I’ve had the same pair of moto boots (similar) for probably 20 years now? And I added a second pair in black about 5 years ago…and haven’t looked back. They are one of the most consistent styles of boots in my closet and I find myself coming back to them time after time.
I love a badass boot moment and these are pretty much the epitome of badass. Why do I love them? They balance out more romantic or femme pieces that don’t always feel quite my style until I put a heavy boot on with them. They are perfect for winter when it comes to both warmth and weather.
AND they make all of my cropped pants wearable right now. Here’s how I’m styling them these days.
Jacket (M) | Shirt (M) | Similar Pants (29) | Similar Boots | Beanie
My Favorite Moto Boots + Why I Love ‘Em
Don’t get me wrong, there are plenty of other boots I love, too…Doc Martens, cowboy boots or western-inspired boots, comfy Sorel sneaker boots, some pointed toe snake print boots I have (those are similar)…but there’s nothing easier to style these days than my moto boots. And they just slide on and make me feel like my everyday outfits are complete.

I mentioned in passing above that they are great for weather + winter, but truly they are built for tough wear and while I haven’t (and never will thank you very much, lol) actually ride motorcycles–no shade, I’m just more of a feet-on-the-ground kinda gal.
I have both an older, less expensive brown pair I mentioned (very similar to this brand/pair) and a Frye Harness 12R (purchased second hand a few years ago) and for my needs, both are amazing. I’d love to upgrade the brown pair to Frye, too, but the Durango pair I’ve linked to are a solid choice if the Frye aren’t in your budget.
A Few Of My Favorite Moto Boots
Moto Boots + Cropped Pants = A Match Made In Heaven
My moto boots serve me so well in my everyday life traipsing around the PNW in the rain and (sometimes) snow and ice. I layer them up with my comfy wool socks (so many of my other boot styles won’t quite accommodate my thicker socks) and go.
And you’ll see below they are the absolute best solution right now to still being able to wear my cropped wider-leg jeans and pants I invested in a couple of years ago. I LOVE this because some of these jeans are the only ones that fit me still right now AND cropped pants in winter? Don’t drag in the rain, snow, or muck. Problems. Solved.
I go into a little more detail on that below, too. Here are my 5 favorite outfits featuring both my black and brown moto boots for these winter days.
1 | With Cropped Wide Leg Jeans + Cropped Sweater + Big Scarf
Sweater (M) | Similar Scarf | Similar Jeans (29) | Similar Boots | Bag
Details: This is a current favorite easy look that still feels interesting and put together. And what I’ve talked about for months now is how I love that the moto boots make my cropped wide leg jeans still wearable now.
They make the look feel grounded and add weight that I like for balance here. Furthermore, the moto boots’ height is tall enough to fully cover the space at the ankle, which is both warmer and more on-trend for now. It’s more of a seamless look than having any space between my shoes and jeans here. We past that a bit, friends.
The cropped sweater here I love because it shows off a waistline and the dark jeans and dark boots create a streamlined look on bottom. This Free People sweater needs to be in your closet if it isn’t. It’s not incredibly cropped (especially if you’re a bit on the shorter size, I’m 5’4″) and it’s so soft. I wear it SO much.
2 | With Cropped Wide Leg Jeans + Quilted Coat + Beanie
Similar jacket | Sweatshirt | Similar Jeans | Beanie | Boots
Details: In contrast with the first outfit above, I love this version of the cropped jeans + the black boots, dark sweatshirt and lighter jacket on top to make it all a bit brighter. The same principles apply here with the boots and jeans combo, but because of the darker base outfit, a longer light jacket here also works well. Quilted jackets have been one of my most worn pieces for the past few months. They’re lighter than puffers but can provide a similar vibe without the bulkiness (especially in a more temperate climate on a hot hot lady in her mid 40’s lol)
Ok, and beanies…um if you haven’t noticed around here I am loving them. I’ve had shorter hair for so many years and now that it’s longer on top and around my face I am embracing the hat moments, friends. They’re also a fun way to add a pop of color to an otherwise neutral outfit. LOVE mine from adidas and may have them in three colors. Yup.
3 | With A Fleece Coat + Barrel Leg Pants
Coat (M or here) | Sweater (M) | Pants (MR) | Boots | Similar Hat
Details: This is SUCH a cozy combo for right now with one of my favorite faux shearling jackets I’ve ever purchased on top. I love mixing blacks and browns and these Pilcro Izzie Barrel pants I actually have on right now, too, and they are a closet staple if I’ve ever had one. They also come in a bunch of size options…I can’t recommend them enough.
Being, ahem, almost 47 now the cropped cotton sweater is my go-to this winter layered over a cropped tee…just the right amount of warmth under coats without being too hot. While I wouldn’t care if I needed to sport a tank top around, this still feels more appropriate and like a more legit outfit when I’m out and about lol.
4 | With A Hoodie + Barrel Leg Pants
Similar Hoodie | Pants (MR) | Similar Boots | Beanie | Bag
Details: This fourth outfit, with the hoodie + barrel pants + boots is another just easy variation of sporty-plus-moto that I’m digging. I alllmost wore this exact thing to the Justin Timberlake concert but then realized to dance that much I wanted sneakers.
BUT I’ve worn this another time since and love the brown moto boots with the all black so much. It’s not that it’s unexpected, but kinda? And that’s what I love. Call me a hipster, I do not care. And yes, that’s the Christmas tree box behind me and this was taken the 2nd week of January. Do not judge me.
5 | With Cropped Wide Leg Jeans + A Rad Blazer Jacket
Similar Jacket | Similar Tee | Similar Jeans | Similar Boots | Beanie
Details: This look was a real go-to also before it got even colder. Now I’d throw that giant scarf over it and a puffer coat if needed on top, but then here’s the indoors look. You could easily swap in a regular blazer you have and push up the sleeves, too. I find an ivory (or white) graphic tee with red writing/graphics is so clutch for the colors and items I have in my closet. This is an older Clare V design from last year, but this one and this one are great alternatives.
I hate that most of the exact pieces aren’t still available because I wear this constantly, but I’m linking to some more cool jackets I love below for a similar vibe. If anyone sees another blazer/bomber jacket combo please let me know! I’ve been keeping my eye out since I got this second hand from Nuuly in October.
As always, hope this is helpful for a few alternatives to typical winter outfits. It’s been fun to re-explore my love of moto boots this year and I don’t see them going away again any time soon…come spring I’ll definitely be popping them on to make my dresses more badass, too!
xo,
L
Thank you Posy as always for the profesh photos!
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