For me, comfortable would be having an extra 1000/month after paying for all bills, groceries, gas, gifts, clothes, other expenses, etc. etc. I woudl like within that to be able to afford to eat out 2x/month and for my children to be involved in any activities they desire, and to be able to eat all organic food (now we eat organic meat, eggs, and veggies).
Right now, we aren't quite there. We have about 700-1000/month left after everything, however we don't eat out that often, and we can only afford cheaper actiivites for my dd1 (like soccer, or audobon classes)..we can't afford the horse-backing riding lessons she really wants (although she is still pretty young for that). Well, we *could* afford it, we just aren't willing to pay that much and take that much away from our surplus money each month. Plus, all the surplus we have each month is going to pay off dh's student loans. He has about 10k left on that. Once we pay that off, we will be debt-free..HOWEVER, we are hoping to have a 3rd child, and will need to purchase a mini-van...so then all the excess we make will go to paying off the mini-van. Hopefully within 5 years, we will be completely debt-free (from student loans and our (future LOL) mini-van). Then I will really feel comfortable...as we could put the surplus money we have each month into savings.