The Time I Met Jack Black and He Didn’t Tip Me

Rachel Khona
Big Boobs and Big Dreams
2 min readApr 8, 2021

Dear Jack Black,

I was always a huge fan. I mean Tenacious D? Helloooo! Hilarious. “f**k
me gently” might be the best line ever written.

So when I heard you were going to be performing for charity where I
was waiting tables, I was stoked!

When you came in, you were quickly escorted to the VIP area. You were with 2 ladies, perhaps your mom and an aunt? I couldn’t tell.

“Hello!” I said in a casual but friendly manner. We had tons of celebs come in and out of the club, so I was used to seeing stars and generally didn’t give an F. But like I said, Tenacious D = huge fan.

You looked up from your menu as though you could not comprehend what I was doing there. The look on your face was either one of irritation or potentially disgust. I couldn’t quite tell.

I was taken aback. My outfit was cute, and I definitely showered.

“I’ll have an insert-whatever-drink, and they can order whatever they
want,” you said sullenly, gesturing to the ladies with you.

Wowza. Someone had a bug crawl up their ass. Our club had seen the
likes of Paul McCartney, and he was a gem, not to mention THE BEST
SONGWRITER OF ALL TIME. So I wasn’t sure what your problem was.

Still, I continued to be friendly. And because you went on stage quickly,
I had little interaction with you. Just your guests.

Since there was no bill, I let you know after the show that you were all set, the show was great, and it was a pleasure waiting on you. You mumbled thanks.

I returned to your table immediately after you left, only to find NO TIP.
None, nada, zilch. It was then I realized you were an asshole. Having
a bad day is one thing; stiffing your waitress is another.

xoxo,
No Longer a Fan

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Rachel Khona
Big Boobs and Big Dreams

Humor Writer @ Playboy, Allure, Marie Claire, The New York Times, Cosmo, WashPo. Follow IG: @rachelkhona