My Worst Date

66 EpisodesProduced by Keegan Winfield, Christina Conner, & Cassi Young-Paxton

Ever been on a crazy bad date? You're not alone! Join Keegan, Christina, and Cassi as they share stories of the worst dating disasters.

episodes iconAll Episodes

54 -With Arms Wide Open

June 19th, 2019

1:36:05

This week, Keegan, Cassi and Christina chat about Chris Pratt and Katherine Schwarzenegger, play f&$%, marry, kill with the guys from Full House: …

53 - Looks Like Gaga

June 12th, 2019

1:47:51

Join Keegan, Cassi and Christina as they talk about Bradley Cooper and Lady Gaga, play f&$%, marry, kill with celeb couples Goldie Hawn & …

52 - P%$$y Embargo

June 5th, 2019

1:51:35

Join Keegan, Cassi and Christina for the ONE YEAR episode with more dealbreakers and green flags, play f&$%, marry, kill with Tom Hanks, Prince …

Shorty - Episode 11

June 3rd, 2019

27:40

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!

Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com

Check out our …

51 - heyyy

May 29th, 2019

2:05:16

Join Keegan, Cassi and Christina as they dish on the Moby madness, play f&$%, marry, kill with DJs RJD2, Dangermouse, and Calvin Harris, share a story about the shadiest of roommates, yell about how rude it is when …

50 - Doctor, Doctor!

May 22nd, 2019

1:31:57

Join Keegan, Cassi and Christina as they break down the Tati vs. James Charles feud, play f&$%, marry, kill with tv doctors, Hugh Laurie, Patrick Dempsey, and Noah Wylie, talk about dating a guy who just sweats …

49 - Spoonman

May 15th, 2019

1:42:10

Join Keegan, Cassi and Christina as they talk about new royal baby Archie, creepy "Hi, beautiful" messages, play f&$%, marry, kill with tv moms, …

48 - I Don't Like That

May 8th, 2019

1:24:12

Join Keegan, Cassi and Christina as they talk about positive body image, play f&$%, marry, kill with Avengers Vision, the Hulk and Ant-Man, talk …

Shorty - Episode 10

May 6th, 2019

26:22

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes! This episode features some hilarious origin stories from the ladies...enjoy!

Got a worst date story …

47 - Double Dutch

May 1st, 2019

1:30:44

Join Keegan, Cassi and Christina as they dish on Royal Tea and porn preferences, play f&$%, marry, kill with Harrison Ford characters Indiana …

46 - Wild Rides

April 24th, 2019

1:43:45

Join Keegan, Cassi and Christina as they dish on Beyoncé and the power of live music, play f&$%, marry, kill with Bad Boys Colin Farrell, Snoop …

45 - Dirty Lip Pickers

April 17th, 2019

1:26:49

Join Keegan, Cassi and Christina as they dish on makeup trends, play f&$%, marry, kill with Detective Benson, Detective Prentiss, & Detective …

44 - No More Maybes!

April 10th, 2019

1:47:10

Join Keegan, Cassi and Christina as they dish on Christina's Tinder reset, play f&$%, marry, kill with Nicholas Cage characters, talk about a …

43 - Pros and Cons

April 3rd, 2019

1:31:17

This week, Keegan, Christina and Cassi talk about Tinder tricks, play f@%k, marry, kill with presidents Abraham Lincoln, Franklin Roosevelt and John …

Shorty - Episode 9

April 1st, 2019

31:26

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes! And this one gets real personal with some Tinder insights and also really, really cringe-y shame …

42 - I'm Not Trying To Be A B*#%$, But....

March 27th, 2019

1:08:19

This week, Keegan, Christina and Cassi talk about the magic of Disney, play f@%k, marry, kill with favorite boy band guys Joey McIntyre, Nick Carter …

41 - Mrs. Malarkey

March 20th, 2019

1:32:26

This week, Keegan, Christina and Cassi play f@%k, marry, kill with the guys from Queer Eye: Tan France, Karamo Brown and Jonathan Van Ness , talk about crazy Instagram accounts and a mysterious Care Bear fetish, what …

40 - Does Anyone Know Bill Hader?

