Check out the results of her style expedition that went from uptown to downtown and everywhere in between.
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Fall Boots
Name: Eva (mother on left) and Aline Dilla (daughter on right)
Where are you from? Switzerland
Clothing: H&M scarf, Scooter sweater (Swiss brand), moms boots from Switzerland and daughter's from Paris
How long have you had the boots? "About 5 months."
Are you going to invest in a new pair this season? "Sí Sí!!"
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Name: Renata Sakamoto
Age: 23
Occupation: Model
Where are you from? Brazil
Clothing: Scarf is Religion from Indonesia, Zara jacket and boots
How long have you had the boots? "6 months."
When did you break them out? "I've been wearing them for the past 6 months, including through the summer."
Are you going to invest in a new pair this season? "No."
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Name: Malgo Makovska
Age: 22
Occupation: Student at Hofstra University
Where are you from? Lithuania
Clothing: Scarf is from Amsterdam, Dooney & Bourke purse, Armani Exchange jeans, Zara boots
How long have you had the boots? "Since last Spring."
When did you break them out? "Very recently, but I wear them in the summer too."
Are you going to invest in a new pair this season? "Yes!"
Alys Kenny for StyleList
Name: Jennifer MacFarlane
Age: 31
Occupation: Photographer and yoga instructor
Where are you from? New York
Clothing: J Crew boyfriend flak jacket, Cheap Monday jeans, coffee bag brought back from Guatemala, proper motorcycle boots bought on 8th street (the shoe district)
How long have you had the boots? "Since last year."
When did you break them out? "I wear them all year long. They are great in the summer."
Are you going to invest in a new pair this season? "No.They were $200 and will last for generations. I like to pay up for key pieces like boots only once and then wear them forever."
Alys Kenny for StyleList
Name: Nicolle Pasquale
Age: 28
Occupation: Production Assistant
Where are you from? New Jersey
Clothing: Poorboy hat, ripped jeans, slouchy boots from Steve Madden
How long have you had the boots? "1 year."
When did you break them out? "Today!"
Are you going to invest in a new pair this season? "Yes! These are filthy."
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Name: Janice Levy
Age: 54
Where are you from? New York
Clothing: Dolce & Gabbana shirt, Searle belt, 7 of Mankind Jean Leggings
How long have you had the boots? "Since last year."
When did you break them out? "One other time this season."
Are you going to invest in a new pair this season? "Absolutely!"
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Name: Lexi Dauber
Age: 25
Occupation: Talent Booking Producer for "The Today Show"
Where are you from? New York
Clothing: Gap scarf and jacket, Forever 21 t-shirt, J. Crew bag and jeans, Steve Madden boots
How long have you had the boots? "Since last season."
When did you break them out? "Today."
Are you going to invest in a new pair this season? "Yes! I really want a pair of black knee high boots"
Alys Kenny for StyleList
Name: Monica Senderas
Age: 22
Occupation: Student at NYU
Where are you from? Mexico
Clothing: Birshka sweater, H&M bag, Mango tights, Hunter boots
How long have you had the boots? "2 weeks."
When did you break them out? "Immediately after I bought them."
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Name: Montserrat Diaz Hernandez
Age: 40
Occupation: Works at the United Nations
Where are you from? Spain
Clothing: Jacket is from Spain, rest from the Uk including the boots
How long have you had the boots? "Several months."
Are you going to invest in a new pair this season? "Yes, lots of new pairs. I travel a lot and love to shop wherever I go."
Alys Kenny for StyleList
Name: Aram Moon
Age: 25
Occupation: Student at Pratt
Where are you from? South Korea
Clothing: Opening Ceremony jacket, Jimmy Choo shoes
Are you going to invest in a new pair this season? "Yes!"
Alys Kenny for StyleList