I had two decent work outfits this week:

http://youlookfab.com/welookfa.....in-leather
http://youlookfab.com/welookfa.....ong-simple

And two misses (my determination - not anyone else's):

http://youlookfab.com/welookfa.....elvet-lace
http://youlookfab.com/welookfa.....floral-fun

This has led me to wonder about my experimentation and pushing myself stylistically speaking. Maybe I don't have the skill and experience yet to experiment successfully when it is so outside my usual style?

I enjoy trying new things and want to have fun with fashion, and figure this is the only way to learn what works is by trying...BUT...does it make more sense to wear formulas, oolours and silhouettes that I know work for me (e.g. skirt, blazer, booties)?

What do you do? Do you stick with tried-and-true looks (with some differences obviously to make the outfit fresh) or do you push yourself? Does looking good trump experimentation?

Would love to hear your thoughts on this - and thanks!