Quoted from nascarrey:

$0 Every autograph I have, I got on my own or had friends get them for me. Have a lot of hockey & NASCAR signed items.
My most prized one is Dale Earnhardt!

Quoted from nascarrey:

Who'd have thought more than 1 person into NASCAR & the NHL....such an odd combination!

Quoted from hAbO:

I think the most I've spent was about $80 for Adam West and another $80 for Burt Ward. They were not very social either but in hind site I'm glad I met them. I wouldn't pay for an autograph I did not witness myself though. I was never into getting autographs and/or photos with celebrities but my wife and I sort of fell into it as something to do. Its more for meeting the celeb than anything and if they are nice and sociable the better. You can sometimes hang out at the hotel bar at a con later at night to just bs with some celebs for essentially free. No guarantee though.
20 years ago it would be blasphemy for a celebrity to ask $20 on an autograph. Now a days that would be extremely cheap going to a Monster Mania, Chiller or Steel City con here on the East coast. What really drove prices up IMO was the Walking Dead cast and their agents. The first season of Walking Dead Norman Reedus was $30 at most and his line was very sparse. crwjumper posted he charges $125 now and people pay that ALL DAY LONG at a Walker Stalker con. That's just Norman. Imagine people that get several or all the characters from the show. Its a small fortune to pay but for some its worth it.
Cons even started to incorporate "Professional Photo Ops" which average $60 but can easily be higher depending on the celeb or how many celebs are in the photo. For some photos, the celebs will dress up as their character from a move which is pretty cool.
Its just something to do like anything else. Some people love gambling or playing slots. I told one of my friends what a NIB pin costs and he said "Some people have more money than sense" To each is own.