5 Outfit Mistakes I Promised Myself Not to Make Again

5 Outfit Mistakes I Promised Myself Not to Make Again
Outfit Mistakes

1. Going for Uncomfortable Shoes

common shoe mistakes

It's hilarious how many times I glance at my sneakers and flats when getting dressed and still look the other way. Want to know what's not funny at all? When those trendy sandals pinch or those chic heels wobble when I walk.

Don't get me wrong, I'll still be wearing heels, but I'm vowing to prioritize comfortable shoes when I know I'll be walking a lot that day. Doing this will also help identify the most comfortable shoe trends so my outfit always feels current. Right now, I'd include retro sneakers, chain-embellished flats, sleek loafers, and sporty sandals in that list.

Instead: Prioritizing Shoes That Are Comfortable and Stylish

2. Wearing Jeans I Can't Sit Down in for Long Periods of Time

common outfit mistakes with jeans

Do you have a pair of jeans that look great when you put them on but don't work as well the moment you sit down? Because same. High-rise rigid jeans are one of my go-to denim styles, but I've learned the hard way to skip them if when I'm spending the day sitting at my desk and instead save them for most other occasions. Luckily, looser-fitting styles are trending right now, so there are more than enough options to choose from, but I'm also turning to stretch jeans when I'm still in the mood for something high-waisted.

Instead: Reaching for Looser-Fitting Styles and Jeans With Stretch

Agolde '90s Mid Rise Loose Fit Jeans

Scoop Paperbag Waist Jeans

Good American Good Curve High Waist Ankle Straight Leg Jeans

J Brand Maria High Rise Skinny Jean

Paige Sarah Slim

3. Carrying Too Small of a Bag

common outfit mistakes with handbags

Tiny bags were trending so hard in the past few seasons, so I know for a fact I'm not alone with this one. While they certainly have their charm and add a cool element to a look, every time I carried one, I frustratingly ended up stuffing my pockets with all the items that didn't fit. Instead, I'm shopping for spacious bags that offer something just as stylish to my outfits.

Instead: Investing in Spacious Bags

& Other Stories Smooth Leather Tote Bag

Simon Miller Bend Bag

Charles & Keith Black Velvet & Corduroy Square Tote Bag

Topshop Stone Woven Hobo Bag

4. Stepping Out in Wrinkly Clothes

best wrinkle-free clothing

This is one of the easiest mistakes to avoid since all it takes is a few extra minutes to steam said wrinkly garments. I just ordered the below handheld steamer on Amazon in the hopes of leaving this style mistake in the past for good, but another easy way to avoid them is to look for fabrics that don't wrinkle very easily. My favorite accents are plissé and smocking, but knit pieces and jacquard are also foolproof (plus they hold up well if you pack them for travel).

Instead: Wearing Wrinkle-Resistant Fabrics (and Taking the Extra Time to Steam Delicate Fabrics)

Issey Miyake High Neck Top

H&M Jacquard-Weave Dress

& Other Stories Wide Sleeve Plissé Wrap Blouse

Reformation Lynn Dress

5. Not Dressing Appropriately for the Weather

best outfits for weather

As someone who just moved to New York from California, the concept of dressing for the weather was lost on me. Suffice it to say that I wasn't used to carrying an umbrella everywhere I go or taking the concept of layering very seriously, but that's all changed now and my shopping list includes items like a trench coat, lug-sole shoes, and yes, a chic umbrella.

Instead: Checking the Weather Forecast and Dressing Accordingly

Mango Classic Cotton Trench Coat