First, thanks for the book suggestions. I will look up the ones I haven't read. We have Raising the Spirited Child from DS's earlier, tantrum-filled days.

I'll pull it out and re-read any applicable sections.
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Originally Posted by pinksprklybarefoot 
wish I could say it gets better, but in my experience, it hasn't yet.
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Ahh! This is my fear, I suppose, just living with someone who's always ungrateful and unhappy.
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Originally Posted by theatermom 
Some people are wired this way, and when it's handled well, they go on to become highly analytical individuals -- this can be a very good thing. They aren't trying to be obnoxious -- their brains are looking for things that can be fixed or optimized. My dh, 10 year old and almost 5 year old are all this way. My husband has a PhD in Computer and Cognitive Science, and is currently a Systems Architect. He gets paid to be seriously analytical and to find the problems, not concentrate on the positive aspects of everything. 
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I don't want a child who is positive all the time. I'm not. My husband is not. Incidentally he also is a systems architect. My work is heavily research-based. It's not that I don't understand analytical thinking; it's that DS is just unhappy and makes everyone else that way. We joke often that our family motto is "every problem has a solution. Your job is to find it." This trait of DS isn't about being a problem-solver or seeing potential roadblocks. It's about being so negative that nothing is fun or enjoyable after a while.
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Originally Posted by theatermom 
Oh, and I do think there's a difference between feeling grateful (an internal state) and being polite (a behavior/action sometimes motivated by feeling grateful, but just as often ingrained and without thought).
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This is true. I'd like him to feel grateful, but I know I can't force it. I don't even necessarily want polite (as in forced thank-yous), but I *do* want him *not* to express his disdain at everything.
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Originally Posted by Tigerchild 
Your 5 and 3 year olds are not being that way to piss you off. Your 5 and 3 year olds are not being that way in order to embarass you. Longwinded lectures about how you should be grateful are a) not going to register, b) might seem funny to them, which is only going to make you more angry, and c) won't change their behavior.
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My 3YO is not trying to upset anyone, and really she doesn't. I'm not so sure about my 5YO. I'm not going to pretend that he doesn't have the capacity to push buttons if he's so inclined. In general, though, I don't think he's trying to make me angry.
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Originally Posted by Tigerchild 
You can, however, minimize situations that you know are going to be particularly tough or where you know that your ego is going to get in the way. (That is not a swipe, I think people who say that their ego NEVER factors into their parenting ever probably are lying, esp. to themselves.)
Especting grateful, non-fussy behavior when a kid is out late and has just been through unusually stimulating evironment (I'm going to assume that you do not take your kids to 3 hours of science museum fun every day) and then a retail store which is meant to be stimulating--hmmm, probably NOT the smartest plan. You're overstimulated, he's overstimulated. You're probably tired--and so is he. Even Gandhi did not run around at the kids' museum and then go shopping at a western retail store during the "pre-Christmas" season and then make all his wonderful teachings/writings, KWIM? (He also wasn't 5.)
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I'm not sure I exactly understand the ego comment. If I made my husband lobster tail as a special meal, and he complained (because he *likes* lobster, after all, and it's a treat), I would feel the same way. I don't need or want fawning over having a fun day; I just don't want complaining. He complained every step along the way, so it's really not about the number of things we did. He griped about where we parked when we got to the museum, for Cripe's sake! If he drove, he would've picked a better spot - closer to the ramp leading into the museum. And...he wouldn't have packed the same thing we did for lunch or stopped on the first floor of the museum first or used the bathroom at the entrance. It sounds comical when I'm not in the moment, but it's tiring at that point. Even staying home doesn't help because he complains here, too.
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Originally Posted by Tigerchild 
You say that he does this "all the time", and that you guys spend up to 15 hours a week volunteering. You enjoy that level of dynamic activity. But. Is that where he is in his life right now? Sometimes people who are determined to "do good" can become a little myopic when it comes to how it impacts their families. Just something to think about. You don't have to cut back forever--but make sure you are not getting messaged that maybe he needs some non go-go-go time, especially if he's going to have to deal with annoyed parents for a schedule that he didn't ask for in the first place.
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My volunteer work isn't negotiable. I freelance so that I can be at home with the kids. I'm still doing that because he needs accommodations that our loca school district can't provide, so civic work is what I do to have interactions with other people. And in reality he's not there with me all the time, so it's not like I'm dragging them to places kicking & screaming. I do a lot of work while they're outside playing or asleep.
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Originally Posted by Tigerchild 
Yes, there are some things that you can do to help him change his behavior (I would tread really carefully if you think you want to change his *personality*)--but to be honest, you proably need to look at YOUR attitude and behavior too. Esp. if you are annoyed/frustrated it becomes really easy for you to start circling down the negativity spiral as well, and blaming him for it. There's probably some tweaks that could happen on either side--and since the only person you can truly control is yourself, I think that's the best place to start.
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I suppose I don't get how this became about me. Are there things we could do differently as a family? Sure. I don't think we're the major contributors to DS' negativity, though.
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Originally Posted by meemee 
make sure, make VERY sure that you are getting a break, that YOU are getting your NEEDS met. if you respect your children you will DEMAND your time. you MUST teach them to see you as a person too - not just their mom who caters to every need.
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What? Moms get needs? Seriously, I know, and I probably should do more for me. It's just tough to figure out the how and where.
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Originally Posted by dahlialia 
And it's not necessarily going to get you the appreciation/gratefulness you might be looking for.
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I'm not looking for appreciativeness. I don't care if he says "thanks" to me for basic parenting. I don't expect "thank you for taking us to the museum. It was awesome!" I just don't expect "I never get to do anything. Why couldn't we have gone to the zoo instead?" etc., etc.
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Originally Posted by dahlialia 
one thought - is he getting choices here? do you make it clear if you stop at the playground that there won't be time for anything when you get home?
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In that particular incident, no he didn't. If we'd gone home after the restaurant, DD would have gone to sleep. Then she would've woken up later and been up until midnight or later. I did ask about going to the store, though. So, in that instance, he didn't have a choice because DH & I can factor in *everyone's* needs and not just his wants. (I don't expect him to be able to take everyone else into account; this is just to explain why he doesn't always get the decide what the family does.) Bedtime is a hassle with him regardless of what we do; he always wants one more thing.
DS is a wonderful person. He's a natural leader, and I watch in awe as he takes charge of groups of children and directs them to do whatever he wants. The flip side of that, though, is that he will push to see what he can get to do. He's definitely a "give him an inch" kind of person, and I'm becoming keenly aware that maybe that means we have to work with him on finding happiness & joy.
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Originally Posted by kittykat2481 
I think I would just respond with something along the lines of "Grandma sent you $10 because she thought you would enjoy picking something out yourself. If she hadn't sent it to you, you wouldn't be able to pick out anything right now. You should be so happy that she loves you and did something special for you. Let's call her now and tell her what you picked out, and thank her again for the gift."
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This was the way DH handled it. He said, "it's $10 you didn't have before. Now you can get something that wouldn't be able to get without that gift card." Then in the end, he only spent $5 anyway!