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HELP! I Suck at Dating

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HELP! I Suck at Dating

Author

iHeartPodcasts

Category

Tv

Podcast website

www.iheart.com

Latest episode

Jul 11, 2026

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Episodes

Been There, Dean That: It’s All Greek To Me 23.05.2024

If you’ve ever thought about taking a trip to Greece, Dean and Caelynn have everything you need to know!  Find out why Greece is on of their favorite European countries, and hear the story of why they got kicked out of a restaurant in Santorini!  Plus, Caelynn has some tips on what clothes to pack that you NEED to hear before you travel!  See omnystudio.com/listener for privacy information.

4th String Officiant 20.05.2024

The person who helps a couple say “I do” on their wedding day is an important role, but Jared has a harsh truth about how far down the officiant list Dean was in his wedding to Ashley. Jared shares his fears as the due date for baby #2 is fast approaching.     And Dean gets vulnerable and emotional around Mother’s Day, but Caelynn and Jared are here to listen and reassure him. See omnystudio.com/l...

(Former) Heartthrob Dean 13.05.2024

Jared gives us a full recap of Daisy Kent’s visit to Audrey’s, and we find out how Daisy might inspire Dean and Caelynn to become authors!   Things get a bit tense when Dean looks back at his post-show fame, and Caelynn holds nothing back.   Plus, Ashley joins to get into the details of Dawson’s sleep schedule, and Jared says something he might regret… See omnystudio.com/listener for privacy infor...

Been There, Dean That: Mexico City and Zihuatanejo 11.05.2024

Dean and Caelynn look back on their trip to Mexico City and Zihuatanejo! The Bells get brutally honest with each other about their planning styles, and they have a few things they’d do differently when they return to Mexico City.  Hear all the secrets on how to get into the most popular tourist spots, find out if Michelin Star restaurants are worth it, and learn the all-important lesson on how to...

Wedding Crashers 06.05.2024

Jared is back from Nick Viall’s wedding and he’s ready to spill all the tea! Find out how Dean and Caelynn feel about sharing the “country chic” theme and Jared opens up about who from Bachelor Nation he was most excited to see! See omnystudio.com/listener for privacy information.

We Bend but We Don’t Break 02.05.2024

Dean and Caelynn have the details on their latest trip to Bend, Oregon! But things weren’t always the picturesque travel experience you might think.  They get honest about the real life challenges of traveling AND working together, and Caelynn has some feedback for Dean that might be tough to hear! Plus, we find out their biggest “icks” they have for each other and nothing is off limits! See omnys...

Coming in for a Landing with Rachel Recchia 29.04.2024

Dean and Caelynn hang out with another former Bachelorette, Rachel Recchia! She shares what it was really like working as a pilot after being on The Bachelor/Bachelorette, and she gives Dean some much needed advice on how he can earn his wings. Rachel reveals that every one of her exes has a break-up song, but what does that mean for the guys she dated on the show?? And… Rachel spills some secrets...

Going the Distance with Hannah Brown 22.04.2024

The Suckers hang out with former Bachelorette Hannah Brown! Caelynn can barely contain her excitement when Hannah spills everything about her new romance novel! We go behind the scenes of Hannah’s wedding planning and she drops some hints on how to tell WHERE she’s tying the knot.   Plus… could Dean do “Special Forces”?? Hannah gives him the honest truth. See omnystudio.com/listener for privacy in...

Suckers in Jeopardy 15.04.2024

Dean threw down the challenge that he could “easily” win a game of Jeopardy, so we’re testing his knowledge against Caelynn and Jared!   Play along as we run a special version of Suckers Jeopardy, with categories specially tailored to each of our hosts! And don’t forget to download your podcast in the form of a question. See omnystudio.com/listener for privacy information.

Talk Daddy to Me: Due Date 12.04.2024

It’s almost time for Jared to become a father of 2! He gets brutally honest with his hopes and fears as he transitions into life with a newborn. What’s left to do?? What should he expect?? What will life be like with 2 boys?? All this and more dad life with Jared on Suckers! See omnystudio.com/listener for privacy information.

Been There, Dean That: Ciao Bella in Italy 10.04.2024

Dean is back with a spicy meat-a-ball! He’s taking us through his trips to Italy and revealing the best, the worst and everything in between!  Hear all the highlights from his recent visit to Rome with Caelynn and discover the crucial tips for the best Italy vacation of your life!  See omnystudio.com/listener for privacy information.

Barista Dean 08.04.2024

Dean and Caelynn are back from the iHeartRadio Music Awards and have all the backstage tea! Find out who they ran into on the yellow carpet and who secretly stole Dean’s heart.  Jared gets real about the challenges of running his own coffee shop and some plans might be in motion to see Dean whipping up some lattes behind the counter! Plus, find out why Dean expects to live to be 140 years old! See...

