Dre and Season 1’s Kate and Mary talk about their speed dating experience through My Cheeky Date.

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Bonus: Cheeky

Dating Diaries: Questions &amp; 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.&nbsp;We’re&nbsp;here for all of it.&nbsp; Dating Diaries: Questions &amp; Confessions is hosted by your new best friends,&nbsp;Dre&nbsp;and Ben. Join them for new episodes weekly.&nbsp;

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Personal Journals

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Places & Travel

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. 

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Breadcrumbed

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.

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House Arrest Sex

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.

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Mouth Wide Open

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. 

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Adult Exercise

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.

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Bonus: Cheeky

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