Well, you dated a deployed soldier before... and broke up, so you didn't finish the deployment. Now, the deployments are 15 months (thanks, Pentagon!

). From what I've read, this relationship you have now is much more serious, so the deployment will be that much worse. It's one thing to date a guy, but quite another to be
in love with one in harm's way. What I was advocating, because you already had said that the first deployment was tough, was to see how this one went before any long-term commitments were made. If you feel like you can't take the strain of the deployment and want out, then maybe this guy isn't the guy for you. What you do have going for your situation is that your guy says he's leaving the service. But he's going Guard, so there will be no guarantees that this will be his only deployment. There won't be any guarantees even if he doesn't go Guard, as I'm guessing he has a commission through ROTC, in which case his actual term of service is 8 years. He'll go into IRR, and I know people who have been called up from that to go back to Iraq. I really hope that none of this happens to y'all.
But I don't fault you at all for wanting/needing a ring. Many women do, and that's just fine. Me personally, I'm glad I waited because for our 2nd anniversary (our first he was in Korea), he got me my engagement ring, and it's a beauty!