Hmmm, I like this. Its intriguing to see what other people think about styles in relation to their body size/type.
Well, I'm 5'7'', and around 140lbs (it kills me to admit that when I used to be less than 120). I'd say I'm pear-shaped - my top half is a size smaller than my bottom half. I find that the First looks like a pea on a drum on me - it gets totally lost. The city looks good on me, as does the day. The purse, twiggy and part-time look like crap, and all for the same reason - too wide. The bizarre thing is I have no hips, but a wide pelvis (hope that's not TMI), so anything I carry that's wider that it is tall makes it look really obvious. My mother agrees. I've tried the Weekender and it was borderline - I suspect if I lost weight it would be wearing me - and thus I feel the city, day and work are best for me.
Well, I'm 5'7'', and around 140lbs (it kills me to admit that when I used to be less than 120). I'd say I'm pear-shaped - my top half is a size smaller than my bottom half. I find that the First looks like a pea on a drum on me - it gets totally lost. The city looks good on me, as does the day. The purse, twiggy and part-time look like crap, and all for the same reason - too wide. The bizarre thing is I have no hips, but a wide pelvis (hope that's not TMI), so anything I carry that's wider that it is tall makes it look really obvious. My mother agrees. I've tried the Weekender and it was borderline - I suspect if I lost weight it would be wearing me - and thus I feel the city, day and work are best for me.
i think my pear-shape is indeed your version, no hip but wide pelvis. hmmm.... one could write a thesis on this: "the fashion ergonomics of b-bags"...
Which will be happening close to... never?) - possibly I have a short torso or something?? 
...as for me, i'm 5'2" & 110 pounds & curvy again now that i've put on some more weight (yay!!! 
...i loved my old purse & twiggy, but the styles were too wide for my body...and i loved my day bags too, but those were just too big & long...i've also owned 3 weekenders & sold them all after finally accepting they eat me up!!!...lastly, i love the courier even though it's ginormous on me & my DH thinks i look silly 
...i think it will be the perfect travel bag since i can wear it messenger style with that big, comfy strap!!!
and between 85-90 pounds. I guess these days I'm a bit of an inverted triangle (just a really, really short one). I used to be a ballet dancer and have the requisite small hips and waist, but since I stopped dancing I got boobs, bringing me up to 36-23-33. 
I have tried the First, which actually looks very nice on me but if it can't carry a book it doesn't fly. If I get very wealthy I'd like one just for evenings though because it's such a nice size and shape on me. The City looks big on me but not overwhelming and I'm very tempted to buy a Day, which is long but not too bad. Overall I'm pretty proportionate for someone so short, so it doesn't hang down to my knees or anything.
