Madonna Shares Stage With Amy Schumer in Stand-Up Comedy Debut

Comedy Cellar's surprise all-star showcase also featured Jon Stewart, Louis C.K., and Aziz Ansari

Photo: Instagram

On Tuesday night Madonna expressed herself like never before.

The music icon, multi-hyphenate entertainer, and 2015 Stern Show guest made her stand-up comedy debut at New York City’s Comedy Cellar, delivering a surprise set for a completely unprepared audience.

Madonna also brought fellow Stern Show veteran Amy Schumer onto the stage with her and the two did an act together. She and Schumer have performed together previously at Madison Square Garden, but those engagements involved Madonna putting on a concert before or after Amy's set—not a comedy show.

Madonna later shared pictures of her big stand-up debut on Instagram (below), with a caption reading “What a thrill. Finally busted my cherry. Thank you Amy!”

And the next minute i was tagging along with @amyschumer at @nyccomedycellar 😂😂😂 Making my stand up debut!🤡♥️💯 What a thrill. Finally busted my cherry🍒🍒🍒thank you Amy! 🎉🌈🙏🏻

A post shared by Madonna (@madonna) on

Of course, when the Material Girl made her Stern Show debut in 2015, she and Howard discussed all sorts of firsts, including her first VMAs performance, her first days in New York, and her first time getting fired for squirting jelly. Listen to Madonna and Howard's entire legendary interview (below).

In addition to Madonna and Amy, the Comedy Cellar audience was reportedly treated to several other surprise appearances on Tuesday night, too, including sets from comedy legends and past Stern Show guests Jon Stewart, Louis C.K., and Aziz Ansari, as well as Pete Holmes of HBO’s “Crashing.”

Get another look at the all-star pairing (below).

We'd like to thank @nyccomedycellar for taking a chance on our new act

A post shared by @amyschumer on

Tonight’s line up @nyccomedycellar Pete Holmes Aziz Ansari Jon Stewart Louis C.K Amy Schumer & Madonna Oh I hosted. It was bat sh*t!

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