I guess technically the first toy I ever used was a spoon that had a nuce handle on it when I was in college. I had no idea what I was doing really, but I had a serious hunch that I could get something out of sticking something in my butt while I jerked off. I did that for a series of months if I remember correctly, but then I stopped and life moved on.
Years later I purchased an Aneros MGX after reading about the wonders of the Super O. I'm so glad I got that massager and all the orgasms I've had since from it and all the other toys I've found my pspot with.