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Big Jay Oakerson Plays Matchmaker for a 28-Year-Old and a 50-Year-Old | Crowd Work Comedy

210K views · Aug 28, 2025 · Comedy

Comments · 185

  • @zriordan96 · 1 year ago

    I was the 28 year old in the front row, I loved every minute of this show! Big Jay is so amazing to watch in person

    173

  • @Disturbed420420 · 1 year ago

    He's getting skinny, but he's still a comedy heavyweight. Big Jay the master of crowd work

    74

  • @RefuseResistRevolt · 1 year ago

    Always an instant mood lift when I hear Jay working out the complexities of life.

    64

  • @immap3253 · 1 year ago

    Bro putting out his best work ever these days, losing weight, this nigga on fire 🔥 don’t yall love seeing other ppl doing great? Lol  or is it just me

    16

  • @Mithrandir_teh_white · 1 year ago

    Big J admitted he’s never written a joke haha, it’s all crowd work and it’s fuckin great.

    16

  • @illuminahde · 1 year ago

    People who trash crowd work have never seen Big Jay. He's so quick witted with it. Great stuff

    127

  • @jakethasnake3524 · 1 year ago

    "Maybe it's good not to get mixed up in that kind of shit" 😂😂😂

    26

  • @daddybuckets8707 · 1 year ago

    “How old are your parents?”<br><br>“48.” 😂😂😂

    8

  • @houseofexiles · 1 year ago

    Jay had the substance guy nailed. My sister is the same way. Did hard time for drugs, now helping people in the same boat. It’s pretty solid. <br><br>Another great show, Jay

    18

  • @BrianB-rt8sw · 1 year ago

    Love Big Jay. Well small Jay now.. Looking good Jay.

    2

  • @james7301 · 1 year ago

    Jay is what would happen if a theoretical physicist became a comedian. Sharp as fuck.

    11

  • @maxabaidullah7748 · 5 months ago

    Bro he’s had me crying for like 6 or 7 15 minute clips. Dudes IQ is through the roof

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