AWKWARD SEX…AND THE CITY To Celebrate 12th Anniversary Show At Caveat
The long-running comedy storytelling series returns Friday, August 1st in NYC.
By: A.A. Cristi Jul. 16, 2025
Awkward Sex… and the City, the hit comedy storytelling show, will return to Caveat on Friday, August 1 for a special 12th Anniversary performance. Hosted and created by Natalie Wall, the show begins at 9:30 p.m. (doors open at 9:00 p.m.) at Caveat, 21A Clinton Street in Manhattan.
Billed as “exactly what it sounds like,” Awkward Sex… and the City features comedians reliving their most cringe-worthy, intimate tales of dating, sex, and romance gone wrong. From ropes gone wrong to IBS flare-ups during cunnilingus, no topic is off-limits as the night blends sexual honesty with comedic storytelling.
The anniversary lineup will include performances by Natalie Wall, Emma Willmann, Veronica Garza, and Tim Donnelly.
Audiences can expect a night of unabashed laughter, inclusive vibes, and relatable misadventures. Whether attending with a partner, a group of friends, or solo, Awkward Sex offers a space to celebrate the beautiful weirdness of human sexuality—awkward moments and all.
TICKETS: $12 in advance, $15 day of show. Available at Caveat.
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