Dommed Cropped Trouser: Club Monaco | Ribbed Sweater Tank: Found in store at Club Monaco, similar here | Shoes: Zaful

I don’t often dress my age, so when I do I feel like I am pretending to be a grownup. I’m the one always checking to make sure my skirt isn’t too short before heading to parent/teacher interviews, and making sure that I’m not wearing track pants that say something on the butt before heading to a play date. Sometimes I try to dress like a parent, or how a parent should dress in my head.

It’s very rare I buy dress pants, let alone trousers, so they had to be pretty special. These cropped trousers from Club Monaco are a great alternative to a dress because they look great with heels, and because of that they look elevated in style over a regular-length style of trousers.

The cropped top is very conservative and just seems to look appropriate somehow with these pants. Normally a crop top is very casual, but because of the high neck and material of the tank, it seems like it compliments the pants and is probably the dressiest way I can think of to wear a crop top. The high waist on the pant definitely helps as well in making the outfit more stylish.

I really love this outfit, especially since it is a little different than what I would normally wear! It is very comfortable, and it’s a great outfit for fall because of the lightweight materials in the tank and pants. I think the pants will look great with a sweater tucked into them as well!

Jean Shirt: H&M | Distressed Jeans: Garage {similar here} | Fringe Boots: Forever 21

I love this blue jean shirt, and as much as I’d love to wear it with some of my favourite jeans on the bottom, I feel like it only works with a few of my jeans. The Canadian Tuxedo as it’s often called (blue jean top, blue jean bottoms) only seems to coordinate well with either a lighter jean on top with a darker jean wash on the bottom, or a very very light jean on bottom with a darker jean on top. When the top and bottom jean match too closely it doesn’t look quite as easygoing.

I love wearing this jean top with white jeans, but I thought I would try to create my own jean-on-jean outfit for something different. I really love how comfortable and easy the look is, and pairing it with my fringe boots makes it look a bit trendier.

Tucking in the top also gave this outfit a bit more of a 70’s vibe for me, and right now that’s exactly what I’m looking for!

Dress: c/o American Eagle Outfitters | Wool Hat: c/o H&M | Boots: c/o Minnetonka

When I saw this dress at American Eagle Outfitters, I knew it belonged in my closet. What a perfect dress for fall! I paired it with my fringed Minnetonka boots and my wool hat from H&M, and I had the perfect fall outfit. For chilly days and nights, you wouldn’t believe how warm a wool hat like this makes you! It really does keep you cozy, and these boots have enough coverage to keep my legs warm as well. The boots are suede so I need to be careful at this time of year with rain and mud, but otherwise they are a great addition to my fall uniform.

I love that the dress doesn’t really have a shape, and it flows in the wind. I suppose I could have belted it for a different look to add more shape, but why not go with the comfort style of the dress and just let it fall?