Awkward Sex And The City with Natalie Wall artwork

Awkward Sex And The City with Natalie Wall

173 episodes - English - Latest episode: 22 days ago - ★★★★ - 104 ratings

New York City's finest storytellers relive their most embarrassing sexual experiences just for your pleasure. Based on the popular touring storytelling show, Awkward Sex And The City is hosted by comedian and storyteller, Natalie Wall, and features guests discussing real stories about their sexual exploits, adventures, discoveries, and revelations. For every hilarious sexual tale, there are gross moments to match and love of everything awkward.

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Episodes

He Ate Two Grilled Cheeses In Front Of Me And I Stayed - Carolyn Castiglia

April 24, 2019 10:00 - 42 minutes

Support us and More Banana Podcasts! On this episode of Awkward Sex and The City, Natalie Wall sits down with guest, queen, mom, and comedian, Carolyn Castiglia! Carolyn tells a story about a tinder date gone wrong with a grilled cheese guy,  then the ladies dip into convos about dating now in swipe culture, what it's like for teenagers now, and talking to your kids about the bird and the bees (spoiler: they know all of it already. Thanks, internet!) Find Carolyn Castiglia here Follow Awkwar...

I'm Very Dancey - Emmy Harrington

April 10, 2019 14:29 - 37 minutes

Support us and More Banana Podcasts! Guest Emmy Harrington (actor, comedian, director) tells a story about an awkward sexual encounter with a friend's brother, how she met her current partner, and never being late to the party in life. Find Emmy and her work here. Follow Awkward Sex And The City @awkwardsexandthecity Follow Natalie Wall on Instagram and Twitter

My First Time Was Gonna Be With Ricki Lake - Ali Clayton

March 27, 2019 11:00 - 42 minutes

Support us and More Banana Podcasts! Comedian Ali Clayton tells a story about awkward sex in New York, specially her first sexual experience with a woman! Then Natalie Wall and Ali discuss Ali's background from North Carolina, being sober, and her relationship. Follow Natalie @awkwardsexandthecity Check out Ali at @ACountryClayton 

Lucid Dream Jizzing - Jeena Bloom

March 13, 2019 07:30 - 32 minutes

Jeena Bloom (@jeenabloom) comes on the podcast this week to tell a story about her first sexual experience and the fate of a low ceiling in Florida. Check out Jeena’s podcast here on the More Banana Network. Shweet! A Ladies Guide To Bro Culture Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

ICYMI Extra Awkward Sex Stories

February 27, 2019 07:00 - 30 minutes

Get ready for the little extras that are left out of the final Awkward Sex And The City episodes. With stories from Jessy Caron, Bobby Hankinson, Arti Gollapudi, Lizzie Stewart, Cait Molden, & Caitlin Brodnick! It’s a powerhouse episode about poop, orange soda, bad teens movies, catholic church, and of course, awkward sexy moments.  Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

I Have a PHD in Top 40 - Jen Keefe

February 13, 2019 14:30 - 42 minutes

Just so you know, there are some thoughts on Taylor Swift in this one! Jen Keefe (@jen_keefe) sits down with Natalie to talk about an awkward crush, loving the pop top 40, and dealing with emails from exs.  Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

Let's Get Civical & Sexual - Lizzie Stewart and Arden Walentowski

January 30, 2019 06:00 - 44 minutes

The slaydies from More Banana’s newest podcast, Let’s Get Civical, sit down with Natalie Wall and figure out what sex and civics have in common. Arden Walentowski and Lizzie Stewart share stories of pooping in public, men who have holes in their clothes, and how the government shutdown is really because some people *cough* Mitch *cough* just aren’t doing their jobs. Check out Let’s Get Civical and follow them at @letsgetcivical Follow the podcast on Instagram at @awkwardsexandthecity on Twi...

