I will try to tell you what is safe and effective for you. The products are all very nice and comfortable to wear. There are a few items that I would avoid, because they might harm your vagina.
The most important thing to me at the start was being able to be confident that my vagina would not be hurt during my initial sessions. I was going to have anal sex and anal pain would have been a huge part of the experience. I had just gone through the first year of my GYN degree and the knowledge that my vagina would get hurt. It is not easy to have an open and pain free vagina, even when you know it will not be a problem in the long term.
The first time I had my first time with a man was a surprise to me. My boyfriend said "Hi," and I thought nothing of it, he wasn't the man of my dreams. I was excited. I had always wanted to try anal and I wanted to do it with a guy. I didn't know the experience of anal sex or how to properly insert a condom, but I knew from past experiences that I would need some guidance.