Yoni when I started redoing my wardrobe I did the same thing, going slightly overboard with classics and buying things I ought to like and wear (or things that I happened to find that 'would do') instead of clothes that I truly love.
I have a difficult relationship with navy - I think it truly looks good on Italian men and women with flaming red hair a la Taylor Tomasi Hill. On the rest of us, it's often a slightly shabby option. (If anyone wants a navy slim pencil skirt in Sz 10, lined, pure polyester
for free, please pm me.)
My advice would be to try to slowly accumulate clothes that you love. You can storage some of the too-safes, bring out a few every season and mix with something bolder and less safe. I've had amazing success rotating - pairings such as a chambray shirt, cutoff shorts, a leather skirt, the right bag, or an edgy bracelet have given new life to some of the duller items. Often, an outfit needs to have a 'flaw' (something out of proportion, striking, conflicting, contrasting, mismatching) to really create visual interest.
Also, don't listen too closely to advice on S&B - not even mine
Adhering too closely to the consensus opinions will just result in a cookie-cutter look - you are allowed to look different! Quirky personal style is much more interesting, granny chic or not 
But I also think that exploring your personal style in greater detail might help - have you already done this quiz?. I'm a classic dresser, but I need to have bold color and big jewelry in my outfits. (For me it was a big realization that anything 'natural' will make me look and feel undone, and that I need some drama and focus in my clothes.) A style icon can help too - you can look at her outfits and try to recreate them with what you already have.
Small good things done today: 40 min out in the sun reading TBONTB (Chapter 8 is terrific!) and Where I Am Wearing (great book - tells about the lives of garment workers in various countries).
Acts of self-care: made a pending DHL return I've been postponing; went through some of my bank statements, paid some bills, increased my regular monthly contribution to my personal savings account.
No shopping urges, things are going well 