Oh, I forgot that I had a set of plastic anal beads, a LONG time ago. Threw them out in like 96, I think?
Our first real anal toy was the Tantus Ryder; but the first toy we ever used for anal play was the old Vixen (I think) Bullseye. Man, that thing was awesome. Not an anal toy specifically, but a great dildo for buttfucking. That was about ten years ago. Did pegging even have a name back then?