I would say the Ocarina of time on N64, after that im not sure. Its the only game that I have been able to enjoy as much when I was in middle school as in college.
Theres a pretty high chance it will be just fine if you only do it once, and use just your main from then on out. Alternatively, you can just buy an item on the TP worth 500 and gift it with a neomail or something. Do you use proxys?