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
Caveat is at 21A Clinton Street, Manhattan, NY.
Constellations by Nick Payne (11/21/25-11/21/25)
Fun in Moderation (11/8/25-11/8/25)
Rouge Salon Presents: Death Squared (11/2/25-11/2/25)
Catbaret! Purrsents...Meowloween (10/31/25-10/31/25)
Modern Whitney (10/25/25-10/25/25)
Jungle Restaurant (10/5/25-10/5/25)
Modern Whitney (9/27/25-9/27/25)
Mulatto Winnie the Pooh (9/15/25-9/15/25)
Fun in Moderation (8/22/25-8/22/25)
Awkward Sex... and the City (8/1/25-8/1/25)
Transpositions: A Debut and Revue (12/28/25-12/28/25)
Videos
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Broadway Magic Hour
Broadway Comedy Club (9/30 - 12/30) | |
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Emotionally Available Improv Presents: It’s Rock Her Fella Season
Green Room 42 (12/29 - 12/29)
VIDEOS
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Lobby Hero
Manes Studio Theatre of Long Island (1/9 - 1/25)
PHOTOS
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Always Young The Musical
Theater For The New City (1/15 - 2/1) NEW MUSICAL | |
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Truman vs. Israel: Abzug and the Undressing of Truman
Theater at St. Clements (10/9 - 1/4) | |
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THE MUSEUM OF MODERN ART PRESENTS Artist’s Choice: Arthur Jafa–Less Is Morbid
The Museum of Modern Art (11/19 - 7/5) | |
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Time Travelers: Photographs from the Gayle Greenhill Collection
The Museum of Modern Art (10/31 - 2/16) | |
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Dress, Dreams, and Desire: Fashion and Psychoanalysis
The Museum at FIT (9/10 - 1/4) | |
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of a Lifetime - Musical
The Actors Temple Theatre (12/1 - 2/28) | |
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