Guess What?! Babies Come From Sex - Caitlin Brodnick

January 16, 2019 17:20 - 44 minutes

Author of Dangerous Boobies, and co-host of ScamWow podcast, Caitlin Brodnickguests this week to talk about having a baby and being a sexy mom. Natalie Wall hosts Awkward Sex and The City podcast every other Wednesday, bringing on comedians and storytellers to discuss sex, dating, and being awkward. Natalie is also the creator of the touring live show, Awkward Sex And The City live. Follow Caitlyn @caitybrodnikFollow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity...

Everyone Should Just Try Reddit Once - Cait Moldenhauer

January 02, 2019 15:22 - 42 minutes

This week on Awkward Sex And The City Podcast with Natalie Wall, More Banana founder and producer, Cait Moldenhauer comes on to discuss  Reddit, pegging, and life revelations. Check out Cait’s Podcasts, There Will Be Porn and World Stealers on the More Banana network. Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

A Jelly Belly Sampler Pack Of Whatever Flavor You're After - Bobby Hankinson

December 19, 2018 16:57 - 42 minutes

On this episode of Awkward Sex And The City, Natalie brings on her great friend and fellow tour performer, Bobby Hankinson. They cover Chat Roulette, coming out, using LiveJournal and Myspace to date, and how to freak out your parents.  Follow Bobby @bobbyhank Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com  Follow  Natalie @gnatalieeee Write us a review here and include an awkward sex moment and Natalie will read it on th...

All Dick Is Trash - Milly Tamarez

December 05, 2018 16:20 - 45 minutes

Milly Tamarez from the “All Dick Is Trash – Ted Talk” sits down with Natalie Wall to discuss fuckbois, UTIs, and accepting what you want. Check out Milly @MillyTamarez & TED Talk : All Dick Is Trash Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com Follow  Natalie @gnatalieeee Write us a review here and include an awkward sex moment and Natalie will read it on the show!

Why Did I Get Abandoned In Vietnam? - Jessy Caron of Welcome To My Vagina

November 21, 2018 07:00 - 36 minutes

Host Natalie Wall (@gnatalieeee) and Jessy Caron (@welcometomyvagina) talk about hate fucking, the importance of travel, tilted uteruses, and getting dumped in a foreign country. Listen to Jessy Caron’s podcast, Welcome To My Vagina, also on the More Banana Network. Follow Awkward Sex And The City @awkwardsexandthecity and Natalie @gnatalieeee Write us a review here and include an awkward sex moment and Natalie will read it on the show!

Yea, I Literally Worship Women - Veronica Garza

November 07, 2018 07:00 - 37 minutes

This week on Awkward Sex And The City Podcast with Natalie Wall, guest Guest Veronica Garza (@veronicagotjokes) sits down with Natalie to discuss religion, loving women, and Texas. Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

Unofficial Experts on Hooking Up For A Printer - Live at She Makes Me Laugh Festival with Sydnee Washington & Marie Faustin

October 24, 2018 14:34 - 50 minutes

This episode of Awkward Sex was recorded live as the She Makes Me Laugh Fest in NYC with Sydnee Washington & Marie Faustin form the Unofficial Expert podcast! They talk about hooking up for a printer, NY vs LA, Insecure, and psychics. Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

Our Favorite Awkward Sex & Live Show Announcement

October 10, 2018 07:00 - 36 minutes

This week on Awkward Sex And The City Podcast with Natalie Wall, we’re showing off our favorite Awkward Sex moments from the season so far… AND!!!!! Awkward Sex And The City will be recording live at the She Makes Me Laugh Fest in New York on October 13th!! Come out and see storytellers and stand ups discuss their sexiest, grossest moments on stage! Get your tickets here. Guests on this episode: Arti Gullapudi Anita Flores Carly Ann Filbin Ayanna Dookie Sarah Kennedy Follow the podcast on In...

