Haven't read the entire thread (got half way!). DH and I are not "rich" as such but are well off, especially for our ages.
Compared to our friends who are earning similar salaries, on paper we are better off than they are (have more savings and own our flat whereas they rent because they can't afford to buy). This is purely down to how we spend the money we earn (especially as our friends had leg-ups from family which neither DH nor I had).
So, we have one nice holiday a year plus a couple of weekends away. Our friends have 3 holidays a year plus a weekend away every month.
We eat out in a restaurant a few times a year, they eat out 4 times a week (I'm not exagerating) and at least once a month in a michelin star restaurant.
We will go for a nice walk then come home and have a drink on our balcony. Our friends will go out for a walk, stop off at a cafe for drinks, followed by another cafe a bit later on for more drinks/ice cream etc.
We buy all our clothes in the sales and don't care about brand names. They buy clothes every month or so, often designer gear.
We look for deals in supermarkets, make lists of the meals we will make and buy own brand food. They just throw anything and everything into the trolley, and have admitted to throwing food away that they don't get around to eating.
We put money into savings at the beginning of the month then make do with what remains. They put money into savings at the end of the month IF and only IF there is any left.
Now our "lifestyle" is not for everyone. I know some people will look at how we live compared to our friends and find our way "boring". But we've chosen to spend our money this way so that we can save money and buy our flat. Which soon we will sell and buy a larger flat. Our friends are unable to get on the property ladder and can't understand why we can when we earn the same amounts!