red trench, plaid canvas tote, sneaker galoshes

SUNDAY AFTERNOON ERRANDS

This tissue-thin waterproof trench comes folded in its own tiny pouch so you're always prepared for a downpour.
($70; Aqua0.net)

An all-weather version of the canvas tote closes magnetically to seal off its contents.
(SR Squared by Sondra Roberts, $100; Irresistibles.com)

Sidestep puddles in a pair of high-top-inspired galoshes.
($59; DirtyLaundryFootwear.com)
purple trench, zebra-print bag, studded rubber boots

FRIDAY NIGHT OUT

A classic trench in a regal color looks as good cinched over a dress as it does with jeans.
($100; LondonFog.com)

Highly customizable: You choose the print (one of 15) and the strap (shoulder or handheld) on this slim, eco-friendly bag.
($115; JaneMarvel.com)

Ride the biker trend in studded rubber boots.
(Chooka, $70; Nordstrom.com)
plaid trench, rubber tote, yellow boots

MONDAY MORNING COMMUTE

Feminine details—ruched sleeves, a silky fabric—soften the look of a structured coat.
($128; TheLimited.com)

An adorable tote in an unexpected material: Even the bow is rubber.
(Kate Spade New York, $195; 800-519-3778 for stores)

Handmade in France, these jersey-lined boots pamper your feet in inclement weather.
($139; AigleBoots.com)

4 amazing pairs of body-shaping jeans
From the April 2010 issue of O, The Oprah Magazine