How I’m Styling These 5 Blazers for Fall

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When the morning air becomes chilly and the evenings crisp, I always find myself reaching for a blazer.

While some may wear a blazer year-round for work, a variety of blazer trends for both workwear and casual wear have caught my eye lately. The traditional (read: preppy) blazer never goes out of style, but there are some fun trends in the blazer department that I’m incorporating into my fall wardrobe this season.

How I’m Styling 5 Cool Blazers This Fall: From The Office To Date Night


Below, I’m trying on five different types of blazers and styling them up. The first is the Free People cropped blazer, which is one of my favorite blazer trends right now, and I find works well with a more office-friendly look. I’m also styling up a faux-leather blazer from Steven Madden, which is great for casual outfits, and J.Crew’s more traditional blazer for a cute work outfit. Plus, I’m trying out on a short-sleeve blazer from Amazon and this AllSaints oversized blazer for good measure.

1. A Cropped Blazer + Magic Work Pants For The Office

This Free People blazer hits me right at the waist.

Blazer (M) | Trousers (32) | Loafers

I’m so surprised at how well the cropped blazer trend works with a more conservative and office-friendly look. This Free People blazer hits me right at the waist, and as a pear-shaped woman, this is a point on my frame where I like for my tops to hit. The sleeves runs a tad bit long on me, but this is an easy issue to remedy with alteration. The blazer also comes in a warm amber color if another black blazer doesn’t have a home in your closet.

The sleeves of this Free People blazer runs a tad bit long on me, but this is an easy issue to remedy with alteration.

Blazer (M) | Trousers (32) | Loafers

I’ve styled the blazer with my favorite magic work trousers from Abercrombie (if you’re pear-shaped, trust me, you want these! They’re part of the Curve Love collection.) and my favorite Free People loafers I’ve worn pretty nonstop since last fall. I’ve layered the blazer over a mushroom-colored tee, and I like how the outfit is all neutral colors, but there’s still a variety of neutrals to keep the outfit from reading too boring. My trusty structured black bag finishes off the style (I’ve had mine for years, so this style isn’t available, but I love this one as an alternative).

2. A Faux-Leather Blazer + Nostalgic Cargo Pants For Fall Fun

Steve Madden's cream-colored faux-leather blazer is another cropped style, but w/ the unique addition of being made from a less common blazer material.

Blazer (L) | Tee (M) | Cargos (L) | Boots

Steve Madden’s cream-colored faux-leather blazer is another cropped style, but with the unique addition of being made from a less common blazer material. The faux leather gives the blazer a soft sheen that I like, and I also enjoy layering the cropped style over a longer tee to play with the layers of the outfit. Due to the faux-leather material, the blazer is stiffer than a jersey or wool material, but overall I still ind it comfortable to wear.

Due to the faux-leather material, the Steve Madden blazer is stiffer than a jersey or wool material, but overall I still find it comfortable to wear.

Blazer (L) | Tee (M) | Cargos (L) | Boots

Pairing the faux-leather blazer with the multicolored cargo pants feels like the right touch. The faux-leather trend in the past couple of seasons has been fun, but I like these pieces mixed with other materials rather than a head-to-toe faux-leather look. The Doc Martens boots complete my updated but nostalgic ’90s-inspired look.

3. Traditional Preppy Blazer + Plaid Pants For Work Events

I've had this J.Crew blazer for over a year, & it's my most-worn jacket.

Blazer (12) | Similar Blouse | Similar Pants | Heels

I’ve had this J.Crew blazer for over a year, and it’s my most-worn blazer. The cut is slim, and the sleeves hit at the wrist without tailoring. The Parke blazer comes in several different materials (same cut, different fabric), but this particular blazer is the wool-flannel version, which is a midweight material that works for fall, winter and spring in my climate.

The cut of this J.Crew blazer is slim, & the sleeves hit at the wrist without tailoring.

Blazer (12) | Similar Blouse | Similar Pants | Heels

Personally, I love plaid pants. Plaid pants can be styled in so many different ways. Here, the outfit is giving preppy, but these pants can also work for that crossover between prep and punk, or they can serve retro. These particular pants are from last season, but here are cool plaid wide-leg pants that I think are a super-fun alternative.

4. A Short-Sleeve Blazer + Wide-Leg Jeans For Cool & Casual

This short-sleeve blazer from Grlasen is a lot of fun &  isn't too baggy w/ the wide-leg jeans.

Blazer | Tee | Jeans | Similar Bag | Sandals

Whether it’s Kylie Jenner or Gigi Hadid, off-duty models have been rocking the oversized-boyfriend-blazer look big time in the past few seasons. I think this short-sleeve blazer from Grlasen is a lot of fun and helps alleviate the feeling like I’ve been swallowed whole by a baggy ‘fit. Plus, short sleeves feel more casual, and I think a blazer with denim is such a great look for brunches, coffees and errands.

Layering the blazer over a graphic tee and pairing the look with on-trend wide-leg jeans gives me the look I was going for. To my eye, the brown Birkenstock sandals keep the outfit from looking too matchy-matchy and coordinated to be casual (plus, let’s be real, Birks are just so comfortable. I will use any excuse to wear them).

5. A Soft, Oversized Blazer + A Lace Bodysuit For Drinks & Dates

This super-soft jersey blazer from AllSaints is long, but not boxy like some of the other oversized blazers on the market.

Blazer | Bodysuit | Jeans | Boots

This super-soft jersey blazer from AllSaints is long, but not boxy like some of the other oversized blazers on the market. This one comes in a ton of different colors; I just happened to like this subtle blue-gray color the best. This blazer could absolutely work for the office (and most of the time, that’s probably how I’ll use it), but I want to see what I can do for a date night look that incorporates a blazer.

I love this super-sexy Free People lace bodysuit, but I’m definitely more comfortable layering it underneath another piece rather than wearing it alone.

I love this super-sexy Free People lace bodysuit, but I'm definitely more comfortable layering it underneath another piece rather than wearing it alone.

Blazer | Bodysuit | Jeans | Boots (similar)

These chunky moto boots by Frye balance out the delicate lace on top, and of course, black denim and black lace just seem like they’re made for each other. These Everlane jeans are cut for curves and are my longtime favorites (I have them in every wash). Altogether, I think this a cute outfit for dinner, drinks and a round of pool.


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I love all of these blazer trends, but I think the cropped blazer and the short-sleeve blazer are my favorite finds for casual outfits. Incorporating a blazer in an otherwise casual outfit just elevates the style in a way that I enjoy. The traditional blazer is, however, the one I will likely get the most wear out of because it’s so easy to style for work outfits.

Which of these blazer trends are you most likely to wear?? Drop us a comment below!

xo,

Anne

Blazers never go out of style, whether cropped, oversized or short-sleeve. I'm styling 5 to create cute fall outfits for everything from the office to date night.

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