My first one was the
Doc Johnson Large. Depending on what you like, you could love it or hate it. The material is great, but the "drop-off" is pretty steep. Great for prostates, not so much for long-term wear.
For the future, I'd suggest a variety of things. Everyone's different, and there's no real way to tell what you like until you try it. Slight features like malleability, slope, length, width, et cetera can make all the difference. Just don't be afraid to try all shapes and sizes!