Long, Loose Jeans + Platform Booties Is The Everyday Combo I’ve Been Searching For

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As I’ve mentioned before, once the snow starts, I’ll likely go back to tucking skinny jeans into a pair of Sorels. But until then, I’ve been reallllly happy with this new combination: long, loose-fitting jeans and platform booties.

Cuffed, Loose Jeans + Platform Chelsea Boots = My Go-To Fall & Winter Outfit Combo

There’s something very nonchalant-cool-girl about this combo and frankly, I’m 99.9% sure I had an outfit almost exactly like this in college (low-rise denim, of course, but the vibe was the same).

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

jacket (s) | sweater (s) | jeans (26) | boots | backpack

And while I know low-rise is supposedly coming back (and likely will, eventually, I’m just not convinced that THIS is the year), I much prefer easing into denim trends over time, anyway. Also, that high-rise is so dang flattering, and keeps this outfit from feeling like a ’90s period costume.

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

See how these jeans just ease through the hips? And how the looser silhouette won’t encase, encircle, nor engirdle my poor legs, newly emerged from their sweatpant-clad state?

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

jacket (s) | sweater (s) | jeans (26) | boots | backpack

The jeans are actually J.Crew high-rise boyfriend jeans. And before you get too excited and think, “WOW! S is on a rare budget-friendly denim kick!” Um, no. Annoyingly, I managed to fall in love with the one pair of J.Crew jeans that are over $200.

But truth be told, these jeans do compare to their pricey counterparts. They’re 100% cotton, but soft. The denim drapes nicely, and the waistband defines the waist without squeezing. The bum is also pretty good for a relaxed fit jean.

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

jacket (s) | sweater (s) | jeans (26) | boots | backpack

The only potential issue with these J.Crew boyfriend jeans is their inseam: 31″. If you are very tall (I’m not), they may not be full-length. In that case, I also recommend Citizen’s Wide-Leg Jean (34″ inseam). They’re also very soft (and you can see them on me, here, in my loose-fit jeans try-on article).

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

jacket (s) | sweater (s) | jeans (26) | boots | backpack

Chunky Platform Boots Are Key

The real key to this outfit combo, however, is a pair of chunky, platform boots. Not only have I used a pair of black chunky, platform boots to modernize my skinny jeans, but it turns out that this style of boot is *just* the thing under cropped denim as well.

And now?

Thanks to the extra height from the rugged boot bottom, they actually function more like a heeled boot, meaning that I can happily wear the exact same pair of full-length jeans with everyday, flat boots AND heels.

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.
I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

jacket (s) | sweater (s) | jeans (26) | boots | backpack

Lastly, I’d be remiss if I didn’t mention my beloved TUMI backpack (it’s all about the shoe compartment for me…makes travel and workouts so much easier) and my new SAM sherpa jacket. It is (and I don’t say this lightly) one of the WARMEST jackets I’ve ever owned. So incredibly well-made, and so unbelievably cozy. It also has a drawstring bottom, so I can cinch it up to show off the waist.

I’ve been really happy with this new outfit: long, loose jeans & platform booties. There's something very nonchalant-cool-girl about this combo + frankly, I'm 99.9% sure I had an outfit almost exactly like this in the '90s.

jacket (s) | sweater (s) | jeans (26) | boots | backpack


Shop My Top Chunky, Platform Boots Recommendations

Shop My Top Long, Loose Jeans Recommendations

Cheers to everyday uniforms, worn on repeat. I seriously don’t know what I’d do without them.

xo,

S

photo credits: Redfield Photography