Background: I'm 55, she's 54, both previously divorced once, she has 3 teenagers, I have no kids, we've been married a little over a year. We love each other bunches.
We did a pre-nup in which we each kept our separate property from before the marriage. Her only property was her house, which has significant value, but she agreed in her divorce to give the house to her kids. We have a living trust to that effect, her executor. I have a house as well, and some cash and retirement investments. We should be OK for retirement, and we have no debt (although 3 kids are going to college soon).
The issue: when it comes time to manage keeping our assets separate (we recently went to a financial counselor to get our finances in order), she gets upset - not at me, but she doesn't like the idea that we have to make plans for the possibility that we'd split up (which is the real reason, at least in our situation, for having separate property). To her, it seems to spoil the idea of our marriage, in which we pledged that we would always be married, and something which we both believe in.
My attitude is that the future is uncertain, and I'd be arguing for keeping separate property separate for both of us. However, in her case, her separate asset is just her house, which is locked into being for her kids no matter what because of her divorce agreement. It's my assets that are liquid and can be merged in separate property.
The problem is: how do I discuss this with her when doing so is so decidedly anti-romantic for her? For her, it eats away at the idea that we'll be together forever, which is what we pledged at our wedding, both doing so sincerely.