If I'm going to give the government extra money they need to take it automatically and everyone in my income bracket and doing the same amount of online shopping needs to be getting hit with the same share. My doing it alone does no good, the system has to change so everyone is chipping in more for it to make a difference, and you can't put that burden on tax payers and expect people to accurately report and pay.

Guessing would be very imprecise anyway since I buy nearly everything but groceries online these days, and it's impossible to keep straight which places are charging tax and which aren't etc. They need to make a standard online sales tax rate the feds collect and distribute to the states to automate things.