If You're in Your 40s...
Have fun with classic pieces. If you aren't into sweaters, try a blazer instead. "I think a blazer is something everybody should have, but you don't want to have that straight-like businesswoman blazer. ... Do something with a little more detail," Rita says.
You can also create an element of surprise with your accessories. "I love this scarf because it's cotton and it has the chain, so it's sort of like a necklace scarf," she says. "Her tunic maybe gets a little bit longer but [there's] still the sexy black boot so that she can still feel like she's hot in her 40s."
Jeans: BCBG, Marion skinny jean in pleather; boot: Calvin Klein, Brielle Brushoff; scarf: Mirror Mirror; blouse: Joie, Peri; jacket: RACHEL by Rachel Roy; hat: Nine West, men's herringbone hat
If You're in Your 50s...
It's all about versatility. "To me, this wrap is essential," Rita says. "I'm always hot and I'm always cold, so there's always a reason to have a sweater on, take it off. And this one becomes a scarf that you can wrap around you as well so that you're kind of doing double duty here."
Jeans: Joe's Jeans, skinny jean; jacket: DKNY; blouse: Rebecca Taylor, Forever; necklace: Macy's; boots: Aerosoles
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