Awkward Sex And The City with Natalie Wall artwork

Awkward Sex And The City with Natalie Wall

173 episodes - English - Latest episode: 9 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

I can fall back into girlfriend mode with blair dawson

April 19, 2024 12:53 - 1 hour

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!

You Can Ask Me to Do Something and I'll Do It with Matt Storrs

April 04, 2024 12:46 - 54 minutes

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

March 20, 2024 11:00 - 1 hour

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

February 08, 2024 16:18 - 1 hour

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

January 11, 2024 18:58 - 59 minutes

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

December 20, 2023 13:00 - 1 hour

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

December 06, 2023 13:57 - 1 hour

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

November 22, 2023 14:18 - 1 hour

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

October 26, 2023 15:55 - 1 hour

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

October 18, 2023 12:00 - 34 minutes

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

October 11, 2023 12:00 - 1 hour

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

September 27, 2023 12:00 - 59 minutes

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

August 28, 2023 14:19 - 39 minutes

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

August 10, 2023 00:24 - 57 minutes

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

July 26, 2023 15:34 - 56 minutes

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

June 21, 2023 16:55 - 1 hour

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

June 02, 2023 12:00 - 1 hour

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

May 17, 2023 15:00 - 1 hour

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 a...

I'm Going To Try And Live with Maggie Lalley

May 03, 2023 17:48 - 1 hour

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!

Put Cabbage On Your Nipples with Casey Balsham

April 14, 2023 13:19 - 1 hour

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

March 31, 2023 12:54 - 1 hour

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

March 17, 2023 13:17 - 1 hour

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.

I'm A Cat In Heat With Grace Michaud

March 01, 2023 12:00 - 1 hour

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

February 15, 2023 17:47 - 1 hour

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

February 01, 2023 12:00 - 1 hour

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

January 18, 2023 13:00 - 59 minutes

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

August 03, 2022 13:13 - 1 hour

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 t...

The Harlem globe trotter of sex with Kirsten O'Brien

July 20, 2022 12:06 - 1 hour

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 ...

Sex on a Balcony with Rachel Green

July 06, 2022 12:30 - 1 hour

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...

Abortion AF with Sarah Hartshorne

June 27, 2022 04:00 - 1 hour

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

June 22, 2022 17:08 - 58 minutes

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

June 15, 2022 13:25 - 53 minutes

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

June 08, 2022 04:00 - 51 minutes

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!

Seventeen Flashback with Laura Leigh Abbey

June 01, 2022 14:47 - 54 minutes

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

May 25, 2022 04:00 - 58 minutes

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

May 18, 2022 12:32 - 1 hour

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 T...

Whats wrong with being a slut? with Natalie Wall

January 18, 2022 05:00 - 22 minutes

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! 

Romance is alive and well with Lauren Brickman

January 15, 2022 16:23 - 1 hour

This week Natalie talks to the pop-culture professor, Lauren Brickman about dirty pen pals, intimacy accountability partners with spreadsheets, pain during sex, collecting data on dating apps, and that there needs to be some social lubricant before a stranger online asks you "What would you do if my dick was is your hand?" AND OF COURSE they talk about the Sex & The City Reboot, And Just Like That. Did the writers drop their notes and mix up Miranda and Charlotte? Go see Lauren Brickman perf...

More Sex 2022! with Natalie Wall

December 22, 2021 14:58 - 18 minutes

This week Natalie reminds you to upgrade your masks, watch your butt, and trust the process.

Pussy in a Crock Pot with Veronica Garza

December 08, 2021 05:00 - 57 minutes

This week on Awkward Sex & The City Natalie talks to Veronica Garza about her sudden break up, booty flamiing, dating white women and mature hoeing. Go check out Muddy Waters: The Comedy Show Vol.45 (Holiday Edition) on December 17th

Check under the hood w/ Natalie Wall

November 17, 2021 05:00 - 30 minutes

This week Natalie updates you on her health, her experience with the healthcare system, bedside manner and all the tests that go with it. Please DO NOT forget to get tested, get your HPV shot, and see a doctor if something feels off.

If wishes were fishes with Meghan O'Malley

November 10, 2021 05:00 - 1 hour

This week Natalie talks to Meghan about attempting to have sex in a park during covid but humans are gross, the rolodex being burned, how comedy is cathartic but its still not therapy, they ask what even is control?, learning how to let things go, projecting on other people, and a fish loses an eye.... Check out Meghan shows: Barely making it at the tiny cupboard every other Sunday at 5:30 Young Ethels the first and third Tuesday of every month at 7pm

Maybe Someone Will Come Walk With Me W/ Angel Yau

November 03, 2021 04:00 - 47 minutes

This week Natalie talks to Angel Yau about drinking and sex in college, the never ending struggle of the toilet seat, and being the "cool girl" Check out Asian American Film Thing at Caveat on Friday June 7th @ 7pm

Poptarts, Butter and Ice Cream

October 27, 2021 14:11 - 46 minutes

This week Natalie talks to Zach Teague about his upcoming show Poppers Cauldron, Haus Party, performing authentically, boundaries, drugs, different sex drives, retail jobs and dating musical theater people.

Roast of your Teenage Self with Alise Morales

October 22, 2021 15:01 - 53 minutes

This week on ASATC Natalie talks to Alise about getting married, wedding crashers, shitty landlords, the tolerance we had when we were in college, sex on the roof of a chipotle and the 10th largest pyramid in the world! Follow Alise  Insta Twitter tik tok podcast

Love Thyself with Lyssa Mandel

October 06, 2021 13:43 - 55 minutes

This week Natalie talks to Lyssa about being in healthy relationships, learning from toxic ones, marriage and what it means for each individual, autonomy and microdosing! Listen to her podcast Whats Betwixt Us Follow her on instagram @aflockofsandwiches Follow ASATC on instagram @awkwardsexandthecity

Do Your Boob Exam RIGHT NOW! with Natalie Wall {Solo Episode}

September 29, 2021 14:58 - 16 minutes

This week Natalie talks about finding a lump in her breast, her experience with the health care system, and how to deal with reality. With October, breast cancer awareness month, it is a good time to remind ourselves to trust yourself and your body. Touch your boobs, get screenings, and be aware! Follow Natalie Insta website

Orgy??? W/ Brian Bahe

September 22, 2021 16:47 - 38 minutes

This week Natalie talks to Brian Bahe about his show Startfuckers, trying to coordinate an orgy in Fire Island, what's in a name, virgo season, first dates, giving head with a helmet on, and the swan drama at Prospect Park. Follow Brian  Insta Tickets to Starfuckers Follow Natalie Insta website

Not A Canker Sore with Natalie Wall [Solo Episode]

September 15, 2021 04:48 - 13 minutes

A PSA to listen to your bodies and get a second opinion if you can!

Van Life Sometimes Means Shitting in a Plastic Bag with Jessy Caron

August 26, 2021 12:56 - 45 minutes

This week Natalie sits down with her Producer to talk about her life on the road, growth in and out of relationships, trusting your gut, puppies being absolute nightmares and thats right the fact that van life isn't all that glamorous and sometimes you find yourself shitting into a shopping bag. For more stories follow Jessy @ TikTok Insta Follow Freya @FreyaGoddessofcuddles on tip tok See ASATC live THIS FRIDAY 8/27 BUY TICKETS!

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