For Your Family (Part 1 of 9) | Sydney Castillo: My Cup is Full | Stand Up Comedy

Watch the full special here:    • Sydney Castillo: My Cup is Full | Presente...  

Ali Siddiq presents Sydney Castillo’s brand-new stand-up comedy special, “My Cup Is Full,” The comedian dives into outrageous true stories about family, dating, modern love, and the beautiful chaos of life. From accidental familial kidnappings to the ups and downs of mental health, Sydney brings sharp wit, high energy, and raw honesty to every moment.

You’ve seen Sydney on BET’s Real Husbands of Hollywood, All Def Digital, TruTV, MTV, and as a writer for hit shows across networks. Now catch him on stage doing what he does best — unfiltered, clever, relatable stand-up comedy.

Whether you're here for jokes about relationships, wild family dynamics, or real-life struggles told with humor, this special is packed with non-stop laughs, authentic storytelling, and classic Sydney charm.

🔥 If you love Black comedy, relationship humor, storytelling stand-up, or comics like Ali Siddiq, Kevin Hart, Tony Baker, or Deon Cole — this one’s for you.
✨ Don’t forget to LIKE, COMMENT, & SUBSCRIBE for more stand-up comedy!

Check out tour dates: https://www.alisiddiq.com/

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Ali Siddiq is a stand-up comedian, public speaker, and writer out of Houston. Ali’s unique style of stand-up began behind the walls of incarceration, an incubator for interesting experiences and good stories.

People received their first taste of Ali Siddiq when he appeared on HBO's DEF COMEDY JAM and LIVE FROM GOTHAM, and in 2013 he was named Comedy Central's "#1 Comic to Watch". In 2014, Ali impressed comedy enthusiasts by displaying his ability to captivate an audience with his "Mexicans Got On Boots" tale, descriptive storytelling, with over 15 million views, of a prison riot on THIS IS NOT HAPPENING, the first of three appearances. His stories continued with his HALF HOUR special, which premiered on Comedy Central in the fall of 2016. Immediately following the premiere of that special, Comedy Central offered Ali an hour-special where he performed for inmates live in a Texas jail, sending Ali back to where it all started. The hour special, Ali Siddiq: It’s Bigger Than These Bars, premiered in February 2018 on Comedy Central. In 2019, Ali could be seen as a Top 5 finalist on NBC’s BRING THE FUNNY. Most recently, Ali could be seen as a guest on THE JOE ROGAN EXPERIENCE.

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