There aren't a lot of hard decisions that come up for me in these realms. Mostly, where I find I have to make a trade-off is in changing my habits. There are things I would like to do more frugally, but require a change in how I do things. If I do it too quick, it really does make my life more frazzled and hard in the short-term. So, I try to make changes slowly. Like changing from disposable wipes to cloth ones. First, I just quit buying the disposable ones and used up a roll of paper towels my MIL left over here the last time she came and got the solution I was going to use correct. I ended up buying a couple more rolls of paper towels after that to use as wipes before I got around to cutting up T-shirts to use. So, it was a gradual change, but didn't disrupt the "simplicity" in my life too much because it was gradual. The next gradual change that needs to come about for more frugality is making our own bread.
I also allow a few things each month because we need a break that aren't frugal, like a frozen pizza about once every couple of weeks, or eating out once every couple of weeks. I consider that part of having a simple life, you take a break when you need it.