HELP! I Suck at Dating

The Newlyweds meet the Chicks in the Office when Ria Ciuffo and Fran Mariano walk down the aisle!   Things get TENSE when Ria shares her real thoughts on Tom Brady.   And… do you think The Bachelor is coming to an end?? Dean, Caelynn and Jared discuss the future of the franchise with Ria and Fran. See omnystudio.com/listener for privacy information.

Jared has a controversial take: should Mother’s Day be CANCELLED?? He explains why he thinks we don’t need the holiday anymore.   Caelynn reveals who does the heavy lifting in the intimacy department in her relationship with Dean, but it sounds like things are going well!  Plus, we get a wedding update, and surprising no one, Dean is missing a MAJOR detail. See omnystudio.com/listener for privacy...

After all this build up, Dean and Caelynn almost got married LAST WEEK! Jared shares his take on a “courthouse wedding” and why Dean and Caelynn need to do it!   Caelynn opens up about her fears and anxieties about her wedding dress, and we get a full recap of her dream bridal shower in Vegas!   Plus, Jared lets us in on life as a single dad while Ashley is out of town… and he might toally lose it...

The newlyweds are answering your emails and they go to some strange places!  We get into body hair removal and learn a little too much about Jared and Dean.  And things get TENSE when sharing how their significant others "hold them back"! See omnystudio.com/listener for privacy information.

The Newlyweds are stressing this week! Caelynn is getting ready for her bridal shower but some major people will be missing... and one of them happens to be Dean! Jared is dealing with single dad life after Ashley makes a last minute trip to Australia.  And, find out why Dean and Caelynn might be parents sooner than you thought! See omnystudio.com/listener for privacy information.

Do you think it’s hot when someone has a raspy voice?? You might be surprised at what Dean, Caelynn and Jared find hot in the opposite sex! We get into (too much) detail about what gets them going.   Plus, could Dean and Caelynn be moving AGAIN?? Find out where they might be relocating to, and Jared reveals some of the challenges he faced moving from LA back to Rhode Island! See omnystudio.com/lis...

Caelynn and Dean are in the depths of wedding planning, and Caelynn has a shocking admission to make which brought her to tears. You won’t believe what’s on her mind!   And, we set the record straight about Dean and Caelynn’s plans for a “genetically similar” sperm donor. See omnystudio.com/listener for privacy information.

 Dean and Caelynn share the results of their fertility tests, which could mean that a Bachelor baby is in the future! But... wait until you hear why Dean might NOT be the father!  Plus, we get into all the details about our recent guest Lindsay Hubbard from Summer House and her "accidental hard launch" of Tayshia's possible new guy! See omnystudio.com/listener for privacy information.

Dean and Caelynn face off in the ultimate challenge: Who knows the other best??   Nothing is off the table as Dean and Caelynn answer intimate questions about each other, and it seems like Jared might know Dean better than his other half!   Plus, you won’t believe WHY Dean strips down in the middle of the podcast! See omnystudio.com/listener for privacy information.

Lindsay Hubbard from Summer House joins the Newlyweds to share the journey of saying yes to the dress! She’s getting close to the big day and things are getting heated!   Find out if her wedding will be televised, and why she almost spent her engagement in the emergency room!   Plus, Lindsay shares the story of why she decided to freeze her eggs. See omnystudio.com/listener for privacy information...

Dean, Jared and Caelynn discuss why they have no hope for Bachelor couples these days.  Ouch! Caelynn reveals how she really felt when Dean stood her up the first time they had planned to hang out.  Double Ouch!! And, every strong relationship is built on trust, communication, and the ability to pull a good prank! Dean, Caelynn and Jared talk to Tik Tok stars Ling & Lamb about what it’s like t...

Dean and Caelynn found kindred spirits in Hannah Godwin and Dylan Barbour who are ALSO in the midst of wedding planning!   Find out where they’re looking to tie the knot… IF Hannah can find a dress in time!   And, will Dean and Caelynn sign a prenup?? See omnystudio.com/listener for privacy information.

Did you see Nick Viall’s showstopping proposal?? Dean, Jared and Caelynn are talking to the woman of the hour, Natalie Joy, about her life as a fiancé and soon to be newlywed!   Hear all the details from her fairytale engagement and why Nick had to hire “extras” to make sure the whole thing was a surprise!   Plus, we get an update on wedding planning and why you might see a bundle of Joy in the Vi...

