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The Chelsea boots are one of the best dress boots for men. They have won the heart of many due to itâs sleek and versatile design with elasticated elastic panel for an easy on and off wear. Arguably they are the perfect leather boots for any occasions.
Today we are going to get into exactly how you may want to wear your pair of mens Chelsea boots and go through some of the extremely varied ways they can be worn. If youâre interested in what a Chelsea boot is, its history and how they are made, I would recommend reading our previous article â Chelsea Boots â Beautiful History & Craft  which covers these topics. It will also serve as a guide to the terms and types of information we will be discussing today and this article is written with that knowledge in mind. Once youâve read that its time to get into the styling of them!
Sparrods & Co - Elastic Sided Boots in Burgundy
Chelsea Boots are extremely popular mens leather boots for smart casual outfits. With their laceless design theyâre easy to mistake for an oxford wholecut which Is consider the most formal of all oxfords, so its very easy to pair them with a slim or tailored fit suit.
Sparrods & Co Oxford Wholecut Shoes in EspressoÂ
If your office is more of a Chino and polo office, then youâre in luck as a nice Chelsea boot pairs perfectly with both of these things too and gives you plenty of combination options. Chelsea boots are the industry standard choice across most corporate roles. I have friends that are Management Consultants, Engineers, Lawyers and Commercial Pilots that all say its their choice.
With their history as a Paddock boot, itâs also easy to see why theyâre popular with tradespeople and farmers. There are options out there for very specialized Chelsea boots with things like Steel Cap toes and reinforced panels and soles for these trade related roles. Theyâre loved because theyâre very comfortable to stand in all day and are easy to take on and off. Some even features straps to make them compliant for different job site requirements.
Today weâre going to talk about three key categories that suit most people for most occasions being; Casual, semi formal and formal. In each category we will discuss what key elements to consider and look for and then how they can be combined and styled.
Key Elements
To me, a casual outfit simply anything that doesnât feature a collar. As society becomes more and more casual the exact definition of casual is getting more and more challenging to define.
In todayâs context this could be wearing a pair of jeans or chinos combined with a simple t-shirt. A crew neck jumper could be added for a cooler day and any kind of jacket or coat can be added too if its really cold. The key is having no collar to distinguish itself from semi formal. So what kind of boot would suit this Casual style? Does mens brogue boots and brogue shoes fit into this category? We will explore brogues in the next article.
Sparrods & Co Simba Oxford Brogue Shoes in BurgundyÂ
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Sparrods & Co Outback Brogue Boots in Black Calf
Starting with the last, which Iâve suggested a rounded last. This is because a last that has an almond or squared off toe may look too sleek and âEuropeanâ which doesnât lead itself well to a casual boot. A boot with a sleeker last may still be worn casually, but definitely limits their variability. This rounded last may look a little more work-wear inspired if its has a bit of extra volume in the toe, but it could also still look fairly sleek overall if you find the right boot with the right balance. The leather choice here is super board because there arenât really any rules or guidelines for mens smart casual shoes.
My choice would be a mens suede chelsea boots in dark brown because I think itâs the most versatile and interesting color for my wardrobe, whilst also being extremely resilient for rainy days and bad weather.
Sparrods & Co Safari Suede Chelsea Boots in Espresso
A close second would be the standard brown chelsea boots, though I think that a cognac or burgundy shade (a more red or purple hue) are far more interesting and surprisingly versatile as a color. You could also look at a boot with a textured leather like scotch grain or London grain, which further add to the casual look and interest of the overall boots.
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Sparrods & Co Safari Chelsea Boots in Burgundy
Much like the leather, the sole choice can be whatever you desire. If you want something thatâs going to be more versatile up the formality scale, then I would suggest sticking to a leather or studded rubber sole as they provide the greatest range of use case. If you want to wear these hiking and then to dinner afterwards, then a studded rubber sole might be the better option for you.
Sparrods & Co Studded Rubber Sole
Key elements
Semi formal outfits are probably even more broad than casual outfits, but in my definition its anything that has a collar but isnât a full matching suit. So this could be a rugby shirt, an OCBD or a business shirt with a sports coat, but the pants would have to be a different color to the blazer. This is probably how I personally dress most of the time as it allows me to be extremely comfortable but also suitable for just about any occasion.
