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The best comedy roaster of all time is Greg Giraldo. Prove me wrong.

Posted on 10/3/26 at 7:46 am
Posted by BoomerandSooner
Top of Texas
Member since Sep 2025
3552 posts
Posted on 10/3/26 at 7:46 am
I double dog dare you. Don Rickles was great back in the day but still pales in comparison. Giraldo's roast of Flavor Flav is glorious and would be the GOAT for that alone.

Posted by A Menace to Sobriety
Member since Jun 2018
33050 posts
Posted on 10/3/26 at 8:00 am to
I was literally about to post this exact video to prove you correct. He's one of my favorites.

My favorite line of his is when he talks about Katt Williams, "Man pimpin ain't easy, especially if you gotta stand on phone books to smack a bitch."
Posted by BoomerandSooner
Top of Texas
Member since Sep 2025
3552 posts
Posted on 10/3/26 at 8:11 am to
My favorite was to John Stamos.

"John was married to my favorite supermodel, Rebecca Romijn-O'Connell. John, you lost your wife to the fat kid from Stand by Me."

Followed by Hasselhoff's liver.

"Your liver is so shriveled, black, and dead, that if you put your ear to your side, you can hear it say, 'Whachoo talkin' 'bout, Willis?'"

Posted by caill430
Da Dirty Dell
Member since Jul 2005
1504 posts
Posted on 10/3/26 at 8:19 am to
Dane cook and Carlos mencia disagree.
Posted by BoomerandSooner
Top of Texas
Member since Sep 2025
3552 posts
Posted on 10/3/26 at 8:23 am to
I hope that is sarcasm or you are having a brain aneurism.

Posted by ThatTahoeOverThere
Member since Nov 2021
5246 posts
Posted on 10/3/26 at 8:36 am to
quote:

Ice-T, you f*cking fossil. Holy sh*t, you're so old, the first thing you bought with your record deal money was your freedom


Greg Giraldo
Posted by CocomoLSU
Inside your dome.
Member since Feb 2004
157679 posts
Posted on 10/3/26 at 9:05 am to
In the Flavor Flav one I absolutely lost my shite when he hit FF with these back to back jokes:

“You look like a burnt match. You look like a skeleton wrapped in electrical tape.”

Funniest lines I’ve ever seen at a roast.
Posted by GoShoughYourself
Member since May 2026
344 posts
Posted on 10/3/26 at 9:18 am to
It’s a tie between Greg Geraldo and Anthony Jeselnik

When Geraldo went after Kathy Griffin, it was pure gold

And that roast of Roseanne by Anthony was epic. She took it like a pro. That was probably my favorite of the roasts.
Posted by Yaz 8
Member since Jun 2020
1418 posts
Posted on 10/3/26 at 9:29 am to
As an old man I just can’t put anyone ahead of Rickles.
Posted by BogeyTX
Member since Apr 2018
1094 posts
Posted on 10/3/26 at 9:35 am to
Jeff Ross at the Emmit Smith roast is one of my favorites.
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