[meaghanchan]

I guess my answer would depend on why guy #2 (significant other) didn't have money. Does he not have money because he is a teacher/policeman/social worker who doesn't make a lot of money, but manages it decently? Does he have a well-paying job but just blows all his money? Is he chronically unemployed?

In no case would I marry #1, although the possibility for a romantic relationship might exist, I wouldn't go straight from friendship to marriage.

If #2 was a hardworking guy with a low-paying job, I'd marry him (with your assumption, that we'd dated over 2 years, plus the additional assumptions that we loved each other, and figured out we were compatible for the long term, and had similar goals in life, ideas towards money, children, etc, etc, etc.)

If #2 was either chronically unemployed or just spent his money badly, and that was the reason he had no money, I'd continue to date him (if that were an option) but under no circumstances would we combine bank accounts!