My Stylish Son – or How to Dress Like a Man

When my son was a little boy, I bought him lots of adorable clothes. Sweet little striped t-shirts, denim overalls, teeny-tiny high-top sneakers, and little zip-up jackets that made him look so cute that I could barely stand it.

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Rockin’ the sweater vest. I could melt.

That doesn’t happen anymore. But I suppose that makes sense, since he IS 20 years old.

My son’s wardrobe has been a longtime thorn in my side. As with many young men/overgrown boys his age, he has chosen, over the past, oh, I don’t know, 8 years or so, to wear this nearly every day:

  • basketball shorts
  • solid colored t-shirts from the 3 for $10 store
  • running shoes or worn out Topsiders
  • a hooded pullover sweatshirt on cooler days
  • the occasional pair of Levis

Since he’s been living at home this semester, I have on many (hundreds of) occasions commented that, maybe, just maybe, he would look a little more, well, adult if he wore something that was a little more…adult.

Needless to say, he didn’t care to listen to what I had to say – until he discovered Kohl’s.

It was as if the fashion gods had opened a window to the possibility of looking like a grown man.  Suddenly, my son, who bought those 3 for $10 t-shirts (they’re pretty well-made, to be honest)  by the dozen every few months and called it a wardrobe, found his inner fashionista – fashionisto? Collared shirts, button downs, sweaters, even a beautiful coat.  Color me shocked.

But wait! It doesn’t stop there. Next, he ventured into Nordstrom Rack – and oh my, the shoes. Who knew? He was finding his footing (bah-dum-dum).

I had bought him a pair of (wait for it) Hudson jeans a couple of weeks ago, and I am happy to report that he likes them. And wears them. And there are a couple of pairs of cords that he’s wearing, too. And shorts…that aren’t made of nylon.

Day-um, that boy is looking good.

well dressed 20 year old, fashion, fashionista, young men's fashion, looking good, my son, my well-dressed son, out to lunch, midlife, empty-nest, baby boomer
Not too shabby!

Is he doing this because we nagged him and hassled him and made him change his clothes before we went out for dinner more than once? I don’t think so.

I think he’s just growing up.

Buh-bye, basketball shorts. Your time has passed.

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  1. says

    Sharp dressed man! How nice that your son is home this semester :) My son’s school let out early for the holidays and it’s been wonderful having him home. He actually went to the mall the other day to buy some shoes and shirts, without my prompting him. And, he picked out some really cute stuff. Yep, they’re growing up!

  2. says

    I like the cute pic of 3-year-old Adam. That’s the guy I taught how to swim…….kicking and screaming! As 4 the B-Ball shorts……..I’ve got 4 pairs that I rotate in on a near-daily basis. Combined with an eclectic collection of hooded sweatshirts and my ever-present flip-flops, I’m always good to go! Still pullin’ off @ 63. Happy Hanukah to a great family……….RBH

  3. says

    Your son looks very nice! Sometimes all young men need is a little push in the right direction, and then they see what a great reaction they get to a polished look. We like to recommend our men’s shoulder bags as a very smart accessory to a grown-up style. Thanks for a great article.

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