All right, so my predicament is this.  I am married, but going through a separation.  I'm absolutely uncertain if it's going to work, but hoping for the best.  In the mean while, I'm falling in like maybe love with a 17 year old who doesn't even live in Anchorage. . .

I have no idea which one I should go for.

Dear Lost in Transition,

My advice is to not confuse the issue by starting a new relationship while still in your marriage.  Resolve your concerns with your marriage first. The risk is that if you fail to work-out your conflicts in the first relationship you may very well bring the same problems to your next relationship.  I assume you haven't met the 17 year old face to face.  Hold off on this; you still have work to do.  I wish you well.