10 Timeless Outfits to Wear on Repeat this Season

When I look back on outfits that I’ve worn over the years, there’s a handful of simple and timeless pieces in my closet that are constantly on rotation. I’d consider these 10 looks my outfit formulas – AKA my safe bets when I’m looking for an outfit that I know will make me feel cute and comfortable for whatever event. I love pairing these looks with trendy shoes & accessories to keep them relevant and refreshed season after season. These styles are also perfect options from day to night by adding a simple sweater, cardigan, and jacket.

See below for 10 easy looks that will make you feel put together for any occasion this season.

look 1

Maxi Skirt

A simple lightweight option for a warm summer day or night – elevated with a heel or stay casual with a sneaker or sandal 

look 2

Sweater + Denim + Boots 

You cannot go wrong with the classics – see below for my most loved denim and cowboy boots

look 3

 Mini Dress

I love the ease of throwing on a mini dress,  some cute shoes, and accessories and heading out the door

look 4

  Linen Pants

Pair with a bikini top for a day at the beach or a blouse for a more elevated look

look 5

Maxi + Midi Dresses

I love a maxi & midi dress, there’s just something about them that make me feel so put together

look 6

Mini Skirt

Mini skirts can elevate any casual top to a more evening-appropriate look, I usually stick with neutrals colors for the skirt 

look 7


It’s not often that I have a reason to style trousers, but I do love how endless the styling options are 

look 8

Exercise Dress

I have been a lover of the exercise dress trend since it began, great option for running errands or low impact workouts

look 9


 I will always be a lover of overalls – a forever staple in my closet

look 10

Lounge Sets

A no brainer for warm-weather lounging around the house or to pair with a bikini at the beach


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