March 13th, 2019

1:51:28

This week, Keegan, Christina and Cassi talk about Pete Davidson and Kate Beckinsale, play f@%k, marry, kill with current SNL cast members Colin Jost, …

39 - About to Catch These Hands!

March 6th, 2019

1:37:06

This week, Keegan, Christina and Cassi talk about how they feel on the latest Kardashian drama, play f@%k, marry, kill with Star Trek guys Chris …

Shorty - Episode 8

March 4th, 2019

35:37

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!    

Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com              

38 - My Worst Date Live Part Two

February 27th, 2019

1:02:04

This week, join Keegan, Christina and Cassi for another live show in North Hollywood, CA! The girls dish on the dating app for your sign, they play …

37 - Sexy Baby

February 20th, 2019

1:45:45

This week, Keegan, Christina and Cassi play f@%k, marry, kill with Oscar contenders Rami Malek, Willem Dafoe, and Bradley Cooper, talk about toxic behaviors, what happens when a guy takes you to the middle of the …

36 - My Worst Date Live Part One

February 13th, 2019

1:05:23

This week in honor of Valentine's Day, join Keegan, Christina and Cassi for their first live show in North Hollywood, CA! They play f@%k, marry, kill …

35 - I Will Try to Fix You

February 6th, 2019

1:50:25

This week, Keegan, Christina and Cassi rage about "nice" guys and Abducted in Plain Sight, play f@%k, marry, kill with the Batmans, talk about trying to date fixer uppers, what happens when a guy tries to "fix" you and …

Shorty - Episode 7

February 4th, 2019

24:14

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!   

Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com             

34 - No More Gifts!

January 30th, 2019

1:26:56

This week, Keegan, Christina and Cassi joke about Chris Hemsworth's ALLEGED kinks, play f@%k, marry, kill with the Beatles (minus Ringo!), talk about more rude date gifts and share the best breakup CD of all time! …

33 - Tiger Beat

January 23rd, 2019

1:25:20

This week, Keegan, Christina and Cassi play f@%k, marry, kill with their twelve year old Tiger Beat crushes, JTT, Devon Sawa and Edward Furlong, talk …

32 - Snitches Get Stitches

January 16th, 2019

1:34:58

This week, Keegan, Christina and Cassi play f@%k, marry, kill with X-Men characters Gambit, Wolverine, and Cyclops, Christina dishes about her (not …

31 - The Victoria Sandwich

January 9th, 2019

1:47:43

Join Keegan, Cassi and Christina as they play f%$K, marry, kill with favorite late night talk show hosts, try to figure out if a shitty urban legend is true, talk about clueless people who can't read nonverbal clues, …

Shorty: Episode 6

January 7th, 2019

35:16

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes!  

Got a worst date story you want to share? Email us at: MyWorstDatePodcast@gmail.com            

30 - Bruise or Hickey?

January 2nd, 2019

1:44:19

This week, Keegan, Cassi and Christina play f%$K, marry, kill with favorite male and female athletes, talk about weenies and the game of Consequences, and dish another insane meet the parents story! Cassi wraps it up …

29 - Don't S#%t Where You Eat

December 26th, 2018

1:29:10

This week, Keegan, Cassi and Christina talk about divorcing pirate ghosts and people who fall in love with objects, play f@#$, marry, kill with …

28 - Beautiful Garbage

December 19th, 2018

1:13:59

This week, Keegan, Cassi and Christina  play f@#$, marry, kill with Maharshal Ali, Idris Elba, and Common, talk more about what happens when your date has no plans or initiative, and get down on what happens when your …

27 - Mi Vida Loca

December 12th, 2018

1:30:54

Join Keegan, Cassi and Christina as they play f@#$, marry, kill with the Three Amigos and talk more about Zac Efron, get down on preferences versus standards and share another awesome first kiss story! Cassi shares a …

26 - Wow, Great Sex!

