Charla's classic look hinges on one very basic item—a good pair of jeans. "Nothing will take 10 years off like a pair of sexy jeans," Charla says. "They are the best piece of clothing I have. … But the key is the fit. They have to fit you exactly right."

Charla's luxury look from Saks Fifth Avenue includes a pair of Paige Premium Denim jeans for $179, a Saks sweater for $198, a black leather jacket by Vince for $595, Jimmy Choo sandals for $490 and R.J. Graziano jewelry for $325, costing a total of $1,787.

For a less expensive look at $376, Charla chooses $59.50 Express jeans, an Express sweater for $39.50, a $168 leather jacket from Banana Republic, shoes from Nine West for $69 and Rachel Jewelry from Nordstrom for $40.

"The trick here is you want a really sexy, high-as-you-can-stand-it metallic sandal that's really strappy because it gives you a fun evening look," Charla says. "You can go to a party in this. You can go out to dinner with this. This is just a great look that everyone should have in her closet. And you should update it each season with the jacket of the moment. This short crop jacket that goes kind of trapeze is the jacket this season."

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