55 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 • 347 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. 

    Breadcrumbed

    Breadcrumbed

    A single in London looks like a total package on the outside but carries his schoolboy insecurities on the inside when it comes to women. Then, a single lady met a man through friends and sparks fly. When her new man suddenly employs a bread-crumbing strategy, she realizes he's just a player. 

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

    • 27 min
    House Arrest Sex

    House Arrest Sex

    This week we meet a man whose life choices limit his freedom and access to dating. But even with a mandated curfew, life throws him an unexpected gift. Then a single woman from Colorado walks out on a date when she’s asked to do something that’s out of the question.

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

    • 23 min
    Mouth Wide Open

    Mouth Wide Open

    A young woman shares how a traumatic experience with a date changed her outlook on more than just her love life. It was the beginning of a complete transformation. Then Andrea shares the deets on a recent relationship and why the ending showed the kind of growth that only experience can teach you.

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

    • 26 min
    Adult Exercise

    Adult Exercise

    A single mom finds a hot guy at a place she’d least expect to but decides to let him know she’s game for just about anything. Then, a woman exploring her bi-sexuality is baited into a trip away with a new love interest only to discover she’s been completely misled. 

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

    • 26 min
    Easy Peasy

    Easy Peasy

    Singles are all looking for a spark, a connection, their “ying to my yang.” We want a definitive sign that says: "Yeah, that’s my person". But maybe it’s calm, unstated comfort and lack of drama that's key to a successful long-term relationship. This week, we’ll meet two singles who discovered a natural ease in their relationships that have made for a lasting and happy union.

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

    • 26 min
    In The Delta

    In The Delta

    Change can be painful but it can also be beautiful. At the end of the day, it’s about what you learn in those transitional times. This week, our singles are both facing significant shifts in their relationships. Our first single still has conflicted feelings for a man whose behavior borders on emotional abuse. The second must decide whether to prioritize his new experience or his new relationship. Meanwhile, Ben is in the delta himself after a significant life change!

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

    • 22 min

Customer Reviews

4.0 out of 5
347 Ratings

347 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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