Two oldest:-
1. Haze eyeshadow (1995 or '96) - I hit pan on it, and still use it occasionally.
2. Shhh lipstick (1996-98?) - small stub left, smells funny, but I'm very reluctant to let it go to B2M. Just love that lipstick!
Also have old 97/98 expiring lipstick like Pervette, Bronze Shimmer - all smell weird, and I'll probably B2M them soon.
E/s -- Have an Amber Lights from very early on, I think 2000, also Bronze, - all have hit pan, I seldom use, as I have others, but will probably still keep them and use them. Also an old pink shade called Bliss from that era (not hit pan yet) -- all these 3 are of the old packaging - screw-on top, and not flip tops.