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Named a best new podcast of 2016 by The New York Times, NPR, Huffington Post and iTunes. Andrea Silenzi speaks with friends, experts, and guys in bars about where love, dating and sex meets...
We have news. Starting in 2018, we're taking a break from making Why Oh Why. While we can't predict the future, let's call it a break not a...
This summer, Schuyler shared a playlist of songs that have helped her cope with depression and anxiety. It moved a lot of people in her life...
After you've developed an allergy to casual sex, is there a cure? We talk with comedy writer and performer Matteson Perry about keeping thin...
Esther Perel has ideas for how to humor yourself on your first dates using a bit of role play. She's the host of the Audible original podcas...
Live from Chicago Theater Works, our show begins with the love story. Hear how a first date turned into a meaningful relationship for six si...
On election night last November, the world shifted beneath our feet... but what was going on our bedrooms? Nona Willis Aronowitz is a featur...
Brian has Muscular Dystrophy and gets around in a wheelchair, but that doesn't mean he won't make out with your girlfriend when you're not l...
Ghosting has been called the millennial way of breaking up, but that doesn't make the phenomenon any less haunting for its victims. Just in...
The age gap between men and women in heterosexual dating has become a fact of life in the 21st century. The Guardian’s Mona Chalabi suggests...
The arm implant, known as Nexplanon, is a birth control option that's slightly more effective than the IUD, and less painful to insert. Why...
While Hurricane Irma sped towards Miami, Emily decided to ask a guy from Bumble if he wanted to evacuate with her as a 3rd date. Her family...
Helen Zaltzman has a way with words, which is why we're putting her to work solving one of the trickiest parts of online dating—composing yo...
This week, with Bumble Mike in tow, we set sail on a singles mixer, organized by The League. Is finding a date while stuck on a boat easier...
In this episode, we talk to a human shield and a human billboard. First, Al Letson was just trying to cover a demonstration—an anti-hate ral...
Today on the show, we’re finally tackling THE QUESTION we're asked the most frequently as a podcast about dating: "Who should pay for the dr...
When determining your criteria for a date, how much should height matter? We'll talk to one woman who has always known exactly what she's lo...
If you can fall in love with anyone, how do you choose well? Mandy Len Catron offers an answer. She's the author of the book How to Fall in...
Many fans of the HBO show Game of Thrones use photos of themselves sitting proudly atop an Iron Throne replica for their online dating profi...
What's the biggest difference between dating in LA and dating in NYC? Our running theory: there's more making out, usually in or near cars....
This summer, we went on the road to tape live shows at Bonobos Guideshops in NYC, Chicago, and LA. And in true Why Oh Why fashion, we asked...
Sometimes in order to find love, you have to figure out what you love to do. We begin by exploring our Chicago roots, and a story of how And...
Are millennials spending too much time behind their screens and not enough time in the back seats of cars? Recent studies show that the gene...
The persona we create online or on apps isn't very representative of what's going in our lives. So we brought in Seth Stephens-Davidowitz, a...
We begin with a story: The tale of your host's earliest ancestor’s dating life, and the love life of a more recent relative, Grandma Phyllis...
Does OK Cupid's app icon tell a larger narrative of chaos and distress? Let's use the logo design of popular dating apps to explore the stat...
Over at Why Oh Why HQ, we're planning quite the event for our first live show with Bonobos. And it got us thinking about the joy of crafting...
How do you even begin to deal with heart break? Your host weighs the advice. We'll speak with Olga Pronin, the marketing manager at Wham-O....
If our potential matches on Bumble feel hotter than other apps, who's making that decision? What does this mean for us normals? Reynald Adol...
Bumble is held up as Silicon Valley's gift to single women. Finally, a dating app made with us in mind. But after you download the app and s...
In June 2013, your host and friends independently piloted a podcast idea called "Like Like." The concept involved setting up blind dates and...
In which six single guys split between D.C. and Brooklyn studios share their plans for the future—down to the baby names. For listeners who...
What do you do when you meet someone who doesn't meet your most essential criteria? Why Oh Why explores how turning thirty can change your d...
Jim's a 40-something guy who lives in Florida and exclusively dates strippers. What can he teach your host about improving her dating life i...
In a time when dating feels so broken, could The Bachelor be a reasonable last resort? What does a reality show get right? To discuss this w...
Today's episode is basically StoryCorps, but between total strangers in the back of a bar with the potential of sex later. Have you ever had...
Think about it: The de facto first date invitation tends to be "let's get a drink." What's a single person to do when they don't imbibe? Did...
Before listening to this week's show, we recommend starting out with our "Dudes in Bars" episode from last week. For this week's show, we go...
How do we date men in a time when our rights are under attack? We sent 10 ladies into bars across the country on the day of the historic Wom...
Is Uber the new Tinder? A lesson in how to shoot your shot when life sends you a cute driver. You can find Kelli on Twitter @KelliAmirah, an...
What's going on with you romantically? Nothing? Our guest Aimée Lutkin says that's okay. You can read her Jezebel piece here, follow her on...
The inexpensive reproductive healthcare coverage offered by the Affordable Care Act may soon be a distant memory. On today's show, we speak...
For the first episode of this season, we welcomed 10 dudes into the studio to shout about their dating lives. This week, our latest focus gr...
Single? Chances are, someone who is decidedly not single has given you advice lately. This week, Andrea asks economist and journalist Tim Ha...
When your host became newly single, she was shocked to discover that Tinder had made a drastic change as well. Like when silent films turned...
We ask a group of Christian ministers about what it's like to date when your other big relationship in life is with God. Our panel includes...
This week, we're heading into the past, to a simpler time. When Why Oh Why re-launched in the fall, we celebrated with our own special live...
This week on Why Oh Why, a look back at the role this show has played in your host's personal life. Travel through the past three years as A...
This week on Why Oh Why, we attempt to plant one lucky listener inside a private dating app for celebrities, Founded by a PR executive in 20...
At the end of Episode #3, a surprise ending left us all cringing from head to toe. As an antidote, this week we welcome David back into the...
This week, a love story that takes place in the mind of a mathematician-turned-artist. Sarah Sole began her unique obsession with Hillary Cl...