HELP! I Suck at Dating

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Latest Episodes:

#55 We All Have Our Flaws Nov 05, 2018

Show notes

Dean, Vanessa and Jared talk about the big news in Bachelor Nation: the break-up of Shawn Booth and Katilyn Bristowe. They each have a unique perspective, because Jared is friends with Shawn, Vanessa is friends with Kaitlyn, and Dean knows nothing about either one! Then, our podcast threesome talks about Frankie Grande and his “throuple”. Vanessa recently admitted she’d try a threesome, but would she be into a “threelationship”? And we get Dean’s honest thoughts on what’s going on between Blake Hortsmann and Kristina Schulman.

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#54 Let's Get it Together! Oct 30, 2018

Show notes

Dean, Vanessa and Jared gets some life altering tips on how to remove stress and anxiety from their lives from Lauren Berger, who is the author of the book “Get it Together!”. She also has some advice on how to better handle rejection, which anyone who is in the dating world can benefit from. Then Dean wants to reach out to an ex he hasn’t spoken to since they broke up. What’s the etiquette on that?? Should it ever be done? And Vanessa spills some secrets about what she’s open to “intimately”, and we hear about Jared’s first visit to a sex shop.

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#53 Girl Talk Oct 22, 2018

Show notes

Vanessa gets honest and real in this episode, and talks all about the new man in her life, and how she felt "fighting the fizzle" in her last relationship. And she really opens up about the incredibly emotional topic of having kids. But she's got some help to lead her in the right direction, when Elle from the Mend app stops by, and we get a visit from Dr. Jennifer Freed, a psychological astrologer. She gives Vanessa some incredible advice on what she needs to do to meet her future husband. And her friend Brandi Cyrus hangs out too, to talk about her experiences on dating apps, and what it's like moving to Denver, Colorado, a city with a TON of single guys.

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#52 Sometimes You Have to Disconnect to Connect Oct 15, 2018

Show notes

Dean and Vanessa learn all about the troubles with tech addiction from Jedidiah Bila, who just wrote a book about taking back your life from your cell phone. She tells this INSANE story of finding her boyfriend had a totally separate life that she didn’t know about, until she looked through his phone. Then we hear from matchmaker Susan Trombetti, who has advice for how women can stay safe while dating, and some simple tips to avoid putting yourself in dangerous situations. And we get a long awaited and in depth update on the new man in Vanessa’s dating life!

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#51 The Bugaboos Oct 08, 2018

Show notes

Dean, Jared and Vanessa are bringing in the big guns this week, and have 2 major experts in matchmaking to help everyone suck less at dating. We talk to Pastor Cal from Married at First Sight, about the most important factors that make up successful relationships, and he gets real about how important personal faith is in relationships. Then we talk to Eileen from Elite Connections, and she shares the rules she’s come up with for your relationship to last. She tells us how important it is to be friends first with people you date, and explains how emojis can kills relationships. And we do a round of rapid fire dating questions with Dean and Vanessa, and hear about who they’ve been dating.

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#50 Sex Ed Oct 02, 2018

Show notes

This week, we’re getting down and dirty about sex! YouTube superstar Laci Green is hanging out to give some much needed advice to Dean and Jared about how to have better sex, and she gives Dean some pointers on how to dirty talk. And, she gets Jared to open up about his sex life with Ashley! Then, Jared and Dean discuss if it’s ever helpful to go on “a break” when you’re having relationship troubles, and we hear about what it was like when their names first got released for The Bachelorette.

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#49 Pool Party Sep 22, 2018

Show notes

Dean and Jared are live from the pool at the Planet Hollywood Hotel and Casino in Las Vegas! It gets rowdy when Jason Tartick stops by, and we hear about what it’s like dating after The Bachelorette, and what his go to “opening line” is. And Blake Horstmann is hanging out too, and he spills the best way to get him to respond to a DM. Then we do a round of Rapid Fire Questions: Vegas edition.

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#48 Brainspotting Sep 18, 2018

Show notes

We have a big surprise in store for Dean this week, and it puts him face to face with one of his biggest passions. Then, we get therapist Haley Hewitt in studio, for a brainspotting session with Dean. We hear the results of their off-air meeting, and he has a huge breakthrough about his past that helps him understand his behavior. And we talk to Samantha Hess, who is a master cuddler, about the world of professional cuddling and she fills us in on the best ways to cuddle. Plus, we get a full recap of Dean’s date with Tanya Rad!

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#47 Like Apples and Onions Sep 11, 2018

Show notes

Taylor Nolan is back to dish about what went down during her trip to Camp Fireside with Vanessa. We hear all about the new man in her life that may convince her to move to Canada. Then, Dean and Vanessa talk to Haley Hewitt, a marriage and family therapist. She helps explain the effects of traumatic experiences, and she offers some simple tips you can follow to improve your mental health. And Tanya Rad stops by to talk all about her upcoming date with Dean.

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#46 Stuck in a Trance Sep 05, 2018

Show notes

Runner up from Rachel's season of The Bachelorette Peter Kraus is hanging out with Dean, Vanessa and Jared, and we hear his take on how to confront a ghoster and how to know when you’ve met “your person”. Jared shares some incredible behind the scenes details from his proposal to Ashley, and he reveals a crazy secret about the ring! Then, Dean confronts some intense emotions when he works with Hypnotist Dr. Nancy Irwin. She shares some simple tips that everyone can use in their everyday lives.

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