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Ruby Redo? What Do You Think?

Today's Size - 8 (Again)
Today's Deep Thought - Today I saw one person walking into the office in leggings and a shirt and another person in flip-flops.  Because it's July, do they think that makes it okay?

I have this ruby and diamond ring that I've had for so long, I don't even remember where I got it.  I never wear it and hadn't even looked at it in a really long time.  I had been thinking about it though and had come to the conclusion that I needed to have it reset along with some similar marquise-cut sapphires and diamonds from another ring.  I took the ruby ring out of my jewelry box to look at it.

And I decided that it's actually a pretty setting.

So I decided to wear it and see if I still wanted to reset it.

I'm really undecided about what to do with it.  I do think the setting looks dated, and the ring only fits me on my ring finger of my left hand which is currently taken by my wedding band.  I could just have it resized and keep it the way it is, or go through with having it reset.

What do you think?  Too dated or keep it as is?