If you are set on either of those... I think I would go black.
But as others have said. The Crimson Red Sunglow is something. When it is in the garage or overcast it looks burgundy/crimson.... but when the sun hits it.... the fleck in the paint sparkles in an amazing way.
The Black pearl is really nice to though.
I like the Anniversary colors but it will date the ride. The monochromes are all a bit bland IMO. Spring the extra and get a paint job, or at least the Tank.
Have you seen the Crimson red? It is gorgeous (IMHO). The Anniversary colors are not that impressive out in the direct sunlight; I think you would tire of those colors the fastest. Good luck in choosing.
If I had to do it all over again, I would buy the Black one, or the Red one, or Blue one but not the silver one. Do they make denim black?
I need more bikes
Even if there was a $ value in the paint (there isn't)it will never make up for a color your not satisfied with for the long haul. Like everything else Harley pick the one that moves you.