Anal

I tried it with a dildo. It was 7 inches long, and fairly big. Way bigger than mine.

And I can say that I got the tip in. Pushing more hurt a lot. I used a lot of lube, but couldn't quite go much further.

It was nothing like I imagined. I thought it would be VERY painful. It was just uncomfortable at first. Getting it inside was really exciting. Yet, all that said, I don't think it would've been remotely interesting if I had not been in chastity.

Interesting thoughts.