I get it, trust me. I felt the exact same way until retirement was visible in my headlights. When we retire we want to travel and hope to have enough money left over to live comfortably well into our 80's. If we can do that, there won't be much left. If I had saved an extra $100K by age 35, it would be worth $500K today given the average rate of return on my investments, and $1.7M when I retire at 65. I could buy a fleet of Escalades with that money.
That's not to say we don't spend money right now. We're spending $15K to take the kids (13 and 16) to France, Monaco and Italy next summer, and we travel all over the place in our camper today. All I'm saying is that I'm happier with a loaded '07 Yukon XL than I would be with a new Escalade ESV. I know this because every time I spent a small fortune on a new car (Land Rovers, BMW's), the feeling wore off in a matter of months. And I absolutely love squeezing every bit of value out of my Yukon now. My neighbors all have cars less than 2 years old and they compliment me all the time on how well I keep our Yukons (we have two).
And I know that's just me, and it's not for everybody, but aging and having friends with money has changed my perspective. My friend Charlie is a partner in a law firm at 60 and makes bank. He buys used cars and drives them into the ground. He currently has an '04 Isuzu Rodeo he bought when it was 10 years old and loves it. Before that was a '95 Nissan Maxima he drove for 15 years. My friend Scotty was a sales rep for telco equipment and retired with several million in the bank a few years ago at 60. He drives '06 and '09 Suburbans. My friend Bill is an investor with millions and drives an old Subaru. The two things they all have in common is total freedom to spend their time however they want traveling, and they don't spend money on depreciating assets.