Normality, thanks for your post, I think I may well come to a slingmeet as I really do want to learn proper wrap carries with my Girasol with an over 2 year old.
Are yours in London? I do say I've been put off by the stereotype, which is wrong of me.
Regarding clobber, I use either a small rucksack if I know I'm going to do some shopping, or mostly a Longchamps Pliage bag -- the large size. I find the handle drop and the leather means it doesn't slip off
I never carry an umbrella. I think living in the tropics trains you to dodge rain. As for drizzle, well, couldn't care less.
I have my kid in a front carry (the way she likes to nap) in a Bebo right now. She's asleep. We went to the park and playgroup (she walked mostly) and I then walked her to nap (took long this time) and bought some stuff at the local fishmongers and provisions including a medium size mixing bowl from a chemists.
So in my bag I have 3 nappies, a fleece, wipes, small bottle of Evian, box of carrots (but usually have about 3-5 small boxes of lunch/snack stuff) , an apple, purse, keys, phone, two small books, a few plastic small toys and all that shopping.
Like togarama says, it depends on what you are used to. It didn't occur to me to get a pram when she was small, then as she got heavier I did toy with the idea (specially when I had swine flu) but then we passed that stage and she walks more so it became oddly less of an issue.
Also, I've never had a cot - another item parents think is essential (I did use an amby sometimes)
Normal day, I definitely feel I'm carrying something, but it's not like lugging heavy shopping as she's spapped on me.
I have really good core strength now, and could crack walnuts between my thighs 