I am actually the opposite. I am terrified about buying things. The purchasing decision always makes me nervous and I don’t get any happiness from it. I can’t put my finger on why.
I usually will get something and scrutinize it for a long time. I will leave it unused for a while while I reanalyze and usually overthink it. Then, over time, I will start using it and bond with it and really appreciate it.
I cannot tell you the number of times that I have said to myself that I’m glad I bought something years after I bought it. I can say definitively that everything I have in this category (motorbike and sports car) I enjoy and appreciate much more now than at the time of purchase.
Even my daily driver, a 16 year old Volvo with close to 150k miles on it, is like that. People who know me well enough to know I can drive a new every day car like to make fun of me for not buying something newer. But the reality is that I am not going to buy a new car because I can’t justify it and every time I think about it, the thought turns me off severely. I would rather just drive around in an old Volvo and it's not even a remotely involved decision.
Purchasing big ticket items is not a joyful experience. It’s a real pain in the ass. However, when you have something amazing like a great Ferrari or Ducati or anything that you’re familiar with like an old friend, and there are those days where the sun is shining and the birds are chirping and you sneak out of the house at 5:30a when the sun is coming up and you have all of those glorious hillsides and mountain canyons to yourself - days where you are hooting and hollering inside your helmet or giggling behind the wheel, and the smile you get lasts for days - well, those are why you deal with the pain in the ass of buying that thing in the first place. If you don’t have it in the first place, you can’t have those epic days and without those days, I'm kind of like, what's the point of it all.
Everything I have has kind of been accumulated over many years and I am believer in that the best way to build a nice collection of things you love is to not sell anything (hence why the purchase price is important to me). And everything gets used properly and overly maintained and I work hard to keep it all looking as new as ever.