Kate Moss as Lolita

Once at a party on the rooftop of Metropolitan Museum, I spied an odd couple: a modelesque woman in a backless dress sipping champagne nonchalantly, and her male friend. Her frock and gold strappy stilettos suggested she wasn’t a day over 25, but her salt-and-pepper hair and wrinkles told a different story. She must have been a retired model or a former socialite in her 60s. To add insult to injury, she was – the horror! the horror! – flirting with a much younger man.

I wasn’t the only one checking her out. People from all over the room were darting cautious looks, like she was some  exotic animal who had been wheeled out into the town square for everyone to gawk at. Did she know she was being judged? Did she care?

Seeing an older woman dressed like a 20-something provoked a discussion amongst my group of friends.  Was what she was doing such a crime? Did being 60 and a little wrinkled mean you were no longer allowed to be sexy? Did it automatically make you a grandma?

Someone dubbed her attire as being age-inappropriate. To understand what defines age-appropriate, I turned to google and ended up with hundreds of results – each article explaining how to dress your age (I know!). One aspect that fascinated me in particular was the amount of skin a woman is allowed to show as she goes through different stages of her life. We all hang loose as babies, but come toddler-escence, we must cover it up. We are stuck in this sartorial straight jacket until puberty, at which point all bets are off: low-cut dresses, mini-skirts and mid-riff baring tops are all good throughout adolescence and our 20s. And then we hit 30. Some of us may have our own happily-naked babies, others may not; but the skirt length inevitably extends by a few inches. And that hem will just keep getting longer and longer, until we slowly progress into total gram-glam.

Isn’t that depressing? Since when do we let our clothes reflect how long we’ve been around, instead of who we are?

I think the concept of age-appropriate dressing is silly. After all, what are the chances of one feeling exactly the same as their birth certificate says they are? People should dress how they feel, at this particular moment – and to hell with the reaction! One of my style icons, Betsey Johnson, dresses starkly inappropriate for her age – poofy skirts & neon fishnets at 66 – and she doesn’t give a flying duck, inspiring others to do the same. My mom has a red bomber jacket – lovingly dubbed the ‘mid-life crisis jacket’ – a nice F- you to the norm. :)

So, when posing a question whether we should dress age-appropriately, we need to ask ourselves WHEN. Ultimately, it comes down to how important it is for you to be true to yourself or fit in, in a particular situation. Attending a court meeting, job interview, or meeting your boy/girlfriend’s parents may be a good time to tone down it down so you appear as mature as possible; otherwise, I see no reason. Let your personality shine!

The woman at the Met was doing just that. She was there to have a good time at a party, in an outfit that made her feel young & flirty, and less like an old lady. Her dress wasn’t out of place; people quietly judging her were.

Yes, she knew it; and no, she didn’t care.

This article shows a model made to look ages 10 through 60 via makeup, hair styles and photographic angles (no photoshop). Peculiar read.

Deerlings: do you feel that you act and dress your own age, or are there discrepancies?

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