I was just browsing around and came across this link (through USMA) of some form letters that us parents can copy (and adjust to be applicable to USNA) and send to our Plebe for them to complete and mail back to us. I've been meaning to create my own, but this is a great resource!
http://www.west-point.org/parent/plebe-net/letters.html
Some parents have commented that this is the only way they get to hear from their cadets/plebes.
The first letter we received yesterday was written on 7/1 on USNA stationary. The second letter was the form letter questionaire that we had sent to my son. My daughter and I came up with the questions and possible responses. For each of the questions we made sure to include one or more responses that he could check that were funny (i.e. The things I miss the most are: mom's cooking, my bed, my family, my pool, my sister's sparkling personality, hugs, boxer shorts, my hair, etc.) He really enjoyed the form letter, but I was surprised that even though he did check off the responses, on the back he still wrote more then a half of page. I guess I've never really read his handwriting before, because it was terrible. We were holding the letter upside down and sideways trying to decipher some of what he wrote