Dean may have found his dream wedding venue after talking with Serena Pitt about her courthouse marriage to Grocery Store Joe.  Serena shares all the wedding advice with Dean and Caelynn, but Dean only seems interested in his beloved ice cream wedding cake.  Plus, will Dean have a mustache on his big day?? See omnystudio.com/listener for privacy information.

Remember when Dean lost a huge diamond engagement ring? Well… he got a replacement, and it doesn’t look like he learned from his mistakes.   Caelynn confronts Dean LIVE on the podcast about some of the challenges that might prevent them from actually becoming “newlyweds”.   Plus, we answer all your relationship emails! See omnystudio.com/listener for privacy information.

Dean and Caelynn hang out with the next Bachelor couple to tie the knot: Kenny Braasch and Mari Pepin!   If you think planning 1 wedding is tough… wait until you hear how Kenny and Mari are preparing for 2 weddings!  We get real about Bachelor parties, picking your honeymoon out of a jar, and if you’d want to have a “buddy moon”.   Plus, find out Mari’s biggest issue with Kenny and why it might me...

Dean, Caelynn and Jared have some honest answers when #SuckArmy drops to one knee and asks the BIG questions!   Find out why Jared NEVER expected Dean and Caelynn to go the distance!   And, Caelynn reveals the one thing holding her back from pregnancy. See omnystudio.com/listener for privacy information.

Dean, Caelynn and Jared catch up with Emily Ferguson (one of the twins from Ben Higgins’ season) for an update on her new life as a mom to be!   She’s married to a pro hockey player, which is a life that’s surprisingly very similar to the nomad adventurer style of Dean, so she has some advice that will completely change Caelynn’s expectations.   And, Emily shares some unexpected tips on how to mak...

Dean and Caelynn are nearly 10,000 miles apart right now, and it took a podcast to bring them back together! You’re hearing their first real conversation in 2 weeks since Dean left for Antarctica!   We consult a doctor about Dean’s extreme birth control plan, and why he might not want to get snipped.   Plus, Dean and Jared learn a very valuable lesson about the female anatomy. But better late than...

Jared and Caelynn get some marriage advice from one half of one of the biggest Bachelor success stories: Jade Roper Tolbert!   She and Tanner “schedule” sex, but it works! Find out the advantages to putting sex in your calendar like you would for a dentist appointment or soccer practice.   Jade gets real about the good and the bad from her televised wedding, and we find out the MAJOR decision Dean...

Jared and Caelynn go to legendary Bachelor OG Trista Sutter for some much needed marriage advice!   She shares some wisdom she’s collected from the last 20 years that will help ANYONE have a more successful marriage.   And, we find out why Dean and Caelynn are only speaking once a month… could this be the end of their relationship?? See omnystudio.com/listener for privacy information.

Dean and Jared are joined with Dean’s future wife Caelynn Miller-Keyes as a permanent co-host.   Together learning  the ins and outs of marriage, and there’s no telling what other life lessons they’ll pick up along the way!   We get a look at Dean’s STRICT wedding guest list and we find out if and WHEN they might have kids!   See omnystudio.com/listener for privacy information.

Courtney Robertson from Ben Flajnik’s season of The Bachelor connects with Jared over something EVERYONE should know before going out on a date: How to be a good tipper!    Courtney opens up about what it was like to be seen as a “villain” on The Bachelor, and she has some advice for women who want to “shoot their shot” – The DM slide worked for Courtney!   And… Jared has a sneak peek at the NEW v...

Jill Chin from Clayton's season and BIP is hanging out with Dean and Jared and ready to drop a hard launch... or maybe a soft launch? We try to figure out what exactly it is.  What is "Bachelor Head" and who in the franchise is guilty of it?? Dean and Jared spill about how appearing on the show can change a personality.  And we get into the weeds on Miley Cyrus' new song "Flowers" with an inside s...

Hunter Haag from Clayton’s season and Bachelor in Paradise is getting caught up with Dean and Jared, and telling us everything about dating from the perspective of a REAL Disney princess!   She gets real about her time on Paradise and how it feels to be most famously known for…. IBS.  We run down the most common “icks” people have in relationships, and Dean confronts Jared about why he missed Dean...