![]() ![]() On the other side of the fence is fashion stylist Robin Saperstein. “I learned that in order to make this work you need to find a pair of skinny jeans that meets the top of the boot.” “I personally love to wear Chelsea boots with a skinny jean,” says celebrity stylist Nina Vargas. ![]() Skinny jeans have been a trusty staple in our closets for years, but fashion experts are divided as to whether this is the best jeans to wear with Chelsea boots. Is it OK to wear Chelsea boots with skinny jeans? This way, you’ll only see the detail on the lower part of the boot, so look out for things like unexpected colorways or contrasting soles to add interest. “Full-length, straight leg or boot-cut jeans are my favorite to pair with Chelsea boots because they can easily drape over the top, elongating the legs for a slimming effect,” says stylist Melony Huber. Not here for the cropped jean look, have no fear, you can still so the jeans and Chelsea boot look. “Always aim for your jeans to hit just above the boot when it comes to a cropped style.” “I would always recommend skinny or straight-leg jeans that are either cropped or tucked in as I think Chelsea boots look best when you can see the full boot in my opinion,” explains Ranson. The type of jeans you choose will ultimately depend on how much of your Chelsea boot you want on show. Personally, I think that flared jeans or boot cut styles (work) really well.” ![]() “For the most part, they go with many, if not all. “There’s no one jean for Chelsea boots,” says fashion expert Chantelle Malarkey. Not sure which jeans to wear with Chelsea boots? The good news is that you can’t really go too far wrong. ![]() With that in mind, we've have gathered a slew of different options just ready for the picking.What are the best type of jeans to wear with Chelsea boots? What makes best Chelsea boots boils down to your personal taste–and no matter what your taste, there’s a Chelsea boot to sate it. Some permutations have side zippers or feature a shaft that extends to the lower calf, but a close-fitting, pull-on ankle boot is pretty much the gist. In fact, in the expansive and ever-evolving market of men's footwear, Chelsea boots remain a curious anomaly: timelessly en vogue, differentiated from other boots by a shorter height and an elastic insert to keep them snug, the details that make all the difference. Today’s Chelsea boots haven’t sacrificed looks for longevity, or vice versa. The Chelsea boot has been a champion of versatility and casual, effortless dressing since-well, maybe not since it’s Victorian-era inception, but definitely since it gained mainstream popularity in 1960s London, where Mod scene-goers realized that function (the boots were created for horseback riding) didn’t require a sacrifice of fashion (it turns out they look just as good with a tailored suit as they do with riding chaps). A staple in menswear, if you will, spanning years and ages and personal styles. What I’m getting at here, really, is that Chelsea boots are a constant. Maybe you’ve seen them on America’s sweetheart-slash-Haider Ackermann’s muse himself, Lil’ Timmy Tim. Maybe on skinny-fitted Hedi Slimane models in the early aughts, tight Dior Homme jeans tapering into impossibly tighter ankle boots. Maybe, back in the era of hipsters and casual irony, on an indie-rocker millennial who looked about one strong gust of wind away from toppling over, if not for the sturdy boots on his feet keeping him tethered to the ground. ![]()
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