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Style File: Jessie Barber

Melanie McIntyre Melanie McIntyre Style File: Jessie Barber
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Photo by Geoff Pritts and Jessie Barber.

I first became aware of Jessie Barber when a local business association used an image she created without her permission. She took to her blog, Mini Penny, to vent her frustrations and urge the public to boycott the event her image was used to promote.

One look at Mini Penny and it was obvious that Barber not only has pluck, but also a truly unique sense of style. Can you think of a better combination?

So I contacted Barber (also known as Chaplinnn) to see if she’d like to be this month’s “Style File” subject. Obviously, she was game.

When getting dressed for the day, Barber asks herself, ” ‘What if I run into my idol today? What if I run into my biggest enemy?’ If I’m not comfortable with what I’m wearing, I change. Sure, I have ‘comfy days,’ but you’ll never see me wearing sweatpants.”

To learn what else this Urban Outfitters receiver/Etsy shop owner/photographer has to say about fashion and style, keep reading.

Favorite fashion trend of all time?

What she’s wearing:
Faux leather jacket: Thrifted
Tank top: Unknown
Pants: Urban Outfitters
Shoes: Urban Outfitters
Necklace: Rag-O-Rama
Location: Pearl Alley

High-waisted anything. I have short legs, so they elongate them. The high rise also eliminates any chance of unsightly exposure −think of plumbers− and “muffin tops.”

What are you most vain about?

My ability to scavenge the best items from thrift stores. I know my attention for detail plays into it. Many times my thrifting partners will shake their heads saying, “Why would you ever buy this?” Ten minutes later, I’m making them wish they had found it first.

Who do you consider a style icon?

Diane Keaton, specifically in early Woody Allen films, Peg Bundy, and Scary Spice.

What are three items you can’t live without?

My early ’80s Guess denim, leather moto jacket, and Kimchi Blue Mary Jane suede platforms.

Your favorite local shop?


A style motto you live by.

Confidence is key. I grew up with really horrible acne and weird style. It wasn’t until my 20s that I learned to dress for me rather than anyone else. At that point it became fun. I was finally able to be comfortable with my body, and the payoff has been wonderful.

Photo by Geoff Pritts and Jessie Barber.

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