HELP! I Suck at Dating

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979 episodes
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Episodes979

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Nov 26, 2018 · 1 hr 28 min
Getting Intimate
This week, Dean and Vanessa are ready to get real about sex. Intimacy expert Alanna Pratt is on to help Vanessa work through a situation with her recent ex, and they discuss if monogamy can actually work in a relationship. Dean opens up about his love life, and we hear the (sometimes) awkward argument of why Vanessa thinks she’s great in bed. And she spills a few secrets about the more intimate moments she shared with Nick Viall. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Nov 13, 2018 · 1 hr 25 min
Q & A Day
This week, Dean, Vanessa and Jared are answering all the questions listeners have submitted to them over social media. And here to help them make sense of it all is Possibilitarian Cherie Healey (www.cheriehealey.com). She helps us understand what it means to be “stuck in your own head”, and she really helps Dean figure out what type of communication is appropriate with an ex. Jared opens up about his plans with Ashley after they get married, and the group gives some really great advice for dating as an introvert. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Nov 5, 2018 · 1 hr 9 min
#55 We All Have Our Flaws
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Oct 30, 2018 · 1 hr 2 min
#54 Let's Get it Together!
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Oct 22, 2018 · 1 hr 17 min
#53 Girl Talk
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Oct 15, 2018 · 1 hr 12 min
#52 Sometimes You Have to Disconnect to Connect
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! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Oct 8, 2018 · 1 hr 10 min
#51 The Bugaboos
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Oct 2, 2018 · 1 hr 16 min
#50 Sex Ed
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Sep 22, 2018 · 46 min
#49 Pool Party
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Sep 18, 2018 · 1 hr 10 min
#48 Brainspotting
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! Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Sep 11, 2018 · 1 hr 13 min
#47 Like Apples and Onions
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Sep 5, 2018 · 1 hr 14 min
#46 Stuck in a Trance
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. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Aug 27, 2018 · 1 hr 9 min
#45 I Ain't 'Fraid of No Ghosts
Dean, Jared and Vanessa head right into the haunted house, to see why people ghost each other. Elle Huerta from the Mend app calls in to help us understand the motivations behind ghosting, and has some tips on how to end relationships in a responsible way. And do you know what “zombie-ing”, “cushioning” and “orbiting” are?? It may be happening to you right now, so listen to find out what it is, and how to stop it! Plus, Vanessa opens up about her future as a mother, and lets her guard down about a dilemma in her life. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Aug 20, 2018 · 1 hr 5 min
#44 Leading On and Breaking Up with Taylor Nolan
Taylor Nolan is hanging out with Dean, Vanessa and Jared this week, and she’s ready to tell all about her recent break up with Derek Peth. She and Dean give an exclusive look behind the scenes of what really goes down during Paradise, and she explains the one sentence that can help anyone going through a break up. And Jared, Dean and Vanessa get into a hot debate about leading someone on vs giving mixed signals, and what Jared was guilty of before proposing to Ashley. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Aug 14, 2018 · 1 hr 3 min
#43 Man with a (Wedding) Plan
Jared is deep into wedding planning, and he's here to give Dean and Vanessa a full update on the search for a venue, and opens up about how Ashley's changed since they got engaged. Dean confronts Jared about not getting a plus one to the big day, and hear his honest thoughts on the comparison of Colton and Tia to Dean and Kristina on Paradise. And Vanessa fills us in on the new relationship in her life, and spills all the details on the last date she went on. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Aug 7, 2018 · 1 hr 13 min
#42 Welcome Back Unglert
Dean is finally back after his whirlwind trip around the world! We find out the deeply personal lessons he learned about himself, and about dating while on his trip. Plus, he shares a traveling habit that will make you question everything. And then Holly Martyn stops by, to talk about how her life changed when she challenged herself to go on 100 dates across the world. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Jul 31, 2018 · 1 hr 12 min
#41 Make Do and Mend
Jared and Vanessa tackle the difficult topic of how to recover from a break up, so they brought in Elle Huerta, who created the “Mend” app, which offers tools and support for people having a tough time splitting up. You have to hear some of the easy tricks she’s learned for how to beat the temptation to call an ex. Then, Bill Freeman and Sonya Robinson from Love Story Matchmaking, call in to talk about the benefits of using a matchmaking service, and how to explore what they call “offline dating”. And Vanessa reveals what she’s looking for in a guy she wants to date, and we find out if its ever okay to pull an ambush FaceTime. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Jul 25, 2018 · 1 hr 18 min
#40 Flipping the Switch
Jared is officially in wedding planning mode, and he shares some ideas he’s had for his bachelor party, and also reveals a few of the names from Bachelor Nation that will be on his wedding guest list. From “The Seven Year Switch” on Lifetime, Charles J. Orlando stops by to give Jared and Vanessa some valuable advice about honesty and communication in a relationship. He also shares a crazy story about going undercover on Ashley Madison, and he tells us the one line everybody should have in their dating profile. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Jul 17, 2018 · 1 hr 24 min
#39 Return of the Stanger
Millionaire matchmaker Patti Stanger is back! She gives Vanessa some incredible dating advice that she desperately needs. She confronts Jared about what she heard about him from Ashley, and he fires back at Patti for saying he and Ashley don’t belong together. Then Greg Behrendt and his wife Amiira Routola, the authors behind “He’s Just Not That Into You” stop by to talk about their new book, “How to Keep Your Marriage From Sucking”, and they offer Jared some crucial advice for his upcoming marriage. And we get a check in from Dean! All the way from Malaysia, and he shares what he’s learned about dating internationally, and he reveals if he’s been involved with anyone romantically on his trip. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.
Jul 10, 2018 · 1 hr 4 min
#38 Engagement Fast Track
Jared, who is recently engaged himself, sits down with LisaReye and Anthony, who got engaged on last night’s episode of The Proposal on ABC. They talk about what it was like to make such a huge decision after a short amount of time, and how different the dating landscape is in 2018. Then Vanessa joins in to talk about another quick proposal, from her fellow Canadian Justin Bieber. And Jared shares what upset him about Colton revealing his virginity on this week’s episode of The Bachelorette. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com See omnystudio.com/listener for privacy information.