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I've been collecting for 28 years....lol. I'm OLD.
Old enough to feel nostalgic about Dream Valley when it was still using illustrations instead of photos for its pony guide: http://web.archive.org/web/20010606093926/http://dreamvalley.freeyellow.com/ponies_list.html
Remember when people would write "trailers" for their fanfics? That was awesome!
I admit the first thing I did when I got an Ebay account in 1998 was buy ponies.
2003 for me but I don't think I count as an oldie...