Awkward Sex And The City with Natalie...

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.

Comedy Interviews
A Single Woman is a Threat with Kirsten O'Brien
81 min
The Harlem globe trotter of sex with Kirsten O'...
61 min
Sex on a Balcony with Rachel Green
63 min
Abortion AF with Sarah Hartshorne
74 min
I’m in therapy but I’ll choke you like I’m not ...
57 min
A Show About Friendship with Gabe Mollica
52 min
Spread Your Legs Wide and Lean Forward
50 min
Seventeen Flashback with Laura Leigh Abbey
49 min
Just Come with Pamela Anderson
54 min
Just Boning is fun with Jessy Roth
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!
59 min
Whats wrong with being a slut? with Natalie Wall
21 min
Romance is alive and well with Lauren Brickman
56 min
More Sex 2022! with Natalie Wall
17 min
Pussy in a Crock Pot with Veronica Garza
53 min
Check under the hood w/ Natalie Wall
Mammograms, ultrasounds and colonoscopies oh my!
26 min
If wishes were fishes with Meghan O'Malley
A fish loses an eye...
56 min
Maybe Someone Will Come Walk With Me W/ Angel Yau
Oh I thought you were one of those cool girls
43 min
Poptarts, Butter and Ice Cream
This week Natalie talks to Zach Teague!
41 min
Roast of your Teenage Self with Alise Morales
49 min
Love Thyself with Lyssa Mandel
51 min
Do Your Boob Exam RIGHT NOW! with Natalie Wall ...
15 min
Orgy??? W/ Brian Bahe
34 min
Not A Canker Sore with Natalie Wall [Solo Episode]
12 min
Van Life Sometimes Means Shitting in a Plastic ...
41 min
Come on! We’re All Here, We’re in our Underwear...
YAY! Awkward Sex and the City is BACK with a BANG!
76 min
Hear You Soon! with Natalie Wall
Be back on August 18th!
8 min
Introducing Bapcast: A Black and Proud Herstory...
Charity Edna Adams grew up experiencing the hardships of segregation, but never let it detract her from doing her best, even in the completely uncharted territory of the U.S. Women’s Army Auxillary Corps.
42 min
How we Ignore Red Flags in Hustle Culture With ...
You Are Worth the Work!
28 min
How Loud Do you Fart with Jeffrey Marx
"I don’t know what the straights are doing but the gays are having a renaissance"
65 min
Buy a Mask for your Penis #HoSummer2021
Get Your Genitals Checked!
24 min
Drunk Bus with Dave Hill
56 min
Re-release: Everything Is Pretty In The Thumbna...
This week Natalie Wall invites on Gabe Gonzalez (@gaybones) to deep dive into his experience with working in porn (not as a star) and the industry itself.
46 min
Prioritizing Yourself in a Post Covid World
Natalie reminds you to be truly kind to yourself, that you have the power and ability within you to implement the new changes IRL.
22 min
Openly Looking for Sex in a Park with Savannah ...
Looking forward to a horny summer!
37 min
Sex, Break ups, Vermin and Real estate with Kim...
Kimberly Dinaro joins Natalie remotely to discuss being young, dumb and blatantly ignoring red flags.
49 min
Natures Pocket and Projectile Gummy Bears with ...
63 min
15 Things You Didn't know About Bigfoot w/ Zach...
45 min
Getting used to Change [Solo Episode with Natal...
How do you recharge?
27 min
The Next 7 Months are Going to be Bumpy [Solo E...
This week Natalie explores a world that is going back to “normal.”
28 min
Re-Release : Spaghetti Dick with Domina Franco
Natalie is on travel and taking the week off, but please enjoy this incredible past episode with guest Domina Franco!
50 min
The One Year Anniversary of Shit Hitting the Fa...
Reflecting on a year in the midst of a global pandemic
16 min
Trans in Trumpland with Tony and Jamie
49 min
I love you but I can’t look at your face right ...
60 min
Dating In The Time Of Corona w/ Kenice Mobley
Guest Kenice Mobley talks with your hostess who's the grossest, Natalie Wall, this week on Awkward Sex and The City!
55 min
Friction in Bathhouses Around the World with Da...
This week Natalie talks to writer, performer, astrologer and host of The Luminaries Podcast - David Odyssey.
51 min
"I Blame Society" with filmmaker Gillian Walla...
This week Natalie talks to filmmaker Gillian Wallace Horvat about her Serial killer comedy movie “I Blame Society"
57 min
I hated dating, I loved fucking around
Why she hated dating, how she
27 min
Everyone is Sad with Perri Gross
This week Natalie talks to Perri Gross about her online covid dating journey!
61 min
You’re doing great!
