Hello everyone
To my surprise, I have the oil filter housing back on correctly. I want to share what went wrong to cause it so that no one else makes the same mistake, and how I got it to work.
My bike has those highway/engine guard bards on it. The bottom tube of that kinda gets in the way of the oil filter bolt. Putting the bolt back in, the highway bar made my ratchet not perfectly level, making the bolt take its own path. It seemed to be less "cross threaded" than it was the same thread pattern just slightly angled. Maybe that's just inclusive of what cross threading is
I took just the bolt and tried screwing it in. I found that I had to have the bolt perfectly level or it would catch the old threads. It screwed in smooth if done right. To make sure it went in perfectly straight, I moved the highway bars down out of the way, and pressed and held the oil filter housing flush up against the engine before screwing the bolt. The bolt went in nice and smooth. All is well now... until my next oil change. Hopefully the method I learned works again with no issues.
I appreciate the responses. I figured since there was "no saving it" I could just try.