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:
What a Girl Wants: Sydney Lotuaco

What a Girl Wants: Sydney Lotuaco

Sydney Lotuaco is here to tell us What a Girl Wants! 

 

Find out her honest reaction to Colton’s bombshell announcement. 

 

And, is dating back? Let's talk about what dating is going to look like in the …

00:57:00  |   Thu 15 Apr 2021
Paradise Temptations

Paradise Temptations

Sydney Lotuaco is back guest hosting with Dean! She has some inside info on the upcoming season of Bachelor in Paradise and she’s ready to dish on who might hook up with who! 


Find out the real reason…

01:00:31  |   Mon 12 Apr 2021
Three's Company

Three's Company

Is a throuple right for you?? Dean and Jared talk to a real life throuple and find out how they make it work! You may be surprised by the insightful relationship tips you will learn from these "Three…

00:54:32  |   Mon 05 Apr 2021
Twin Flames

Twin Flames

Dean shares a major difference he has with Caelynn and how it affects their relationship. 


Jared reveals that he could have ended up with Carly Waddell instead of Ashley!


And find out that Dean’s true …

01:10:13  |   Mon 29 Mar 2021
Living in a Rom-Com

Living in a Rom-Com

Dean and Jared talk to screenwriter Tiffany Paulsen about how to find real life relationship advice from romantic comedies. 


Find out the major breakthrough Dean made with his brother over his relatio…

00:59:40  |   Mon 22 Mar 2021
Lending a Hand

Lending a Hand

Jared reveals what’s really going on with Nick Viall’s new relationship. Could she be “the one”??


Is it true that the longer you’re in a relationship, the less sex you have? Dean and Jared share their…

00:59:55  |   Mon 15 Mar 2021
A Touch of Lace

A Touch of Lace

Dean and Jared catch up with Lace Morris from Ben’s season of The Bachelor, and find out the dangers of matching tattoos.


Plus, Dean tells the story of how he almost broke up with Caelynn


And Jared ope…

00:46:12  |   Mon 08 Mar 2021
Touchdown Pass

Touchdown Pass

Jared opens up about his journey to parenthood and hears some fatherly advice from NFL great Matthew Judon about how to “throw a game winning pass”. 


Matthew answers everything you want to know about …

00:50:30  |   Mon 01 Mar 2021
No Filter No Cry

No Filter No Cry

Is it possible to go on a truly blind date anymore?? Dean and Jared talk to Alex Durrant, founder of the Jigsaw dating app, about how his app is saving singles from superficial dating. 


Hear about Dea…

00:54:04  |   Mon 22 Feb 2021
Thirty, Flirty & Thriving

Thirty, Flirty & Thriving

Dean and Jared hear some crucial dating advice from the hosts of the Almost 30 podcast about how relationships can DRAMATICALLY change from 25 to 30!

Learn more about your ad-choices at https://www.…
01:00:37  |   Mon 15 Feb 2021
Mensches & Schmucks

Mensches & Schmucks

Dean spills on his wedding with Caelynn and if we’ll see them tie the knot on TV!


We find out how Ashley’s parents reacted when they first met Jared


Plus, hear some crucial advice on how to find a “men…

00:43:35  |   Mon 08 Feb 2021
Open Ended Questions

Open Ended Questions

Dean opens up about being in an open relationship!


Jared tries to figure out if Ashley is more obsessed with him than he is with her.


And, we talk to psychologist and relationship expert Guy Winch abou…

01:00:40  |   Mon 01 Feb 2021
Just a Bling Thing

Just a Bling Thing

Everyone is obsessed with Bling Empire and Kevin and Kim are here to tell all.


Kevin Kreider and Kim Lee share the one big mistake most guys make early in dating.


Dean finally reveals what happened in …

00:54:38  |   Mon 25 Jan 2021
The Toxic Avenger

The Toxic Avenger

What are your toxic dating habits?? Do you know? Dean and Jared run down the most common toxic parts of relationships with Courtney Robertson from Ben Flajnik’s season and Jake Ellis, Jared’s buddy f…

01:04:14  |   Mon 18 Jan 2021
From Gas Tanks to Wedding Bells

From Gas Tanks to Wedding Bells

Dean and Jared hang out with Marquel Martin (Andi Dorfman’s season and season 1 of Paradise) who was actually in the running to be the first black Bachelor.


We hear his honest reaction to Matt James a…

01:01:03  |   Mon 11 Jan 2021
Aloha Annaliese!

Aloha Annaliese!

What would you do if you made plans to move away to a remote island with your significant other… and they dumped you weeks before you leave?? That’s what happened to Annaliese from Arie’s season and …

00:57:05  |   Mon 04 Jan 2021
New Years Eve Q&A Live on Stereo!

New Years Eve Q&A Live on Stereo!

Before we say a final goodbye to 2020, Dean and Jared are baring all with a Q&A like you’ve never heard before! 


Find out the issue that might cause major problems for Dean and Caelynn in the future!


A…

00:44:17  |   Thu 31 Dec 2020
Castles & Cameras

Castles & Cameras

Jared reveals the intimate gift he got Ashley for Christmas that might jumpstart their road to pregnancy.

Dean shares why romance movies are horrible role models for a relationship.

And we talk to Garr…

00:59:08  |   Tue 29 Dec 2020
Love Across the Pond

Love Across the Pond

 Katie Morton is back with Dean and Jared and she has a MAJOR life update!

Plus, Chief Dating Officer Maya Ezratti helps Dean realize a major insecurity in his relationship with Caelynn.

Learn more a…
00:55:48  |   Mon 21 Dec 2020
I Like You Maximumly with AJ McLean

I Like You Maximumly with AJ McLean

Dean and Jared hang with AJ McLean from The Backstreet Boys and his Pretty Messed Up podcast cohosts Rene Elizondo and Cheryl Burke from Dancing with the Stars! 


AJ has an INSANE catfish story that ea…

00:51:22  |   Mon 14 Dec 2020
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.