/etc/resolver: TLD itself not resolved by custom resolver
127.0.53.53 is a special address, indicating a possible name collision. What's happened is Google has registered .dev as a new TLD, and dnsmasq is trying to inform you that your use of .dev could collide with the new official use of .dev.

Though it's strange you can get *.dev to resolve correctly, I can't, I just made Apache listen on 127.0.53.53 because I'm lazy like that.

Here's ICANN's explanation of 127.0.53.53