Depends on the game really. Free to play ones are especially murky for me because some games like warframe Ive been playing over a year and yet to date Ive only put in about $50 in the last year (I think it was $25 the year before that). However for the old republic I dropped $40 and feel thats enough. There are other free to play games such as star trek online that Ive played off and on for years and never dropped a cent on because I dont feel the length and type of content is worth a substantial fee. I also dropped $60 on secret world which is well worth it IMO.
Years ago I didnt balk at subscription based games like City of heros or everquest. However in this day and age there are enough free to play games out there that I can always find an equal or greater experience without spending anything.
As for AAA or just A games my opinions vastly different. I havnt preordered or bought a AAA game at launch since mass effect 2 (which was a big disappointment for me). Since that day Ive waited for reviews and gameplay to come out so I can make an informed decision instead of getting burned yet again. There are very few AAA games I bought while they were still in their $60 range since ME2, watch dogs was one of them and to this day I still say watch dogs was a good game, not great or even revolutionary, just good. Usually "just good" is enough for me to be happy with my purchase
Since PC has become my main platform for the last 5 years or so Im getting smarter and more stringent with my purchases. Ive seen to many bad ports and terrible business practices not to be. That said, I have little problem dropping $5-10 on just about anything that looks interesting. A $5 game is actually cheaper then buying lunch for me. A $10 game is still something I dont consider to much as long as it looks interesting and its something I can play for awhile. When you get up into the $20 line then Im a little more stringent. For 20 and up I expect the game to be good and have some replay value and I will go watch/read a ton of reviews and gameplay so I can make an informed decision
However if a game looks like its going to be heavily DLC based Ive just gotten into the habit of waiting a year for the complete edition to come out. Ive got other games I can play/replay in the meantime
Edit: Oh and as a side note, we dont have a sales tax here in oregon so stuff actually costs the proper amount