HELP! I Suck at Dating

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Latest Episodes:

Officially Newlyweds Sep 27, 2023

Show notes

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 with a PERMANENT reminder of Dean and Caelynn’s special day.
These are behind the scenes stories you can’t find anywhere else!

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The Last Pod Before the Ring Sep 25, 2023

Show notes

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 exactly as planned, because Dean has NO tux!

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What is "Western Chic"?? Sep 18, 2023

Show notes

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 into the "summer they turned pretty" and we try to figure who was or wasn't cool as a teenager. Dean may have peaked in high school... just saying.

Plus, Jared has an intimate question about his accommodations for the wedding.

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Nobody Brides for Free Sep 11, 2023

Show notes

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! And, the great “toast debate” continues… will they allow speeches or not??

Plus, we discuss why Bachelor in Paradise has a much higher success rate than original flavor Bachelor.

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Being the Fantasy Person with Shan Boodram Sep 07, 2023

Show notes

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 relationship to the next level.
Shan gives Dean, Caelynn and Jared some much needed advice about the dangers of making assumptions, and the power of giving your partner space.
Plus, when is it time to leave a relationship?? Shan has the telltale signs that you need to look for!

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A Toast to No Toasts Sep 04, 2023

Show notes

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, and Jared thinks it's a big mistake.

Plus, would you ever renew your vows?? Jared and Ashley don't see the point...

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I Mustache You to Marry Me Aug 28, 2023

Show notes

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 his experience walking down the aisle. He shares the wild story of how a Bachelor superfan crashed their rehearsal dinner!
Plus, Dean and Caelynn are ready to “intensify” their relationship… and we discover what that means.

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The Tux Stops Here Aug 21, 2023

Show notes

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 Bachelorette party! If you’re planning a Bachelorette or a bridal shower soon… you MUST take notes!
Plus, we get an update on a (potential) tuxedo disaster.

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Inviting the Intrusive Thoughts Aug 17, 2023

Show notes

The Newlyweds are ready to reveal some deep dark secrets with a game of “Would You Rather”, and you won’t believe what happened between Dean and Caelynn’s grandparents!
Dean and Jared hint at what you might find in their guy’s group chats if the FBI took a look.
And… are you dating a true psychopath?? We have some tips on what to look for.

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Caelynn the Bachelorette Aug 14, 2023

Show notes

Caelynn’s Bachelorette party is here and she’s sharing all the secrets behind her big weekend!
Is it EVER acceptable to break up with someone over the phone?? Turns out a couple of our Newlyweds might be guilty of this…

And Jared looks back on his intimate memories with Kaitlyn Bristowe when we discuss “what could have been”.

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