Awkward Sex And The City with Natalie Wall

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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 e…

More Banana


    • Aug 9, 2024 LATEST EPISODE
    • monthly NEW EPISODES
    • 50m AVG DURATION
    • 176 EPISODES

    4.1 from 104 ratings Listeners of Awkward Sex And The City with Natalie Wall that love the show mention: awkward sex, sex and the city, natalie, woman, open, pretty, relatable, funny, honest, hilarious, stories, real, great job, right, talk, definitely, love this podcast, show, always, like.


    Ivy Insights

    The Awkward Sex And The City with Natalie Wall podcast is an absolute gem in the world of podcasts. From the moment I started listening in April 2020, I was immediately drawn to Natalie's natural talent for dealing with tough and awkward topics. Her genuine interest in her guests shines through, and even her solo episodes are entertaining and heartfelt. This show has quickly become one of my favorites, and I can't recommend it enough.

    One of the best aspects of this podcast is how Natalie tackles taboo topics with humor and grace. She fearlessly dives into conversations about sex, relationships, and all things awkward, creating a space where people can be open and honest without judgment. It's refreshing to hear women openly talking about sex and breaking down societal taboos. The show provides a platform for guests to share their stories in a way that feels relatable and empowering. Natalie's wit and comedic timing also add an extra layer of enjoyment to each episode.

    Another great aspect of The Awkward Sex And The City is the variety of topics covered. Natalie explores everything from dating mishaps to body image issues, allowing listeners to connect with different aspects of the human experience. It's amazing how she manages to make each episode feel fresh by bringing in new guests, ensuring that there's always something interesting to listen to. The candid discussions on sexuality and our bodies are both enlightening and entertaining.

    If there is one drawback to this podcast, it would be that some may find the explicit nature of the discussions uncomfortable or not suitable for their tastes. However, it's important to note that this show is meant for mature audiences who are open-minded and willing to engage in frank conversations about sex. For those who are comfortable with such content, this podcast is an absolute treat.

    In conclusion, The Awkward Sex And The City with Natalie Wall podcast is a must-listen for anyone who enjoys candid discussions on relationships, sexuality, and the human experience. Natalie's ability to create a safe space for guests to share their stories is truly commendable. With its humor, honesty, and empowering dialogue, this show stands out among the sea of podcasts. Give it a listen, and prepare to be entertained and enlightened.



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    Latest episodes from Awkward Sex And The City with Natalie Wall

    It Truly Isn't Your Fault with Veronica Garza

    Play Episode Listen Later Aug 9, 2024 86:35


    Natalie sits down with Veronica Garza in an emotional episode about OCD, sobriety, mental health, and so much more. Natalie is also taping her first hour at Caveat on 8/22! Tickets available now!

    I had a system with Jilberto Soto

    Play Episode Listen Later Jul 26, 2024 62:52


    We are BACK! With a brand new guest Jilberto Soto! We talk sex and the city, farting in front of your partners, butt stuff and more!

    She's Clean with Jenn Harris

    Play Episode Listen Later Jun 9, 2024 84:05


    This episode Natalie got to sit down and speak with Jenn Harris (American Fiction, High Maintenance) about her critically acclaimed short film, She's Clean. You can go watch her hilarious and poignant short on Vimeo NOW! In this episode the girls talk about being ready to be in a relationship, the sacrifices you feel you need to make with a creative career, and so much more.

    I'm making cinnamon buns if you want to come over with Jake Cornell

    Play Episode Listen Later May 22, 2024 52:43


    This week Natalie sits down with Jake Cornell and we talk community, dating, social media. Do yall remember when social media's main purpose was to socialize? LOLOLOLOL

    Where has she been?!

    Play Episode Listen Later May 10, 2024 32:37


    lololol a quick solo episode where natalie deep dives into where's she been the past few weeks. here's to consistency!

    I can fall back into girlfriend mode with blair dawson

    Play Episode Listen Later Apr 19, 2024 71:43


    In this episode Natalie sits down with comedian Blair Dawson, and they talk break ups, they talk about all types of grief, when we look for lessons in our grief and breaks up and so much more!

    girlfriends fall back blair dawson girlfriend mode
    You Can Ask Me to Do Something and I'll Do It with Matt Storrs

    Play Episode Listen Later Apr 4, 2024 54:10


    In this episode Natalie sits down with comedian Matt Storrs and we talk open and direct communication in relationships, pets in the boudoir and so much more!

