Oh yeah...my son is in tenth grade and he emails his teachers all the time to clear things up or deal with situations. He definitely is comfortable with emailing his teachers. I think all they have to do is have a couple of pleasant email exchanges and they see that it is a great tool. I think an online class he took (in fl you have to take one to graduate so he took PE the summer befor 9th grade) had 90% of your communication with your teacher via email and 10% via phone and that helped him get real comfortable with emailing questions.