Start with the reboot and it's sequel, then go to TOS and/or movies II-IV. There are a few members here who started similarly.
I was already a long time Star Trek fan by then, but I must say that the 2009 movie revitalized my interest in TOS to the point where I sat down to watch the
entire original series again from start to finish for the first time in like a decade (as opposed to just picking favorite episodes to watch, which is what I had been doing up to that point).
It wouldn't surprise me if a younger generation could be similarly tempted... assuming, of course, that they like the movies in the first place.
I think It also helps if you live in Colorado and can legally smoke dope.
I am reliably informed that there are
many things in this life to which this is an appropriate solution. Um, by which I obviously mean "moving to Colorado", heh.