    I'm in my unhinged journaling era with Sam Reece

    Play Episode Listen Later Mar 20, 2024 77:13


    Natalie sits down with Sam and talks body image, feeling safe in a relationship, PCOS, not being heard at the doctors, diet culture and all that jazz!

    Trying to reconnect with my sexuality with Kenice Mobley

    Play Episode Listen Later Feb 8, 2024 68:53


    This week Natalie talks with comedian Kenice Mobley. They talk reconnecting with your libido, the necessity of knowing and loving yourself, and what work needs to be done for yourself.

    Would My 25 year old self be impressed by any of this nightmare with Kimberly Dinaro

    Play Episode Listen Later Jan 11, 2024 59:50


    Trigger warning: sexual harassment, grooming Natalie sits down with comedian Kimberly Dinaro and talks marriage, not understanding babies, grooming, not okay child/adult relationships, being afraid of teenage girls and so much more!

    God Knows What's Going to Happen with Madelein Murphy Smith

    Play Episode Listen Later Dec 20, 2023 60:51


    This week Natalie gets to sit down with comedian Madelein Murphy Smith! They talk sexuality, being true to yourself and the ramifications of not being yourself.

    You Have to Talk About Your Problems With Demitri Wylde

    Play Episode Listen Later Dec 6, 2023 76:31


    This week Natalie got to sit down with sex educator Demitri Wylde! We talk relationships, cannibalism accidentally hooking up with an ex's uncle and so much more!

    "When you talk to a 22 year it reminds you that you're gunna die," with Marcia Belsky

    Play Episode Listen Later Nov 22, 2023 96:40


    This week Natalie sits down with the ever hilarious Marcia Belsky! In a very cathartic episode they discuss thinking about death on a daily basis, how dating has gotten worse, documentaries and so much more!

    He Doesn't See Me with Sarah Hartshorne

    Play Episode Listen Later Oct 26, 2023 61:44


    In this episode Natalie got to sit down and talk with comedian and writer Sarah Hartshorne. They talk about pregnancy, the social stigmas of weight and weight gain, the ongoing relationship with our bodies and more.

    The one where Natalie talks about porn

    Play Episode Listen Later Oct 18, 2023 34:39


    In this solo episode Natalie dives deep into one her favorite things in the world: halloween porn! (or all holiday porn for that matter.) Awkward Sex... and the City will be performing at The Yard Theater in Los Angeles on Oct 20th and 21st. Grab your tickets here: https://www.eventbrite.com/e/awkward-sex-and-the-city-tickets-701193166637?aff=oddtdtcreator

    You Can Know A Male Comic for YEARS and not know they have a kid with Emily Walsh

    Play Episode Listen Later Oct 11, 2023 66:06


    Natalie gets to sit down and talk with Emily Walsh about doing Edinburgh Fringe with your husband, their relationships with comedy, and their stances about children.

    Don't put yourself in a box with Jolenta Greenberg and Kristen Meinzer

    Play Episode Listen Later Sep 27, 2023 59:50


    This week Natalie sits with Kristen Meinzer and Jolenta Greenberg of How to Be Fine Podcast. They talk being stuck, feeling lost and releasing the idea of fitting a specific archetype!

    Expectations, Fears, and the Sophia Coppella dying in Godfather 3 with Natalie

    Play Episode Listen Later Aug 28, 2023 39:38


    This week Natalie talks fear, expectations and how she feels it affects us in all aspects of her life. 10 year anniversary show at Club Cumming 8/30! Tickets here:

    Luann de Lesseps and Libidos with Jen Keefe

    Play Episode Listen Later Aug 10, 2023 57:38


    This episode Natalie got to sit down with one of her favorite people in the world Jen Keefe! They talk proposals, porn (obvi), libidos, the bravo universe and so much more!

    The Men are in Line to Jerk Off in a Cup with Maya Deshmukh

    Play Episode Listen Later Jul 26, 2023 56:09


    Natalie talks with hilarious performer and new mother Maya Deshmukh about pregnancy, babies and men jerking off in cups!

    Bringing People Together with Adult Sex Ed with Dani Faith Leonard

    Play Episode Listen Later Jun 21, 2023 81:11


    In this episode Natalie talks with good friend and comedian Dani Faith Leonard about her show Adult Sex Ed! They talk sex ed, dating, and what it's like being the face/hosts of very sex positive shows! See Dani's next Adult Sex Ed at Midnight Theatre on 6/22! Tickets available HERE!

    With A Dinner Date, I Will Be Fed With Savannah DesOrmeaux

    Play Episode Listen Later Jun 2, 2023 62:39


    This week, Natalie chats with comedian and friend Savannah DesOrmeaux about dating, feet, (sweaty feet to be exact), situationships, and heartbreak.

