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21 points
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Wearing super preppy clothes to school/college. I was mistaken for a teacher in 11th grade. In college, I once wore a pencil skirt, black tights, white sweater, and high heels… to a regular Tuesday afternoon class, just because I wanted to.

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9 points

I love this and wish people would still get more dressed up to do random stuff.

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5 points

If I had time and money I would invent dressy clothes that are practical, long-lasting and comfortable!

The problem was that I adopted the trend without thinking about my poor college student lifestyle (LOTS of bus-metro-walk and carrying heavy books). By the end of that day, the tights had runs, the heels were dirty and scuffed, and my feet were killing me. I looked and felt like crap.

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2 points

Haha- it’s always the shoes, isn’t it? I walk a lot and it’s really driven my footwear choices over the years. There is little crossover between the truly comfortable (hello, plantar fasciitis) and fancy stylish.

Though back in the day I would wear heels and tights for my retail jobs. Definitely helped me sell more!

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9 points

Doing something because you wanted to makes you way more grown up than the clothes.

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5 points

Aw, thank you. I appreciate it but let’s be real: I know it was stupid. Like, I thought that dressing smart means I’m smart. I did enjoy the feeling of being put together, but wearing my heavy backpack with heels was atrociously stupid.

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6 points

That college outfit doesn’t sound weird to me at all, but I went to college in Portland, so maybe I’m used to weird.

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3 points

You looked nice and took pride in yourself. You should remember this time fondly.

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