Why Oh Why

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 technology. The show tells the stories about relationships often blurring the lines between memoir, documentary, and fiction.

Society & Culture
Comedy
Personal Journals
1
Loose Ends
An important update from our show
35 min
2
Just Another Sad Love Song
It turns out that any app can be a dating app if you use it enough
48 min
3
Casual
Let's give casual sex and dating some serious consideration
37 min
4
Stage a Fight with Esther Perel
Running through a list of questions on a first date is dreadful. What if we tried a little role play?
53 min
5
Find Your Single Ladies (Live in Chicago)
In which we help an American Ninja Warrior find love
34 min
6
End of the World Sex
How could you think about sex at a time like this?
40 min
7
Dating While Brian
Brian gets around in a wheelchair, but that doesn't mean he won't make out with your girlfriend
42 min
8
Ghosting Stories
Did you get my text?
39 min
9
Stop Dating Older Guys
Let's take a pledge to start dating our contemporaries.
37 min
10
Birth Control by Stapler
Have you heard of Nexplanon? No? That’s what we thought.
32 min
11
The Perfect Storm
Extreme weather calls for extreme dating
34 min
12
Puppies or Ice Cream?
We've found the best opening lines for a dating app ever.
44 min
13
Leagues Over the Sea
What can we learn from a boat full of single people?
23 min
14
My Friend the Human Shield
Why Al Letson rushed to protect an agitator at an anti-hate rally in Berkeley over the weekend
27 min
15
A Man and a Woman Walk into a Bar
If only this was a punchline to a joke instead of dating advice
25 min
16
One Short Episode
How to lock down your very own Marty McFly
18 min
17
Can You Fall in Love with Anyone?
Perhaps love is just an ordinary occurrence that feels profound
35 min
18
Game of Groans
Why aren't more online daters aware of the dark nature of rulership?
29 min
19
Live at Bonobos - Making Out in LA
Just watch out for those California chapped lips
42 min
20
Dressing Room Confessionals
What happens when you give our listeners free cocktails and live microphones?
34 min
21
Live at Bonobos - Branching Out in Chicago
When you're suddenly single in your 50s, you have no choice but to get some hobbies.
32 min
22
Like a Virgin
A volcano opens up and we’ll sacrifice one woman's story to the podcast
27 min
23
Data-ing
What we're telling search engines about our insecurities
29 min
24
Live at Bonobos - The Rules for Dating in NYC
Featuring comedians Naomi Ekperigin and her "Jew boo" Andy Beckerman
40 min
25
Why So Forlorn, OK Cupid?
The flaws and virtues of popular dating apps as told through their logo design.
49 min
26
Deep in the Woods
A star is born, and her name is Grandma Phyllis.
24 min
27
Don't Listen If You're My Ex-Boyfriend
You've been warned.
31 min
28
Hotter on Bumble, Part 2
A journey into the cold, cold heart of the feminist dating app
35 min
29
Hotter on Bumble, Part 1
Finally, a dating app designed for women. But does it work?
27 min
30
Muscle Thrasher
Dating as a black bi female metal-loving straight edge artist with bodybuilder muscles
36 min
31
Aspiring Dads Focus Group
We booked two studios full of single guys who want to become dads someday... you know, for the podcast.
30 min
32
Your Best Foot
In the Starbucks that day, he looked a lot like his pictures...
16 min
33
Tips from a Gentleman
A listener shares his 5 rules for dating strippers
22 min
34
As Seen on TV
Can The Bachelor help your host find her forever love?
21 min
35
Going There
What happens when you put a pair of microphones out at a singles meet-up on Valentine's Day?
30 min
36
One Date at a Time
What does dating look like when you don't drink?
27 min
37
Do I Hate Men?
Well, now that you mention it....
17 min
38
Dudes in Bars on January 21, 2017
Checking in with men on the day of the Women's March
24 min
39
What Ifs and Butts
Two tales about watching out for yourself
24 min
40
Alone Forever
Sometimes being single isn't just a phase
19 min
41
Hacking the Uterus 2.0
On taking the plunge and getting an IUD
46 min
42
Single Straight Lady Focus Group
Dispatches from the front lines of dating, as told by fourteen swinging bachelorettes.
25 min
43
Oblique Strategies
Could wearing an apron be the solution to your host’s dating woes?
21 min
44
Listen to Your Heart
The story behind the "It's a Match!" sound on Tinder
17 min
45
Separation of Church and Date
What's it like to date as a young, Christian minister?
24 min
46
Just My Swipe
A new dating game for our Tinder world
30 min
47
How Will I Know
Well, here's the most personal thing ever.
22 min
48
Dating with the Stars
Peek inside an exclusive dating community for celebrities.
25 min
49
A Celebration of Awkwardness
David was humiliated when Kate invited another guy to interrupt their date. Will he ever forgive?
25 min
50
Hillary Clinton Sex Dream
After an intimate dream, one woman's life is changed forever.
13 min
51
Can Meddling Help a First Date?
Follow Kate and David as they go on a first date.
26 min
52
Single Straight Guy Focus Group
What happens when you combine ten guys, four studios, and one tipsy girl.
15 min