HELP! I Suck at Dating

Before we say a final goodbye to 2020, Dean and Jared are baring all with a Q&A like you’ve never heard before!  Find out the issue that might cause major problems for Dean and Caelynn in the future! And Jared shares the crazy story about how he got arrested! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Jared reveals the intimate gift he got Ashley for Christmas that might jumpstart their road to pregnancy. Dean shares why romance movies are horrible role models for a relationship. And we talk to Garrett Marcantel, the gay lead on "12 Dates of Christmas", about his experience finding love in front of a camera. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio...

 Katie Morton is back with Dean and Jared and she has a MAJOR life update! Plus, Chief Dating Officer Maya Ezratti helps Dean realize a major insecurity in his relationship with Caelynn. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Dean and Jared hang with AJ McLean from The Backstreet Boys and his Pretty Messed Up podcast cohosts Rene Elizondo and Cheryl Burke from Dancing with the Stars!  AJ has an INSANE catfish story that easily beats anything on the MTV show.  Plus, find out how to get married twice without ever proposing!  Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/liste...

Dean and Jared are going uncensored & unfiltered to answer your dating and relationship questions live on the Stereo App. Find out who has already picked out baby names! And hear some amazing marriage advice from Jared and an incredibly intimate detail about Dean! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

If a bikini model DM’d your boyfriend or husband… what would he say?? Dean and Jared talk to model Paige Woolen who has turned sliding in to the DM’s as a genius way to catch cheating partners.  Sydney Lotuoaco is our guest cohost! She explains why after months of quarantine, she’s pretty much married!  And Dean has a totally unexpected announcement about his life with Caelynn! Learn more about yo...

Angela Amezcua from Bachelor in Paradise and Nick Viall’s season of The Bachelor helps Dean and Jared understand the weird rules of pandemic dating! Sleeping with someone on the first date is now “do I get within 6 feet of someone on the first date??” We get the lowdown on her close friend (and newly pregnant) Krystal Nielsen! And we hear the REAL story of why she went full “runway model” at Chris...

Bibiana Julian from Arie’s season spills everything about her new relationship and opens up about how quarantine has totally changed how she dates. If you’re struggling with dating right now, you have to hear her ONE rule when it comes to social media! Jared tells us about making a cameo with Ashley on The Bachelorette! They were on location when the Tayshia rumors started… what did they find out?...

Bibiana Julian from Arie’s season is here to tell us What a Girl Wants! She opens up about her dating life and how when she changed her mindset it changed her life. It can happen for you too! And find out what to do if you’re in a “situationship”! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Dean and Caelynn are coming out of the van – and out of their shell! Caelynn is Dean’s cohost for a Q&A where NOTHING is off limits. Something in Caelynn’s past made Dean have second thoughts… find out what happened!  Does Caelynn still have feelings for Connor after their time in Paradise? And Dean has cheated multiple times in the past… is it true that “once a cheater always a cheater”? Lear...

Jared has a new cohost this week that knows him better than ANYONE… his wife Ashley!  Relationship expert Lauren Frances helps Jared & Ashley uncover something that went totally wrong on their first date. And she has some amazing tips to help you improve your dating profile during the pandemic.  Plus, Jared reveals the thing about Ashley that annoys him the most. You won’t believe her reaction...

You wanted it... and now you’ve got it! Dean’s girlfriend Caelynn Miller-Keyes is here for a full interview and NOTHING is off limits!  Find out what she honestly thought of dean when they were on paradise! She has something shocking to admit about the first few months of their relationship. How has Dean changed?? Whats the REAL story about their wedding bands? Will they have kids??? What was thei...

Elyse from Colton’s season tells us What a Girl Wants!  We find out what the self proclaimed “Bachelor Cougar” is looking for in a relationship! And we finally get the REAL story on her quarantine hook-up! Find out which member of Bachelor Nation has been spending some “quality time” with Elyse! And we call in relationship expert Dr. Kirk for some crucial dating advice and his honest take on Clare...

