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Humor | This happened to me | Fashion

Confusing Women’s Wear and My Resulting Dating Disasters

With Illustrations — because my pain could be your gain

Pranshu "Maverick" Dwivedi
5 min readOct 12, 2021

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I’ve always believed in trying to go that extra mile to make my date/partner feel special when I can. In my early-ish days of dating that could mean a lot of things. They say it’s often the small things that count. Even the tiniest of gestures can go a long way if they’re genuine and done from the heart.

One such act that shows an earnest effort is being able to dress for the occasion. As a result, I’ve always aimed to please with what I wear on a first date, or the Nth date for that matter.

Part of doing that means dressing for the date setting i.e. the ambiance or venue, but also trying to complement (and compliment) what your date is wearing. A good couple looks good together and just fits well into a pretty picture.

With that goal in mind, I try to sneakily find out what my partner is planning to wear, so I can match up to it. The trick is not to be explicit. If you go on asking:

“So, what’re you wearing?”

There’s only the most creepy vibe you’re going to end up giving.

Make it subtle. Here’s an example.

“I was thinking of going casual for our date tonight, the place doesn’t have a dress code does it?”

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Pranshu "Maverick" Dwivedi
Pranshu "Maverick" Dwivedi

Written by Pranshu "Maverick" Dwivedi

Stay-at-home-dad who "retired" from a 12-year career in finance at the age of 35. Curious thinker with an opinion on nearly everything and is here to share it.

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