Are you just starting out with anal play or do you have some experience. If so whats the biggest toy/penis you have taken. That would help a bunch.

Now for a total beginner, you might look at the Li'l End, Bootie or maybe the Plug of lust small.

Of the two you have here, the Gumdrops is 2" in diameter. The Sassi is small at the tip but grows to 1 7/8" diameter, furthermore, it will not stay in. Assuming you are looking for something in that size range, I would recommend looking at the Ryder (1 1/2" dia.) or the Severin (1 7/8"dia.). Both are good safe silicone and will last for years. They also stay in very well.



Hope that helps.

My boyfriend and I started out with plain glass cone-shaped plugs, about 1 1/4 inch in diameter. They matched, and I thought it would be cute, and it was a great way to get me comfortable with something much more fun and sensual and different than I had ever tried before They don't seem to have the model we bought, but one similar one is the Cobalt Blue anal Plug. Wonderful plug. If you are completely new to anal play this one is great because of its gradual taper and sudden angle for good hold. Make sure to get something that is sterilize-able and body safe and use plenty of lube that is safe for the toy. (Anything works with glass, plus it's smooth and boilable to sterilize, the only downside is it's unforgivingly solid, which I like anyway.) And make sure you go very slow, that's extremely important, especially for a beginner. I hope this helps! Enjoy!

My wife and i started with the Njoy pure plug small. It was very good. We have since moved up in size. Also if you are worried about the steel(which you shouldn't be cause its great), the Bootie is a nice one to try. Good luck!

I say go for the Gumdrops plug, I have another toy in the Gumdrop line and I think it's great.