What is Ponyboy comparing Two-Bit to when he calls him a chessy cat in The Outsiders?

Answer 1

When Ponyboy says that Two-Bit is "grinning like a Chessy cat", he is comparing him to the character of the Cheshire Cat from the Lewis Carroll story Alice's Adventures in Wonderland. The Cheshire Cat is a feline with the magical ability to become invisible except for his toothy smile; oftentimes in the tale, the large grin is all that can be seen of him. Two-bit, who has just played a prank on Ponyboy and Johnny by impersonating a threatening Soc, is grinning from ear to ear, and his demeanor reminds Ponyboy of the famous cat from Wonderland. Ponyboy's use of the allusion and while mispronouncing the term (Cheshire/Chessy) illustrates through marvelous juxtaposition the two opposing and seemingly contradictory sides of his nature. Ponyboy is a tough, unrefined member of the Greasers from the wrong side of the tracks, but at the same time he is highly intelligent, studious, and well-read. Hope this helps (:
The Chesire Cat from the children's tale Alice in Wonderland by Lewis Carroll. The cat is famous for its wide and sometimes creepy grin.

Answer 2

he was talking about the chessy cat off of the Alice and wonderland movie it was also an allusion

Answer 3

He called him that to compare his grin to the one on the cheshire cat in the book Alice in Wonderland.

Answer 4

Allusion - alluding to Alice in Wonderland.

Metaphor - saying he is a Chessy cat.