What Would Actually Be Helpful To Hear When You Ask ‘Do I Look OK?’

What Would Actually Be Helpful To Hear When You Ask ‘Do I Look OK?’
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Oh, that awkward question before a big night out. We’ve all either asked or been asked “Do I look OK?” or “How do I look?” at some point in our lives. For many, it’s a simple call for a confidence boost. For others, it’s an actual question. What should we say?

Photo by Andy Rennie (Andrew Rennie Photography).

The default answer always seems to be some form of “You look great!” or “Perfect!” It’s the safest type of answer for sure, but it isn’t all that helpful if the person asking is actually wondering about their styling choices. Is it ok to lie and let them go out looking a little silly?

Still, it can be dangerous to point out minor flaws when that person really is just after a confirmation that you’re willing to go out in public with them despite what they’re wearing. I know when I ask, I’m seriously wondering if my bold choice to wear a bright, colourful shirt with a drab, dark blazer actually works, or if I have no fashion sense whatsoever.

That or I’m concerned my hair looks as bad as I think it does.

So let’s come up with a way to be helpful and kind together. What would you seriously like to hear after you ask “Do I look OK?” that isn’t just a safe yes? Or perhaps, what’s a better way to ask that question when you want some kind but honest feedback?