Welcome back, 90’s fashion. Anyone feel like they’re revisiting their elementary and middle school wardrobe these days?! It’s kind of like that but truly better. These eight loafers outfits are what I wish I was wearing back then. 😂
Eight Loafers Outfits
Loafers are an always-classic item, but the lug sole versions are currently trending. Not sure how to wear them? We’re tackling eight different options. You’ll be rocking loafers confidently in no time!
The exact loafers I’m styling are from Madewell. They are true to size and also come in brown. If you’re looking for an affordable option, I recently tried and like these from Target as well!
Wide Leg Denim Loafers Outfit
Wide leg jeans are another trending item (wide leg jean outfit ideas here!). Of course I had to pair the two together! Although you could easily just go with a tee, belted wide leg jeans, and loafers, I love how the blazer pulls it together. The longer length and more relaxed fit give a more modern twist. But any structured jacket would achieve this look!

Cargo Pants Outfit
Cargo pants and a sweater vest? We’re hitting all of the fall trends with this look! Don’t have a sweater vest? Any sweater tucked into cargo pants would give a similar look! Also, you could easily swap the cargo pants for any slim legged pant you have in your closet already!

Denim Dress Loafers Outfit
One of my favorite ways to wear loafers is with a dress. This one has a very relaxed, laid-back vibe. To keep the look more modern, I added a felt hat. For a more classic twist, I’d lose the hat and instead layer the dress with a long oversized cardigan.

Oversized Button Down Outfit
Although I typically wear my oversized button down with leggings, I swapped for a straight leg jean for this look! I prefer the look with a front tuck, but you could always wear it completely untucked for a ultra-relaxed yet classic vibe.

Moto Jacket and Loafers Outfit
My leather moto jacket is my most-worn item for fall and winter. I love how it adds structure and edge to any outfit! Here I paired it with a plain white tee and washed black denim. It would also be fun with a graphic tee or blue denim.

Oversized Cardigan and Straight Leg Jeans Outfit
Confession time: I saw Selena Gomez in a similar look and had to recreate it! I layered my favorite Target ribbed mock neck tank with an oversized cardigan. Mission accomplished! I love this combination with my straight leg jeans and loafers!

Striped Sweater and Relaxed Leg Jeans Outfit
Does it get any more classic than a striped sweater for fall? I recently picked up this relaxed version from Madewell and I adore it! For the denim, I went with a longer length straight leg jean! This would also look cute with a more cropped ankle-length version!

Blazer Outfit with Loafers
This might be my favorite look of all! I just love the structure of a true blazer! I layered with my black mock neck tank. It’s the perfect slimmer layer to pair with more oversized layering pieces. The distressed denim adds a nice contrast to the structured blazer as well!

Which of these eight loafers outfits is your favorite?
Want more outfit inspiration? Check out my style session series, where I style one item many ways!