49 episodes

Dating Diaries: Questions & Confessions unpacks the complexities and experiences of dating in today’s new normal. Singles and couples share their dating, relationship, and love stories. And the stories are from all over – a man who traveled from Nantucket to Columbia to find love, a woman who is convinced she had sex with an alien, a mid-twenties divorcé who is trying to get back out there after heartbreak, a couple that lived two doors down and ended up sheltering in place together for good, and a man who was so concerned he gave his partner COVID, only to find out that he was infected…with a venereal disease. We’re here for all of it. 
Dating Diaries: Questions & Confessions is hosted by your new best friends, Dre and Ben. Join them for new episodes weekly. 

Dating Diaries: Questions and Confessions Glass Entertainment | Wondery

    • Society & Culture
    • 4.0 • 341 Ratings

Dating Diaries: Questions & Confessions unpacks the complexities and experiences of dating in today’s new normal. Singles and couples share their dating, relationship, and love stories. And the stories are from all over – a man who traveled from Nantucket to Columbia to find love, a woman who is convinced she had sex with an alien, a mid-twenties divorcé who is trying to get back out there after heartbreak, a couple that lived two doors down and ended up sheltering in place together for good, and a man who was so concerned he gave his partner COVID, only to find out that he was infected…with a venereal disease. We’re here for all of it. 
Dating Diaries: Questions & Confessions is hosted by your new best friends, Dre and Ben. Join them for new episodes weekly. 

    Dating in LA with EVEN THE RICH

    Dating in LA with EVEN THE RICH

    We welcome Brooke and Aricia, the super hilarious co-hosts of EVEN THE RICH. On their podcast, Brooke and Aricia examine the personal lives of the rich and famous. So now we’re coming together for a very special episode of Dating Diaries, where we turn the tables and take a deep dive into their romantic lives. We’re getting the scoop on the scoopers. We’ll talk everything from the apps, to dating in LA, to falling in and out of love. Brooke and Aricia are BFFs and they’ll even dish about each other’s love lives for the first time ever. EVEN THE RICH hosts Brooke and Aricia join Dating Diaries and spill it all.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 25 min
    Expect Nothing, Appreciate Everything

    Expect Nothing, Appreciate Everything

    Dre and Ben respond to a listener’s plea for dating and profile advice. Then Dre and Ben hear from a girl whose own ghost story proves the old adage: when you least expect it. 

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 25 min
    Oui Oui Oui not I I I

    Oui Oui Oui not I I I

    On today’s episode we hear one of the worst date experiences imaginable. And our second single struggles finding a partner that checks the many boxes on her list.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 22 min
    Know When To Fold ‘Em

    Know When To Fold ‘Em

    Every good dater knows that the secret to survivin' is knowin' what to throw away and knowin’ what to keep. This week we hear a disaster date. Instead of walking away, our single doubles down for a good story. Then we hear from a woman who gambles on a DM slide and rekindles an old flame. Turns out her old beau folded the relationship for the wrong reasons.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 26 min
    Truth Hurts

    Truth Hurts

    One of our singles tries polite but direct communication when navigating a bad date with shocking results. And another finds herself working on finding herself after a heartbreak. Is a co-dependency on a new relationship that lacks passion preventing her from chasing her true goals?

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 22 min
    Taking Applications

    Taking Applications

    Survey says that this week’s episode is great! Dre and Ben hear from one single looking for the perfect summer fling. But not just anyone will be the right Danny to her Sandy. All suitors must go through a rigorous application process. Then we hear one heart breaking story that makes us wonder….should there be a mandatory background checks process for dating these days? 

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    • 23 min

Customer Reviews

4.0 out of 5
341 Ratings

341 Ratings

Miss dulce ,

Too short.

Feel like the stories are super short. I’d like to know the ending to their stories Lol..

CO Tiger ,

Missed a chance to include Safe msg

Y’all didn’t say anything about how risky potentially dangerous for a woman to go home with a guy after 1st date!!!! NYC story

ElYazzeera ,

Her voice and voice fry are the death of this show

Andrea… do you listen to yourself the voice fry and nasally word stretching is too much for me and I listen to ANYTHING

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