Date outfits should be fun, flirty, and romantic -- while at the same time comfortable and suited to your style. You should look like you made an effort, but not like you tried too hard. Try these ideas for a classic date look:
Wrap dress: One in jersey fabric that drapes gracefully flatters nearly every figure. Try a small geometric print for the most modern look, or invest in a solid color that will look great in the office too, like Banana Republic's matte jersey piped wrap dress ($11. Pair with kitten heels or strappy sandals, and pared-down accessories, like a pair of dangling earrings.
Flowing pants with a bare top: Pick a pair of wide-legged pants in a flowing material such as silk or rayon; they flatter almost every figure and add length to legs. Top with a flirty halter top or classic shell in a bright color, or with details such as subtle beading or embroidery. Flat sandals and an armful of delicate bangles complete the look.
Slim skirt and sweater: For a tailored look that goes easily from office to date, choose a pencil skirt that falls right above your knee. This is the most flattering length for everyone. Pair with a knit tank or cardigan in a ladylike color like soft pink or this season's hot color, yellow. Flirty slingbacks and glittery earrings top it off.