HELP! I Suck at Dating

Heather Martin is back as our guest cohost! She gets real about the bullying she experienced when she joined Matt James’ season and we hear the real story about how things turned out after the season ended. You won’t believe why she isn’t in Paradise right now! And when should you tell your partner your “number”?? Are people EVER honest about this?? Learn more about your ad-choices at https://www....

Dean tells us the REAL story about why he’s still in Mexico… and why Nick Viall is involved!  Would you ever bring a crystal with you on a date for good luck?? We go through the dos and don’ts of dating superstitions And, are you sick of all the APPS? Well, here's an option that could change your mind. Adam Cohen-Aslatei, founder of the S’More App, created an “anti-superficial” dating experience....

As an Office superfan, Dean can barely contain himself when Brian Baumgartner (Kevin Malone) joins the show!  We hear about which pop star is the biggest Office fanatic. And Brian reveals some major behind the scenes secrets from the iconic show! You’ll never believe which cast member he made out with!! Plus, we have all the info on the ultimatum that Matt James gave Rachael! Will they stay togeth...

Are age gaps in a relationship okay??? How big can a gap be before it gets weird?  Did you regret your marriage… right after it happened?? Jared and Dean share their thoughts!  And Dean explains why a van ride through Mexico, a wedding and the police almost made him miss the podcast! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy in...

Dean is heading back to Paradise! Find out everything about why he’s making a return to the beach!  Jared and Dean talk to Austin Kevitch (founder of Lox Club) about how to find your perfect match if you’re dating online.  Plus, if you’re nervous about getting back into the dating scene after quarantine, you’re not alone! Find out how to build your confidence and get back out there!  Learn more ab...

Dean and Jared are back from Ben Higgins’ bachelor party and they’re ready to tell all! Did anything happen that might make some girlfriends upset?? Have you seen the Matthew Perry Raya video?? We’re talking to the woman behind it all! What would you do if an older celebrity messaged you on a dating app?? Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/l...

Ashley I is Jared’s special cohost this week! Find out why Matt James and Rachael are similar to Ashley and Jared, and what that means for their relationship.  Plus, Jo Piazza, host of the "Committed" podcast and author of “How to Be Married”, has some crucial tips for Ashley and Jared on how to suck a little less… at being married. Learn more about your ad-choices at https://www.iheartpodcastnetw...

We cover the drama between Demi and a certain reality tv blogger.  Corinne Olympios is back with Dean and Jared and she’s opening up about how a platinum life has affected her relationships.  Her boyfriend is “Bachelor date material”. What does that mean?? And find out why she might make a return to TV!  Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/li...

Dean lets loose on some controversial topics in Bachelor Nation and you won’t believe the tea he spills.  If you met your significant other on a dating app, what do you say when people ask how you met?? Dean and Jared have some thoughts. And, find out what it means to be “Elsa’d”! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy infor...

Sydney Lotuaco is here to tell us What a Girl Wants!    Find out her honest reaction to Colton’s bombshell announcement.    And, is dating back? Let's talk about what dating is going to look like in the new normal of 2021.   Plus, What is “slow dating”?? You might be doing it now without even realizing it! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/...

Sydney Lotuaco is back guest hosting with Dean! She has some inside info on the upcoming season of Bachelor in Paradise and she’s ready to dish on who might hook up with who!  Find out the real reason you won’t see Sydney return to Paradise. And Shaquille Urie from Temptation Island tells us how it feels to romantically pursue someone in a relationship. Learn more about your ad-choices at https://...

Is a throuple right for you?? Dean and Jared talk to a real life throuple and find out how they make it work! You may be surprised by the insightful relationship tips you will learn from these "Three Dads and a Baby".   On another note, Jared reveals the one weird item Ashley kept from her time on The Bachelor and Dean has a new way to gross out everyone with a shocking reveal of his daily hygiene...

Dean shares a major difference he has with Caelynn and how it affects their relationship.  Jared reveals that he could have ended up with Carly Waddell instead of Ashley! And find out that Dean’s true soul mate might actually be…. Jared! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Dean and Jared talk to screenwriter Tiffany Paulsen about how to find real life relationship advice from romantic comedies.  Find out the major breakthrough Dean made with his brother over his relationship with Caelynn! And Caelynn joins to clear things up about “the cabana story”.  Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy inf...

Jared reveals what’s really going on with Nick Viall’s new relationship. Could she be “the one”?? Is it true that the longer you’re in a relationship, the less sex you have? Dean and Jared share their experience.  And find out what causes the biggest fights between Jared & Ashley and Dean & Caelynn! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com...

Dean and Jared catch up with Lace Morris from Ben’s season of The Bachelor, and find out the dangers of matching tattoos. Plus, Dean tells the story of how he almost broke up with Caelynn And Jared opens up about being on the brink of divorce! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Jared opens up about his journey to parenthood and hears some fatherly advice from NFL great Matthew Judon about how to “throw a game winning pass”.  Matthew answers everything you want to know about the mind of a man for a round of “Ask a Guy”.  And we catch up with Liz Sando from Nick Viall’s season (as she’s about to deliver a baby!)  Learn more about your ad-choices at https://www.iheartpodcas...

Is it possible to go on a truly blind date anymore?? Dean and Jared talk to Alex Durrant, founder of the Jigsaw dating app, about how his app is saving singles from superficial dating.  Hear about Dean’s catfish close call.  And, Dean reveals a broken promise from Caelynn that changed him forever. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener...

Dean and Jared hear some crucial dating advice from the hosts of the Almost 30 podcast about how relationships can DRAMATICALLY change from 25 to 30! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Dean spills on his wedding with Caelynn and if we’ll see them tie the knot on TV! We find out how Ashley’s parents reacted when they first met Jared Plus, hear some crucial advice on how to find a “mensch” in your city! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.

Dean opens up about being in an open relationship! Jared tries to figure out if Ashley is more obsessed with him than he is with her. And, we talk to psychologist and relationship expert Guy Winch about how to tell that a couple is going to break up after spending 90 seconds with them. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy...

Everyone is obsessed with Bling Empire and Kevin and Kim are here to tell all. Kevin Kreider and Kim Lee share the one big mistake most guys make early in dating. Dean finally reveals what happened in his relationship with Bri and if he would have chosen her in Paradise! And if that wasn’t awkward enough for Caelynn, we also hear about how their sex life has changed since Dean’s ski injury.    Jar...

What are your toxic dating habits?? Do you know? Dean and Jared run down the most common toxic parts of relationships with Courtney Robertson from Ben Flajnik’s season and Jake Ellis, Jared’s buddy from Bachelor in Paradise Australia! Find out how Dean was involved with conceiving Courtney’s baby!  And Jared opens up about one of HIS most toxic dating traits.  Learn more about your ad-choices at h...

Dean and Jared hang out with Marquel Martin (Andi Dorfman’s season and season 1 of Paradise) who was actually in the running to be the first black Bachelor. We hear his honest reaction to Matt James and we find out why he didn’t become the lead years ago. Plus, he shares everything about his recent engagement and has some tips on how you can meet your special someone without apps or the internet!...

What would you do if you made plans to move away to a remote island with your significant other… and they dumped you weeks before you leave?? That’s what happened to Annaliese from Arie’s season and she tells Dean and Jared all about it!  You won’t believe the drama she’s been through in the last few months, but she’s ready to share the lessons she’s learned along the way.  Learn more about your a...