    The Roll and Reveal with Cat Alvarado

    Play Episode Listen Later May 17, 2023 79:27


    Natalie got to sit down with the hilarious and charming Cat Alvarado! We talk Trigger warning: we talk about sexual assault for a small part of the episode. We talk dating, divorce, religion, fuck boys and so much more. Cat is a Nicaraguan-American comedian who turned her journey as a Latina misfit into an award-winning one-woman show and now, into her upcoming comedy album Off-White. She was also a featured comedian at the 2022 Great American Comedy Festival and performed at Laughing Skull and The Big Pine Comedy Festival. She is the creator and host of the Villains of History podcast, a co-host on the Unofficial Official Story podcast, and a frequent guest co-host on YouTube's Reel Rejects.

    I'm Going To Try And Live with Maggie Lalley

    Play Episode Listen Later May 3, 2023 72:45


    This week Natalie got to sit down with comedian and performer Maggie Lalley! They discuss wants and needs in a relationships, living without regrets and her musical comedy Sex Witch: The Musical! Sex With: The Musical is running until May 6th at Soho Playhouse! Get tickets HERE!

    soho playhouse maggie lalley
    Put Cabbage On Your Nipples with Casey Balsham

    Play Episode Listen Later Apr 14, 2023 71:40


    This week Natalie got to sit down with the charming, hilarious and very pregnant Casey Balsham! They talk Edinburgh Fringe, being pregnant, infertility and more!

    The One About Religion with Ian Goldstein

    Play Episode Listen Later Mar 31, 2023 92:55


    This week Natalie got to sit down and chat with comedian and friend Ian Goldstein about how religion shaped their childhood's and their relationship with sex and dating.

    A "Perfectly Good Moment" with Lauren Greenhall

    Play Episode Listen Later Mar 17, 2023 63:06


    This week Natalie got to sit down with her tremendously talented friend and filmmaker Lauren Greenhall. They discuss Lauren's first feature film she directed, "Perfectly Good Moment." Power dynamics in relationships. Porn. (duh.) And so much more! Check out "Perfectly Good Moment" HERE.

    power porn greenhall
    I'm A Cat In Heat With Grace Michaud

    Play Episode Listen Later Mar 1, 2023 62:23


    In this episode Natalie gets to sit down with her funny friend and fellow creative Grace Michaud! They talk London, going back to people they shouldn't, dating, boys and cats, duh.

    Amanda Van Nostrand Is On My Bedroom Wall

    Play Episode Listen Later Feb 15, 2023 62:06


    Natalie got to sit down with her friend and fellow comedian Amanda Van Nostrand and talked about past ex's, the current dating pool, why dating sucks (obvi) and so much more!

    I'm that bitch! with Hannah Kaplan

    Play Episode Listen Later Feb 1, 2023 68:27


    This week's episode Natalie talks with one of her favorite people, Hannah Kaplan. They talk blow jobs, porno preferences, Titanic (duh.) and more!

    It's All About the Thighs with Kendall Payne

    Play Episode Listen Later Jan 18, 2023 59:08


    After a 5 month hiatus, NATALIE IS BACK! And ready to talk all things awkward sex. This week Natalie talks with the hilarious writer, director and stand up, Kendall Payne.

    A Single Woman is a Threat with Kirsten O'Brien

    Play Episode Listen Later Aug 3, 2022 82:01


    This week Natalie talks to Kirsten O'Brien, co-host of The Boss Bitch Show podcast. They talk about how being a single woman is an act of defiance, women being valued for their proximity to men, the history of why women like jewelry, non-monogamy, co-dependency, happiness being a threat when its not through capitalism, and how abortion is not about abortion it is about financially and socioeconomically crippling women so they can't get to the polls. Check out Rachel Green & Kirsten O'Brien the second Thursday of every month at The Comedy Shop Buy Tickets Here! Awkward Sex… and the City will be making their Edinburgh Fringe Festival and UK premiere this August! We will be performing from August 4th thru August 28th! (No show August 15th or August 22nd). Buy Tickets Here!

    The Harlem globe trotter of sex with Kirsten O'Brien

    Play Episode Listen Later Jul 20, 2022 62:30


    This week Natalie talks to Kirsten O'Brien, co-host of The Boss Bitch Show podcast. They discus bodily autonomy, sexual assault, getting roofied, stealthing, doms/subs, period sex on 9/11, toxic masculinity, and fucking comedians. Check out Rachel Green & Kirsten O'Brien the second Thursday of every month at The Comedy Shop Buy Tickets Here! Awkward Sex… and the City will be making their Edinburgh Fringe Festival and UK premiere this August! We will be performing from August 4th thru August 28th! (No show August 15th or August 22nd). Buy Tickets Here!

