How To Wear Plaid Part 4 – With High-Waisted Denim


-1 For moms without a post-partum pooch (like M above, lucky girl)…plaid shirts get a sophisticated twist when tucked.

M tucked her cheap-n-easy Target plaid shirt into a pair of higher-waisted flare jeans, added a cool belt, necklace and heels.

I'm loving the choice of a girly necklace/belt with the plaid.  And who doesn't love red shoes?

Now, I know we tend to focus on mom-friendlier footwear than M's sexy red heels…but I've gotta be honest.  I've been struggling a bit with the flares + flats combo. I'm planning to play around with it (and let you know the results, even if it's a disaster)…but if any of you are successfully rockin' the flare/flat combo, please let us know.  Warning:  We will harass you for a pic.

Anyway.  I do love M in this outfit.  So classy, yet comfy.  Nice.

If, however, you are looking for more of a rocker or hipster vibe…I'm also loving this plaid shirt / high-waisted denim pairing from Madewell. 


Again, a plaid shirt tucked into the high-rise denim (skinny this time), showing off a cool belt.  Her lace-ups are pretty spot-on, but if you are heel adverse (even wedge-heel adverse) flat lace-ups would look cool here.  Or a ballet flat.  Or an oxford.  Or a short boot.

But high-waisted denim can be tricky.  If you are busty (or saggy)…make sure that there are several inches of space between the waistband of the jean and 'the girls'.  You can always try a medium rise (like M's) instead of a true high-waist (like Madewell's pic).  The medium rise will give you the look of a higher rise, but is easier to wear.

While high and medium-rise denim does wonders for a slight muffin top, if you are still rockin' a pretty decent pooch these looks are T-R-I-C-K-Y.  Big hips, big bum?  High-rise can work as long as you are showing off a small waist, but a really apple-shaped mom? (hello, you post-partum gals) Yeah — we would be better off not tucking in that shirt.   

Sooo…you wanna be like M?  (Or like the very skinny Madewell model in the uncomfortable pose?)  Here's how…

To make M's outfit a bit more mom-friendly, find a shoe with a lower, chunkier heel.  I've been drooling over the entire Swedish Hasbeens line ever since Esther of Chinny Chin Chin turned me on to them…check out the red clog below:

To recreate the Madewell look, I've linked to the jeans, shirt and cool belt from the Madewell pic above.  And while I LOVE the shoes the model is wearing…my go-to shoes for this outfit would be ballet flats (I'm loving Banana's tan leather + denim ones below) or even a short boot for snowier days.

So tell me – what are your thoughts on the high-waisted denim?  Loving it?  And if so, would you show it off?  Or too scary?

And how many moms out there can rock a heel these days?  M does fairly consistently…but I cannot.  Waaaay too klutzy.  We wanna know!!  So if you are loving a slight heel, we'll start showing more…