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    Comedy

    My Worst Date

    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.

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    Latest Episodes:
    The Anger Episode Oct 07, 2026
    Show notes

    This week Keegan, Cassi and Christina discuss the online discourse around the sexual assault lawsuit and investigation involving Cornell University and seven fraternity members.

    Going into the bad dates, they're all awful and the anger just builds - from lack of ambition to pushing boundaries to absolute monster behavior. And then Cassi wraps it up in the true crime segment, Tainted Love, with the unsolved story of Angela Green.

    If you know anything about the disappearance of Angela Green, please contact the Prairie Village PD at 913-642-6868 or Crime stoppers tip line at 816-474-8477.

    If you or someone you know has been affected by sexual assault, confidential support is available 24/7 through the National Sexual Assault Hotline at 1-800-656-4673 or online at rainn.org.

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


    Shorty - 90 Oct 05, 2026
    Show notes

    Join Keegan, Christina and Cassi in this bite-sized episode full of nostalgia and Pier One Imports and dates featuring neglectful dads, constructive criticisms, and lots of ghosts.

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


    Night Pills Sep 30, 2026
    Show notes

    This week Keegan, Cassi and Christina talk about new Taylor Swift music, AI love cons and New York City.
    Going into the bad dates, Keegan shares a date that turned into therapy, Cassi shares 4 bad dates in one, and Christina shares a list of gross boyfriend hygiene. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Mindi Kassotis.

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


    Shed Sep 23, 2026
    Show notes

    This week Keegan, Cassi and Christina talk about unleased boyfriends and Chicago. Going into the bad date stories, Christina shares a date with a guy who hates women, Cassi shares a date with MAHA and Keegan shares a date with a rich guy in a shed. Christina wraps it up in the true crime segment, Tainted Love, with the story of Mark Shaver.

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


    Mess Blind Sep 16, 2026
    Show notes

    This week Keegan, Cassi and Christina talk about the Shailene Woodley and Aaron Rogers situation as well as Hall Passes in general.

    Going into the bad dates, Cassi shares a date with a hoarder, Keegan shares a date with a presumptuous older man and Christina shares a date that rides an alcohol rollercoaster. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Benjamin Field.

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


    Tiddy Meat Sep 09, 2026
    Show notes

    This week Keegan, Cassi and Christina discuss California love and goodbyes as well as get real about what it's like to get a mammogram (spoiler: go get one, it's not that bad!)

    Going into the bad dates, Keegan share a date that is silent the whole time, Christina shares a date with a gaslighting d-bag and Cassi shares a church camp date with instant ick. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Alyssa Burkett.

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


    Shorty - 89 Sep 07, 2026
    Show notes

    Join Keegan, Cassi and Christina for a bite-sized bonus episode! Hear the harrowing tale of the Milkman, and laugh along with terrible dates with crypto bros, potential axe murders, bad double dates and body malfunctions.

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


    All Living The Same Life Sep 02, 2026
    Show notes

    This week Keegan, Cassi and Christina talk about a tiktoker at the hot bartender's house listening to Lana on vinyl and how much trouble they're in. Also saying goodbye to two legends, Dolly & Tim.

    Going into the bad date stories, Christina shares a bulleted list of red flags, Keegan shares a date that wants couples therapy immediately and Cassi shares a story of a first blowjob. Christina wraps it up in the true crime segment, Tainted Love, with the story of Mica Miller.

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


    The Recap Aug 26, 2026
    Show notes

    This week Keegan, Cassi and Christina return for a breakdown of a tumultuous summer and talk about the Wicker trailer.
    Going into the bad dates, Cassi shares a date with a thief, Keegan shares a date that got scary pushy and the signs to pay attention to and Christina shares a guy that keeps putting his foot in his mouth. Cassi wraps it up in the true crime segment, Tainted Love with the story of Tim Smith.

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


    Tainted Love Movie - Beautiful Wedding (Replay) Aug 19, 2026
    Show notes

    Hi Worsties - promise this is the last one and we'll be back with a new episode next week! We have incredible updates coming your way as we navigate a very life-changing summer.

    But for now, enjoy the sequel to last week's episode where we review Beautiful Wedding, a movie so bad it will break your brain that it even got made.

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


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