I did try the ring a few years ago. I did get the free samples from my GYN - 3 months worth. I really liked it the first month. I couldn't feel it at all.
The second month, it did come out once with the tampon, but that wasn't a real problem for me. I had a really light period the first month . . .but the second month . . I suffered from break through bleeding frequently. When I asked my GYN, she said that was one of the issues people were facing. If you were close to a certain weight limit (I weighed 150), you had a chance of not getting enough hormone. I needed to be 145 or under in order for the ring to work for me, I was told.
Like I said, I did use it a few years ago, and maybe things have changed, but I would make sure I asked for a sample (acutally at least 2) and try it out first.
Good luck, whatever you choose,
K.