OK girlfriend, #1 and #2 are gorgeous AND edgy! Double slanted side zippers + drapey hemline = edgy jacket. The tiered skirt looks super sexy and I love the tiered lines. The mint green vest will look spectacular with just about everything - I'm picturing it with faded BF jeans, a white button-down, and cute shoes.

The EF and BCBG items are nice but in no way compare to the fabulous items you just purchased!

I don't view the items as having any "hard edge" to them - but to me, they look really nice - and if you love them, then why not? You can add other things to the outfits to up the edge factor.
As far as the EF pieces go - I love both tops - the patterned one has a neckline that I think would be great on you - and I love the dress - I mean love!
I see the EF items as matching up more with your goals this year - but I also understand the need to get some backbone pieces (like that jacket) to make other things in your wardrobe play nicely with each other!

I think you have chosen some great pieces, TS!
The zips in the navy jacket certainly give it 'edge' to my eye.
If you are after more 'edge' how about wearing some 'tough' accessories?
it sounds as though, despite intending to go in one direction, you feel you have reverted to the comfort of what you know? Perhaps this path doesn't need to be forced but will evolve?
Looking forward to seeing these in you WIW!

I don't think these pieces scream conservative. They are trendy, clean, but with a bit of an edge, they fit so well on your style!!
I have remorse all the time, for me the problem is not only if a piece fit into my style but if i really need it or if I have in my wardrobe already enough items for the following season

Lisa - it is kind of a magical skirt isn't it? I tried it on again last night and really felt rather spiffy in it. The fabric is forgiving and girdling all at the same time. Like you, I'm interested in seeing how the three of us wear it. I like the idea of pairing it with black boots and sweater as you described...

Debbie - I suspect you're right in that as we shift a bit in our style, it makes sense to feel some unease and trepidation.

Karie - you're so sweet and I love the outfit idea for the mint vest - thank you.

Marley - my choices in clothing and styles these days almost feels schizophrenic, you know? Like I'm trying to marry two different things. But when I think about it, I'm not really. I've always had a fairly substantial component of classic in my wardrobe and then I amp up some edge with what I add to the outfit.

fuzzylogic - maybe that's precisely what I need to do - relax and just see where the current takes me...

rute - remorse is so annoying isn't it?

So Marley's comments really have me thinking about what "edge" is exactly. I'm realizing that edge is different for everyone - and there are gradients of it. What I find edgy, someone else may find more conservative, and vice versa. And I think sometimes I want to be more edgy and other days, more "soft". Perhaps my style is more eclectic than I thought.