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Chet makes me think if Chet Atkins, not the kind of music I usually enjoy but I'll make an exception for him any time.

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Chester, OTOH, is all Chester Williams for me: a brilliant South African rugby player who died too young.

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So, good associations, but not good enough for me to ever consider using either name.

Chester the Molester. No. But I do like Chet.

I actually like Chester a lot, I find it handsome and proper. I would probably consider using it except that he could be made fun of for the "chest" part of the name. I don't know, maybe that's unlikely and I'm ruling it out for no reason...?
Anyway, Chet is quite cute and fun as a nn.

Chester reminds me of an old man.

Chester is sweet.

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Chet reminds me of a car salesman. I'm not sure why. It's kind of cute.

It sounds like a dog name.

I think it'd be cute for a cat or dog. But on a person it's just dwerpy. And Chet sounds a bit too close, in normal playground talk, to shit.

Don't like it

I had no idea Chet was a NN for Chester! I imagine a frat boy who wears bowties, middle-aged 20 years ago (no, I don't like it).

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Chester / Chet reminds me of Buster (dog name), Lester (molester), Fester (Addams Family), Chad (jock).

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I like Esther and Sylvester, though. And Dexter and Jett have a similar vibe, I guess, but seem younger.
Other comparisons: Walter's more dignified, Carter's more laidback, Hunter's more woodsy, Grover's more earthy, Webster's more nerdy.

I love both! Chet is jazzy and Chester was the name of a beloved pet.

No. It reminds me of cheese or mice, for some unclear reason. Chet sounds like he likes rowing and buying shares.