I have been trying to achieve the same thing, and your first reply was very thorough!
I am trying to rearrange things to take it deeper. I found to get around the bend you have to start with something pretty flexible to gently negotiate the turn. Go SLOW, and don't force it too hard. Use a slimmer diameter at first too, with a simple rounded head... nothing too pointy! SLOW AND RELAXED!
Once I got it to go past the first major bend, then there is the second one in the opposite direction. It went easier for me. Then I was able to go a full 14" deep. I could feel and see it bump below my left ribcage.
I am working to slowly increase the firmness to get my insides into a straighter line. Still working on it! Then I also want to increase the dianeter too.
Hoping to be able to take long cocks balls deep. The feeling of it going so deep is intoxicating! But actually, for orgasmic, anal prostate pleasure I get more joy from more girth that only has to go 5 to 7 inches deep.