I don't like getting dressed (and not because I like being naked)

If you've had kids, have curves, wear a double-digit size, and manage to pull yourself together every morning, you might catch me looking at you. I'm not staring, I'm studying. I want to figure out why your denim skirt, t-shirt, and simple haircut end up looking so much more pulled together on your imperfect (but still lovely - you came by those curves honestly, I'm sure, and your kids appreciate the gift you've given them) figure than mine.

I've always been curvy (but my *um* topography changes as my weight fluctuates), even during my most-fit times. I've dressed like a schlump most of my life but now that I'm closer to 40 than 30, I feel less comfortable wearing shorts and t-shirts and flip flops. What once was college student slacker chic is now just frumpy. Bummer. I've decided (with some loving guidance from my dear friend, T) that shorts aren't terribly flattering (although my mom, who is over 60 but you'd never guess it, can still rock a pair of mid-thigh khakis - but let's get this straight... grandma has earned that body!) and should be relegated to exercise and gardening. I don't foresee myself giving up t-shirts and flip-flops but it may be time to upgrade to a better quality of both. I'm also thinking capris (tough, though because I'm 5'9" and leggy and nothing looks worse than a too-short capri on muscular calves) and skirts will be a better staple for my lower half.

So, with apologies to my male friends who read this blog (or my female friends who have had their fill of body/fashion neurotic blather), I need help finding a new "uniform" - you know, a few easy pieces I can throw on and look appropriate for my casual mom role without looking like I'm trying to be 20 again or trying to bust my way into the Red Hat Society before my time (by the way, you go girls!!).

FYI:

• I am cheap. I will spend $40-$50 for a pair of pants or a skirt that looks good on me but if it costs more than that, it had better transform my body into something people write songs about (perhaps a bit of an overstatement... maybe just hum a ditty?)
• I have a big belly, relatively long and thin arms and legs, and big boobs
• I don't dress up (and when I have to, I look ridiculously uncomfortable and awkward)
• I like to look outdoorsy - I actually love being outdoors but I'm not one to choose backpacking over, say, a nice day hike and a comfy (but rustic) bunk for the night
• I have an unnatural love for the hoodie - please, please help me find a less schlumpy (but still comfortable and casual) alternative
  

Thank you, my friends (and I'm sorry to all who are rolling your eyes while you read this... along with everything else I am, I am, alas, a girl...)

Update: Read this. I think there's a lot of truth to it.