Choker, floral dress, tights, jean jacket and complete with a pair of black Dr. Martens, the sounds of No Doubt’s Don’t Speak echoing in the background, the sunshine was beautiful and the breeze was perfect.  I sat on a crumpled picnic blanket in our favourite local park situated right next to our local high school, taking in the gorgeous weather and chuckling hysterically at my friends’ antics nearby.  It just so happens we were situated directly near the “cool high school” hills where they all hung out after the last bell rang and before they departed to the malls and local arcades.  I was 12 and almost in my last year of elementary and at the peak of my tween-age curiosity.  First crushes, cool kid syndrome and the start of some minor parental rebellion.

“Are you sure he’s going to be around here?”  I asked my friend, staring keenly at the doors of the high school whilst pretending to act nonchalant.  One of my major crushes at the time was a sophomore at this high school and word of mouth shared the amazing news that he was scoping me out at the mall last weekend.  Woohoo!

“Yes, positive!  He always comes out from these doors and then waits for all his buddies here on the hills.”  My friend passed me a bottle of water.  “Here, drink.  You don’t want to be parched when he asks you out.”  I took it and drank a few big sips.  This was nerve-wracking.  What was I going to say?  What if I acted like a complete immature weirdo?  What if he thinks I’m not as cool as he thought I may have been?  Yikes.  The bell rang and sure enough, my palms started getting all sweaty.  I took a few deep breaths, stood up, walked around for a few minutes and then sat back down.  

“Okay, let’s pretend we are talking.  I don’t want it to look obvious.”  

“But we are talking.”  My friend started laughing and then patted me on the back.  “Relax, Carol.  You look great too. Don’t worry.”

High school students started pouring out like swarms of hungry bees.  We saw a few friends we knew, waved and engaged in a little quick chatter before they departed.  No sign of Hazel Eyes.  That’s what I called him because he had the most gorgeous hazel eyes.  After almost 20 minutes, I stood up, wiped some grass from my stockings off and decided to call it quits.

“I’m starving and I’m suppose to be home to keep an eye on my little sister soon.  Let’s head back,” I said, taking another few sips of water and stretching.  My friend nodded and helped me gather our belongings.  As we started walking down the hill, I suddenly heard a familiar voice behind us. 

“Hey, where you guys headed?”  We turned around and sure enough there was Hazel Eyes with a couple of his friends, looking all adorable in his leather jacket and plaid shirt.  And that smile… *swoon.

“Oh, uh, we were just headed home.  It’s been a long day.  Got quite a few things to do,” I replied, casually. Um, yeah Carol!  Totally sounded cool.  Hazel eyes picked up speed till he was right beside me.  For some odd reason, I was thrown off guard and dropped my backpack and its belongings all over the floor.  *sigh*  My friend started chatting with Hazel Eyes’ buddies to distract them and so that we could have some “alone time”.  Hazel Eyes kneeled down and started helping me with my things.  What a gentleman.

“Oh, thanks so much.  I totally need a new backpack. This was is giving up on me.  But then again, our teacher just gives us way too much homework.”   We were both kneeling, picking up contents of my backpack, literally less than an arms length away.  He smelled like fresh oranges.  Probably just one before I saw him.  Hazel eyes smiled and handed me my stuff.  

“Hey, cool boots.  Just got a pair last weekend.”  Hazel eyes pointed at his black doc martens.  How cool was that?! We were both wearing the same boots!

He walked me home that day, just the two of us, and walked me home the next day after, and the next day after that.  Hazel Eyes became my first real “boyfriend” ever that Spring.

Who knew that footwear can bring people together?  What fun memories.  In this case, those classic doc martens were the boots to have in the early 90’s, and even still to this day, bring an effortless cool to your wardrobe.

I was reminded of all this when I purchased a brand new pair of cherry red doc martens (I noticed them on Jessica Alba quite a few times and fell smitten!).  Memories flooded back to me as I slid my feet into my new pair of 1460’s.  Aaah, what comfort.

The only thing is I’ve had many people ask me how to style a pair of Dr. Martens for the Spring given they’re boots.  Especially as a busy mother that doesn’t have all the time in the world to be super fashionable.  But here’s the thing.  Style should be effortless.  And with a great pair of doc martens, it’s very easy to jazz up your look.  Take it from the sleek and snazzy looks of the British Cool where Doc Martens originated from and have forever been all the rage.   There are so many ways to style them and not to mention how comfortable they are once they’ve been broken in.  Seriously, I wear mine ALL THE TIME.

Here are a few outfit ideas to get your style imagination going.


If you’re looking for a great new pair, I recently came across Union Jack Boots, an awesome online destination for Canadians to check out and purchase some of the best and authentic brand name footwear like Dr. Martens, Converse, Timberland, Juju and more for every member of the family.  Plus delivery is free for all purchases in Canada over $75.  Learn more about Union Jack Boots at  You can check out my new pair of beautiful Cherry Red Dr. Martens 1460 (smooth) here.  

Do you remember your first pair of Doc Martens (if you owned them)?  If not, what shoes spark special throwback memories for you?


Disclosure:  This is a sponsored post in collaboration with Union Jack Boots.  Compensation and/or product was received for a thorough review; however, all opinions expressed are entirely those of the author.

38 Comments on Easy Spring Styling Outfits x Cherry Red Doc Martens

  1. These outfits are adorable! It’s got me all excited for spring weather already… too bad we have a ton of snow, haha. I especially love the first one!

  2. I have Black Watch tartan Doc Martens that I bought in London when I lived there. They make me bleed, but I refuse to get rid of them :0

  3. Aah Doc Martens. I still have the pair of Black Watch tartan Docs I bought in England 30 years ago.

  4. Great outfits for the Docs! Never owned a pair – and just reading from your post, they sound very comfy! Gonna look into owning a pair!

  5. Gosh I remember Docs were so popular when I was in University. Nice to see they are still a part of fashion today. They’re very comfortable!

  6. I remember my first pair–I still wear them sometimes, although they are quite worn out. I have a ‘good’ pair, too, and the thing I love about Doc Martens is they fit me like they are custom-made. I can put on a brand new pair, walk for miles, and not get blisters, or any soreness. I like the ones you picked–didn’t remind me of Ronald McDonald at all, until it was brought up… 🙂

  7. sweet deal! I totally need to own a pair. a few of my girlfriends and one of my co-workers has Doc Martens I have never owned a pair. But they look so slick

  8. Almost everyone I knew had Doc Martens, myself I really didn’t care for them so never had a pair, a couple of my guy friends had the red ones and I always though they looked like Ronald Mcdonald shoes, but then each to their own, loved reading your story though, such a sweet first love!!

    • Ha-ha! Honestly that’s what I thought at first because they’re so huge! But honestly if worn with the right outfit, they become such a nice statement piece on you. Plus they’re SO comfy! Thanks, Lynda!

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