About rings, weddings - I think it really depends on the person. My ideal wedding would probably be at the county courthouse

Even though I love my birthstone, I don't want it as a wedding ring. It is far more expensive than a diamond anyway (emerald). I've priced out diamond rings I want and they are less than $2k. Of course that may seem like a lot of money but it is workable.
fit - You may be happy with the answer you received but you may have to eventually make a point with him. I guess it depends on the person, but even to not be able to say "i want to get married within the next 2 years" would concern me. I hope things work out with you and your boyfriend.