1. EachPod

HELP! I Suck at Dating - Podcast

HELP! I Suck at Dating

HELP! I Suck at Dating

Relationships Tv & Film Society & Culture Sexuality Health & Fitness
Update frequency
every 2 days
Average duration
45 minutes
Episodes
589
Years Active
2017 - 2025
Share to:
Love to the Honeymoon and Back

Love to the Honeymoon and Back

Would you rather go on an adventure for your honeymoon… or just lay by the pool with a drink?? Dean and Caelynn are back from Tanzania with stories from their safari honeymoon! 

But Jared admits that…

00:56:05  |   Mon 18 Dec 2023
Holiday Bells with the Newlyweds

Holiday Bells with the Newlyweds

Hear Dean and Caelynn's holiday traditions in their first year as a married couple! 

Plus, Jared reveals every awkward detail of his attempt to be the Clark Griswold of his neighborhood with an AMBITI…

00:20:45  |   Fri 15 Dec 2023
Deck the Halls with Q&As

Deck the Halls with Q&As

 It’s the holiday season and Jared is up on the ladder putting up the lights! Jared and Ashley are taking over the podcast while Dean and Caelynn are on their honeymoon with a holiday edition Q&A!
 
No…

00:35:35  |   Mon 11 Dec 2023
Generation Gap

Generation Gap

Dean, Caelynn and Jared are in the middle of the great debate of Millenials vs Gen Z vs Gen Alpha! Will Gen Z save the world?? Dean isn’t convinced…

We get an update on Dean and Caelynn’s big move, a…

00:45:35  |   Mon 04 Dec 2023
Talking Turkey (or Salmon)

Talking Turkey (or Salmon)

Dean and Caelynn are about to make a MAJOR life change and it could involve little ones sooner than we thought!
 
Jared and Ashley are preparing for a big move… but Jared is hesitant. Find out how they…

00:45:31  |   Mon 27 Nov 2023
Fantasy Fails

Fantasy Fails

Dean is suffering from a major leg injury, and one of our favorite superstars from Bachelor Nation might be to blame!
 
Jared lost at Fantasy Football… so now it’s time to pick his punishment! You won’…

00:54:51  |   Mon 20 Nov 2023
Sympathy Pains

Sympathy Pains

Jared has a full recap from his weekend at Chris Harrison's wedding! Hear what really happened when Kaitlyn Bristowe and Jason Tartick reunited after their split. 
We get an update on Dean and Caelynn…

00:46:49  |   Mon 13 Nov 2023
Mind the (Age) Gap

Mind the (Age) Gap

How big is TOO big of an age gap in dating?? Dean reveals what happened when he dated an older woman when he was in his early twenties!
 
Sharing your location with your significant other can be a sens…

00:42:09  |   Mon 06 Nov 2023
Couples Retreat

Couples Retreat

Dean and Caelynn are on their first couples trip as husband and wife! Hear how things are going on their Hawaiian getaway with Ben Higgins and his wife Jess!

Jared, Dean and Caelynn have all found lo…

00:29:39  |   Mon 30 Oct 2023
The Good, The Bad and The Ick

The Good, The Bad and The Ick

What’s your biggest ick?? Dean, Caelynn and Jared reveal their biggest red flags, dealbreakers and icks from when they were dating.
 
We do a 1 month marriage check-in with Dean and Caelynn, and things…

00:50:10  |   Mon 23 Oct 2023
Father of Two

Father of Two

Jared and Ashley are officially trying for their second baby! Jared gets a little too real about the positives and negatives of the process… 

Dean has some suggestions on how to “influence” the gende…

00:44:54  |   Mon 16 Oct 2023
The Afterparty

The Afterparty

Jared is back to give his HONEST take on Dean and Caelynn’s wedding! Hear the good… and the bad from Jared, and why he was worried sick on the way to the ceremony!
 
Dean and Caelynn had their “brains …

00:54:15  |   Mon 09 Oct 2023
Officially Newlyweds

Officially Newlyweds

It finally happened! Dean and Caelynn are back from their wedding weekend with a FULL recap of the magical mountaintop ceremony!
 
Find out who partied too hard, who hooked up, and who left the wedding…

00:49:23  |   Wed 27 Sep 2023
The Last Pod Before the Ring

The Last Pod Before the Ring

Caelynn and Dean are on their way to their dream wedding in the mountains and have a moment to share their final feelings and thoughts before they officially become The Bells!
 
But things might not go…

00:18:50  |   Mon 25 Sep 2023
What is

What is "Western Chic"??

Dean and Caelynn's big day is almost here! But now they need to answer the big question on everyone's mind... what exactly do they mean by a "western chic" wedding??

Dean, Caelynn and Jared go deep i…

00:45:45  |   Mon 18 Sep 2023
Nobody Brides for Free

Nobody Brides for Free

Be honest… did you know the groom is expected to get the bride a gift on the wedding day?? Jared didn’t and now is trying to save Dean from the same fate!
 
Dean and Caelynn’s big day is almost here! A…

00:43:51  |   Mon 11 Sep 2023
Being the Fantasy Person with Shan Boodram

Being the Fantasy Person with Shan Boodram

Relationship expert Shan Boodram has some hard truths about marriage to share with the Newlyweds! She’s the host of The Marriage Pact which reveals that sometimes an ultimatum is needed to push a rel…

00:23:56  |   Thu 07 Sep 2023
A Toast to No Toasts

A Toast to No Toasts

Jared has some officiant advice for Dean and Caelynn after Ashley performed the sacred duties for a friend's wedding! 

Dean and Caelynn reveal that they have ZERO speeches in their wedding reception,…

00:36:52  |   Mon 04 Sep 2023
I Mustache You to Marry Me

I Mustache You to Marry Me

Dean finally got his tux! But it comes with an accessory that Caelynn is NOT happy about… Find out how they’ll work things out before the big day!
 
Jared has some crucial wedding advice to share from …

00:45:55  |   Mon 28 Aug 2023
The Tux Stops Here

The Tux Stops Here

Dean’s Bachelor party is coming up, but he wants to cancel the entire thing! Find out what gave Dean cold feet about the whole affair.
 
Caelynn gives us a day by day breakdown of her dream Bachelorett…

00:42:51  |   Mon 21 Aug 2023
Disclaimer: The podcast and artwork embedded on this page are the property of iHeartPodcasts. This content is not affiliated with or endorsed by eachpod.com.