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#15: The Quiznos Guy

When your host first met Randy, it was the opposite of a meet-cute. We'll revisit the phone call that kicked off years of quasi-friendship.To discuss this week's episode, head to...

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#16: Randy's Mema Died

This week on the show, our regular guest Randy finally goes off the deep end. Will your host dive in after him? Yes, it's a real website: ragineffininsanity.com To discuss this week's episode, head to...

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#17: Alone Forever

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 Twitter @alutkin, and read more about her #onTinderatTinder...

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#18: What Ifs and Butts

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, and see her GIF-filled story here. Then, for the bottom half of...

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#19: Dudes in Bars on January 21, 2017

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 Women's March.To discuss this week's episode, head to...

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#20: Do I Hate Men?

Before listening to this week's show, we recommend starting out with our "Dudes in Bars" episode from last week. It's #19.For this week's show, we go back to the day of the Women's March, back to our...

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#21: One Date at a Time

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 you hear we have a weekly newsletter? You can sign up on our...

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#22: Going There

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 a meaningful interaction with a stranger? To discuss this...

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#8: How Will I Know (Welcome, Planet Money Fans!)

The wonderful team at NPR's Planet Money just rebroadcast an episode that changed the life of your host. To welcome any new listeners into our show, here's the classic episode that Robert Smith...

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#23: As Seen on TV

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 week's episode and this month's #trypod campaign, head to...

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#24: Tips from a Gentleman

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 in NYC?Tell Us:What do you make of Jim? Is he a real world...

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#25: Your Best Foot

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 dating life for the better.#TryPod:All this month, we’re...

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#26: Aspiring Dads Focus Group

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 aren't accustomed to hearing straight men talk about these...

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#27: Muscle Thrasher

In June 2013, your host and friends independently piloted a podcast idea called "Like Like." The concept involved setting up blind dates and recording them with wireless microphones. While we never...

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#28: Hotter on Bumble, Part 1

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 start swiping, does it live up to the reputation?In this...

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#29: Hotter on Bumble, Part 2

If our potential matches on Bumble feel hotter than other apps, who's making that decision? What does this mean for us normals?Reynald Adolphe caught our eye with his blog post: "Is Bumble's Algorithm...

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#30: Don't Listen If You're My Ex-Boyfriend

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. Dr. Fred Nour is a neuroscientist and wrote the book True...

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#31: Daddy Randy

The other day, Randy called to say he was outside Panoply studios. Didn't we get his fax messages? Hear why our show's favorite regular guest is happier than ever.Why Oh Why: Live At Bonobos!Join our...

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#32: Deep in the Woods

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 a live show and the fun of experimenting with the medium....

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#33: Why So Forlorn, OK Cupid?

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 state of the companies and the substance of their products. In...

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#34: Live at Bonobos - The Rules for Dating in NYC

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. Then comedian and writer Naomi Ekperigin (Broad City,...

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#35: Data-ing

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, author of "Everybody Lies: Big Data, New Data, and What the...

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#36: Like a Virgin

Are millennials spending too much time behind their screens and not enough time in the back seats of cars? Recent studies show that the generational cohorts born in the 1980's and 1990's are starting...

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#37: Live at Bonobos - Branching Out in Chicago

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 Andrea's mom answered the question, "What do you like to do for...

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#38: Dressing Room Confessionals

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 our audience to tell us their deepest secrets in makeshift...

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#39: Live at Bonobos - Making Out in LA

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. We'll offer advice for Angelenos with help from TV kissing...

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#40: Game of Groans

Many fans of the HBO show Game of Thrones use photos of themselves sitting proudly atop an Iron Throne replica for their online dating profile pictures. But what's the symbolic meaning of the sword...

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#41: Can You Fall in Love with Anyone?

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 Love with Anyone. She also wrote the Modern Love essay "To...

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#42: One Short Episode

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 looking for in a partner. Anna Goldfarb is a journalist and...

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#43: A Man and a Woman Walk into a Bar

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 drink on a first date?"Join us for a Tour De Advice for...

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#44: Going Out with Randy

Can flirting with your problematic friend help you date better in the wild? Our regular guest, Randy, stops by to help your host cure a bad case of first date burnout.Our sponsors for this episode are...

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#45: My Friend the Human Shield

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 rally in Berkeley. When he saw a group of balaclava-clad men...

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#46: Leagues Over the Sea

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 than swiping through the apps? And more importantly, who's...

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#47: Puppies or Ice Cream?

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 your opening messages. Some lines can break the ice, while...

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#48: The Perfect Storm

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 has a home in the woods of North Carolina, and they'd be out...

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#49: Birth Control by Stapler

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 aren't we all using it? Why Oh Why's Lindsey Kratochwill...

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#50: Stop Dating Older Guys

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 it’s time for that to change. Read her op-ed "I Want My 2.3...

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#51: Ghosting Stories

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 time for Halloween, we present a collection of ghosting...

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#52: Horrible Anonymous

You know that hit podcast where a comedian talks with an anonymous person for an hour, no holds barred? We love that show! That's why we wanted to try our own version. What could possibly go...

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#53: Dating While Brian

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 looking. On today's show, Brian tells his friend Luke what...

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#54: End of the World Sex

On election night last November, the world shifted beneath our feet... but what was going on our bedrooms? Nona Willis Aronowitz is a features editor at Splinter and writes a newsletter called "Fucking...

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Panoply Fall 2017 Trailer

We’re thrilled to present Panoply’s Fall 2017 lineup of shows. They include the satirical self-improvement show “Dexter Guff is Smarter Than You (And You Can Be Too),” the creepy paranormal series...

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#55: Live in Chicago - Find Your Single Ladies

Live from Chicago Theater Works, our show begins with the love story. Hear how a first date turned into a meaningful relationship for six single women. This story came to us after Lisette's brilliant...

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#56: Stage a Fight with Esther Perel

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 podcast "Where Should We Begin." You can hear Season 1 of the show...

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#57: Casual

After you've developed an allergy to casual sex, is there a cure? We talk with comedy writer and performer Matteson Perry about keeping things casual. He's the author of "Available: A Memoir of...

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#58: Just Another Sad Love Song

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 to reach out, including Tom. For all the feels, check out...

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#59: Loose Ends

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 breakup.For this special episode, we'll hear from a wide...

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Meet a new podcast: When Meghan Met Harry

Hey guys. Remember me? You know, Andrea Silenzi? It hasn't been that long. I popped back in the studio for a little update, and because Why Oh Why's producer, Lindsey, had some news to tell me. And no,...

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Meet a new podcast: By The Book

Oh, hey there! I'm back again to introduce you to another great show from my friends at Panoply: By The Book. Their latest episode is all about The Five Love Languages, and I think you'll really get a...

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Meet a new podcast: Bad With Money with Gaby Dunn

Friends, it’s been a while.  I stopped by the Panoply studios to chat with our old Why Oh Why producer, Lindsey. Somehow, she's been able to fill the hole left by Why Oh Why by working on another show...

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