This week Natalie wants you to know that she is proud of you and you're doing great!
19 min
Khaki is Not Leather with Konyin Ayuba and Ray ...
This week Natalie talks to Konyin Ayuba and Ray Smiling to discuss their new 6 part anthology series Khaki is Not Leather
49 min
Everyone on Zoom is a Gorgeous Angel with Jenny...
This week Natalie talks to Jenny Gorelick about her #TheReceiptsPodcast - a fun, honest podcast fronted by three girls who are willing to talk about anything and everything.
77 min
How to Get Everything You Want with Lindsay Gol...
This week Natalie talks to Lindsay Goldwert, the editor in chief of the online love and money magazine Money Date and author of Bow Down: Lessons from Dominatrixes on How to get Everything You Want!
46 min
How to Get Everything You Want with Lindsay Gol...
This week Natalie talks to Lindsay Golwert, the editor in chief of the online love and money magazine Money Date and author of Bow Down: Lessons from Dominatrixes on How to get everything you want!
49 min
I'm in a Bad Mood and This is What Cervical Dis...
This week Natalie takes you into her bedroom to discuss being grateful from a distance, her ongoing job search, ugly emotions, bleeding out of your vagina, reminding you to removed the applicator before insertion, and white discharge coming out of Virginia.
35 min
It Sucks Not Being Able To See Your Family
40 min
Lets Make Some Moves with Neil Bardhan
72 min
Stress Can Do Weird Shit to your Face
This episode Natalie takes you into her bedroom to talk about her experience with bells Palsy, family medical history, mental health, stress, and how the fight for injustice isn’t over regardless of who is elected for 2021
36 min
Migraines & Mental Health (Solo Ep with Natalie!)
52 min
Commincating in Quaratine w/ Angel Yau
70 min
College Is Scary w/ Cooper Raiff
60 min
What Do You Want From Me? w/ Clark Moore
This week on Awkward Sex and the City, Natalie interviews Clark Moore (Crazy Ex-Girlfriend, Love Simon, Soul Balm Podcast) about identity, considering yourself and what you want in a relationship, and understanding what you want.
61 min
If They're Inside of Me, We’re Gonna Make Out w...
57 min
Honesty Is Our Only Vaccine w/ Calvin Cato
31 min
Even The Sex Parties Are Cancelled w/ Calvin Cato
With returning guest Calvin Cato, this episode covers whats going on with the sex parties in NYC! And that leaving NYC is for cowards, or at least you should consider your priveledge before being upset about moving.
47 min
Secret List of Shitty Boyfriends w/ Sam Reece
This week guest Sam Reece reveals that dating in NYC right now is pointless! JK, sometimes being an HBIC is more important. Natalie and Sam talk about their experiences coming out as bi, and shitty manipulative boyfriends that you're not supposed to talk about.
53 min
What's Going On In NY Lately? [Solo ep wwith Na...
This week Natalie talk about Chadwick Boseman, colon cancer, how it feels in NY, kids going back to school, and sex during Covid. Wash your hands! Get tested!
45 min
Dating In The Time Of Corona w/ Kenice Mobley
54 min
Breaking Up In Quaratine [Solo Ep w/ Natalie!]
44 min
Live Laugh Love Libido [Solo ep with Natalie!]
70 min
I Need My Cottonelle Reparations w/ Jess Hender...
It's part 2 of the itnerview with Jess Henderson, host of the soon to be released podcast, PMS : Plants, Medicine, Spirit. Natalie and Jess discuss more accountability in being anti racist and life in the NYC and the comedy community.
97 min
UM! HELLO! HELLO? with Jess Henderson
This week is the first of a 2 parter with the incredible Jess Henderson! Natalie and Jess discuss being in a long term relationship in quarantine, getting therapy, and racism in comedy through fake allyship. LEARN SOMETHING, HELLO!
74 min
Getting Out Of Fuck Boi Rehab with Khalid Rahmaan
61 min
To All The Boys I Didn't Fuck
Natalie this week is bringing a solo episode about the men in her past that maybe missed the chance to get it. She talks about the people in her life who may have caused her confidence to shrink a bit when in reality, she is a bad bitch who can get it.
48 min
Can't Not Talk About Covid and Masturbate
34 min
Two Years of Awkward Sex!
It's been 2 years and 71 episodes of Awkward Sex and The City, and this is a very special episode with Natalie Wall, your host getting personal as always and thanking you, the listeners, for supporting the show for 2 years!
43 min
Calvin Cato, Hilarious Man and Receiver of Peni...
51 min
Black Trans Lives Matter
It needs to be said. It needs to be yelled. While it seems like there's support and movement, there is still more work to be done.
