Best awkward sex and the city podcasts we could find (Updated March 2019)
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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.
 
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.
 
I'm Jess: A single mom just trying to navigate my way through the weird world of dating, relationships, and sex. Think Sex and the City, if Sex and the City were more awkward and sad. Here, I will share all of my best/worst/possibly bloodiest experiences with you, after a couple glasses of wine with the odd guest along for the ride. Bear with me - I really don't know what I'm doing. This could be more disastrous than an uncomfortable first date with a pervert named Lance. Follow me on Insta: ...
 
Introducing Welcome To My Vagina, hosted by Jessy Caron and Rebekah Frank. Destroying the taboo of sex and shutting down misogyny via the black hole of the vagina. A laugh til you queef adventure in sex education made up on the spot, but probably (definitely) researched. Check out welcometomyvagina.com for videos, posts, and more! Follow the show and ladies at @welcometomyvag on Instagram.
 
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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 awkwardse ...…
 
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 awkwardse ...…
 
In this episode, Jessy and Rebekah get to chat with Mariah Freya, co-founder of beducated.com, all that way from her home in Germany! We learned about tantric sex, her journey through the world of sexual awakening and made a new friend! We also learned a little about where the term “G-spot” came from, how small the world of birth control is AND ...…
 
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 p ...…
 
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 p ...…
 
In this episode, Jessy tells a story about how some lady grabbed her ass and then gaslit her and in doing so reminds us all that it isn’t only men who don’t understand consent! We relearn the ever important lesson to keep your hands to your damn self. And then you favorite guides through the Vagina Dynasty talk all about the word hysteria, its ...…
 
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 iTunes Spotify RadioPubl ...…
 
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 iTunes Spotify RadioPubl ...…
 
In this episode, Jessy and Rebekah read a review, Rebekah talks about her hairy, hairy vulvic region and then your favorite hosts sit down and have a chat with their producer Cait Moldenhauer about her experience having an abobo. Or an abortion. Whatever you want to call it. As always, we try to tackle it with a good dash of humor, but in the e ...…
 
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 ar ...…
 
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 ar ...…
 
In this episode Jessy and Rebekah recount all about how this week was shit and then get into the wild world of masturbation. There are gods, there are doctors, there are doctors who think they are gods, there is a giant vibrator called “The Manipulator” that is coal powered and oh, so much more. Sit back, enjoy, and probably don’t consume liqui ...…
 
Author of Dangerous Boobies, and co-host of ScamWow podcast, Caitlin Brodnick guests 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 l ...…
 
Author of Dangerous Boobies, and co-host of ScamWow podcast, Caitlin Brodnick guests 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 l ...…
 
In this weeks episode Jessy and Rebekah discuss the important role that traveling has played in their lives, they interview Kicy Motley who is starting a bomb ass organization called Movement: Black Youth Abroad and then they regale one another with poop stories. It’s funny, it’s informative and it’ll make you want to get your wallets out to su ...…
 
In this episode of Welcome to My Vagina, Jessy and Rebekah talk holidays, sit down and dish with the cohosts of Frau Pow, an awesome podcast on the More Banana network and then highlight a few awesome women in sports! It’s thought-provoking, informative and full of that brand of holiday cheer that you only get by being called a commie bitch by ...…
 
Breakups happen. What else is there to say about it? Lots, apparently.
 
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 @awkwardse ...…
 
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 @awkwardse ...…
 
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 an ...…
 
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 an ...…
 
In this episode Jessy and Rebekah have the absolute pleasure of talking to Zoe Bean. She is a tattooer, she is a business owner and she is an all-around fucking badass. She tells us stories about being a woman tattooing back when women were less common in the industry, how the tattoo industry is going through its own me too movement, a little a ...…
 
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 Wri ...…
 
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 Wri ...…
 
On this week’s episode, Jessy and Rebekah discuss Matt Whitaker, Jeff Sessions’ replacement as Attorney General. Now, Jeff Sessions was for sure a racist so we’re not sad to see him go. But Whitaker? He’s something else. You’re favorite hosts then move on to FOSTA/SESTA, a bill signed into law that seriously restricts expression on the internet ...…
 
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 ...…
 
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 ...…
 
In this episode, Jessy and Rebekah interview Natalie Wall of Awkward Sex and the City fame. It’s a stand-up show AND a podcast in the MoreBanana family and you should all give it a listen. As soon as you’re done listening to this episode, of course. We start out with a rousing game of “Would You Rather” sent to us by Rebekah’s friend Noelle. Th ...…
 
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 iTunes Spotify RadioPublic Stitcher iHeartRadio G ...…
 
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 iTunes Spotify RadioPublic Stitcher iHeartRadio G ...…
 
In this episode, Rebekah introduces everyone to her new dog, Goose. Then your two favorite hosts in Vaginaland get into the nitty gritty of the women’s hygiene market. They tell you all about what you should, and what you should not, stick in your vagina. Stuck something weird in your vagina and want to know if it’s okay? Well, short answer is ...…
 
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 ...…
 
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 ...…
 
On this week’s episode of Welcome to My Vagina, basically almost the most famous podcast in all the land, Jessy and Rebekah interviewed Sarah Quinn who struggles with endometriosis. One in 10 women are affected by this disease and yet the general population, not to mention a lot of doctors, don’t really know anything about... The post Inside My ...…
 
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 s ...…
 
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 s ...…
 
In this episode, Jessy and Rebekah talk to Rebecca Pronsky – the folk singer turned singing political fundraiser. 00:00:45: Here is a New York Times article that breaks down seven different ways that Alabama has made it harder for people to vote. But also, check out Carol Anderson’s new book, One Person, No Vote: How... The post The Witness Hil ...…
 
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 awkwardsexa ...…
 
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 awkwardsexa ...…
 
In this episode, Jessy and Rebekah welcome a guest into their vagina. Introducing (drum roll please!) Leigh!!!! Here is a little bit about Leigh, in their own words: At the intersection of sex education and creativity is where you will find multiracial pansexual genderqueer professional dominant, Mistress/Master Leigh. They are an international ...…
 
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 ...…
 
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 ...…
 
In this episode, Jessy and Rebekah welcome Eliza Simpson, Lauren Nordvig and their 3-year-old project baby, The Mother Line Story Project! It’s an amazing project that highlights stories that explore each performers mother line – their mothers, maternal grandmothers, maternal great-grandmothers, etc. It’s a fantastic project and guess what?! Ou ...…
 
Things are a little different for season 2. Dont worry though - Jess is still having awkward sexual encounters!
 
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 Ayan ...…
 
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 Ayan ...…
 
In this episode, Jessy and Rebekah talk body hair! To start off, your favorite cohosts talk about how they tried to have friend time and how they were interrupted. Constantly. By men. And then, they move into body hair. They take you on an adventure of body hair removal, through the millennial and then discuss... The post Body Hair Don’t Care a ...…
 
In this episode Jessy and Rebekah had a fucking fantastic conversation with the one and only Joanna Cifredo. She does stand-up, she’s a trans activist, she cohosts a podcast called the Trans Specific Partnership Podcast, she has gotten within 4 feet of Michelle Obama on more than one occasion and she wants to start a... The post Welcome To Joan ...…
 
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 Subscribe on iTunes Subscribe on Stitcher Listen on TuneIn Fin ...…
 
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 Subscribe on iTunes Subscribe on Stitcher Listen on TuneIn Fin ...…
 
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