Help please!

Hey ladies! I bought the Lena menstrual cup about a year ago. When I started my period, I tried to put it in and it HURT. I tried several different folds, lube, water, etc. and I just couldn’t get it in. I tried a few more times on different days and it just wouldn’t work. I got it in one time and wore it for a few hours but it pressed against my bladder and made it difficult to pee. Then when I went to take it out, it hurt more than trying to put it in! So I haven’t used it since. I want to try again but I’m scared it’ll hurt or I won’t do it right. Any tips for a scared newbie? Thanks!