As the year draws to a close and temperatures drop, it’s time to refresh our wardrobes for the winter season. One of the best things about December is that you can easily create multiple outfits by mixing and matching existing pieces in your closet – simply citing the cold as an excuse to wear them all! Winter, after all, is the perfect opportunity to showcase one’s true fashion sense, as the way you pair different items together takes on newfound importance.
Gone are the days of shorts and T-shirts; instead, it’s about mastering the art of combining colors, fabrics, and styles to create outfits that truly impress. Fortunately, we’ve got you covered with 25 fresh outfit ideas and expert tips on what works and what doesn’t. Simply read through this article and you’ll be all set for a stylish December.
How to Dress This December for Men
To elevate your style this December, consider these expert-approved tips and tricks: Don’t be stingy with your wardrobe budget – investing in quality pieces can make all the difference. For a chic, effortless look, try pairing a lightweight sweater under a tailored sports jacket with dark-washed jeans. The key is balance: avoid overwhelming patterns or too much texture. Your shoes are the crowning glory of any outfit. Opt for classic, well-made designs that won’t go out of style anytime soon.
Visit your local thrift store and scour the racks for a statement sports jacket that fits you impeccably. Experiment with different combinations to find your signature look. A spritz of your favorite cologne can instantly boost your confidence – so don’t neglect this simple yet effective styling tool. Remember, attention to detail is everything: get those jackets and sweaters pressed and dry cleaned regularly to maintain their crisp appearance.
When it comes to leather accessories, stick to a single color palette for a polished, put-together look. And as for designer logos? Let’s just say they’re not always the most stylish choice.
↓ 25 – Jumpers
Jumpers can instantly elevate your style, whether you’re opting for a straightforward grey tone or something more vibrant. Having a diverse collection of jumpers is essential, especially during the winter months when they can transform an outfit in an instant. While muted colors like greys and neutrals are perfect for everyday wear, there’s no reason to abandon bold hues altogether. Instead, reserve them for those days when you’re feeling bold and want to make a statement.
When it comes to pairing jumpers with footwear, sneakers remain the top choice. For more inspiration on how to style your sneakers fashionably, be sure to check out our comprehensive guide, 18 Ways to Wear Sneakers Fashionably.
↓ 24 – Outdoor Jacket
When it comes to building a versatile wardrobe, having at least one reliable outdoor jacket is essential. A classic choice for this staple piece is black or charcoal grey, as these neutral colors can seamlessly blend with most outfits. When layering your long coat over a formal three-piece suit, it’s crucial that the length allows it to cover the suit’s lapels completely, preventing any unsightly peeks of fabric from behind.
With this in mind, you’ll be well on your way to creating a stylish and cohesive look.
↓ 23 – Hooded Jacket
December is the perfect time to showcase your effortless coolness with a hoodie. Pairing a cozy hoodie with some jeans creates a go-to look that’s both comfortable and stylish. However, don’t forget to give it a quick press before wearing – an unkempt hoodie can be quite unappealing. Fortunately, popular retailers like Forever21, H & M, Adidas, and many others offer a wide range of hooded jackets to choose from.
Not only do they provide warmth for your neck and ears, but you can also wear them over a baseball cap during the day, just like Justin Bieber does, giving off that grunge-inspired Tumblr vibe.
↓ 22 – Sweatshirts
Sweatshirts are the epitome of comfort and casual style. Their versatility is undeniable, but they’re not always suitable for formal events. In fact, the graphic designs on many sweatshirts can be a major conversation starter – or deterrent. Imagine donning a ‘Eat, Sleep, Rave, Repeat’ or ‘I hate people’ sweatshirt to a family gathering or important meeting. The potential for awkwardness is high.
However, these casual staples are perfect for more relaxed occasions, such as a stroll around the block or a trip to the local market. Pair them with jeans for a classic look or opt for sweatpants for a cozy vibe.
↓ 21 – Wool Coat
As the winter chill sets in, there’s nothing quite like wrapping up in a divine wool coat. Not only can it be paired with dressier attire, such as a crisp dress shirt, but also with casual shirts for a relaxed yet stylish look. The classic white color of wool brings out an angelic quality, while simultaneously exuding a sense of sophistication and allure.
↓ 20 – Cardigan
A cardigan is a versatile knitted garment characterized by its buttoned or open front design. Its adaptability makes it easy to incorporate into various outfits, such as partially buttoning it to reveal a dress shirt underneath. This half-buttoned look pairs well with crisp white dress shirts, creating a clean and polished ensemble. Alternatively, you can opt for an open-front cardigan when the weather warms up, which complements polo neck thermals or casual t-shirts nicely.