    Sex on a Balcony with Rachel Green

    Play Episode Listen Later Jul 6, 2022 64:47


    This week Natalie talks to Rachel Green about The Boss Bitch Show, strap ons, sexual exploration, subs/doms, getting caught, service tops, ghosting, polyamory, sex parties, hpv, and hard kombucha Check out Rachel Green & Kirsten O'Brien the second Thursday of every month at The Comedy Shop Buy Tickets Here! Check out Awkward Sex and The City at the Duplex July 15th @9:30 Buy Tickets Here! Awkward Sex… and the City will be making their Edinburgh Fringe Festival and UK premiere this August! We will be performing from August 4th thru August 28th! (No show August 15th or August 22nd). Buy Tickets Here!

    Abortion AF with Sarah Hartshorne

    Play Episode Listen Later Jun 27, 2022 75:48


    This week Natalie speaks to Sarah Hartshorne about the dismantling of Roe V. Wade, Mississippis last abortion clinic closing, how access is more than a woman's issue, how access to abortion improves the economy, 100% of Abortions are Caused By Sperm, and pregnancy. Join Abortion Rights Bootcamp on July 17th at Operationsaveabortion.com Donate to NNAF.org and YellowHammer Fund Get involved at Tech for Campaigns

    I'm in therapy but I'll choke you like I'm not with David Piccolomini

    Play Episode Listen Later Jun 22, 2022 58:15


    This week Natalie talks to David Piccolomini about Polyamory, insecurity, jealousy, the person in highschool that let their dog lick peanut butter off their genitals, soulmates, puritanical ideas and religion. General note: Don't forget to Orgasm and have a good time!

    A Show About Friendship with Gabe Mollica

    Play Episode Listen Later Jun 15, 2022 53:19


    This week Natalie talks to Gabe Mollica all about the importance of friendship, man on man friendship and the heartbreak of a friend break up! Go friendship! Check him out live at 59E59 theaters July 27 - July 31, 2022 Buy tickets here!

    Spread Your Legs Wide and Lean Forward

    Play Episode Listen Later Jun 8, 2022 51:13


    This week Natalie talks to Melissa Rich and Karolena Theresa about blowjobs, handjobs, pleasuring yourself when you're stressed out, holding the ankles during reverse cowgirl, cheating, slut shaming and voyeurism. Don't forget to check them out live for Star F*ckers: Gemini Edition - Monday, June 20 - 7:00pm Doors / 7:30pm BUY TICKETS HERE!

    doors spread wide legs starf lean forward karolena theresa
    Seventeen Flashback with Laura Leigh Abbey

    Play Episode Listen Later Jun 1, 2022 54:38


    This week Natalie talks to Laura Leigh Abbey about her new podcast "Seventeen: Conversations with My Teenage Self," where she reads from her 17 year-old diary and discussed all the cringeworthy stuff about being a 17 year old. They also talk about her book 2 Brides 2 Be: A Same-Sex Guide for the Modern Bride, shaming, learning to pleasure yourself as a woman instead of just focusing solely on the man and parenting!

    Just Come with Pamela Anderson

    Play Episode Listen Later May 25, 2022 58:29


    In this episode Natalie talks to Comedian Pamela Anderson about Sex, death, grief, where you need to be mentally to be in a relationship, great sex, not great sex and what she's looking for when dating.  Go check out her show Just Come every tuesday at The Graham in east Williamsburg! Buy tickets here!

    Just Boning is fun with Jessy Roth

    Play Episode Listen Later May 18, 2022 60:08


    Natalie is back with a vengeance! Ready to talk awkward and tackle sex in the city. This week she chats with Jessy Roth who has been through the ringer and finds dating exhausting. We couldn't agree more! They also discuss having sex in public places, red flags, ghosting, fuckbois and most importantly falling in love with yourself!  Don't forget to see @messyroth show - The Shuffle on Tuesday, May 24th @7pm at Caveat Check out Awkward Sex and the City at The Duplex on May 21 at 9:30ET BUY TICKETS HERE!

    Whats wrong with being a slut? with Natalie Wall

    Play Episode Listen Later Jan 18, 2022 22:26


    This week Natalie discusses sex shaming, the Madonna/Whore complex and more importantly that ASATC is BACK for its first live showing on January 19th! Go get your tickets now! 

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