Piper Kerman on her prison sentencing, and the checked ’50s suit she wore.

Why I Dressed Like a Hitchcock Heroine When I Was Sentenced to Prison

Why I Dressed Like a Hitchcock Heroine When I Was Sentenced to Prison

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Brow Beat
Slate's Culture Blog
Oct. 1 2014 8:46 AM

The Vintage eBay Find I Wore to My Sentencing

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The vintage ’50s pencil-skirt suit.

Photo by Ally Lindsay

All week on Brow Beat, we’ll be presenting tales of special pieces of clothing as told by their wearers, excerpted from Worn Stories by Emily Spivack, out now from Princeton Architectural Press.

I have loved vintage clothing since I was in high school, thrifting the racks or raiding my grandparents’ attics and closets. I attended a lot of morning college classes clad in old men’s pajamas. Skinny-lapelled men’s suit jackets over miniskirts were a favorite in my 20s. I’ve worn crepe dresses from the ’30s and ’40s to friends’ weddings, and when I was getting married, I found my fiancé the white silk suit of a dead Chinese diplomat to wear on the big day. (I got one of the diplomat’s wife’s cheongsams for me.)

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In some instances I’m less inclined to wear vintage. During my late 20s, when I was caught in a criminal case, I wore my most sober gray and brown pantsuits to the federal court arraignments and plea negotiations in Chicago. When you’re appearing on the docket, believe me, you wish you could disappear into the woodwork of the courtroom.

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However, when I went to what I thought was my final court appearance, my sentencing, camouflage was not an option. I had taken a plea deal—95 percent of criminal defendants do. As your case wends through the system, you barely speak in court; the prosecutor and defense attorney do most of the talking. Unlike 80 percent of criminal defendants, I could afford to hire a lawyer, and I was lucky that he was a very good and experienced one. He had advocated long and hard with the prosecutor on my behalf, and then the day came where his work and my case would be decided by the judge, a Reagan appointee to the federal bench.

Most criminal defendants wear whatever they are given by their attorney or family to their sentencing; a lot of people are too poor to afford bail, and so they have been wearing jailhouse orange for many months before ever getting their day in court. I was much more fortunate; when I flew to Chicago to be sentenced to prison, I had three choices of court attire in my suitcase. A cadet-blue pantsuit, a very severe navy coatdress, and a wild card I had packed at the last minute: a vintage ’50s pencil-skirt suit I had bought on eBay, in a coffee and cream tweed with a subtle sky-blue check. It looked like something a Hitchcock heroine would have worn.

“That’s the one,” said my lawyer, pointing to the skirt suit. “We want the judge to be reminded of his own daughter or niece or neighbor when he looks at you.”

For someone standing for judgment, the importance of being seen as a complete human being, someone who is more than just the contents of the file folders that rest on the bench in front of his or her honor, cannot be overstated. To enter the courtroom ready for whatever would happen, I wanted to be dressed to represent me, which was much more than a few months of my life 10 years past. The eBay suit worked as a counterbalance to my decade-old neck tattoo (which would serve me so well months later in prison), two visual signals on the opposite sides of the scales of justice on that day.

Excerpted from Worn Stories, out now from Princeton Architectural Press.

Worn Stories