<prompt> Human: Hi all, I am 30 middle class. I bought a house about 12 years ago, it made me 3x capital gain in 12 months. I have since bought more property, been self employed and basically just do what i want. Many of my close friends live pay to pay, pay rent, i even rent a house to one guy. I often get sob stories about how theyre broke or cant eat in a given week. I usually end up paying for things, but it has come to a point where I feel like now i pay for everything . Few stories, I let one girl live in my house for a while and she accidentally damaged half my bathroom which i let her off, also i often shouted her food and weed, i think i spent about 2000 on her including the damage. when she moved out i just asked her to replace some curtains, but she didnt. another guy i lent my ipad when he went overseas, brought it back broken, i told him to just go me halves in a new one and he still never has. Another girl i let live with me, supported her through unemployment and depression, then she turned on me and hasnt spoke since. others im the guy who pays for pizza, buys concert tickets and then wait 6 months for the concert before i get paid back buy alcohol etc.kind of curious what the social norm is in my situation. Obviously my friends are just taking advantage, but they are still my friends. I dont know how to tell them to knock it off or ask them to pay for things without coming off as an ass. They know that i was very lucky to buy my property when i did, and they struggle along on minimum wage or unemployment. Has anyone else had to deal with this?Edit - Just an update on this. I have decided to enact a no paying for anything policy for the foreseeable future. Whenever a situation arises that i would previously pay for, i am going to tell them to get stuffed since i am sick of paying for peoples shit. but i am not going to specifically mention anyones names. i am hoping this will be a wake up call to anyone who has just been free rolling without really realizing, and maybe guilt them into a change. anyone who doesnt like it is probably a replaceable friend.It is really not in my nature to approach people and ask for money, so anyone who already owes me money i am just going to memory bank it and never lend or give them anything. and in the future i will have a strict policy on lending based on past dealings with the individual. i am also not going to down pay for concert tickets and flights any more, and no more house mates.  <response>: These people dont sound like your friends. 