I recently got the luxotiq anal plug and I really like it.

The pure plugs from Njoy are awesome and should be kept in consideration. High quality and great for temp play also.

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!

Mine was the plug of lust.

My first plug was the njoy medium. It is awesome, I need to get around to reviewing it

As many would agree with me I'd say the next one should be the Ryder. I think that one should be in every collection, just great.

My first however was the Triple Ripple and is still in use after many years

The other I'd suggest to buy is the Gapers Organic. Although slightly neglected recently it gave me some of the strongest orgasms. Might actually play with it in the morning...

My first plug was a small 1" one from Happy Valley. It was good to ease me into anal play, but I outgrew it very quickly. I've tried several more anal toys since then and my all-time favorite is the medium Pure Plug by Njoy - so comfortable, even when worn for hours at a time!