I am having a hard time getting my friends to watch TOS episodes with me.
Your timing may actually be pretty good, since the new movie has generated interest in Star Trek. Perhaps when JJ Abrams movie is out on video, some of your friends will see it, and that will give you an opportunity to show them the "start of it all."
I recently forked over a hefty sum to buy all three remastered seasons (though, I would have much preferred the originals) and NOBODY wants to watch with me (not even my family, for that matter!)
The thing is, that also may work to your advantage. If you do get some friends to watch it, I think they'll be able to get more into it with the more "contemporary" looking special effects.
And as I'm sure you've seen, a lot of cheesetasticness was preserved in the remasters.
They think it's dorky, I personally don't see ANYTHING dorky about it. I feel a little left out sometimes. Even if I mention Star Trek once they say, "There she goes again..." It's all I know... They make me feel like I have leprosy or something.
The most important thing, I think, is to feel comfortable in your own skin. You like Star Trek and that's great! That's part of who you are right now. Your friends and family may not get it, it may seem really odd to them, but if they understand you're comfortable with it, even if they don't participate, they'll accept it. And in truth, that's the most important thing, that they except it.
The trick from there is to
not try to foist it on your current friends, and just let them know you'd be happy to show them some Trek if they're curious. Perhaps if your friends are just sitting around your place and everyone is bored, you can suggest it as an option. You never know, as dorky as they might think it is, they might get into it.
Case in point: when I wanted to buy the blu-ray of Star Trek TOS season 1, Mrs. Focus all but ridiculed me and my liking for the original series. But as a sci-fi fan and a loving wife, she agreed to sit and watch them with me, poking fun all the while. By the end of the series, she was totally hooked, doing tons of research, and as you've seen in the other thread, made her own starfleet uniform.
Then again, I am only 20 and I guess Star Trek is a little ancient for them... ? God, I just need Trekkies in my life!
As I said above, Abram's Trek is really new and young and that can definitely help get some friends to give the old shows a chance. Also, you have this wonderful resource right here, The Internet, where you can find local Star Trek related meet and greets in your area. You're from L.A.? There's a convention in L.A. in November, I believe, around LAX. That might be worth looking into. Try using TrekBBS, Facebook and/or Myspace to find local Trek groups. You never know, a gathering of a dozen or more people at a well trafficked cafe or restaurant or something could be a lot of fun, and introduce you to those people who could be Trekkies in your life!