Sparrods & Co Safari Men Chelsea Boots in Tan
For a top like I said earlier I would add anything with a collar so a rugby shirt, OCBD or business shirt are all appropriate depending on what you decide to pair them with. With the Rugby Iâd suggest a pair of beige chinos or light washed jeans. The same for the OCBD but it can be dressed up with a pair of flannels if you wanted to or it was a colder day. The business shirt should be paired with flannels or woolen suit trousers and maybe the chinos, but not jeans. As for jackets and coats, a workwear jacket or sports coat is appropriate across all options.
As for the Chelseaâs youâre looking for something sleek but simple, understated. You can choose any last style as they can all be found with appropriate shapes for this style. My personal pick would be something rounded or almond as I feel theyâre more versatile than a squared toe.Â
Sparrods & Co Safari Brown Chelsea Boots
The leather here can be any color but should be of either suede or calfskin leather. Both leather types can be easily worn with a pair of chinos or jeans but also look fantastic with flannels or woolen trousers. I would stick to the darker shades and away from tan colors as theyâre harder to match with the rest of your outfit. Iâd still stay away from black as itâs a bit less versatile than brown and still looks and feels a bit out of place in this category.
Sole type here is between a leather or studded rubber sole as these are the only two that are really office appropriate for most workplaces. Unless of course youâre an engineer or something and go to job sites frequently in which case a pair of studded rubber soled Chelsea boots combined with chinos and an OCBD is a great look. Thatâs the thing about Chelsea boots, theyâre extremely versatile.
 Key elements
There seems to be fewer and fewer occasions to use a formal boot these days, but when the need arises a Chelsea boot is going to be a perfect choice for you. Visually a pair of black chelsea boots look like a pair of oxford wholecut which is known to be one of the most formal shoes a man can own.
A formal outfit is an outfit where you would wear a full matching suit and probably a tie. This could be a daily uniform if youâre in banking or law, but for most of us itâs an irregular occasion like a wedding or event that we may be wearing a full suit.
Sparrods & Co Safari Men Chelsea Boots in Black Calf
Sparrods & Co Black Oxford WholecutÂ
Thereâs a little less to explain in terms of what to wear in this section, as its basically a full suit. This could be a dark navy blue, a light grey or a dark charcoal flannel and a pair of Chelsea boots are going to look fantastic. The last shape here is anything sleek and European looking, you can choose an almond shape or a more squared off shape if you wanted to, though I think an almond shape is a bit more formal and aesthetically pleasing.
Sadly for most instances suede is out of this round, though I personally think I could get away with it, for most men its better to go for a smooth box calf leather. Either the black or brown will be fantastic here, in terms of raw versatility I think the brown has the edge but if youâre someone with multiple pairs of mens dress boots, or youâre someone who wants a leather boots for men that is specifically designated to be worn with a suit then black leather chelsea boots or black lace up boots would be my choice.
Sparrods & Co Sahara Black Lace up Boots
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Sparrods & Co Black Boots for MenÂ
Either the leather or studded rubber sole are appropriate here, though personally I like the look and the feel of leather under my foot better than studded rubber so thatâs my choice. It does make the boot slightly less versatile and useful, and some people are worried about wearing their leather soles in the wet.
Sparrods & Co Handpainted Leather Sole
In my experience as long as its not your first 5 â 10 wears then a leather sole is fine in the rain, but it does need time to compact a bit under foot first. If you live in a particularly rainy climate than Iâd go the studded sole every time
The Chelsea boot is clearly the master of all occasions, from the most formal to the most casual, thereâs a Chelsea boot that will fit your need. Theyâre a must have for all men and genuinely allow for so much versatility in their style that youâll probably end up wearing them every day.
If you are considering purchasing a pair of Chelsea boots then I would suggest you consider how youâre intending to wear them most of the time, and then deciding based on the key element criteria we outlined today. Whatever your decision I know theyâre going to be a fantastic pair of boots and get many days of wear and love.