Episodes

  • 🎙️ Classroom Confessions Ep. 4 — Parents Who Did WAY Too Much
    Sep 26 2025

    In this episode of Classroom Confessions, Orlando Baxter — former teacher turned standup comedian — reads real, anonymous stories from parents who seriously overstepped.

    This week’s confessions include:
    🍼 A parent who shadowed their kid in kindergarten
    📖 A homework editor who went too far
    📸 A paparazzi-style parent with no chill
    🗣️ A sideline coach who forgot they weren’t on the team
    🎭 A costume sabotage that turned into chaos
    📱 And the classic iPad-obsessed parent

    Orlando gives each confession a grade — but you decide which one deserves Confession of the Week.

    📝 Got a school story of your own? Submit anonymously at orlandobaxter.com
    🎧 New episodes drop every Friday.


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    7 mins
  • Classroom Confessions Ep. 3 | School Crush Fails 😳💔
    Sep 19 2025

    Welcome to Classroom Confessions — the show where real school stories meet stand-up comedy.


    This week’s theme: School Crush Fails — because nothing’s more awkward than catching feelings in the classroom. From students writing cringe love letters, to teachers getting flustered by parents, to a guidance counselor exposing her crush in front of the whole school… these confessions prove that crushes and classrooms don’t mix.


    Join former teacher turned comedian Orlando Baxter as he reads 6 anonymous confessions from students, teachers, and school staff across the country — then gives each one a grade using his signature mix of honesty and humor.


    👇 Let us know in the comments:

    • Which confession deserves Confession of the Week?

    • What grade would YOU give?

    🟨 Submit your own anonymous school confession here:

    🎯 https://www.orlandobaxter.com

    📺 New episodes every Friday — YouTube + Spotify

    📲 Follow @orlandobaxtercomedy on IG and @orlandobaxter on TikTok, FB Reels, and YouTube Shorts for weekly clips

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    8 mins
  • Ep. 2 – Kicked Out of Class
    Sep 12 2025

    Welcome back to Classroom Confessions — where school stories get read and the behavior gets graded.

    This week’s theme: Kicked Out of Class — those moments when someone crossed the line… or got blamed for it anyway.

    Former teacher turned comedian Orlando Baxter reads six anonymous confessions sent in by real students, teachers, and school staff, then grades the behavior using his signature blend of honesty and humor.

    From a rap battle that went too far to an assistant principal who kicked kids out for telling the truth (about his poop shoe 😬)… this episode proves everyone has a moment they’d handle differently now.

    💬 Which one should be Confession of the Week?

    🎯 Submit your own anonymous school confession at orlandobaxter.com

    📺 Full episodes every Friday on YouTube + Spotify

    📲 Follow @orlandobaxtercomedy for weekly clips and behind-the-scenes

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    8 mins
  • Ep 1 -First Week of Schoo Fails
    Sep 5 2025

    Welcome to the very first episode of Classroom Confessions, where school stories meet stand-up comedy.

    This week’s theme: First Week Fails — those chaotic, cringey, and downright humbling moments that kick off the school year with a bang.

    Former teacher turned comedian Orlando Baxter reads five anonymous confessions submitted by real teachers, school staff, and former students, then grades their behavior using his signature blend of honesty and humor.

    From a lunch lady getting pranked to a teacher being comforted by a 5th grader… it’s all here.


    💬 Which confession deserves Confession of the Week?

    🎯 Submit your own anonymous school confession at orlandobaxter.com

    📺 Full episodes every Friday on YouTube + Spotify

    📲 Follow @orlandobaxtercomedy for weekly clips and behind-the-scenes


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    11 mins
  • Corey Rodrigues: Comedian. Actor. Substitute Teacher
    Nov 28 2024

    📌 This episode is from Season 0 — the original interview-style version of Classroom Confessions, before the 2025 relaunch as a YouTube-first comedy series.

    🎙️ For wild anonymous school stories + real laughs, start with Episode 1 (Sept 6).

    🚌 Submit yours at orlandobaxter.com


    In this episode of

    Classroom Confessions, I sit down with my good friend, comedian and actor Corey Rodrigues, for an honest and hilarious conversation. Corey takes us back to his school days, sharing unforgettable stories about his classroom antics, lessons learned, and how those experiences shaped his path to comedy and acting.
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    1 hr and 48 mins
  • Liza Nyamekye
    Oct 29 2024

    📌 This episode is from Season 0 — the original interview-style version of Classroom Confessions, before the 2025 relaunch as a YouTube-first comedy series.

    🎙️ For wild anonymous school stories + real laughs, start with Episode 1 (Sept 6).

    🚌 Submit yours at orlandobaxter.com


    In the latest episode of

    Classroom Confessions, we welcome Liza Nyamekye, an educator with over 16 years of experience from Worcester, MA. Liza shares her heartfelt stories, including the ups and downs of teaching, offering insights and laughter from her journey in the classroom. Tune in for an engaging conversation!
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    29 mins
  • Kenny Bath - South High Alum
    Oct 22 2024

    📌 This episode is from Season 0 — the original interview-style version of Classroom Confessions, before the 2025 relaunch as a YouTube-first comedy series.

    🎙️ For wild anonymous school stories + real laughs, start with Episode 1 (Sept 6).

    🚌 Submit yours at orlandobaxter.com


    Kenny reflects on his time living in Worcester, Massachusetts, and the importance of supportive teachers and mentors in his life. He shares his experiences at Lakeside apartment complex and his appreciation for the educators who made a positive impact on his education.


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    35 mins
  • Latisha Broomfield - ESL Elementary and Administrator
    Oct 15 2024

    📌 This episode is from Season 0 — the original interview-style version of Classroom Confessions, before the 2025 relaunch as a YouTube-first comedy series.

    🎙️ For wild anonymous school stories + real laughs, start with Episode 1 (Sept 6).

    🚌 Submit yours at orlandobaxter.com


    In this engaging conversation, Orlando Baxter and Tisha discuss their experiences in cruising and education, touching on various themes such as the challenges of teaching, misconceptions about different educational roles, and the unique experiences encountered during field trips. They also reflect on the adjustments made during the pandemic and share humorous anecdotes about student behavior and classroom management. Tisha emphasizes the importance of understanding the needs of students and the complexities of being an administrator, while also sharing her candid thoughts on the differences between urban and suburban teaching environments.

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    26 mins