This Winter, Please Don’t Wear High Heel Rain Boots

I’ll probably catch some flack for this – as Jennifer recently did when she called out the wrongness of Uggs (I’m team boot)-  but I just have to do it. Ladies of the world, I’m going to ask you a favor and I hope you will indulge me.

This winter, please DO NOT wear high heel rain boots.

This is something I feel very strongly about.

Let’s start at the beginning. Here is a timeline.

2005- I moved from the midwest to New York City in the spring. I landed a job in SoHo and was bombarded on the street by stylish ladies who seem to me to have stepped right out of a magazine or a movie. Because most of them were stepping right out of a magazine photo shoot or a movie set. They were models.

At any rate, I saw people wearing rain boots for the first time in my life! I never had a need for rain boots in the past because where I’m from, you go straight from your house to your car to where ever you’re going (usually the mall or TGIFridays in my case) back to your car again. No need for rain boots as your time walking on the street is short to non-existent.

This was also around the time Mr. and Mrs. Smith came out and Angelina Jolie pranced around pant-less in a pair of red Hunter rain boots. It seemed there was rain boot fever outbreak and I had it bad.

I ran out and bought a pair of red rain boots. Not Hunter, as I still had my midwest thriftiness, but a knock off pair that served me well for the next two years.

How I loved those red rain boots! And all the rain boots that have come after! They gave me the confidence to slosh about the mean streets in search of a better life. I didn’t miss my car! I loved walking! And nothing, not even a little rain or snow was going to stop me!

In the years following the 2005 rain boot frenzy, some abominations happened.

Actually just one abomination.

High. Heel. Rain. Boots.

Along the line, a misinformed designer thought they could turn a profit by making rain boots more appealing to ladies concerned with fashion and function by slapping a heel on rain boots.

Here’s the thing:


Slapping a heel on a rain boot is not going to make it more appealing. It is only going to make it stupid. Is this the same designer that did this to flip flops?

He/she should be fired immediately and have their designer licsence removed!

First of all, are high heel rain boots fashionable?

Who is wearing them? I catch more glimpses of these boots in the store than on the street. I don’t think I’m in the minority when I say they are hideous.
If somebody gave them to you as a gift, and you are walking to meet this person for lunch and it is raining, then I understand you wearing them. Any other reason is no good. I would like to meet a woman who leaves the house deliberately planning to go buy high heeled rain boots. Does she also have sparkly thongs “just in case these pants ride low”? Does also she own a pair of pajama jeans “because they’re fun”? Is she team Ugg?

Yes, she is definetly team Ugg.

Come forward and show yourself! I deserve some answers!

Second, are high heel rain boots functional?

Rain makes the world slippery. Heels make it easier to trip even on a dry surface. Rain boots are made of slick material. Also, normal rain boots rock because they allow you to run in the rain in case you forgot your umbrella at the TGIFridays in Times Square (you can take the girl out of the midwest….). Putting all these things together leads me to this equation:

Heels + Rain + Rain Boot material + Running= TERRIBLE, TERRIBLE FALLS!

Which is really my main concern. Safety. I just want to ensure everyone has a safe winter season. Safety above all things.

That and my own personal health. Seeing a pair of high heeled rain boots makes me want to gouge my eyes out. And I need my eyes. I just…need them.

So please, ladies of the world hear my cry! This winter, let’s show that designer what we really think about high heel rain boots and not buy a single pair. Come summer, I’ll gather the troops again to get rid of high heeled flip flops.

Until then, be well and stay dry.

Share This Post:
    • KeLynn

      #1 My coworker wore Pajama Jeans to work last week and if she hadn’t told me that’s what they were, I never would have guessed. Those things are sneaky. And honestly? Not as awful as I thought they would be.

      #2 I totally forgot about those high heeled flip flops! Seems like every sorority girl in the world had them when I was in college. Ew.

    • LCT

      Confession: I totally had those sandal/flipflops, in neon pink. With attachable hot pink daisies. They were HORRENDOUS. Also–shame upon shame–I wore them on a family vacation to Rome in 2004. I know for a fact that the chic Italians were laughing at them. *hanging head*

    • abbie

      I am all for banning the public adornment of flip flops. Just not public appropriate.

      • Ashley Cardiff

        With you 100%

        (exemptions for showering in college dorms, though)

      • Miles

        Really? I guess it depends on where you live. I live in Florida and they are a wardrobe staple here. You can wear them pretty much anywhere and not be out of place.

        It is just important to keep your feet looking nice if you have nothing to hide them in. Gross, unkempt feet + flip flops are not ok.

    • Stephanie

      Not only are they hideous, they’re dangerous. Heels + rain = you on the ground.

    • thestripedelephant

      As a “newbie” to NYC, having moved from
      Philly, I couldn’t agree more. Loved reading this article! Well-written.

    • Really Though

      … wow. bought and wear high heeled rain boots all the time. the lace up ones, black, hunter. why? they actually more comfortable than regular ones which don’t have as much of an arch, i can wear them out and not have to change to look nice, and they keep my feet warm and dry. no difference wearing heeled rain boots, then heeled boots. have never bought or worn ughs, sparkly thongs, or pajama jeans… are you saying you never wear heels, when you have to go out somewhere if it rains? cause heeled rain boots have much better traction… and you don’t to change into other shoes when you get there.

    • Helen Troy

      I saw a girl at Penn Station wearing a pair of knee-high, yellow, fully rubberized rain boots. They were HOT. I’ve been on the lookout for a similar pair since.

      Also, there are people who have an easier time walking in heels than in flat shoes.

    • nikki

      High heel are amazing!!!! Idk what kindof rain boots u look at but the ones i have are slim just like regular boots just different material

    • Jessica

      I always wear heels, but for rain I usually wear my black patent 5″ wedge heel boots. Wedge heels are much more stable.

    • Cheryl

      Why are heeled rain boots ugly, because you can’t rock them. Your style is
      your business, stop being so critical of others who will do what you won’t.

    • Guest

      A real New Yorker would NEVER take advice from a midwestern girl that eats at TGIF…puh-lese!! Probably still wears scrunchies in her hair!!

    • lm1434

      A real New Yorker would NEVER take fashion advice from a midwestern girl that eats at TGIF…puh-lese!! Probably still wears scrunchies in her hair!!

    • Kmasse

      I love love love my high heel hunters!!!!! They are more stable in the rain than my flat hunters and I feel much more fashionable in them. Guess it just depends on the kind of girl you are….. I am a heel on boots girl all the way. The only flats I wear are flip flops and honestly I buy tori burch wedges in them too. Lol, funny article, you shouldn’t knock them until you try them ;)

    • jb

      Fun topic. I would have never thought to go in search of high heel rain boots, but on one of usual cruises through Nordstrom Rack a few weeks ago there they were.
      Hunter Lonnys in merlot color, size 40-41. For $50. They are delicious. The heel isn’t really that high compared to some of my other boots and I agree with one of the other posters that they are actually more snug and secure than any flat wellies I’ve had. and since there’s no zipper or laces they make my calves look so sexy. (and they are truly watertight).You always have to have a little extra balance while wearing heels but i already took them on a two mile walk through the state park with no blisters or rubbing at all. I know if I had done that walk in flat rain boots something would have chafed.
      The really high ones are the Louis Vuittons from a few years back. The yellow ones seen at Penn Station may have been the DSquared high heel ones. Just do an image search for that, they are super sexy and with no zipper so they can function as rain boots. Rain and snow are part of the obstacle course for high heel wearers.