How to Dress a Boomer

birkenstock sandal


Why does it seem that every time someone on TV or in a magazine is giving advice on how to dress,  we are referred to as the “50 and over” crowd as opposed to being privy to the hot styles at the moment.

That’s what it seems to have  come down to in many of the major fashion magazines.
With all of our buying power, in numbers alone, we have been reduced to wearing what our mothers should wear as well.

Okay, so we already have a closet or two filled with clothes. With retirement looming, we may be a bit tight with the reckless spending on clothes that will go out of style in six months. But, over 50 fashion?

I know that I once went through a phase of impressing my friends by shopping at a certain store only to donate the clothes I bought with tags still on them a few years later. I never wore the clothes because I was always waiting for the perfect moment to wear them.

How to Dress a Boomer

People over 50 do have a fashion sense. We do want to look fashionable only, our definition of what is fashionable is not the same as what the 30 and under crowd may deem to be fashionable.

The boomer fashion is all about practicality.

We have learned a lot of lessons that we just don’t have the time or energy to revisit.
Those lessons include six month- 1 year fashion fads such as giant puffy sleeves (80’s style), elephant pants (70’s), and mom jeans (90’s). Some fashion is good to revisit and some is not so good. What these fads taught is that in later years people will look at the pictures of us wearing them and laugh. We may now regret paying the money that we should have used towards a retirement fund,  on clothing that didn’t even feel or look good on. All in the name of fashion, as they say.

The fashion does work for boomers is all in the name of comfort and getting our money’s worth.

It’s not necessarily that we are cheap. We just want to get our money’s worth out of everything we spend our money on. Otherwise, we regret not paying something off or putting the money towards our IRA’s.

Here is what a boomer may wear

The Birkenstock shoe with or without socks.
They are so comfortable and worth every penny. Plus, they last forever.

Blue jeans

We practically put these on the planet- even though they had already been there for about a century before we got them. But, when we started wearing blue jeans there were like three kinds to choose from- usually from the men’s department. Look how many different kinds of denim there are today.

And a classic top to go with the outfit..

By classic we mean a top that come with a multitude of options for wearing. We want to be able to wear the top often enough to get our money’s worth out of our  investment in it.

5 Things In Your Closet That Scream BOOMER

By the time you hit 50 years of age,  you’ve seen it all, lived through it all, and worn it all.

We’ve seen things come and go so many times that we just hold on to them to save the trip to the store on the next return. Why risk paying more for something that may not be made as well- right?


On the other hand, there are some clothing trends that we can live without revisiting in the future. These are the items that we gladly hand on down to our children so they can call them ‘vintage’. For some reason, anything ‘vintage’ is always in style.

There are something we won’t ever get rid of and, usually it’s for a good reason. So we keep these things in our closet- often hidden in a box or stowed behind something else.


 5 Things In Your Closet That Scream BOOMER

Admit it, you possibly have one of these….

1. The jeans that fit, or once fit.

We grew up in an era where you owned one, maybe two, kinds of denim jeans. You just wore them. There was no push to update the cut or style of our jeans on a back-to-school yearly basis. And besides, why waste money on new jeans that may not even fit as well? So, we just hold on to what has worked because that is what we know.

2. The fanny pack.

These handy items made so much sense that we wore them everywhere. Then one day some generation x kids started to make fun of them so we had to quit wearing them. Fanny packs make so much sense that we just like to have them around just in case.

3. The first revival of something.

You know how fashion tends to repeat itself. We got rid of whatever it was the first time it went out of style. Then, when it came back the second time we realized that it cost a lot more than the first time we bought it and that there was really nothing wrong with it in the first place. So, we save it for the third and fourth revivals.


4. Concert Tee Shirt

Younger generations just don’t get how important those concerts were to us while we were growing up. We were young and independent when we went to a concert for $10 a ticket to see our favorite groups perform. If it was an outdoor concert, we felt a bit of Woodstock tingle our skin. All we have left now of course is the t shirt that we brought home with us.

5. Things to help us think we are younger than we really are.

We do this to keep the illusion fresh in our minds. These things include shoe inserts, spanx-like items and and cover-ups such as big shirts. We wear the cover-ups to hide our bellies or whatever else needs covering. If we aren’t looking at or feeling the pains of aging  then they must really not be there. Right?


Are you screaming?