Played 2nd edition? I am not sure I ever played second edition. I bought it, and brought products for it. However, when second edition came around I had mostly moved away from D&D to other RPGs at the time. It took 3E to move me back.
If you stick with the title question "when was your last second edition experience?"...
About 2004-2005 we had a few last minute cancellations to our regular game. To kill some time I said I might consider running a "Birthright" campaign because I loved the setting. I didn't feel it would work well in 3.XE, so I brought out my 2nd edition books to create characters. After playing around a bit, we all decided we didn't really want to play second edition.
It was purely a rules mastery issue (I had read the rules many times, so was familiar with the,). I would have been much more comfortable with an AD&D campaign.