They make different sizes, the one I tried was pretty small, a bigger one might work a lot better, at least for me
I JUST posted about using mine. I have the Lelo Hugo 2, which is very top of the line. However, it took about eight or nine months for me to be able to get it in. And a year's time to be able to get it in with some amount of ease. Still not always super comfortable. I did realize recently that my body's position makes a big difference in the comfort and also the stimulation. I bought that model specifically because Lelo says it works for both beginners to anal penetration and people with a lot of experience. But it get's pretty fat close to the tip. So, while they are clear that beginners should start out slowly and carefully, I still think they understate its girth. And I did not even consider myself a total beginner because I have upwards of two fingers up there from time to time. One finger on the regular. And got fucked with a dildo when I was 21 without lube and neither I nor my girlfriend at the time had any problem. Sure, it'd been a while. But I didn't think it would be like my first day on the job LOL! No matter what, if you aren't putting or having something put up there on the regular, you're going to want to get some kind of butt plug set that increases in size or a skinny dildo to play around with for a bit first and work on stretching yourself out.
