Honestly, Jesse Scott James sounds WAY better.

My daughter's middle name is Erin-Leigh. So I'm not anti-hyphen. But, I don't like it.

If you want to call him JJ, you can still do that if the name is Jesse Scott James.

Idk... in all reality, just do what makes you happy.

Before reading your post, I thought you were naming him after the famous outlaw, and I think most people would think that as well.
If you have to have the two "J" names next to each other, you could do James Jesse Scott. I don't like two middle names either, but it seems like you are set on it. If not James Jesse Scott, then you should do Jesse Scott James. It sounds much better.

Better be careful, if you name LO Jesse James he's BOUND to end up an outlaw :/

i like the first one and the last one