Interested in becoming one of our daters on a future episode? Apply here!

Season 1

Feb. 7, 2023

Thinking About Season 2: Call the Matchmaker

Tell us about the dates you have been going on and let us set you up on your next one. And as we start to think about the next season of first dates, we turn to professional matchmaker Kara Laricks …

Episode page
June 13, 2022

Season 1 Epilogue: An Update on Ani

Even though our season has come to an end, we’re still thinking about where all of our daters ended up after their dates. This week, Hiwote called Ani to find out whatever happened with her and Khan.

Episode page
May 2, 2022

Failure to Launch

It's awkward to end a relationship that hasn't really began. This week, Hiwote takes a turn in the daters seat and rethinks how much she owes someone she's just met.

Episode page
April 25, 2022

Flirt: Khan Date 2

It's very easy for a date to feel like a performance. So how do you flirt without pretending to be someone you're not? This week, Khan delivers a master class in flirting virtually. "

Episode page
April 18, 2022

Are Open Relationships Right for Me?

Maybe you only date one person at a time. Maybe you don’t. Whether you’re raising a family with your polycule or considering opening up your monogamous twosome, “Polysecure” author Jessica Fern talks about how to build healthy, secure relationships.

Episode page
April 11, 2022

What I Hear Is Fear: Virginia's Session with Esther Perel

Loyal to the pattern. Everytime I love a guy, I love them more. And when I get attached, it's harder to say goodbye.

Episode page
April 4, 2022

Love Letters: Manny

This week we welcome our friends at Love Letters from PRX and The Boston Globe. Meredith Goldstein is an advice columnist and host of the podcast Love Letters. We set her up for a check-in a year later with Manny …

Episode page
March 28, 2022

Deep: Amanda Date 2

Vulnerability is the closest we can get to intimacy with our clothes on. And the only way to go there is to push through the sports talk. This week, Amanda and her date try to go a little deeper.

Episode page
March 21, 2022

Attachment Styles: Do They Matter?

There is no dearth of relationship quizzes out there that will help you determine how you attach. But does how you were loved as a child shape how you love as an adult? Is this all bullshit? And if not, …

Episode page
March 14, 2022

Hot Available Guy: Virginia Date 2

Available shouldn't mean unsexy, right? Sadly, it does for many of us. This week, Virginia questions what really turns her on.

Episode page
March 7, 2022

Four Strangers Talk About Love

Before we ever set them up on dates, we sat them down all together. Listen in as Amanda, Aziz, Khan and Virginia talk through their expectations on love, relationships and this podcast.

Episode page
Feb. 28, 2022

Intimidating: Amanda Date 1

It's hard to priorize dating when your first dates never lead to second ones. This week, Amanda rethinks the time she's willing to invest in her dating life.

Episode page
Feb. 21, 2022

Death of Desirability?

There are conversations you replay over in your mind weeks or months after you've heard them. The lastest Aziz and Manny date brought up something for Jesse that made her want to go a little deeper.

Episode page
Feb. 14, 2022

Attached: Aziz Date 2

Aziz and Manny are both keenly aware of their attachment styles. But we're all different around different people, right? This week, Aziz reverses the power dynamic.

Episode page
Feb. 7, 2022

Bad First Dates

How bad was your worst first date? Whatever it was, we can almost guarantee these stories are far worse.

Episode page
Jan. 31, 2022

Update: For James Fans Only

When James went on a blind date with Aziz, many of you wrote in to tell us how much you loved him. This week, Hiwote has a follow up conversation with the karaoke legend who stole our hearts.

Episode page
Jan. 24, 2022

Love Bombing: Khan Date 1

Khan is good at falling in love. He's also good at wooing everyone around him. On this week's date, he questions the root of his charm.

Episode page
Jan. 10, 2022

The List: Aziz Date 1

Aziz knows what he likes in a partner. So much so that he's got a list of requirements. This week, he explores what straying from the list does for his love life.

Episode page
Jan. 10, 2022

Chemistry: Virginia Date 1

Is it chemistry or are you just turned on by his unavailability? Meet Virginia, a 30-something lawyer looking for the love of her life and she's gone on 50+ dates to prove it. This week, we set her up with …

Episode page