December 5th, 2018

1:22:41

Join Keegan, Cassi and Christina as they play f@#$, marry, kill with popular rom com guys, get mad about a Costco date and learn when you play with …

Shorty: Episode 5

December 3rd, 2018

42:02

Join Keegan, Cassi and Christina in a bite sized episode as they dive into short but hilarious tales of dating woes! 

Got a worst date story you want …

25 - Down for Flavortown

November 28th, 2018

1:33:53

Join Keegan, Cassi and Christina as they laugh through a ridiculous dating guide from the 50s, play f@#$, marry, kill with famous chefs, talk bad …

24 - All Hail Cuffing Season

November 21st, 2018

1:37:06

Cassi's back!!!! The girls talk about a badass bride, play Thanksgiving f@#$, marry, kill, and bemoan the dangers of cuffing season. Cassi wraps it up with a Crazy in Love tale of Shanda Sharer.  

Got a worst date story …

23 - Tacos on Tacos

November 14th, 2018

1:48:01

Keegan and Christina are joined this week by special guest, Jamie Janek. They talk preferred dating apps, play F*ck, Marry, Kill with the guys of Top Gun and of course dish some bad dates. Keegan shares a Crazy in Love …

22 - That Man Is My Destiny

November 7th, 2018

1:24:48

Keegan, Cassi, and Christina talk love at first sight, play F*ck, Marry, Kill with the guys of 90's grunge and get real personal sharing first kiss stories. Christina wraps it up with the Crazy in Love story of 12 year …

Shorty: Episode 4

November 5th, 2018

32:08

Join Keegan, Cassi and Christina as they dive into short but hilarious tales of dating woes! This shorty features some true doozies...from delusional superheroes and dine and dashers, to just a terrible yelp review of a …

21 - Pretty Woman

October 31st, 2018

1:20:41

Keegan, Cassi, and Christina at it again as they talk about princesses, play f@#k, marry, kill with famous vampires, talk about bad dates in creepy cabins and questionable friends and try to sleuth out an Instagram …

20 - Eggplant Eggplant Eggplant

October 24th, 2018

1:45:11

Join Keegan, Cassi, and Christina as they talk sexting, play f@#k, marry, kill with Seinfeld, talk about scary pool halls, and cringe at a very …

19 - Like A Lady

October 17th, 2018

1:29:28

In this episode Keegan, Cassi, and Christina play f@#k, marry, kill with a few Justins, talk about Shia LaBoeuf and succulents, and discuss how many …

18 - You Don't Have to Be Orlando Bloom

October 10th, 2018

1:23:23

In this episode Keegan, Cassi, and Christina play f@#k, marry, kill with Bond, James Bond, discuss Orlando Bloom and size preferences, and talk about …

17 - The Garbage King

October 3rd, 2018

1:24:16

In this episode Keegan, Cassi, and Christina play f@#k, marry, kill with fantasy nerd style, discuss once again the perils of being too high on a date, and talk about why bowling is the worst.  Keegan wraps it up by …

16 - Have You Ever Heard of Friends?

September 26th, 2018

1:07:08

In this episode Keegan, Cassi, and Christina play f@#k, marry, kill with some celebs, share a rough story from a friend, and talk about the difference between a bathroom and your back porch.  Christina wraps it up with …

15 - Dude, Are You Jack Ryan???

September 19th, 2018

1:24:43

In this episode Keegan, Cassi, and Christina talk about their favorite sexy songs, Christina tries to decipher a rough week of Coming Attractions, …

14 - Rally Town

September 12th, 2018

1:29:56

In this episode Keegan, Cassi, and Christina talk about celebs everyone thinks are hot that they do NOT, and talk about amazing Jimmy John's employees, psychopaths on dates, and why cancelling plans when you're hungover …

Shorty: Episode 3

September 10th, 2018

28:02

It's time for another Shorty episode! In this episode Keegan, Cassi, and Christina offer some advice (#NotAnAdvicePodcast) and dating wisdom before chatting about what to do if your date is giving off serial killer …