↓ 19 – Comfortwear
While 2021 has brought about a shift in societal norms, one of the most liberating developments is the increasing acceptance of dressing down in everyday life. The ‘undone’ look has indeed become the new cool, but it’s essential to strike a balance between comfort and style. While we don’t advocate for wearing sweatpants all the time, there’s no denying that a well-groomed man can make a significant impression on women.
For those days when you’re not in the mood to put together a full outfit, a pair of grey sweatpants can be a surprisingly effective way to turn heads – as long as they’re clean and fresh.
↓ 18 – Gym Clothes
The versatility of tracksuit trousers is often underrated. They can seamlessly transition from a post-workout outfit to casual everyday wear. For instance, pairing them with comfortable training shoes and a casual top makes for a great winter look, perfect for braving the December snow. Similarly, these shoes can also be worn under regular clothing, as many people do, without any intention of engaging in athletic activities.
The likes of Adidas and Nike have successfully marketed their shoes to appeal to a broader audience.
↓ 17 – Leather Jacket
The iconic combination of an ’80s-inspired leather jacket paired with black pants has a certain je ne sais quoi that can render even the most reserved individual helpless. Emulating John Travolta’s signature style in Saturday Night Fever, the wearer exudes an undeniable charm. For those who truly want to make a statement, adding a chopper to the mix – complete with a removed silencer, of course – is the perfect cherry on top.
↓ 16 – Bomber Jacket
The olive bomber jacket is undoubtedly a stylish addition to any wardrobe. Its versatility makes it easy to pair with different types of jeans, from classic blue to bold and colorful options. For an added touch of sophistication, consider pairing the jacket with red or silver hues for a bold and eye-catching look.
Alternatively, tone down the statement-making potential by pairing a printed bomber jacket with a plain white shirt and timeless blue jeans – allowing the jacket to remain the focal point. With these styling tips in mind, you’ll be well on your way to mastering the art of wearing a bomber jacket for men.
↓ 15 – Puffer Jacket
When shopping for a reliable and comfortable puffer jacket, consider seeking out lightweight options that will become your trusted companion throughout the month. Among these, sleeveless designs may be particularly appealing due to their unobstructed movement capabilities, making them ideal for those who prioritize flexibility. You can opt for timeless black or make a statement with a bold, eye-catching color.
↓ 14 – Blue Jeans
Blue jeans are an ultimate fashion staple that transcends seasons and styles. Their versatility is unparalleled, allowing them to be paired with almost anything in your wardrobe. It’s little wonder they’re often referred to as a gift from the fashion gods. Whether you’re heading to school, a party, or outdoor adventure, blue jeans are the perfect choice. And let’s not forget about comfort – they trump other trousers hands down.
What’s more, their timeless appeal means they’ll never go out of style, regardless of the decade. They flatter all body types, from toned physiques to… ahem…’dad bods’, making them a wardrobe workhorse that’s hard to beat.
↓ 13 – Colored Jeans
While colored jeans may not be a direct substitute for classic blue jeans, they can certainly add a stylish touch to an outfit. On the other hand, black and khaki pants are essentials that bring their own unique flair to a look. For instance, khaki pants pair particularly well with blue shirts and brown boots, creating a chic and earthy ensemble. White jeans, meanwhile, work nicely with bold, bright tops or jerseys.
It’s worth noting, however, that bold and vibrant hues like red and orange are best left in the past, as this trend has been dormant since around 2010.
↓ 12 – Ripped Jeans
The 2010s were marked by a resurgence of ripped jeans, a trend that polarized opinions and became a staple of fashion-forward individuals. While some may view it as a nuisance, there’s undeniable satisfaction in knowing you’re pushing boundaries and eliciting reactions from those who don’t quite understand the appeal. The more pronounced the tears, the greater the likelihood of sparking an emotional response – think angry uncles, flustered grandparents, or even a mix of both.
As the winter chill sets in, however, it’s essential to strike a balance between self-expression and practicality, lest you sacrifice comfort for the sake of fashion.
↓ 11 – Stripes
The eternal allure of stripes is undeniable. Even when they’re not front and center, they continue to make appearances on runways and red carpets. A classic ensemble featuring horizontal stripes on a sweatshirt paired with vertical stripes on trousers is a timeless winner – simplicity at its finest. While horizontal stripes on pants might be visually jarring and even diminish one’s apparent height, the opposite effect occurs when vertical stripes are used.
