I have carried a knife off and on since I was 12 or so, after I joined the Boy Scouts and it became accepted by my parents that I could have a knife on me. I had already had knives before that point, but I never truly carried one on a regular basis. I didn't really have much in the way of "knife friends", since the other Scouts all basically tended to have SAKs or Gerber or Buck lockbacks, same as I did. It wasn't until I graduated high school that I bought my first "higher end" knives which were SOGs at the time, my first being a SOG Mini X-ray. From that point, the amount I would spend per knife became much more, and more flexible, especially as I got more into the different steels and such. I can honestly say that for the last 25 years or so, I have truly had a knife in my pocket nearly every day, many of which have come and gone from my collection.
I still have that Mini X-Ray though. Maybe I'll carry it tomorrow for old time's sake!