5 Fall Pieces I Wear on Repeat Each Year

 In one outfit, I’m wearing all the classic fall pieces I wear on repeat each fall: a wool beret, timeless leather jacket, midi skirt, black boots and a crewneck sweatshirt that can be styled for almost any occasion.

Leather Jackets

My all time favorite leather jacket is this All Saints jacket. I bought it a year ago and easily got its cost per wear down very low. It’s an everyday staple, but especially during fall.

More affordable options include this faux leather drapey jacket, Levi’s faux leather moto jacket and this faux leather blazer.

I also recommend any of the BLANKNYC jackets–I own their suede jackets and have owned their faux leather jackets in the past.

Knit Midi Skirts

When many of us may be working from home, there’s nothing like wearing something that looks sophisticated for a zoom call but feels like pajamas, which is when a knit midi skirt comes in. This one and this one look very similar to what I’m wearing which is sold out.

Love this grey ribbed skirt from Old Navy, great price!

This Free People skirt comes in camel and looks similar to mine too plus comes in SO man color options.

Black Boots

A classic black boot is a necessity for every person’s closet–like this chunky heel bootie, $50 classic chelsea boot or this casual low block heel bootie!

You can choose a classic boot with a twist like these black ankle boots with leopard that I’m wearing!

Can’t go wrong with a classic Dr. Martens style (love the chelsea and lace up combat boot styles.)

This lace up ribbed knit pair look very much like my Fendi boots, but 10% of the cost. LOVE these.

Crewneck Sweatshirts to Dress Up or Down

Black crewneck sweatshirts are my closet workhorse–I own several styles that mix well with just about everything I own. I love to make a dressier outfit a little more casual. Got a dressy dress? Layer a cropped sweatshirt over it! Got moto leggings? Add an oversized sweatshirt tunic!

A slouchy sweater that comes in camel and other colors, a super versatile piece.

This black cropped sweatshirt is on sale and comes in many colors!

This sweatshirt tunic is 30% off making it an even more amazing price.

Hats

From a beret to a knit beanie, I top off most of my fall and winter looks with a hat.

The perfect slouchy (and fleece lined) beanie in black or grey. And this grey knit beanie is on my shopping list too!

A cute grey felt hat!

Love this wool $29 beret! Or this $28 Free People beret!

The Free People beanie I just bought and L-O-V-E.

Beret (similar) | Allsaints leather jacket | Mavette Boots | H&M skirt (similar) | Z Supply Sweatshirt | Quay sunglasses