Crazy-Ass Dates

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Many first or second dates tend to go off the rails when crazy, unpredictable things happen. “Crazy-Ass Dates” brings those funny, awkward and cringeworthy stories to our audience…in other words, “we can’t make this stuff up!” Hosts Doug Rice and Courtney Cheek along with comic sidekick Zachary Holl…

Crazy-Ass Dates

  • Feb 25, 2021 LATEST EPISODE
  • monthly NEW EPISODES
  • 53m AVG DURATION
  • 25 EPISODES


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Latest episodes from Crazy-Ass Dates

Episode 30 – Beware of the Stalker – Emily M

Play Episode Listen Later Feb 25, 2021 74:03


Guest Emily Miller thought she found the perfect man, successful attorney, nice guy, chivalrous, but there was a catch…he was involved with a woman at his office who was not ready to give him up and she stalked both of them to the point of insanity. Emily has another crazy ass dating story too that […]

Episode 29 – TikTok Influencer Chris Nappi – Ladies Man

Play Episode Listen Later Feb 2, 2021 80:15


This episode is a lively visit with Tik Tok influencer Chris Nappi. Chris gives a lot of relationship advice to his own audience on a regular basis and has some strong views and opinions to share about women and dating. Zachary’s “Am I Wrong?” segment tackles the subject of “Zoomdick” which was a national news […]

Episode 28 – Guest TikTok influencer and dating coach Kaleb MacAfee shares her dating advice and insights

Play Episode Listen Later Jan 19, 2021 54:53


TicTok and IG influencer and dating advice coach vibin’ bestie, Kaleb MacAfee aka KMAC is our guest. She coaches mainly Gen-Z on how to be your “best bad bitch”. The Crazy Ass Crew has a wild time with KMAC andhear all about her dating life. Prozach – Your Prescription for Dating will “feed” your thoughts […]

Episode 27 – Guest Momo breaks down cross-cultural dating — it gets hot and controversial!

Play Episode Listen Later Nov 13, 2020 76:04


Like celebrities Pink, Eminem or Sting, our non-celebrity in-studio guest goes by one name, Momo. Momo has some hot opinions on dating and attitudes of women from various ethnicities and cultures. The discussion gets deep and controversial. In Crazy Ass Dating News, Doug reports on the Match.com annual survey about dating including the shocking number […]

Episode 26 – “You’re so young, your braces are so hot” – was my date a pedophile?

Play Episode Listen Later Oct 15, 2020 67:20


Our guest this week is Jamie Chambers, an IG influencer @jamiechambers_ At only 19 years old, Jamie goes on a date with an older man who she finds out is turned on by her braces. Things get kinky and weird in the bedroom and Jamie starts wondering if she’s going to be murdered by this […]

Ep. 25 – Amy finds out her date just got out of prison…and he’s famous!

Play Episode Listen Later Sep 25, 2020 93:18


Our guest is Amy Klewitz, an attractive actor/model from New York. Amy tells us about meeting her Hinge date and finding out he just got out of prison after serving seven years — she later finds out he’s a very famous insider trader with books written about his crimes. Zachary brings us Am I Wrong […]

Episode 24 – Aussie Actor Miranda McGee’s Dream Date Disaster

Play Episode Listen Later Sep 12, 2020 95:34


We visit with Australian actor Miranda McGee about her dream date right out of a Hollywood Rom-com, at least that what she thought. Miranda went on 206 dates in 18 months and she thought she found “the one.” Christina Miralla takes on the debate of “Read Receipts” in Christina’s Arena, Kayah’s Franklin Korner discusses the […]

Episode 16 – Dating Profile Pics – Filters and Controversy

Play Episode Listen Later Aug 21, 2020 61:54


The Crazy Ass Crew is back and has a new look. We are joined by new cohosts Kayah Franklin and Christina Miralla. Kayah’s Korner features a site called Photofeeler that rates your pics for social, business and dating. She submits Doug, Zachary, and Christina’s pics for evaluation in real time. We debut Christina’s segment, Christina’s […]

Episode 15 – Reality TV Star Joey Greco

Play Episode Listen Later Jun 30, 2020 52:13


The Crazy Ass crew is joined by the former host of the hit TV show “Cheaters” — Joey Greco. Joey gives us his opinions on a whole host of topics. Zachary’s “Am I Wrong” segment takes the position that men and women cannot be friends. Doug brings this week’s Crazy Ass Dating News including info […]

Episode 14 – Comic Furman Lee is Still Not Over his Ex

Play Episode Listen Later Mar 9, 2020 49:37


Stand-up comedian Furman Lee stops by to detail his dating life and how nobody he goes out with can measure up to his ex gf. Furman once lost it on stage in his emotions about losing the love of his life. Doug has an alert to the red flags to look for in a dating […]

Episode 14 – Comic Furman Lee is Still Not Over his Ex

Play Episode Listen Later Mar 9, 2020 49:37


Stand-up comedian Furman Lee stops by to detail his dating life and how nobody he goes out with can measure up to his ex gf. Furman once lost it on stage in his emotions about losing the love of his life. Doug has an alert to the red flags to look for in a dating […]

Episode 13 – A Failed Date that was a Circus (literally!)

