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Get an EXTRA 50% off sale at Tommy Hilfiger with code STUDENTXTRA50

I'd throw a long sweater on top of this because nobody wants to see my saggy old armpits, and I'd never wear shoes that high, but the general idea would work nicely for an older woman.

Valentina Crochet Dress

Polka Dot Skinny Jeans. Love the red heels too.

Try a bohemian printed style and wear it with a hat. Bonus points if the fabric is so lightweight that it blows in the breeze