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Awkward Sex... and the City at Caveat
Dates: 11/13/2025
📍 Theatre: Caveat
21 A Clinton St
New York, NY 10002
Phone: 9297926883
Tickets: $12 online/ $15 at the door
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Awkward Sex is exactly what it sounds like: comedians reliving intimate tales about their sex life and breaking barriers about sex and dating.
Hosted by Natalie Wall, the show pairs sexual inclusion with humor and sheds light on the awkward universal experience we all know and love.
Awkward Sex is about taking taboo subjects and creating a safe space for people to feel seen and heard.
From cocaine infused one night stands to IBS flare ups during cunnilingus, you and your friends will be hanging on to every word and excited to go out and have a sexual misadventure of your own.
Featuring:
Natalie Wall
Jen Keefe
Gus Constantellis
And more!
“Good sex is always good sex, but it takes a special person to turn bad sex into something amazing. And that’s where our New York comedian and podcaster Natalie Wall comes in.” -Philadelphia Gay News
“The voyeur within will delight.” – Refinery29
News About Awkward Sex... and the City at Caveat
We have no news on this show at the current time.
About the Theatre
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Caveat Frequently Asked QuestionsFAQ
Where is Caveat located?
Caveat is at 21 A Clinton St, New York, NY.
What shows have played recently at Caveat?
True Crime the Musical (07/26/26-07/26/26)
On The Watchlist with Jay Servedio (07/26/26-07/26/26)
ROUGE SALON: ABSURD TRUE TALES (06/21/26-06/21/26)
On The Watchlist with Jay Servedio (06/20/26-06/20/26)
The Legend of You (06/06/26-06/06/26)
It Might as Well Be Gay (06/01/26-06/01/26)
Get Work (05/14/26-05/14/26)
CLIFF HANGER: Best-Of Sketch Comedy Show (05/07/26-05/07/26)
My Immortal LIVE (05/02/26-05/02/26)
Story-oke: Sing and Tell (04/14/26-04/14/26)
On The Watchlist with Jay Servedio (07/26/26-07/26/26)
ROUGE SALON: ABSURD TRUE TALES (06/21/26-06/21/26)
On The Watchlist with Jay Servedio (06/20/26-06/20/26)
The Legend of You (06/06/26-06/06/26)
It Might as Well Be Gay (06/01/26-06/01/26)
Get Work (05/14/26-05/14/26)
CLIFF HANGER: Best-Of Sketch Comedy Show (05/07/26-05/07/26)
My Immortal LIVE (05/02/26-05/02/26)
Story-oke: Sing and Tell (04/14/26-04/14/26)
What shows are coming up next at Caveat?
RISK! Live Show and Story Slam at Caveat in NYC (09/08/26-09/08/26)
Trans Voices Cabaret (09/19/26-09/19/26)
Catbaret Purrsents...Meowloween! (10/31/26-10/31/26)
CATBARET! NYC’S CAT-THEMED VARIETY SHOW: MEOWY X-MAS & HAPPY HANUKKATS (12/19/26-12/19/26)
Trans Voices Cabaret (09/19/26-09/19/26)
Catbaret Purrsents...Meowloween! (10/31/26-10/31/26)
CATBARET! NYC’S CAT-THEMED VARIETY SHOW: MEOWY X-MAS & HAPPY HANUKKATS (12/19/26-12/19/26)
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