Music & Comedy, Theatre & Performing Arts
The Oldest Profession: Solo Comedy Show About Sex Worker History | Chicago May 25, 2026
The Oldest Profession is a solo comedy show by Kaytlin Bailey — comedian, former sex worker, and host of the acclaimed podcast of the same name. Blending stand-up, storytelling, and meticulously researched history, the show races through 10,000 years of sex worker history in a fast-paced, funny, and genuinely moving hour. Praised by Playbill, the San Francisco Chronicle, and the Scotsman. Three nights only at Theater Wit. May 25, 26 & 27 | 7pm | 1229 W Belmont, Chicago IL 60657
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Learn more about the area
Neighborhood

Lakeview
This high-energy area is known for entertainment, shopping, and its lakefront locale.












