Should I paint it?

Nice original is where it's at !! That is a nice looking truck right now . If that dent bugs you , fix it and spot it if you have to . Right now you can enjoy it and not stress over every little thing . That 2 tone idea above is cool also if you really feel the need to get rid of the sunburn . Unless you really take it all the way (gl*** and everything out and off) , I think you are going backwards shooting it complete . I've had done cars with really nice paint , they aint' much fun in the real world if you have kids or actually want to drive it and not stress . Nice O.G. is where it's at for sure !
I just looked at it again , that things way too nice to paint . How about a set of wide whites and paint the wheels body color (If you feel like you gotta paint something) to make it pop a little ?

 

but also with a blue top

I would paint it. I agree that this unfinished "poor man" style is out of control. People are buying old piece of **** cars and not doing any work to them but thinking it is cool and they know it all because they saw it in a magazine. I have had my truck in primer for a while now and I am sick of it. I'm not one to tell people how to do their own project, and I think you should do what you want without being influenced by what others think is cool.

 

I wish my 57 looked so good, if it did I'd leave it alone.

 

Satisfy yourself, its your truck. You'll never make everybody happy.
It'll be cool either way