Shannon, (warning: this is loooong.... apologies in advance!)
As we have discussed a few times, we have similar body types and sizes (petite, size 12/14, although I am up to about size 16 now). And, because we have similarities, I always check out your posts on the forum first because I know I can turn around my own beliefs about my body/outfits when I see how you have tweaked YOUR wardrobe and outfits! You have singlehandedly taught me about the importance of proportion - and for this, I am ever so thankful! Hugs to you!
I totally hear you on the conundrum of Pinterest, however, and how it can serve our style goals while keeping our perceptions about our body image intact. I went through a similar issue when I realized that I was pinning pictures of tall and slim women when I am short, curvy and very busty. It started to feel counter-intuitive after a while. So I gave myself a task that allowed me to separate myself from the emotional chatter of "Why am I pinning this when this woman has a body that I'll never have?" to "There has to be a reason why I am pinning this - so what's the element in the photo that was originally attractive to me?"
I went through each of my style boards (links below) and created a chart in my wardrobe notebook. I gave myself three columns - What I've Pinned, What I Have, What I Need (to create the look). I scoured the boards and listed general categories of what I have pinned - eg. feminine details, shift dresses, belts, boots with skirts, etc. Then I listed what I had in my wardrobe and ultimately, made a list of what I wanted to buy in order to achieve the look.
The interesting part was that once I made the list of what I needed to buy, I realized that I would have to COMMIT to some of the looks I have pinned in order to see if they worked for me. You'll notice that my "Wear it to Work" board has several pins of pencil skirts with blouses tucked into the waistband and accessorized with belts. So, here's a revelation - I hadn't tucked a blouse/shirt into a waistband of anything in about 8 years!! I also hadn't worn a belt at my waist in about.... 12 years?!? Talk about a disconnect!
If you're still with me (so sorry this is long!) - I basically committed to addressing the disconnect between the looks I was pinning and what I was wearing. One morning, feeling particularly brave, I tucked a blouse into a pencil skirt, threw on a belt and went off to work. And I liked it! And it worked! As so many of the ladies ahead of me have said (so much more succinctly) - with a few tweaks, you can wear what you are pinning. In addition to great style, Shannon, you have amazing insight into your style - you will definitely make this work! And I will be right behind you all the way. Petite, curvy girls - UNITE!
http://pinterest.com/krista_mcnamara/wear-it/
http://pinterest.com/krista_mc.....t-to-work/
http://pinterest.com/krista_mc.....sorize-it/