Caelynn joins Dean and Jared for the first ever interview together! She admits the one thing about Dean that may be the end of their relationship!   Dean and Jared catch up with Elyse from Colton’s season and she spills everything about a quarantine hook up with a popular member of Bachelor Nation. You won’t believe what happened when she was up to be The Bachelorette!   And on National “Call Your...

What’s the worst part about dating a “momma’s boy”?? Parents loved Dean… until he went on Paradise! Find out why he fell from grace.  Jared seems like a momma’s boy, but you’ll be SHOCKED to hear about the parent dynamic in his relationship with Ashley. Stephanie and Mike (and his mom!) from “I Love a Momma’s Boy” tell Dean and Jared about the challenges that come with a relationship THAT close Le...

What exactly goes on in your brain when you’re in love?? Dean and Jared talk to an expert and learn some CRUCIAL tips to make a relationship last. What happens to relationships that started in quarantine? You won’t believe the answer!  Plus, Dean and Jared learn the benefits of LAT (Living Apart Together) Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/l...

Mykenna and Kelsey from Peter Weber’s season of The Bachelor are here to tell us What a Girl Wants! Find out why Kelsey is taking a YEAR off from dating! What has she learned so far?? Mykenna tells us about her unreal Bachelor moment that happened long before she was cast on the show!  And we talk to an expert about little known things to avoid during a FaceTime date.  Learn more about your ad-cho...

Dean is missing... and you won’t believe what happens when we finally track him down! Dean and Jared grill Producer Becci LIVE on air AND the guy she is dating. Hope they don’t ruin her chance at a relationship.  And comedian Nicole Burch lived a real life Never Been Kissed dream come true date with Michael Vartan that ended up being a nightmare. Plus, some HYSTERICAL stories about dating in LA......

What is sexy to you?? Let's talk about it! Things get REAL when we find out how Jared truly feels about handcuffs and Dean reveals the one clothing item that drives him totally wild.  And, we hear some teenage boy hacks on how to hide a certain embarrassing detail about being a man. Dean and Jared team up with Arden Myrin from “Will You Accept This Rose” to run down some of the strangest fetishes...

Sydney Lotuaco achieved the unthinkable… she actually found love while in quarantine! Dean and Jared find out how her FIRST boyfriend successfully slid into her DMs and she reveals exactly what stood out about his profile! (Take notes guys!) We discover what made the ever-confident Dean completely insecure while he was on The Bachelorette.  And what are your “dating dealbreakers”?? Jared & Dea...

BIP's Kendall Long and her twin sister Kylie reveal What a Girl Wants. Does Kylie typically like or dislike Kendall's boyfriends? Do they seek each others approval when it comes to relationships? Then, the twin action explodes when Emily and Haley Ferguson join in. Do all siblings enjoy double dating? Haley reveals what inappropriate thing she wants to do and why Emily yells at her for it. Kendall...

Jared opens up about the decision he and Ashley made to “pull the goalie” and what that means for their love life! Dr. Viviana Coles from Married at First Sight has some amazing advice for anyone facing “performance anxiety” when looking to start a family. And to clear up some rumors about COVID-19, we have Dr. Ian from The Doctors on call! If you’re looking to stay fit during the pandemic, you wo...

Dean and Jared talk to fellow “van lifer” Michelle Lawrence about what dating is like… when you live in a van! How do you find someone with a similar “lifestyle choice”?? And she has some tips for anyone interested in #VanLife! Plus we have more dating terms you may not know! You could be getting “mooned” at this very moment! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com...

Sometimes the juiciest dating story is just one desk away! Dean and Jared go around the office (virtually) to hear all the dating stories. Find out why a first date could be the most important moment in ANY relationship.  Has quarantine accelerated hook up culture?? Why are some guys exploiting the pandemic to just “hook up”?? How long do you need to decide someone is “the one”?? We talk to a coup...

In this edition of What a Girl Wants, Bachelor fan favorites Raven Gates and Alexis Waters take over! Alexis is having a ROUGH day, filled with tears, but we have an expert to help her open up about her struggles for the first time EVER.  Raven gives us an update on wedding planning after having to postpone so many times she lost count! Alexis tells us the one accessory you should ALWAYS wear on a...