Brooklyn native Ilana Hochman spends a lot of time in the library. As a second-year law student at New York Law School in Tribeca, she lives in skinny jeans, oversized sweaters and Converse sneakers -- perfect attire for spending hours hunched over library books. As for her style, Hochman had this to say: "I feel incompetent when it comes to putting together a polished look. I feel anxious about looking stuffy and I want to maintain some of my personal style when I'm getting dressed."

Hochman needs to be able to go from class to her internship at a law firm without looking like a young student. Thankfully, she aspires to work in family law which will most likely land her in a small firm that is less stuffy than the corporate legal companies that we all picture when we think of lawyers. She envisions herself wearing pencil skirts, button-down shirts, blazers and black pumps... but with a bit of her own personal flair mixed in.

We happily accepted this challenge. Check out Ilana's transition from preppy student to polished professional below.

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  • BEFORE

    Ilana's student uniform consists of skinny jeans and a baggy top. She describes her look as very functional. "I take the train to school every day and spend so much time in class, so I need to be comfortable and unfussy."

  • AFTER: Look One

    "This is something I'd feel comfortable wearing. It's not boring. The blouse adds a bit of youthful flair, and I could wear it out to cocktail hour without the jacket."

  • AFTER: Look Two

    "This outfit would fit in a corporate environment, but the wide belt adds an iconic Versace feel to it."

  • AFTER: Look Three

    "I wear this look in the summer, but adding the tights makes it more office-appropriate. The jewelry and lipstick are probably more bold than what is suitable for the office. I'd save those elements for afterwork drinks with friends and probably add a dark cardigan to tone down the look."

  • AFTER: Look Four

    "This is my favorite look. It's the more dressed-up version of something I'd normally wear."

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