As to the phrase, according to the website Cat-ch Phrases, "The Cat's Pajamas" means:

"something considered to be outstanding. The term "cat's pajamas" comes from E.B. Katz, an English tailor of the late 1700's and early 1800's, who made the finest silk pajamas for royalty and other wealth patrons."
The King favored Katz pajamas for the fine color and silk.
by Maynecat June 8, 2007
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The state of being exceedingly wealthy to the point where one forgoes usual attire for pajamas.

The phrase is attributable to the Sports Guy, Bill Simmons, as he included it in an article on ESPN.com, though it is often incorrectly traced to Kanye West, who popularized the term.
Jack Nicholson came to the Lakers game in his pajamas and nobody cared, but only because he's pajama rich.
by brattison January 8, 2011
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its a cheesy and kind of old way of something is cool
1) Lets go to Luxor cafe, that place is the cats pajamas!

2) A: I found a 100 bucks in my pocket.
B: Thats the cats pajamas, man/woman!
by OxfordEnglishDictionary January 3, 2009
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The fucking coolest blue mother fucker ever! With his red fucking cape and his black fucking eye mask. Finding puzzle pieces/socks all over the fucking place. Little man is scared of the fucking dark.
--BRimar
Thunder and lightning aren't so mother fucking frightening

Dude that guy is fucking scared of the dark, what a Pajama Sam.

Dude I just found my sock! Im so Pajama Sam!!

by Fagstain January 27, 2009
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A prison or jail uniform with black stripes.
They brought Leroy into the court room in his striped pajamas and that alone was enough to find him guilty.
by warnhubb September 23, 2006
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What overweight food stamp people wear all the time so as they get fatter they expand with them
Chad : Wow look at all the Pajama Pant's in the store today!
Kiersten : Yeah no kidding it's disgusting to see them fill there carts with junk food and pass right by the soap isle.
Chad : I know I bet when they have sex it smell's like rotten fish in there bed.
Steve : Hey guy's like my new Pajama Pants!
Chad : Get lost you fat smelly fucker!
by SlopNChop April 22, 2017
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Wow, I didn't know you had a nun and a dominatrix in your family. That's wacky pajamas!
by Roll&Barf July 16, 2010
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