I've NC for this because I feel foolish! But I wonder if other people have this experience....
As background: My parents were poor when I was young. I personally never went without food, warmth or shelter etc. but my parents absolutely did. When I was about 11, my parents' finances improved and we started to have a more comfortable life. My mum really started to relish this new situation and would spend without thinking too much. She still does this now. No problem, she can afford to and I think she feels vey secure in her financial situation.
Now I'm in my mid-30s and I have no money worries at all - happy to elaborate on specifics if it would help.
But I am overcome by guilt and uncertainty whenever I spend anything non-essential. I will take ages weighing up whether I actually need the item, the pros/cons of the specific item I'm looking at, assessing when/how/how often I'll use it, how long it will last etc. Sometimes to the point that I talk myself out of buying said item. Or I weigh things up so much that I get into a massive tizz about it and can't cope so I just give up on it. I'm not talking about purchases of £100s, I'm talking £8 earrings and a £25 plant pot (examples from this week) 
I want to be more like my mum, to spend without thinking too much. Again, I'm not talking £100s (though I could afford £100s). I mean that if I want a new plant pot, I want to be able to just go online or to the shops, see one, buy it, never give it a second thought. But I feel a though money is precarious and even though I am very secure in my financial position, I don't feel secure. I guess you never know what's around the corner so it's good to be cautious but I take it too far.
I'm not like this with essentials or stuff for our house or stuff me and DP enjoy together. I'm only really like it with stuff for me. I know its a woman thing and I know it comes from my mum's really problematic ideas about distribution of resources when I was a child - she would always go without so everyone else could have what they needed and has always seen this as a never natural order of things.
Sorry - massive thread....
TLDR: I have enough money to buy things that I want but I feel guilty whenever I do, to the point that sometimes I end up not buying stuff I want. Anyone else have this? How do you deal with it?