Now that we’ve established introducing a trend like plaid into our wardrobe, let’s talk about wearing plaid in larger doses – tops, pants, skirts and dresses.


VERO MODA                                   SHEIN                                              ASOS

In tops, there are three things to consider: print size, top length, and fitting.


For women with straighter figures (rectangular, apple and inverted triangle), select looser fitting tops that feature a less intricate print. Big checks or wider plaid patterns are much more flattering for these silhouettes. On the other hand, curvier women (pear, hourglass) should choose more intricate and exciting designs to ensure the attention remains on the top half of the body.


Since plaid is such a striking pattern, ensure that the top length is longer for women with straighter figures. The top must support a looser fitting. For curvier women, the top length should be shorter or neatly tucked into the bottom garment with a tight fitting so that every gorgeous curve is on full display.


Because plaid as a print speaks for itself, pair your tops with simple bottoms, such as, well fitted jeans, tailored shorts and skirts.

Colour is very important when pairing plaid. For apple/rectangular/inverted triangle body shapes, the colour of the bottom garment you choose should not be dull, for example, if your top features red, black and white, go for a pair of medium-wash denim shorts. Your long legs are an asset that should not be shadowed.

For the ladies with curves, Stick to darker, solid colours for a more slimming effect.


TBDRESS                                                                       TBDRESS

For pants, we must consider leg shape and plaid pattern.


Women with an apple, rectangular or inverted triangle silhouette, in most cases, feature thinner legs. plaid pants are perfect in any hue or pattern. Pear and hourglass shaped figures should wear a more subtle plaid print, in darker hues. Wearing a dramatic plaid print are not as flattering on such figures as the attention is drawn away from your curvy waistline.


For women with straighter figures, you have the flexibility to play around with flared pants, keeping it classic in a slim cut, or even opting for a cropped-style trouser pant. However, for the curvy ladies, pants should have a straight leg fitting and skim over the hips and thighs. This is critical to balance out the heavier hips and thighs with the thinner lower half of the leg.


FOREVER21                                                              DRESSLILY

Plaid dresses are fun, flirty and work for corporate or day-time events. Any print or colour can be worn. The consideration lies in dress style, body shape and the accessories chosen to complete the look. Plaid is such an outspoken print, so ensure that the accompanying accessories do not overwhelm an onlooker because there is too much drama.

Essentially, with plaid dresses, less is best. However, the most important criterion is body shape.


Ensure that the dress features a cinched waist or a belt. Pencil and A-line dresses are perfect.


Ensure that the dress features a cinched waist or a belt. A pencil dress is your go-to this fall.


Select a dress that features a large waist belt and a flouncy, flirty skirt.


Body-con is your best choice to accentuate every curve.


A dress featuring an A-line frame would be perfect to balance the broadness of the shoulders.


     ZARA                                                  ZARA                            URBAN OUTFITTERS

Much like dresses, plaid skirts come in a variety of colours, prints and textures, and can be worn by women of all shapes. Keep in mind the event you’re dressing for when choosing a plaid skirt, as length and print are significant considerations.

For more information on choosing the right skirt for you, click here.



For this week’s look, I chose to style a fun, sleeveless plaid shirt. As a curvier women, I paired the skirt with a classic pair of dark wash denim. As a bonus, the dark wash denim ties well with the blue stripe in the plaid design. I finished the look with a pair of nude wedges.

To accompany the blue, I went with square, blue studs and a timeless IWC watch. To add a little more flair, I chose a structured, dark brown hat.


shirt: little lies | jeans: Levis | shoes: boutique | watch: IWC | earrings: Lovisa | hat: Cobra

Stay tuned for the final instalment of the plaid series, coming soon!

If you have any questions, or would like a certain fashion topic addressed, comment below or contact the tailortrailor via instagram or email.

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Share with all your BOSS LADIES and keep a keen eye out for more content coming every Monday!

Stylishly yours,



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