1394303533
My Worst Date

Advertise on podcast: My Worst Date

Rating
★★★★★
4.7
from
306 reviews
This podcast has
526 episodes
Language
English
Explicit
Yes
Date created
2018/06/04
Latest episode
2026/10/28
Average duration
74 min.
Release period
6 days

Description

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.

Unlock My Worst Date podcast Email contact info,
Listeners & Audience details

Email contact information

Direct podcast contact details

Listeners

Audience numbers & engagement insights

Audience details

Podcast Insights

Podcast episodes

Check latest episodes from My Worst Date podcast


Asbestos Blankets
2026/10/28
This week Keegan, Cassi and Christina talk about the Shane Gillis monologue and Love Is Blind ghosting incident. Going into the bad dates, Cassi shares a date upset with too much talk about an ex, Christina shares an 18 year old's double date and Keegan shares a hiking date with tummy trouble. Cassi wraps it up in the true crime segment, Tainted Love, with the story of Tiffany James. For more information about how you can help: https://lookgoodfeelbetter.org/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Here Comes The Hurricane
2026/10/21
This week Keegan, Cassi and Christina dive into controversy: whether or not the man should pay on the first date. Going into the bad dates, Keegan shares a date that followed to a second location looking for confrontation, Christina shares a date too eager for some kind of closure and Cassi shares a date that makes a post-dating fail tiktok. Keegan wraps it up in the true crime segment, Tainted Love, with the story of Kerstin Gurtner. Learn more about your ad choices. Visit megaphone.fm/adchoices
Literal Demon
2026/10/14
This week Keegan, Cassi and Christina discuss the new sexually transmitted diarrhea, the plague and a woman married to a cheating pillow. Going into the bad dates, Christina shares a date with a list of standards, Keegan shares a date with zero empathy for his ex and kid, and Cassi shares a date with a close cousin. Christina wraps it up in the true crime segment, Tainted Love, with the story of Kari Baker. Learn more about your ad choices. Visit megaphone.fm/adchoices
The Anger Episode
2026/10/07
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
2026/10/05
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
2026/09/30
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
2026/09/23
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
2026/09/16
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
2026/09/09
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
2026/09/07
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
2026/09/02
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 b*****b. 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
2026/08/26
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)
2026/08/19
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
Tainted Love Movie Review: Beautiful Disaster
2026/08/12
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: https://patreon.com/myworstdate?utm_medium=unknown&utm_source=join_link&utm_campaign=creatorshare_creator&utm_content=copyLink Back next Wednesday with a fresh episode in your feed, and thank you all so much for listening! Learn more about your ad choices. Visit megaphone.fm/adchoices
Kissing - Why Do We Do That??
2026/08/05
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

Podcast reviews

Read My Worst Date podcast reviews


4.7 out of 5
306 reviews
★★★★★
Kt ah 2026/10/20
Love this podcast!
I only listened to a handful of podcasts before this and binged them all and let me tell you, I’m binging this one now!! These ladies crack me up!!! L...
★★☆☆☆
whatdahellcanyadoo 2025/07/28
too much yappin'
i wanna like this show but these broads talk waaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaay too much. the actual stories are REALLY interesting, but 20+ minute...
★★★★★
jcre1987 2025/05/30
Love being a worstie!
These ladies are the best! They keep me laughing every week and tell the best stories 💜
★★★★★
Ayesh36 2025/05/24
Good Laughs
Seriously, I’ve been on some of these dates before. Like, I am totally seeing myself and some of these episodes. These episodes are great lessons! Tha...
★★★★★
Lthacks 2025/05/23
My Worst Date = My Favorite Podcast
Listening to My Worst Date has taught me that I’m not alone in the realm of romantic misadventures. The recounting of dating disasters makes my own ex...
★★★★★
WhydoIneedanicknameaahhhh3 2025/05/22
My Wednesday Guilty Pleasure
UPDATE: It’s been what, 6 or 7 years since I wrote this review? Yup. Still funny. You’ll feel like you’re on the couch chatting with friends while th...
★★★★★
Sara Henke 2025/05/21
This Show Has Empowered Me!
I have listened to this show from day one and these three relatable, funny, vulnerable women feel like friends now. I have learned so much about valui...
★★★★★
Nat Reg Grove 2025/05/21
Wildly funny
The stories and their commentary brings so much joy and a sense of community. High recommend
★★★☆☆
Qrstv77 2025/02/16
Love it, but take some constructive feedback
I have loved and listened to this podcast for years. I’ve seen lots of feedback referring to Keegan speaking over Cassie and Christina and dominating ...
★★★☆☆
Elle Kris 2025/02/13
Relatable, funny but unbalanced.
I listen to a few relationship centric pods and this one is different than others, the dating horror stories are so funny and relatable. I audibly cri...
check all reviews on apple podcasts

Podcast sponsorship advertising

Start advertising on My Worst Date relevant audience podcasts


What do you want to promote?