datonn I wonder if maybe you're not living within your means? Not that I know hardly anything about your situation, but it seems like if you had a few hundy extra a month maybe life wouldn't seem so stressful?
Hey Thorn!Actually, I have the opposite problem, I think. I get stressed out by the thought of spending $2-$3 buying my girls a popcorn when we go to watch a high school basketball game, or thinking too much about the $10-$15 it costs my wife and I to even run to a place like Subway 1-2 times/month if we are free from parenthood for a couple hours and neither of us feels like cooking or doing dishes.
It's probably some form of mental "issue." However, everything I do in my life has a price tag attached. If I go play in a disc golf tournament for a weekend? I think about the $20 entry fee and the $30 in gas it cost me to get there...with me then pressuring myself to play well enough to the point to earn that $50 back. And if I don't play well enough to earn it back, I feel guilty for spending the day doing something that is supposed to be fun...because it cost my family $20-??? on top of the money I could have made had I just stayed home and worked those 6-7 hours.
As an exercise with the counselor we've been seeing, we were asked to create a budget of how we (my wife and I) each spend our 168 hours/week of time, how much income we generate, and how much we spend. It was per my request. I spend less than $500/year on me. I still remember the last time I bought myself a new item of clothing...a new shirt when I was getting ready to give a talk at a conference in San Diego in 2005! Anything I spend on my favorite hobby (disc golf) comes from either tourney winnings or birthday money (parents usually just give me a bit of cash and tell me to buy something I'll enjoy).
I think it's mostly because I'm it, financially, for my family of four. If I'm not making money, we aren't affording heat, groceries, etc. My wife will pitch-in financially and help with our business. However, most of the stress of making sure we've got enough to live on falls on me...with my wife burying her head in the sand every time I bring up issues such as retirement or a college fund for the girls. She said she didn't sleep soundly for three nights after we started the budgeting exercise a few weeks ago! I said
"yep, welcome to my world." 
Only for me, I don't have the option of burying my head in the sand, snap my fingers and viola! There's the money I need in our short-term savings account for paying bills.
It frustrates me too, as I am very good/smart when it comes to money and investments. It sounds mean, but if my wife were half as good with that type of stuff as I am, I'd have what I need to hire more help, take more time off work, etc. But as it is, if she sees $1,000 in the checkbook, she sees $1,000 that can be spent on food (luxuries, not groceries), clothing, activities with the girls, junk we don't need for around the house, etc. In that sense though, I'm screwed either way. If I lay down the law and turn into the Soup Nazi related to budgets/money, I'm living in a ratty apartment while she's living in the house I paid for with my kids...shaking me down for checks. And if I don't lay down the law? Then I never feel as though I have the freedom (financially) to take care of myself. Not throwing money in the fireplace! But just being able to take a fun trip or two a year and not worry about the mess I'll find in our bank statements when I get home. Spending money on seeing people and buying "things" helped her cope with all the loss she had to deal with the past several years! She just, I think, refuses to accept/acknowledge the toll of her spending FAR more than she personally earns on me personally and on our relationship.