Play Episode Listen Later Mar 1, 2020 40:31


Zachary is back with ProZach – Your Prescription for Dating as he urges younger women to date men that are much older if they want to be treated well and appreciated. Doug updates us on all that is going on in Crazy-Ass Dating News and women’s body image becomes a controversial topic and it gets […]

Episode 13 – A Failed Date that was a Circus (literally!)

Play Episode Listen Later Mar 1, 2020 40:31


Zachary is back with ProZach – Your Prescription for Dating as he urges younger women to date men that are much older if they want to be treated well and appreciated. Doug updates us on all that is going on in Crazy-Ass Dating News and women’s body image becomes a controversial topic and it gets […]

Episode 12 – Did Phillip turn his girlfriend into a lesbian?

Play Episode Listen Later Feb 19, 2020 44:17


Zachary’s “Am I Wrong?” segment urges guys to to set the expectations for your date clearly from the get-go. Courtney takes him on and things get interesting. Guest Phillip Garcia is a stand-up comedian. He brings up the concept in dating of emotional intelligence and your perceived “stock value”. Phillip’s dating story takes some odd […]

Episode 12 – Did Phillip turn his girlfriend into a lesbian?

Play Episode Listen Later Feb 18, 2020 44:17


Zachary’s “Am I Wrong?” segment urges guys to to set the expectations for your date clearly from the get-go. Courtney takes him on and things get interesting. Guest Phillip Garcia is a stand-up comedian. He brings up the concept in dating of emotional intelligence and your perceived “stock value”. Phillip’s dating story takes some odd […]

Episode 11 – The Wisdom of Twice Divorced Dater Al Coseglia

Play Episode Listen Later Feb 1, 2020 49:37


Zachary’s “Am I Wrong?” segment states that women are too insecure to date/marry a man who is better looking than she is, Courtney pushes back — hard! Doug brings us Crazy-Ass Dating News including the ways to increase your odds of matching on Tinder and Bumble along with the most common mistakes online daters make […]

Episode 11 – The Wisdom of Twice Divorced Dater Al Coseglia

Play Episode Listen Later Jan 31, 2020 49:37


Zachary’s “Am I Wrong?” segment states that women are too insecure to date/marry a man who is better looking than she is, Courtney pushes back — hard! Doug brings us Crazy-Ass Dating News including the ways to increase your odds of matching on Tinder and Bumble along with the most common mistakes online daters make […]

Episode 10 – Temptation Island star, Kady Canon spills about her time on the show

Play Episode Listen Later Jan 23, 2020 29:32


Zachary brings us “Just the Tip” dating advice about grooming and appearance. Courtney has a very intriguing Dating Fun Fact and the panel and guest Kady Canon get in a heated debate when Zachary asks his weekly question “Am I Wrong?” about the competitive nature of women in attracting a man. Temptation Island contestant from […]

Episode 10 – Temptation Island star, Kady Canon spills about her time on the show

Play Episode Listen Later Jan 22, 2020 29:32


Zachary brings us “Just the Tip” dating advice about grooming and appearance. Courtney has a very intriguing Dating Fun Fact and the panel and guest Kady Canon get in a heated debate when Zachary asks his weekly question “Am I Wrong?” about the competitive nature of women in attracting a man. Temptation Island contestant from […]

Episode 8 – Nathan’s Beauty of a Date is a Beast!

Play Episode Listen Later Dec 23, 2019 50:58


We talk ghosting, rough (very rough!) sex play and a truly innovative dating app that has 100% success rate. We hear from our remote correspondent Tom Murphy as he gives us a report about gender differences and how we handle long dry spells without sex (it doesn’t end well!) Doug brings some of the latest […]

Episode 8 – Nathan’s Beauty of a Date is a Beast!

Play Episode Listen Later Dec 23, 2019 50:58


We talk ghosting, rough (very rough!) sex play and a truly innovative dating app that has 100% success rate. We hear from our remote correspondent Tom Murphy as he gives us a report about gender differences and how we handle long dry spells without sex (it doesn’t end well!) Doug brings some of the latest […]

Episode 7 – Guest An Nguyen gets robbed with “Holy Devil” — it gets worse from there

Play Episode Listen Later Dec 9, 2019 47:59


Zachary brings us his “Just the Tip” dating advice and discusses what you should avoid talking about on a first date. Courtney’s talks about when and you should cook for your date. Doug reads a crazy-ass story sent in by a listener about getting busted on a date by his date’s enraged bodybuilder boyfriend. An […]

Episode 6 – Nicky, his date, her bf and a baby!

Play Episode Listen Later Nov 22, 2019 42:21


Comedian Tom Murphy has “Just the Tip” about how confidence plays a big part of successful dating. Courtney shares a Dating Fun Fact about how many dates it takes before a couple is exclusive. Remote correspondent ProZach (Your Prescription for Dating) calls in with advice on creating a challenge for the other person on the […]

Episode 4 -Michael and the Wedding Crasher Disaster

Play Episode Listen Later Sep 9, 2019 39:30


Episode 3 -Tiffany’s Date Has No Condom Sense

Play Episode Listen Later Aug 9, 2019 33:38


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