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Brick Wall Comedy
Promotional art for Sweet Little Oakes Boy
Cover image credit: Promotional image via Comedy Dynamics

Sweet Little Oakes Boy

Anthony Oakes

Comedy Dynamics · 2026 · 49 min

Southern manners meet D.C. club pacing in a 49-minute debut.

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Released , on Comedy Dynamics.

Anthony Oakes wears the title of his debut special like a church-pew compliment with a sharp elbow behind it. Born in North Carolina and long based in Washington, D.C., Oakes works the gap between Southern manners and blunt club-room confession, moving from the etiquette of playing “Guess Who Died” to the logistics of being gay in church and sharing a meal with vegans. Over 49 minutes, the set pairs lighter routines on “Petty Slave Movies” and “Democrat, But Not Political” with a six-minute detour called “Coke At The Crack House.” Directed by Jeremy Essig and released through Comedy Dynamics in February 2026, the special catches Oakes after years of hosting at Busboys and Poets, winning a 2021 D.C. Mayor’s Arts Award, and appearing at the 2024 American Black Film Festival showcase, the same spring he began workshopping a follow-up hour on recovery and incarceration.

Notable bits & set list

3 bits

  1. How to play 'Guess Who Died'

  2. What it is like to grow up and be gay in church

  3. How to deal with vegetarians

How it plays

Tone
Joyful power with polished punchlines.
On stage
Sharp wit blending Southern roots with D.C. hustle; clean-esque yet edgy, intellectual, and witty.
About
Southern roots and D.C. hustle, Playing 'Guess Who Died', Growing up / being gay in church, Dealing with vegetarians

Backstory

Drawing on his Southern roots hailing from North Carolina and hustle living as a resident of the District of Columbia.

Details

Released
Runtime
49 min
Where
Comedy Dynamics
Director
Jeremy Essig
Topics

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