Why Oh Why

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 range of past guests including David #1, Randy, Bumble Mike, and Mona Chalabi. Then, does your host have a secret boyfriend? In a Twitter survey, 35% of our listeners thought this was a possibility. Plus, two great Panoply shows we think you'll adore. Subscribe to By the Book and Family Ghosts wherever you get your podcasts.

Say in touch! Follow @andreasilenzi on Twitter and Instagram.

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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 the playlists discussed in this week's episode:

1. Eardrummings Vol. 19 by Schuyler. "Here's a playlist of songs that sort of put words/music to how I feel during my lowest lows. These sounds help me swim my way through that almost-drowning sensation and find my way back to a place that feels safer and clearer."

2. Songs Schuyler Might Like by Tom

3. Songs Tom Might Like by Schuyler

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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 Heartbreak, Hookups, Love and Brunch." Plus, Dr. Chris Donaghue explains the value of a strong sexual connection in the early stages of dating. He's the author of "Sex Outside the Lines" and co-host of LoveLine with Amber Rose.

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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 on Apple Podcasts, and Season 2 is now available on Audible. She's also the author of "The State of Affairs: Rethinking Infidelity." Plus, our strangest Blind Skype Date yet,

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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 Twitter thread went viral.

Plus, we help an American Ninja Warrior find love the old fashioned way: with a game show. Find out how five single ladies from our Chicago audience fare when we ask them real questions from the 1960s TV show The Dating Game.

Ethan Swanson is on Instagram @ethanswanson.ninja, and he's a coach (alongside your host's brother!) for Ultimate Ninjas Chicago.

Thank You, MM.LaFleur

Today's show was made possible by MM.LaFleur, the women’s workwear brand whose mission is to take the work out of dressing for work. Each MM.LaFleur customer works one-on-one with an MM stylist, who helps her build her work wardrobe in a systematic, personalized way.

To try a Bento Box yourself, visit MMBento.com. Use code WHY at checkout and MM.LaFleur will donate 10 percent of profits to PAWS Chicago.

Thank You, The Fest

This episode was recorded live at Chicago Theatre Works, as part of The Fest, an annual festival of live podcasts, every fall in Chicago, curated by the Third Coast International Audio Festival.

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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 Through the Apocalypse." She joins us to discuss sex, politics and woke misogynists in the Trump era.

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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 it's like for him to date with a disability.

This episode came to us as a suggestion from Luke Terrell. (You might remember him from our LA show? He was the guy who made out with a girl on stage.) Luke is a filmmaker focused on telling stories about young adults with disabilities, and his latest project "Gabe" (with a few cameos from Brian!) is currently looking for distribution. To learn more about the film, visit thegabedoc.com or follow the film on Facebook.

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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 wrong...

Wanna Be Set Up on a Blind Skype Date?

We're matching up singles all across the world on painless, blind Skype dates. Just fill out this Google form to be considered or visit whyohwhy.date.

Tickets for Our Chicago Show:

Join us for a live taping at Chicago Theater Works on Thursday, November 2nd for an old-fashioned dating game with Chicago’s most eligible bachelors and bachelorettes. Our live show will be part of The Fest, curated by Third Coast International Audio Festival, a spectacular two-week lineup of live podcasts in Chicago this November, in venues across the city. Tickets here or at thefestchicago.org.

Our sponsors for this episode are Quip, Squarespace (code: WHY), and Trackr. Go to quip.com/WHY, squarespace.com and use the promo code, and thetrackr.com/WHY for special offers.

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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 stories from listeners across the country.

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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 Bonus Years" in the New York Times.

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