I Was Never In Trouble, Just Trouble Adjacent - Sarah Kennedy

September 26, 2018 07:00 - 42 minutes

This week on Awkward Sex And The City Podcast with Natalie Wall, guest Sarah Kennedy discusses being proposed to, coming out to her family, the comedy scene in Albuquerque, NM. Follow Sarah on instagram @sarahkomedy and at www.sarahkcomedy.com Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

Learn How To Eat It Without Getting A Bloody Nose - Arti Gullapudi

September 12, 2018 12:42 - 54 minutes

This week on Awkward Sex And The City Podcast with Natalie Wall, guest Arti Gullapudi @artiparty tells a story about burping cum and Fanta, her sensitive ex-boyfriend getting a nose bleed, and taking back sexual empowerment while being awkward, but not giving a f**K! Check out Arti’s poems at @artifartypoems and get tickets for Handmaid’s Tale : The Musical! Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

I Need You To Look Into My Vagina - Ayanna Dookie

August 28, 2018 17:03 - 37 minutes

This week on Awkward Sex And The City Podcast with Natalie Wall, guest Ayanna Dookie shares stories about traveling to maybe get dick, her first yeast infection, how there’s not enough education about pain in women’s bodies, and a story about the sex talk with her Dad. There’s no shame or rules on Awkward Sex, so enjoy this episode! Follow Ayanna at @ADookie  Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

I Hate Pussies – Carly Ann Filbin

August 14, 2018 15:24 - 34 minutes

On this episode of Awkward Sex And The City the podcast, Natalie Wall shares with Carly Ann Filbin (@carlyannhasfun) about talking sex on stage and always looking hot.  Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

There’s More Than Just Doggy Style – Brittany Velotta

July 31, 2018 13:48 - 46 minutes

On this episode of Awkward Sex And The City, Natalie Wall sits down with an old friend, Brittany Velotta, to talk about bisexuality, the not-so-kink of Fifty Shades of Grey, and humping pillows.  Follow the podcast on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

First Girl To See A Penis Wins - Dani Faith Leonard

July 17, 2018 14:50 - 29 minutes

Natalie talks Awkward Sex with Dani Faith Leonard, founder of Big Vision Empty Wallet. Dani tells a story about the first time she ever saw a dick, and Natalie can’t help but ask questions. Plus, the downsides of trying to bang with a new spray tan. Dani is a comedian, producer, and storyteller, who founded the inclusion-focused incubator, Big Vision Empty Wallet, “that amplifies unique voices in TV and Film.” In other works, she’s a total bad ass. Follow Dani on Twitter at @danifleonard Che...

Periods, Poops, And Being In A Relationship – Anita Flores

July 03, 2018 12:48 - 38 minutes

For the first podcast episode of Awkward Sex And The City, Natalie sits down with Anita Flores, stand-up and fellow More Banana podcaster, to discuss getting their first period, pooping in front of their partners, sex toy hygiene, and why being “gross” women is totally awesome. Anita has her own show all about the 90’s show Frasier. It’s called I’m Listening : A Frasier Podcast with Anita Flores and season one is out now.  Follow Anita on Twitter at @anitajewtina and instagram @anitajewtina ...

Awkward Sex And The City with Natalie Wall Trailer

June 28, 2018 18:11 - 2 minutes

Awkward Sex and The City, the podcast, hosted by Natalie Wall, is a hot sexy comedy podcast based off the popular touring show, which brings together storytellers and comedians to relive their most embarrassing sexual experiences just for your pleasure. Follow the show on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity and at awkwardsexandthecity.com

Twitter Mentions

@awkwardsexcity 27 Episodes
@awkwardsexandth 7 Episodes
@wallnp 5 Episodes
@bobbyhank 2 Episodes
@anitajewtina 2 Episodes
@caitybrodnick 2 Episodes
@gaybonez 2 Episodes
@catocalvin 2 Episodes
@carlyannhasfun 2 Episodes
@acountryclayton 1 Episode
@karobeanah 1 Episode
@alisenavidad 1 Episode
@goldberghawn 1 Episode
@jen_keefe 1 Episode
@sarahkomedy 1 Episode
@millytamarez 1 Episode
@adookie 1 Episode
@kimberdin 1 Episode
@justsydnyc 1 Episode
@welcometomyvag 1 Episode