I'm stuck at a crossroads that I haven't been at in a while. Please help.

     I have no idea what I want to do with my hair. Color wise at least. For the last few years, I had everything planned out like a road map, but I have just reached the end of the road. I don't know where I want to go from here. 

You are all probably aware that I have been growing my hair out for the last 2 plus years now, and I don't want to do anything too damaging. So blonde is definitely out of the running. 

Ok, not my finest moment, but you get the picture. 

Right now my options are to either go darker, red or stay the same. What do you think looks best on me?

Here are pictures from a couple of different times that I have had dark hair.

Yes, that is purple in my bangs.

The Pros

Going darker a healthy option for my hair.

It's my husband's absolute, hands down, favorite.

It's super shiny.

The Cons

When I do eventually want to go lighter, it will be more damaging, but maybe by then I will be ready to loose some length.

That's really the only con.

Here are some pictures from my red phases. Surprisingly this is my most common phase but am having a hard time finding good pictures. 

Pros
I love red hair. It is to me the most beautiful color. I always go back to it.
While it's the most damaging of my options, it's still not that damaging. And once I get it red, it is just as healthy to maintain as the other options.

Cons
Fellow redheads please don't take this badly, but the redheaded girl is always the friend, not the star. I want to be a star. The positive redhead stereotypes don't work in my favor... I'm married. ;)
It's the most damaging of all of the options.



Now for the whole reason that I am lost as to what to do:
The color that I have now is so similar to my natural color that I could grow it out without coloring it at all. Why not grow out my natural color one last time, until I go grey and have to color it? (Because that's boring, but humor me)

Recent pictures of my hair.

Pros
The healthiest option, as it involves no color at all.
Very low maintenance.

Cons
Boring. Boring. Boring.
I do notice a little difference between the new growth and the previously colored area, but I don't know if anyone else does.

It is hard to be objective when looking at yourself. So please help me decide what to do. Which do you think looks best on me? Of course I am open to other ideas as well, but this is what I have come up with, in order to preserve the health of my long hair. I still want it a little longer. 

Now I leave you with some wishful thinking. It's gotta get nice soon, right?

xo Andi