My Worst Date

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.

Episodes

Tainted Love Movie - Beautiful Wedding (Replay)

August 19, 2026 • 31 mins
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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Tainted Love Movie Review: Beautiful Disaster

August 12, 2026 • 43 mins
Hi Worsties! Our episode this week was beset with wildfires, power outages and major sinus infections so please enjoy one of our favorite terrible movie reviews of Beautiful Disaster. Seriously recommend hate watching this on Amazon Prime or just listen to us tear it to shreds. Real ones know we also reviewed the sequel, Beautiful Wedding, which was somehow even worse, and you can access them all by subscribing to our Patreon here:...
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Kissing - Why Do We Do That??

August 5, 2026 • 57 mins
This week Keegan, Cassi and Christina talk about the prevalence of men leaving their sick partners and Doctor misbehaviors. Going into the bad dates, there are stories featuring littering, being stood up after several texts, rejected kisses and crying, boxing, dates trying to borrow change and cigarettes, and peepad accidents. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Pass The Baton

July 29, 2026 • 57 mins
This week Keegan, Cassi and Christina talk Jimothy and crow friends as well as My Strange Addiction. Going into the bad dates, there's cheating on Snapchat, artist colonies, stomach issues, widows and Bigfoot. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Getting Off The Floor

July 22, 2026 • 55 mins
This week Keegan, Cassi and Christina talk about the ridiculous uptick in trad wife content and protecting women's right to vote. Going into the bad dates, we have a very surprising sex move, language barriers, a really gross dude apartment, a Dad on the lookout, mountain lions on night hikes and a fart button. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Breaking News

July 15, 2026 • 59 mins
This week Keegan, Cassi and Christina discuss the viral TikTok voicemail on whether it's a sign of informed consent or coercion. Going into the bad dates, there's dirty knives, feral cats, gross & unsafe dinner dates, Johnnie Walker and losing your date to your best friend. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Shorty - 88

July 13, 2026 • 30 mins
In this bite-sized episode, Keegan, Cassi and Christina talk about a Diet Coke conspiracy and never being a comfortable temperature, and share dates featuring a dude wanting a mommy, aggressive winking, conspiracy theories, moving too fast, Monster Trucks and fist bumps. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Coq in a Van

July 8, 2026 • 53 mins
This week Keegan, Cassi and Christina talk tampons and womanhood. Going into the bad dates, there's stories featuring diy tattoos lakeside, bucking broncos, running into exes, intoxication and crashing random family reunions. Learn more about your ad choices. Visit megaphone.fm/adchoices
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The Right Jazz

July 1, 2026 • 62 mins
This week Keegan, Cassi and Christina talk mansplaining, jazz and Summer House drama. Going into the bad dates, there's one with the 13th cousin of Queen Elizabeth II, a date praying for strength against carnal temptations, real soap in the dishwasher mishaps, dates both too drunk AND racist at the same time and a Prom day fart to end all farts. Learn more about your ad choices. Visit megaphone.fm/adchoices
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What Those Horns Do

June 24, 2026 • 66 mins
This week Keegan, Cassi and Christina talk about massages, Richard Simmons and beginning podcasting. Going into the bad dates, there are juice MLMs, lots of blood, toe-sucking in public, angels, drunken naps outside and anti-science catfishes. Learn more about your ad choices. Visit megaphone.fm/adchoices
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The Done Place

June 17, 2026 • 70 mins
This week Keegan, Cassi and Christina talk FIFA patriotism, UFC and ballsmaxxing. Going into the bad dates, there's Australians, older woman dating fails, air guitars, 14 mile walks, dating friend of friend's ex and a wholesome binge watch of Twilight. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Catch and Release

June 10, 2026 • 80 mins
This week Keegan, Cassi and Christina discuss smoking sections, threads about shit in a bag and Stevie Wonder. Going into the bad dates, there's dates with fresh babies, dates that hate music, dates in car accidents and weird fetishes. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Save Our Souls

June 3, 2026 • 71 mins
This week Keegan, Cassi and Christina talk Summer House reunion drama and the back and forth of Keke Palmer & Sean Evans. Going into the bad dates, there are bedwetters, a first date in Patagonia, a date with a biter in a k-hole, hit and runs and a date that finds love with a friend. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Shorty - 87

June 1, 2026 • 32 mins
Join Keegan, Cassi and Christina in this bite-sized episode of bad dates, with stories featuring broke boys and baby traps, r/GirlDinnerDiaries, and the birthday dinner from hell. Learn more about your ad choices. Visit megaphone.fm/adchoices
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The Impossible Cigarette

May 27, 2026 • 76 mins
This week Keegan, Cassi and Christina talk about betrayal - or what diabolical things an ex can do after breaking up. Going into the bad dates, Keegan shares an embarrassing one night stand, Christina shares a date less reliable than his drug dealer, and Cassi shares a date with a rap sheet that leads to serious trouble. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Cati Blauvelt. Check out and supp...
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I'll Pray For You

May 20, 2026 • 97 mins
This week Keegan, Cassi and Christina talk about a TikToker who exposed her husband's infidelity...with her brother's wife. Then a special shout out to Brendan Fraser and a bonus FMK of his popular film roles. Going into the bad dates, Christina shares a date at a bar with someone underage, Keegan shares a date letdown by a hot lifeguard and Cassi shares a date trying way to hard too quickly. Christina wraps it up in the true cri...
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All Forked Up

May 13, 2026 • 86 mins
This week Keegan, Cassi and Christina talk Paul Hollywood's cat emergency as well as what to do in your 30s when you want kids but your partner is on the fence. Going into the bad dates, Cassi shares a date with mixed signals, Christina shares a date with a orthopedic referral and Keegan shares a date with some intense mommy issues. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Anne Boleyn of the ba...
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Toxic Nerdery

May 6, 2026 • 99 mins
This week Keegan, Cassi and Christina laugh about dating profile icks and reminisce about Myspace and early internet innocence. Going into the bad dates, Keegan shares a diabolical dating app trick to lure young girls, Cassi shares a date that needs a place to live 2 months in and Christina shares a date with a very shocking confession. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Kassanndra Cantr...
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Shorty - 86

May 4, 2026 • 27 mins
Join Keegan, Cassi and Christina in this bite-sized bonus episode featuring med-beds and antidepressants, ghosts and threesomes, celebs, stalking and diva behavior. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Don't Be Nervous

April 29, 2026 • 96 mins
This week Keegan, Cassi and Christina talk about bridesmaid drama for #jemily, Quinn App and Tinder in Germany. Going into the bad dates, Christina shares a bad date with a side of Sprite, Keegan shares a date with serious mental issues and Cassi shares a date with arrested development. Christina wraps it up in the true crime segment, Tainted Love, with the story of Chad Schipper. Learn more about your ad choices. Visit megaphone....
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