Caelynn’s Corner: The Book Club! (The Nightingale) 05.04.2024

It’s the first official episode of Caelynn’s Book Club! We’re starting off with The Nightingale by Kristin Hannah. Just a warning! You’ll enjoy the podcast much more if you read the book first! Find out what connected with Caelynn about the characters, and why she felt a strong Dean presence within the pages.  See omnystudio.com/listener for privacy information.

Talk Daddy to Me: The Realities of Parenthood 02.04.2024

Jared gets deep when looking at how Dawson has influenced the way he thinks about his own life. Take a moment with Jared and think about all the little things in your world that might not be appreciated.  It’s a therapy session with Jared as he takes a long look at life as a father, right here on Suckers! See omnystudio.com/listener for privacy information.

Suckers, Come on Down! 01.04.2024

After discovering which game show they’d love to be on, Dean, Caelynn and Jared discuss another competition… the Bachelor finale!  Find out why we think this is the season that could save the franchise, and Caelynn tries to figure out why Paradise was so helpful for Dean’s image and so hurtful for others.  Plus, Dean and Caelynn drop a major hint about when they might be expecting! See omnystudio....

Caelynn’s Corner: Bachelorette Party 29.03.2024

Caelynn is back with the latest in pop culture news and we HAVE to talk about the new Bachelorette! Dean and Caelynn share their honest opinions on the new lead, and why a past Bachelor might help us predict this season!   Plus, we talk Summer House, Robert Pattinson and so much more! See omnystudio.com/listener for privacy information.

Been There, Dean That: The Great Pod of China 27.03.2024

Dean breaks down his visit to China and shares some incredible tips on where to hike, how to beat the crowds, and some day tips in China that you can't miss! See omnystudio.com/listener for privacy information.

“Smell Good” Era 25.03.2024

Ever wonder what Dean, Caelynn and Jared were like before The Bachelor?? While sharing their reactions to a current contestant’s resurfaced music video, the gang shares some cringy memories from years before their limo entrances. Apparently The Bachelorette wasn’t Dean’s first reality dating show?? Jared reveals more of his plans to relocate from Rhode Island.   And… Dean might finally be open to...

Been There, Dean That: Sunken Treasure in Aruba 20.03.2024

Dean and Caelynn recap their latest trip to Aruba! Hear all their adventures both on land and underwater, including one close call with a sunken ship that might turn Dean into a zombie.  Find out some local secrets about a haunted street, and hear about the food that transformed Dean into a full blown foodie! See omnystudio.com/listener for privacy information.

Got Milk? 18.03.2024

For some reason, Dean is very curious about… breast milk. We try to understand the facts, the myths, and the rules of breastfeeding.   And, we try to correct some behavior by reading off the worst headlines that Dean inspired with quotes from the podcast… will this make him clean up his act?? See omnystudio.com/listener for privacy information.

Talk Daddy to Me: Go Ask Your Mother 16.03.2024

Jared is joined by Ashley I to share some important parenting advice to the new moms and dads in Bachelor Nation! We get a look at the debate over the name for their next baby, and Ashley reacts to the news that Dean has her muted on Instagram! See omnystudio.com/listener for privacy information.

Caelynn’s Corner: Searching for Kate 14.03.2024

Caelynn and Dean are diving deep into their latest pop culture obsessions! We hear all their hot takes from the Academy Awards, including the best and worst dressed!  And… Caelynn shares everything she knows about the ongoing mystery of Kate Middleton! See omnystudio.com/listener for privacy information.

Been There, Dean That: Havin a Ball in Havasupai 13.03.2024

Ever wonder where you can find the most amazing waterfall in the USA? Dean is ready to reveal all of his secrets about traveling to Havasupai in Arizona! Dean and Caelynn reveal some crucial hiking do’s and don’ts, and they tell you the real story on what is and isn’t worth the money.  Plus, find out if Dean was brave enough to jump off a 100 foot waterfall! See omnystudio.com/listener for privacy...

Need Some “Me Time” 11.03.2024

Is it okay to want “alone time” away from your partner or children?? Jared is struggling with his desire for solitude and Dean and Caelynn realize they’re less codependent than they thought! We get a trip update from Dean and Caelynn’s latest international adventure, and find out which Bachelor alum has all 3 Suckers cringing with their social media content! See omnystudio.com/listener for privacy...

Caelynn’s Corner: Bachelor Obsessions 08.03.2024

Caelynn and Dean are diving into the latest pop culture news! Hannah Brown is writing a romance novel and it might inspire Caelynn to do the same, but with more dragons and post-apocalyptic vibes.  How do Dean and Caelynn feel about Kristin Cavallari’s new (and much younger) boyfriend!  And, why do we love celebrities without perfect teeth?? See omnystudio.com/listener for privacy information.

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