HELP! I Suck at Dating

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979 episodes
Updated Monday

Episodes979

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Oct 17, 2022 · 42 min
Pull the Parachute with Magi Tareke
Magi Tareke from Matt James' season is here to help Dean and Jared find the secrets to sucking less at dating. We try to figure out the success rate of arranged marriages, why Instagram is the best dating app, and Dean shares some skydiving tips because sometimes dating feels like a free fall. See omnystudio.com/listener for privacy information.
Oct 13, 2022 · 20 min
Sucky Dater Hotline with Tahzjuan Hawkins
Tahzjuan Hawkins from Colton’s season is back with Dean and Jared to help #SuckArmy with their dating woes! See omnystudio.com/listener for privacy information.
Oct 10, 2022 · 45 min
Pool Spaghetti with Tahzjuan Hawkins
Dean and Jared are hanging out with Tahzjuan Hawkins from Colton’s season and Bachelor in Paradise! While looking back on her poolside pasta and favorite memories from Paradise, we find out once and for all if we’ll see her back on the sand anytime soon! Find out why her experience on The Bachelor has made her completely rethink her approach to dating and finding love! And, Jared shares his honest and unfiltered reactions to everyone he met while he and Ashley were down in Paradise. See omnystudio.com/listener for privacy information.
Oct 6, 2022 · 25 min
Sucky Daters Hotline with Kirpa Sudick
Kirpa Sudick from Colton's season is back with Dean and Jared to help members of #SuckArmy with their dating issues! See omnystudio.com/listener for privacy information.
Oct 3, 2022 · 43 min
Don’t Worry Dean with Kirpa Sudick
Dean and Jared connect with Kirpa Sudick from Colton’s season and we get an update on who scored Kirpa’s final rose! Find out why they moved in together quickly and if wedding bells are in their future! Jared shares a revelation he experienced in his relationship after taking a trip to Italy. And we discuss the strange case of a grandmother who is a surrogate for her son and daughter-in-law! See omnystudio.com/listener for privacy information.
Sep 29, 2022 · 21 min
Sucky Daters Party Line with Chelsea Vaughn
Chelsea Vaugh from Matt James' season is back with Dean and Caelynn to help #SuckArmy with their dating questions! See omnystudio.com/listener for privacy information.
Sep 26, 2022 · 50 min
Seeking Skydiving Partner with Chelsea Vaughn
Dean and Caelynn connect with Chelsea Vaughn from Matt James’ season and Bachelor in Paradise! She opens up about her dating life post-Bachelor, and what it’s like trying to date guys from the franchise and guys that are FANS of the show. We cover the Adam Levine DM scandal and try to figure out who is truly responsible when it comes to infidelity. And, Caelynn shares the story of how she met Chelsea for the first time during NYC fashion week! See omnystudio.com/listener for privacy information.
Sep 19, 2022 · 52 min
Home for the Kids
Dean is in the news again! We need to clear up all the details about his "engagement truck". Does this mean he and Caelynn are finally tying the knot?? Or are they just loading up the truck? And we try to get to the bottom of the relationship drama at the front of Jared's mind: Tom Brady and Giselle Bündchen. See omnystudio.com/listener for privacy information.
Sep 15, 2022 · 17 min
Hot Date HotLine
Dean and Jared are manning the phones to help #SuckArmy with their dating troubles! Find out what to do if your guy won’t stop “liking” other girls on social media. And what do you say when approaching someone to ask them out! Dean and Jared *hope* to help! See omnystudio.com/listener for privacy information.
Sep 13, 2022 · 57 min
#SuckArmy Basecamp
Dean is back! He's ready to share every unbelievable detail from his month-long hiking journey across Pakistan and Nepal! You'll have a whole new appreciation for Caelynn after hearing what Dean went through. Plus, we learn the real price for a Jared and Ashley I sex tape! See omnystudio.com/listener for privacy information.
Sep 8, 2022 · 23 min
Calls from the Dateline with Nicole Lopez-Alvar
Nicole Lopez-Alvar is back to help members of #SuckArmy with Tinder issues, the dangers of being “too nice”, and how long to wait before sex! See omnystudio.com/listener for privacy information.
Sep 5, 2022 · 54 min
The Diarrhea Dentist with Nicole Lopez-Alvar
Jared is hanging with Nicole Lopez-Alvar from Colton’s season, who recently set out on an ambitious dating plan. She wanted to date a different guy on Hinge every day of the week, but only made it to Wednesday! She gets real about her reaction when guys give her some attitude, and we hear the legend of the Diarrhea Dentist! See omnystudio.com/listener for privacy information.
Sep 1, 2022 · 16 min
Dating Hotline Bling with Sarah Trott
Sarah Trott from Matt James' season is back with Jared to help members of #SuckArmy with their dating woes! See omnystudio.com/listener for privacy information.
Aug 29, 2022 · 53 min
Hot to Trot with Sarah Trott
Sarah Trott from Matt James' season is hanging out with Jared! She opens up about her difficult decision to leave The Bachelor and how her life has changed since that moment. We find out why she DIDN'T become The Bachelorette and what would have happened if she had made the trip to Paradise! And, she reveals if she's ever had a crush on her boyfriend's identical twin! See omnystudio.com/listener for privacy information.
Aug 25, 2022 · 13 min
Dating Check-Up with Becca Tilley
Becca Tiley is hanging out with Jared and helping #SuckArmy with their dating questions! See omnystudio.com/listener for privacy information.
Aug 22, 2022 · 42 min
Feeling Needy with Becca Tilley
Becca Tilley is sitting in with Jared to discuss how to not Suck at Dating while Dean is on his backpacking trip! We hear all the details on Becca’s big relationship reveal with singer Hayley Kiyoko! And we find out if wedding bells might be in her near future! See omnystudio.com/listener for privacy information.
Aug 18, 2022 · 17 min
Dial S for Sucky Daters
Dean and Jared have more advice for members of #SuckArmy live on the Help I Suck at Dating Helpline! See omnystudio.com/listener for privacy information.
Aug 15, 2022 · 49 min
Big Little Lies with Serena Chew
Serena Chew from Matt James’ season flies in to help Dean and Jared suck less at dating. She shares the good and the bad of being a flight attendant and we hear everything about her new relationship – and if the guy is from Bachelor Nation! Do you share your location with your partner?? Dean shares what he considers to be downsides to that open line of digital stalking. See omnystudio.com/listener for privacy information.
Aug 11, 2022 · 18 min
Calls for Help from the #SuckArmy
You have dating questions, we have 2 guys that slightly suck less at dating! It’s a perfect match! Dean and Jared are taking your calls and answering all of your relationship questions. Hard truths are served up, and hopefully we can help improve your suck factor when it comes to dating. See omnystudio.com/listener for privacy information.
Aug 8, 2022 · 53 min
Rumor Mill with Bekah Martinez
Dean and Jared connect with Bekah Martinez (Arie's season) and we get an update on her life as a mom! She clears up some rumors about becoming a foster parent, but that doesn’t mean she’s done having kids! Get the real truth about Bekah’s plans for the future. She takes a look back at her time on The Bachelor and shares a hard truth about why she felt like she had to fight everybody. And Bekah gets real about how her relationship changed during her pregnancy and why she and her boyfriend almost called it quits. See omnystudio.com/listener for privacy information.