, and Jonathan Van Ness.Going into the bad dates, Keegan shares a Tinder date that's actually a couple, Cassi shares a frugal date at Applebee's and Christina shares a sailing date with lots of rum. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Erica &. BJ Sifrit.

    Got a bad date to share? Go to https://myworstdatepodcast.com or follow us on Instagram, TikTok & YouTube @myworstdatepodcast.

    • 1 hr 45 min
    No Means No

    No Means No

    This week Keegan, Cassi and Christina talk about perimenopause, MILF Manor and Halle Berry. The FMK is between Kyle McLachlan, Kevin Costner and Jeffrey Dean Morgan.

    Going into the bad dates, Christina shares a date with aliens, Cassi shares a date with show tunes and a shiny yellow car and Keegan shares a date with acoustics. Christina wraps it up in the true crime segment, Tainted Love, with the story of Harry Powers.

    • 1 hr 37 min

Customer Reviews

4.8 out of 5
277 Ratings

277 Ratings

Fasttrackjro ,

Best new find

I love my worst date! I have enjoyed listening to the cheeky banter, the fun FMKs and all the terrible date stories. These ladies have brightened my days!

B. Trichilo ,

Making the absolute best of the worst!

Keegan, Cassi, and Christina never fail to deliver the laughs, the jokes, and zodiac signs. You will laugh out loud. You will understand “campy” means a lot more than you thought it did. You will remember Dateline episodes that you forgot about. You will learn what your new must-see show is. You will love the girls. Highly recommend, best way to start and end your day. Thanks, ladies!

MDawodi28 ,

Bad dates = best entertainment!

New episodes of My Worst Date are always a highlight of my week! I adore everything about this show!

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