My online purchases arrived on Friday and I'm excited to try them on. I have scholarship $ leftover from last semester so I thought I’d treat myself (even though some of these are still pricey by my standards, heh). I would sincerely appreciate any honest opinions regarding K/R or how to style them. Thanks!

1,2. Grey sweaterdress $36 (reg $79)
I bought this to try on as it was on clearance and I liked how the cable knit does not dominate the entire dress. Here I've worn the collar 2 different ways. It's made from comfy cotton and is pretty soft. However, I am not so sure about the colour because I don’t want to look too somber on grey winter days. I generally prefer a pop of colour somewhere. Do you think I can pull this off? Is it a little too old for my age (20)?

3,4. Brown suede booties $46 (reg $99)
I first saw these on my sister and loved them but my cheapo self waited until I nabbed them for half price. I tried playing around with the colours with Photoshop I don't think my picture does it justice. It's a rich woody brown. The heel is around 1.5in and is extremely comfortable. Given how it’s super hard to find shoes that are comfortable and don’t look like my granny’s shoes, I am keeping these!

5. Blue shirtdress $21 (reg $69)
This dress is completely curveless like a pillowcase but looks much better with a belt. Here's the URL of the model showing the super boxy fit:
http://www.gapcanada.ca/browse.....=289758003
I'm not so sure about this dress even though I love shirts and shirtdresses in general. It's a substantial cotton material and wrinkles very easily (maybe that's the style? It's a fault that my other, much more expensive shirtdress has as well). Not sure how long I can keep the crinkles under control. Any thoughts?

Now, over to you