"In Medias Res" is a column in which photographer Chris Fenimore links up with some of fashion's most interesting people to see what they're wearing throughout the week.

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What was your childhood like? Tell me a bit about your background, both in terms of your personal life and before opening Sid Mashburn.

I grew up in Brandon, Mississippi, and I had two older sisters and an older brother. My dad was a chemist, and my mom was bookkeeper at the school. We lived a fairly uneventful life. Pretty basic Southern upbringing. You go to school, you go to work, you go to church twice on Sunday, and you play sports. Besides playing sports, there was loving music, and loving clothes. Everybody in my family loved clothes. My brother had Cystic Fibrosis, so he was a very small guy, but super sporty. He was too small to play sports anymore [as he did as a kid] but he was the stat guy on the sports teams. He always looked like a million bucks. He had this one look: a khaki trench coat with a houndstooth suit.

That’s a wild look.

That’s kind of my image of him, since he was a little bit of my style muse, and still is to a certain degree. I went to the same school my whole life: Brandon Elementary, Brandon Junior High, Brandon High School. I graduated from school and I actually got a chance to go play football in college, but decided that wasn’t what I wanted to do. I went to Ole Miss but I didn't have much guidance or direction. I wound up majoring in English, because that's where I had the most credits. About midway through college I told my dad, "I'd like to go to a fashion school." [My dad] is a chemist from Pelahatchie, Mississippi, pretty practical dude. He said, "Son, I'll help you go to regular school, then you can do whatever you want." It was actually very good advice. He said, "No, you're not going to do that unless you want to do it on your own."

I wasn't really ready to jump out and go to New York without any safety net. When I finished school, he told me, "You see that Monte Carlo?" It was a '79, baby blue with a Landau roof, no opera window. He said, "Sell it, go to New York, see if you can figure it out." I sold it. I think I got $3,800 bucks for it, so I pocketed that, and had some other money I had saved. I took it all, in one wad, in my front pocket, to New York City with a couple of trunks.

Tell me about your time in New York.

I had my amplifier and turntable, and speakers in there for sure. I was not leaving without that. I stayed at my friend's house for about two weeks until I went to the Upper West Side. I was working at a place called Santa Fe Restaurant. I always worked in restaurants or clothing stores.

What was your first job in clothing?

I got my first real job at a clothing store when I was 15—the day I got my driver’s license. I really loved the idea of connecting with people, sharing what I liked and taking care of them.