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Sydney James Harcourt on Being Rosie O’Donnell’s Crush, CATS: The Jellicle Ball & Being in Playgirl

Jimmy Kimmel Live | August 23, 2026



Sydney talks about his time performing in CATS: The Jellicle Ball on Broadway, the show closing, releasing his very first single, being in Playgirl, and his celebrity crushes.

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Written by Jimmy Kimmel Live

Comments

This post currently has 35 comments.

  1. @800Grains

    August 23, 2026 at 4:36 pm

    I used to know Sydney in school. Sat behind me in Spanish class. He was definitely bullied, as I was, but was funny and always a cool cat even then. Congrats on your achievements!

  2. @jointheleanrat

    August 23, 2026 at 4:36 pm

    Their description of the experience w/ Jellicle Cats reminds me of seeing The Gospel at Collonus at BAM, another piece of theater deeply rooted in the Black Experience.
    PS Rosie sexuality can be fluid.

  3. @jessiagnew8864

    August 23, 2026 at 4:36 pm

    Those were four incredible days! I loved Rosie in A League of Her Own so much and I’ve just always loved her, but these past four days have been absolutely fantastic – enjoyable and heartwarming! Thank you, Rosie! ❤🌹❤️

  4. @Dandyd47

    August 23, 2026 at 4:36 pm

    I touched him! Last May I traveled from California to NYC to see five Broadway shows in five days. Jellical Ball was one of the highlights. Immediately after the show I was standing at the back of the orchestra, all alone and in a bit of a daze, when I noticed Sydney James standing at the back also, chatting with someone. Not completely in my right mind I brazenly inquired of him "may I touch you?", tapping the back of his wrist before he could even react. Then I vanished into the night, on a cloud of my own making. Should mister Harcourt read this, I apologize for invading your personal space, but the debbil made me do it.

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