16 min
From Your Polite (for now) Black Friend, Mary Dorn
This week Natalie interviews returning guest, Mary Dorn, about her experience in New York Quaratine and activism on the internet.
54 min
Eight minutes and forty-six seconds
11 min
Falling In Love With My Gay Roommate [Solo Epis...
This episode of Awkward Sex And The City is with your sweet host, Natalie Wall. She gives a shout out to Matt, her former roommate and friend, and tells stories about their life together in NYC.
54 min
Meeting Aaron and Bad Rom Coms [Solo Episode wi...
This week's Awkward Sex and the City is another update from Natalie on living in New York City during Covid-19. She tells the story of how she met her fiance and fantasizes what a recovered, sexier, kinker NY might look like in the future.
51 min
I Miss New York [Solo Ep with Natalie]
This week's very personal, special solo episode is all about New York City and Natalie's love affair with living in it. With everything going on, NYC just isn't itself, but there's hope that soon it may move back towards how we rememeber it. Natalie remineses about old times in NYC being young and implusive as one should be.
57 min
Libido in Quarantine w/ Brittany Velotta
This week Natalie's bringing back one of her first guests and one of her first friends in NYC to talk about sex in quarantine, keeping up wiht mental health, and what the olds are fraeking out about.
63 min
My Type Is Near Sighted Meerkats w/ Sam Corbin
46 min
Emotional Convos And Wanking Off To Chat Roulet...
It's an another solo episode with your host Natalie telling stories of awkward sex from her past, updating you on the status of NYC and dealing with mental health in the pandemic.
41 min
Ballad of Chewie, The Cruddy Vibe [Solo with Na...
56 min
Hypothetically Doing Artisanal Poppers with Bob...
This week is actually a break from the solo episode to feature Natalie’s good friend, Bobby Hankinson. They chat boast sex in quarantine, managing anxiety and reading the news, and whether or not Natalie should do poppers.
43 min
A Very Gross Episode [Solo with Natalie Wall]
43 min
No Sex On The Floor [Some Solo Time with Natali...
36 min
Introducing All D!ck Is Trash Podcast with Mill...
Check out a new More Banana Podcast All D!ck Is Trash with Milly Tamarez! We're taking the week to figure out production and do our best to stay safe and responsible. But enjoy this new podcast with another hilarious lady and reach out to us at
69 min
Blame It On The 'Gulg' with Hope Morawa
This week on Awkward Sex and The City, Natalie interviews friend and thrifter, Hope! They talk foot fetishes, consent, and the state of dating in Brooklyn.
34 min
Natalie Freaks Out About Time with Sharron Paul
This week Natalie has a small freak out, but don't worry it's just about time and we can't change it so whatever, party. Sharron Paul (@sharronica) is the incredible guest this week who talks with Natalie about her current relationship, watching porn on the family computer, and Natalie's engagement surprise! Follow Awkward Sex (@awkwardsexcity)
57 min
Everything Is Pretty In The Thumbnail with Gabe...
This week Natalie Wall invites on Gabe Gonzalez (@gaybones) to deep dive into his experience with working in porn (not as a star) and the industry itself.
46 min
Live, Laugh, Do Coke With Your Mom with Katie H...
51 min
It Does Get Sexy with Lorena Russi
This week's episode of Awkward Sex And The City is with comedian, soccer player, and owner of incredible hair, Lorena Russi! Natalie Wall asks Lorena about anxieties around sex, how people look when people eat you out, and not watching porn.
45 min
Kissed Me Like A Shy Vampire with Sharon Spell
This episode of Awkward Sex And The City, Sharon Spell is the hilarious guest! Natalie Wall and Sharon talk about bad bad bad relationships in the past that included mixed signals, fuck boi nonsense, neck kissing, and singing conventions!
43 min
It Was A Graveyard Of Condoms with Julie Feltman
Get ready for a rowdy Awkward Sex and the City this week with Julie Feltman! Julie and Natalie discuss sex parties, finding the right partner even while you normally might look for the worst, and riding around the city on a Vespa. It's a great and hilarious episode!
41 min
Don't Touch Spices and Then your Genitals with ...
This week is a repeat guest and favorite, Calvin Cato. He revisits some of the relationship drama form the last episode he was on. Calvin and Natalie talk about communication in relationships, sex with foreigners in hotel rooms, and cooking before touching yourself (which you should NOT do fyi).
47 min
I Have Heard You Having Sex with Karolena There...
48 min
Your First Period Is Like JFK w/ Mary Dorn
Hello Awk Sexers! This episode is for the new year and new ears. Natalie Wall, the hostess with the mostess, sits down with photography and hilarious woman Mary Dorn to talk about sex in college, New York Apartments, and Amsterdam! And everything that comes up in between.
60 min