The term GRINS LIKE SOME can be broken down into three crossword solutions: SLY (3 letters), TOOTHY (6 letters), and SHEEPISH (8 letters). SLY is an adjective that means to be cunning or crafty. TOOTHY is an adjective that means having a lot of teeth, usually used to describe a wide smile. SHEEPISH is an adjective that means to be shy or embarrassed. All three words describe someone who is smiling in a particular way, either slyly, toothy, or sheepishly.