HELP! I Suck at Dating

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Latest Episodes:

Tossing the Q&A Bouquet Jun 29, 2023

Show notes

The Newlyweds are back for another round of Q&A and NOTHING is off limits! Things get tense when Dean admits why he never felt like he was “in love” until recently!
Caelynn reveals how she manifested her relationship with Dean, and Jared shares his true hopes for baby #2! Does he want a boy or a girl??

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For Whom the Bell Tolls Jun 27, 2023

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Dean and Caelynn fill us in on a MAJOR life decision they made at 3 AM in Bali… and Jared doesn’t know how to react.
Jared opens up about a frustrating parent moment while trying to build a bike for Dawson. Is it possible to never show anger in front of your child??
And, Dean and Caelynn let us in on a wedding plan that could leave a permanent impact on their guests!

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90 Day Mountain Climbing Fiancé Jun 22, 2023

Show notes

The final countdown is on for Dean and Caelynn’s wedding, and Dean is hard at work to prove there ain’t no mountain high enough to keep him from Caelynn.

The Newlyweds are answering all your questions! Find out who their first crushes were, how they express anger, and how they REALLY feel about thigh high boots.

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No Use Crying Over Spilt Paint Jun 19, 2023

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It’s Caelynn’s birthday! And no better way to celebrate than traveling with Dean for 20 HOURS. Will this trip be the final straw for Dean and Caelynn?? We’ll find out!
Jared reveals that he and Ashley are planning to grow their family sooner than we thought!
And, Caelynn opens up about the pros and cons of Dean’s handyman skills.

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A Tik Tok Marriage with Taylor & Sophia Watts Jun 15, 2023

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Social media sensations Taylor and Sophia Watts join the Newlyweds to talk all about getting married at a young age, sharing everything about their relationship on social media, and what happened when they started a family only 2 months after getting married!
Hear the real story of the pressures that come with making your relationship public to millions of followers.
And they have some crucial advice for Dean and Caelynn as they prepare to walk down the aisle!

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Venue Vendetta Jun 12, 2023

Show notes

Dean and Caelynn had a photoshoot at their wedding venue! You won’t believe the feelings that came up as they get closer to the big day.

If you’re planning a wedding, you HAVE to hear the method Dean and Caelynn used to make one of the biggest decisions – the food!
Plus, Dean reacts to the backlash he got for his refusal to celebrate their anniversary on their wedding day. Do you agree with Dean??

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The Perfect Date Jun 05, 2023

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There's some tension between Dean and Caelynn on their wedding date! You won't believe Caelynn's reaction when she finds out when Dean plans on celebrating their anniversary!

We get a sneak peek at where Dean and Caelynn are heading on their honeymoon.

And, Dean reveals what happened when anothe reality tv star hit on Caelynn!

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Living in the Moment with Rydel Funk Jun 01, 2023

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Singer and actress Rydel Funk is expecting baby #3 and ready to share all the pregnancy and parenting tips to our Newlyweds!
Find out the best kept secret when it comes to raising 2 kids under 2.
And, we discuss the constant struggle of wanting to document every special moment with photos and videos, but also trying to be present and live in the moment.

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A Wing Walk to Remember May 29, 2023

Show notes

Relationships are all about compromise, so what will it take to get Caelynn on the back of Dean’s motorcycle??
Dean reveals his next big stunt, but Caelynn is NOT into the idea. Should you support your partner no matter what??
And, Jared shares Ashley’s change of heart when facing their decision to leave Rhode Island.

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Brady Beefing with Ria and Fran from Chicks in the Office May 25, 2023

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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.

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