1. Simple Tee + Low Rise Jeans With Shoulder Bag & Hoop Earrings
This is one of those outfit formulas that became a huge deal in the 90s and has seriously never gone away. It’s just proof of how timeless the whole vibe is.
If you’re searching for a super relaxed but cute look for just hanging out, this one is a fantastic choice. It’s built on wardrobe staples you can style a million different ways.
2. Black Vest With Brown Trousers Paired With Belt + Sunglasses
This outfit is giving me all the 90s feels. It’s the perfect look to recreate when you want that effortless, “I woke up like this” energy.
I just love how looks like this one are so elegant but also feel totally laid-back. You could rock this combo just about anywhere, from a brunch date to a day of shopping.
3. Jumper Paired With Skater Skirt, Loafers + Shoulder Bag
Is there anything more iconically 90s than a skater skirt? I’m going with no. It’s one of those amazing staples you need in your closet since it works with so many different outfits.
And while we’re on the topic of must-haves, a slouchy jumper is an absolute game-changer. Seriously, if you don’t already have one, it’s time to add it to your cart.
4. Leather Jacket Styled With Graphic Tee, Jeans + Boots
Such a cool and on-trend 90s look! This one is a perfect go-to for days you want a casual outfit with just a bit of an edge.
I mean, Winona Ryder is the undisputed queen of these iconic 90s looks. If you love that relaxed, effortlessly chic vibe, she is the perfect style inspiration.
5. Cardigan Styled With Jeans, A Black Belt & A Large Tote
If you’re planning a trip and need some ideas for what to wear to the airport, this is it. This 90s combo is the very definition of effortlessly cool, and it’s one I turn to again and again.
The whole outfit, from the big tote to the cozy cardigan, is all about being practical without sacrificing style. A total win-win in my book.
6. Neutral Tee Styled Over Long Sleeve Top Paired With Jeans
There’s just a vibe to this outfit that is so cozy and cool all at once. It’s a perfect look for a chilly autumn afternoon.
That move of layering a long-sleeve shirt underneath a tee is so chic and immediately gives any look that 90s feel. It’s a little style hack that totally transforms an outfit.
7. Trench Coat Styled Over Basics
Carolyn Bessette-Kennedy was the ultimate 90s style icon, and her taste was just on another level. She completely nailed that effortlessly chic look.
This outfit combo is a testament to her style and has been a go-to for people ever since. It’s an amazing choice for those cooler, crisp months when you want to feel both comfortable and incredibly stylish.
8. High Neck Sparkly Jumper & Mini Skirt Styled With Belt
Here’s a super pretty and preppy look that would be such a cute, polished outfit for the office.
A lot of people consider the 90s runways to be the height of fashion, and they are an incredible place to find inspiration when you want to take your wardrobe up a notch.
9. Oversized Football Shirt & Trousers Styled With A Cap + Some Trainers
You honestly can’t go wrong with a sporty, oversized look. It’s the perfect blend of comfy and stylish, making it a fantastic casual outfit, particularly for fall.
I am completely obsessed with how this ensemble feels so cool and simultaneously so put-together.
10. 90s All Black Fit: Black Tee Styled Over Grey Top Paired With Black Jeans & Boots
An all-black look is always a fool-proof option, and this outfit shows exactly why. It’s a classic formula that always delivers.
Also, boots like these are a total non-negotiable in your wardrobe. You can pair them with countless different looks, making them one of the most versatile items you could ever own!