Billy Crystal Asked Don Rickles Why He Wasn’t In The Rat Pack With His Friend Frank Sinatra

Don Rickles, or as he was more affectionately known, “Mr. Warmth” on account of his grating comedic style, graced us with insults well past the average age of retirement.

He was an equal opportunity offender and that was his charm. Rickles didn’t let anyone off the hook.

He insulted presidents, athletes, and people in the audience.

Fellow Entertainers Loved Him

Rickles was beloved not only by his fans but also by fellow entertainers. Comedian Billy Crystal had the privilege of having dinner with Rickles when he was a spry 90-year-old. The pair chatted about each other’s careers.

Crystal wanted to know why Rickles wasn’t part of the Rat Pack since he was such good friends with Frank Sinatra. Mr. Warmth had a simple answer: he was too talented for them!

Billy told a funny story about how he won $1,000 in a bet about Rickles.

Billy bet Robin Williams that Don Rickles would slap someone in the face during his performance in a telethon for the homeless.

Mr. Warmth did exactly that as Robin Williams laughed in shock.

Rickles Was A Talented Entertainer

The video below is both funny and endearing. It’s a must watch for anyone who appreciates the legends of yesteryear!

Boy, Billy Crystal couldn’t get away with wearing blackface as Sammy Davis, Jr today.

The political correctness police would never allow that. Back then, people weren’t sensitive to such things. He was pretending to be Sammy, so he needed to look like Sammy!

Rickles Pranks Frankie

During one episode of The Tonight Show with Johnny Carson, Frankie Baby was the guest.

He had no idea at the time, but Rickles was lying in wait, ready to pounce!

It’s a segment from Rickles that most certainly would never be aired today:

Heavy Hitter

Rickles was an entertainer like no other. It was an honor to be insulted by him.

He was the heavy hitter who was often the last entertainer for Dean Martin’s Roasts. They knew he was reliable and hysterical.

When Rickles batted last, you knew the show was ending with a home run!

If you enjoyed this, click here to see Don Rickles and Frank Sinatra on The Tonight Show!

Share this to keep Don Rickles’ legacy going!

Erin Perri

A mom first and conservative Christian second, Erin credits a midwestern upbringing and deep military roots for her no-nonsense perspective on life and family in America today.

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