WTF Do I Wear Now? The Fashion Essentials You Need To Transition From Summer To Fall

Do a stage dive back into the ’90’s with this grunge-inspired maxi dress. Don’t forget your choker and Doc Martens. (OK, maybe some of us are a little too nostalgic around here.) This actually looks great with anything and makes the transition from summer to fall a little less wistful.

Denim jackets are classic for a reason. They go with practically anything — dresses, work pants, even jeans! (#ridemcowgirl) On a crisp fall day, they provide just the right amount of warmth over a tee or tank. This one is classically cut with a bit of stretch.

These versatile booties will go with pretty much anything in your closet. They’re comfortable, stylish, and based on the near 1K reviews, customers love them! “Amazing! Buy, you’ll love them,” said one reviewer. “These ankle booties are everything! Absolutely fantastic. I got snake print and they look even better than on pictures. Soft, comfortable, fit true to size. I just ordered second pair in different color.”

If you’re looking for a top that can take you right from the office to a fancy restaurant for date night, you’ve met your match with this puff sleeve  smocked top which comes in pink, cream, and black. It’s  stretchable and form fitting —hugging and loosening in all the right places.

When it’s blazing hot in the summertime, you aren’t thinking about bringing your thick jacket for once things cool after the sun goes down. This shirt jacket from GAP is the perfect alternative. Comfortable, flattering, not too heavy, but gets that job done.

Clogs are a must this season, and the Martinos from Charlotte Stone are our faves. They are super comfortable, so if you spend your day running errands, running the office, or really just running anywhere, they’ll keep your feet happy. And if you think you can’t handle heels, we’ve got news for you — you can handle these.

Simple, comfortable, and flattering AF — this dress is light (perfect for summer), but long with sleeves (great for fall layering). It can be worn as a dress or as a long cardigan. Either way, you’ll look good!

Look cool and stay warm this season, Mama. This moto style leather jacket gives you a bit of an edge, whether you’re dropping the kids off at school, or punching in early at work. And when you look like a badass, you’ll act like one. Says one satisfied customer, “I cannot recommend this jacket enough! The size is perfect, the quality is stellar….it’s just a great buy!”

Ready to find your go-to jeans for fall? These KUT from the Cloth straight leg jeans are it! We’re not comparing them to sweat pants, but lets just say these jeans are so comfy, you won’t mind chilling around the house in them. The high-rise fit is non-constricting, and the distressed detail on the back gives these jeans a little extra edge.

This jumpsuit has a military look will the army green color, short sleeves, button-down style, and wide leg. Naturally, this is a must for the summer/fall transition as it captures the best of both seasons. Take it from one reviewer who said, “Great details and styling on the jumpsuit! Also a great color that will transcend a few seasons and not look so dated next year. Removable belt allows for other options. Go casual or dress it up. Perfect for my desert lifestyle!”

Comfy and classy, that’s how we roll. This ruffle dress looks as great with sandals as it does with boots, so you’ll be wearing it well into the colder months. Plus, it looks good on EVERYONE! As one reviewer on Amazon says, “I was pleasantly surprised at not only the quality of this dress but also how flattering it is. I am 5’9, 38 DD, 30-32inch waist and this dress was very slimming. As an avid Amazon shopper, I highly recommend! This dress will definitely look great on all body types.”

A cozy sandal? If that doesn’t say summer-to-fall I don’t know what does! Take your love of Birks into fall with these shearling slides. They come in pink and cream!

This soft fleece jacket has an oversized fit to keep your look cozy and casual. It’s kind of like wearing a teddy bear, which sounds more creepy than it feels. One Amazon reviewer commented, “Love it!!! This is Super cozy and wore this in 42 degree weather in Lake Tahoe. I was very warm and received many compliments.”

Cute and comfortable, these can be paired with cute flare jeans, a flowy maxi dress, or hell, even your sweats. These boots live up to their “Groovy” name with the higher heel, but the platform make them a dream to walk in! One happy reviewer raved, “Sooo cute and very comfortable! I always get compliments on them. I don’t wear sneakers as often anymore ever since these boots came into my life!”