13 - Flirty Fishing

September 5th, 2018

1:09:23

In this episode Keegan, Cassi, and Christina divulge their secret celeb crush that only they find attractive, and talk about tattoos, streaking and a …

12 - Whisper Screaming

August 29th, 2018

1:37:40

In this episode Keegan, Cassi, and Christina discuss the gendered face of ageism in online dating and how pick-up lines are just dad jokes in disguise. Christina also gives updates on her "Coming Attractions", and Cassi …

11 - #NotAllWrestlers

August 22nd, 2018

1:14:52

In this episode Keegan, Cassi, and Christina talk about their nerdy crushes, Christina previews her upcoming dates, and they share some pretty horrific stories! Keegan wraps it up by sharing a "Crazy in Love" that will …

10 - We Love You, Kazakhstan!

August 15th, 2018

1:32:12

In this episode Keegan, Cassi, and Christina offer details on a special giveaway, discuss their ideal LA date, gush over Kazakhstan, and share some …

9 - Who Raised You?

August 8th, 2018

1:37:50

In this episode Keegan, Cassi, and Christina discuss their crushes who are no longer with us, Sushi vs. iHop, and the value of honesty in online dating. They wrap it up with their very first Crazy in Love movie review …

Shorty: Episode 2

August 6th, 2018

18:55

In this Shorty episode Keegan, Cassi, and Christina discuss the potential dangers of online dating with a follow up email from a listener, social …

8 - Really Wanna Kiss You Before I Throw Up

August 1st, 2018

1:30:53

In this week's episode Keegan, Cassi, and Christina discuss their fave rom coms, where to pee at 4am in Los Angeles and discover new questions about male anatomy. Keegan wraps it up with the tale of the Birnies and the …

7 - Mortified Nation

July 25th, 2018

1:04:30

In this week's episode Keegan, Cassi, and Christina discuss their girl crushes, several mortifying shame receipts, and an awkward date with Oklahoma! Christina wraps it up with the tale of Lorena Bobbitt. Sidenote--Mom, …

6- Save Your Sob Story For Adam Levine

July 18th, 2018

1:21:10

In this week's episode Keegan, Cassi, and Christina discuss childhood crushes that just don't do it for them anymore, the differences between …

Shorty: Episode 1

July 16th, 2018

18:33

It's My Worst Date's very first Shorty episode! In this mini-episode we dish up smaller portions of your worst date stories and shame receipts. 

Got …

5 - Old Spice

July 11th, 2018

1:13:19

Join Keegan, Christina, and Cassi as they discuss their older man crushes, how servers are heroes, dating in Miami and The Weeper. Plus, they get …

4 - Shame Receipts

July 3rd, 2018

1:06:54

In this episode of My Worst Date, Keegan, Cassi, and Christina discuss Disney crushes, shame receipts and some crazy first date stories submitted by listeners. Christina puts the icing on the cake with the story of Lisa …

3 - Moving Too Fast Food

June 27th, 2018

1:10:51

In this episode of My Worst Date, Keegan, Cassi, and Christina discuss the therapeutic benefits of talking trash, the celebrity they'd most like to go on a date with, as well as some shockingly bad first date stories …

2 - Sushi & Accents

June 20th, 2018

1:17:09

Keegan, Cassi, Christina, and special guest, Ali, discuss their relationship deal breakers. Christina regales the girls with the perplexing case of "The Wet Guy", and Keegan wraps it up with a Crazy-in-Love story, the …

1 - Are We Recording?

June 13th, 2018

1:04:38

In the debut episode of My Worst Date, Keegan, Cassi, and Christina reveal some of their worst dates. They also discuss the crazy "love" story of Burt Pugach and Linda Riss.

Got a worst date story you want to share? …

My Worst Date: Trailer

June 4th, 2018

0:32

Ever been on a crazy bad date? You're not alone! Join us as we dish about our own dating mishaps as well as stories of the worst dating disasters.

Email your worst date stories to: myworstdatepodcast@gmail.com

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