In this case, they create a lengthening illusion that can make one appear leaner and more fashionably astute.
↓ 10 – Faux Fur
While faux fur jackets are often associated with chilly weather, December is an ideal time to showcase this fashion staple. However, it’s crucial not to overdo it by pairing the jacket with other statement pieces of clothing. Instead, let the faux fur jacket take center stage and be the focal point of your outfit. This approach will prevent you from coming across as someone trying too hard to flaunt their wealth or style.
By striking a balance and letting the jacket be the star, you’ll exude confidence and a sense of effortless chic.
↓ 9 – Camo Pants
Camouflage is a timeless print that transcends its outdoor origins, effortlessly elevating any garment into a stylish statement piece. From casual wear like baseball caps, jackets, and sweatshirts to more formal accessories like bags, camo’s versatility knows no bounds. When paired with neutral hues like white or brown, the result is a visually appealing ensemble that exudes effortless chic.
A crisp white shirt, camouflage pants, and brown or black boots form a winning combination that I highly recommend you try.
↓ 8 – Polo Neck
Polo necks exude a sophisticated aura, effortlessly conveying a sense of refinement and elegance. The classic combination of black and navy hues is particularly striking, lending an air of sobriety and maturity. When paired with crisp off-white trousers featuring a sharp crease, and a dark-toned cardigan, the overall effect is nothing short of polished.
This versatile ensemble can be easily adapted for semi-formal occasions such as office parties or brunches, effortlessly projecting a sense of poise and self-assurance reminiscent of a young gentleman’s keen sense of style.
↓ 7 – Plaid Pants
Plaid pants are a relatively modern trend, having emerged independently from 20th-century fashion influences. The bold red hues often featured in these designs add to their contemporary appeal. While they’re perfect for casual outings, it’s best to reserve them for non-work environments – unless you work at a creative agency like Buzzfeed, where a more relaxed dress code might apply.
To elevate the look, consider pairing your plaid pants with a sweatshirt or sweater featuring a fun quote or graphic design. For added cohesion, ensure that the interior color of your checkered pants matches either your sweatshirt or sweater.
↓ 6 – Denim Jacket
The resurgence of denim jackets shows no signs of slowing down, and for good reason. These timeless pieces offer endless styling possibilities. While pairing them with matching jeans is a classic choice, the real fun lies in experimenting with bold combinations. Consider teaming your denim jacket with all-black attire, printed or ripped jeans, or even mixing and matching different textures and patterns to create a look that’s uniquely yours.
↓ 5 – Scarves
Elevate your style with a subtle, muted toned scarf that effortlessly complements every outfit. The versatility of mens’ scarves is undeniable, allowing for multiple ways to wear it. You can opt for the classic knot, where the scarf flows elegantly around the neck like a stylish rope. Alternatively, you can wear it as a loose flow ahead of you or simply drape it once around your neck with one corner pointing forward and the other backward.
The number of folds and wraps possible is directly proportional to the width of the scarf.
↓ 4 – Sleeveless Jackets
When the sun decides to cooperate, sleeveless sweaters and jackets can be paired with dress shirts to create a stylish outfit. For added warmth and polish, consider layering an overcoat on top. This versatile combination is perfect for those days when the weather takes a turn for the better.
↓ 3 – Track Suits
Embracing the laid-back essence of Jeffree Star’s style, sans the luxury budget required for Gucci bedtracksuits (we’ll have to settle for our trusty Adidas ones instead). Tracksuits are a low-maintenance, go-to outfit that requires minimal effort – simply grab it from your closet and slip it on. The beauty lies in their versatility, allowing you to mix and match with any color combination that suits your mood.
↓ 2 – Cashmere Sweaters
As winter approaches, thoughts often turn to warm and cozy cashmere sweaters. Not only do they come in a variety of colors and styles to suit every taste, but their durability also means they can be worn for years to come – whether it’s next December or the one after that.
↓ 1 – Flannel Shirts
Flannel shirts have been a timeless fashion staple for years, offering versatility and comfort in equal measure. They can be paired with trousers or jeans to create a relaxed yet stylish outfit. When worn open as a cardigan, an oversized plaid flannel shirt adds a charming layering option when paired with jeans. Alternatively, the classic tie-around-the-waist look gives off a carefree attitude, perfect for those who want to embody a laid-back vibe while still looking put-together.
