mothballed parent
You can legally order pipe tobacco and cigars on the internet in the US without showing ID. When I was a kid you could do it with wine too, and I doubt that's changed. I don't find it to be a problem.
Depends on the state. You absolutely cannot order alcohol online in Kentucky
buywinesonline.com (random retailer I found) says they do
Buy Wines Online currently does not ship alcohol to AL, MI, MS, UT, HI, AK
Says it requires an "adult signature" but anyone who's signed for fedex/ups knows they don't check your ID. I can say, when I was in high school, they did not check...