Stop Dressing Like A Boy Start Dressing Like A Man (Fall/Winter 2026)

Gents, hear me out. I get it. You love your t-shirts, you love your sweatshirts, you love your hoodies. And so, here's the great news, guys. To upgrade your look, you don't have to change out the style of the clothing you're wearing. No. Simply change the fabric. Same color garment, same style garment, but made from a more elegant material. And you can see it. This knit cashmere has a very different look. A very different feel than that woven cotton. Nothing against woven cotton hoodies. They're great for workwear. They're great for rough wearing if you got to work on the yard. But, if you're meeting up with friends on the weekend, going out and about town not knowing who you're going to meet, why not level up your casual style and stop dressing like a boy and start dressing like a man. And, of course, this doesn't stop at hoodies. Instead of a sweatshirt, we'll throw on a merino wool crew neck. Pretty much has the same design of a sweatshirt top. But, it's infinitely more elegant because the material used is a luxury material. It has a beautiful soft drape and is actually incredibly versatile. You can dress it up, you can dress it down. And, of course, you can bring it in in a wide variety of colors. And, gents, what I love about this point is all of a sudden you start looking and you realize pretty much any garment that you like the summer, the warmer version of, there is a winter version of it. Take the Henley. Seriously, this is one of my favorite summer casual garments, especially the long sleeve. Well, there is a winter. Variant, made of knitwear that is just more elegant and actually keeps me warmer, works for the elements, and still has that unique front button neckline, which makes it a little bit more interesting, draws just a little bit more attention to the face. Next up, you want to layer with intention. So, when a boy gets dressed, he just throws things on to stay warm. When a man gets dressed, of course, function matters, but he also wants to look good. He pieces Things together, knowing how they're going to work together. In this case, I went with two pieces that have a contrasting color. I like the darker color as the outer jacket that's going to not only protect me from the elements, but also give me a darker, leaner silhouette. And that light color, what does that do right here? It draws attention to the center of the torso. I could even bring this shirt jacket together right down here, create a V look, which is just going to simply build up my shoulders, slim up the silhouette. And I also chose this combination because I like how the textures played with each other. Tight, heavier woven cotton right here mixed in with this wool cashmere blend. My point here is when a man puts his clothing together and he layers, he thinks through it. He thinks about where does he want people to look, how does he want these pieces to play with each other, how does he want them to work with one another. Now, gents, today's video is sponsored by Quince. And all the clothing you're seeing in today's video, you can go grab. Over on their website. In fact, what I love about Quince is that they stick with the classic styles. They've got a wide variety of different. All right, guys. That's it for this video. I hope you enjoyed it. I'll see you in the next one. I mean, seriously, I've got like 30 pieces from them so far this year and every piece has been on point. So, check out their jackets, look at their trousers. They got a wide range of different styles of pants and accessories. If you're looking for hats, if you're looking for scarves, if you're looking for any piece of classic menswear, guys, get over to their website and check out. All the options and use the link I'm putting in the description of today's video to make sure you get the best deal on the web. You can also download the Quince app for exclusive offers. Go check out Quince. If you're going to grab one item, maybe check out their knitwear. I think this is the perfect time. They've got so many great options. Maybe check out one of their hoodies, grab a Henley, maybe a quarter zip. Guys, check out their knitwear. It's really nice. And, of course, it's a great deal, but to get an even better deal, guys, don't forget, use that link. Go check Take advantage of this deal. It's not going to be around forever. Awesome company. Go check them out. Now, for the next point, let's talk about drawing attention to the face. So, if you ever see somebody wearing a necktie, that's actually the purpose of it. It brings the collar together. Basically, think about it, it's like an arrow pointing right at the face. Now, when it comes to casual clothing, yes, you could wear a casual knit tie, that's an option. But today, we're going to skip the necktie. We're going to talk about how you can actually draw attention to the face without using a neck piece and that is to choose styles, again, that open up here in the collar or to choose a garment that actually has It has a piece of it that comes up. Frames the face and also, again, notice the V right here, hence why I love. Quarter zips, whether they're buttoned, whether they're zipped like this. Again, what do they do? They draw our attention and the eyes right up here to the face, which is where we want people to look whenever we're speaking with them. You can also frame the face with soft knit collars. We see these on polos. Or, you can go with a traditional shirt, maybe an Oxford collared button-down, which is an excellent style of shirt for cooler weather. Not only is it great for layering because it has a collar that's buttoned in place, so it doesn't go anywhere, but Oxford collared button-downs are made from Oxford material, which is going to be heavier, which The next detail that men pay attention to when it comes to dressing for cooler weather is texture and the build of the clothing. So, right here, this isn't a normal gray sweatshirt, right? You've probably noticed immediately it's a ribbed knit. So, this is actually an older way of giving material a bit of a stretch. It comes back, but it stretches out a bit. Very comfortable, very casual. This particular garment made from merino wool, incredibly soft, definitely a little bit bulkier than some of the knitwear I wore earlier. It definitely can stand alone as an outer piece. It could be worn under a looser jacket. And if I wanted to, I could even wear an Oxford collar button down right underneath. Again, all of this going back to our earlier point, layering with intention. The next step to dressing like a man is to wear What you want, wear what you like. So many guys have a confidence issue. And I get it, we're human beings. We want to fit into the tribe. We want to look like everybody else. But you know what? When you see a trucker jacket out there and you're like, it's a different material, it's a silhouette I've seen before. Yeah, that Sherpa jacket, but I don't know if I can pull it off. Put it on. Look at yourself in the mirror. Look at what it works with. Of course, you want something that you're going to be able to wear with some of your existing pieces. When you get a piece. That fits you well, that looks good. It's oftentimes the first thing. The only thing that people see when it comes to style, once you get in the office, you take it off or you're moving around and getting the right jacket, getting one that, you know, does the job, of course, it needs to be functional. That's first. But, if it's functional and it's got a bit of style, in this case, again, when you look at the material, you see that this is different, it's styled a bit differently, it's going to stand out. But, as long as it accomplishes the mission, if you want to have a little bit of fun with the style, then have the courage. Now, right with that is a man understands he's got options. A boy is dressed by his parents, a man he dresses himself, and he understands that when it comes to clothing, there's different materials out there. Right here, you probably noticed the material. When you get up close, you can see that this is corduroy. Now, corduroy used to be more popular than it is today, but it is still a viable fabric. It definitely has a textured feel to it. And what's really nice about it in the winter, it's a softer material. And since it's cotton, It's actually incredibly durable. It's washable. But, seriously, gents, get back to that earlier point. Don't be afraid to bring in unique materials. Suede is another one a lot of guys stay away from, yet that texture, that look whether it's a jacket, whether it's shoes, guys, it's a beautiful material that can really set you apart from the crowd. And, yes, it does need a bit more care, but, come on, you're a man. Take care of your nicer clothing. Put – Pride into your presentation, into your appearance. Take a little bit of time to look for your options. Find in trousers, maybe gray flannels, go for a pair of moleskin, maybe a cavalry twill, which is an incredibly tough durable material and has a rugged look to it and has a solid bit of history behind it. Next up, let's talk about color. So, a lot of people from the outside, they look at menswear and they think it's boring. They see all these neutrals like navy black. Charcoal, brown, beige, cream, white. And they're like, come on, bring in color. Well, guess what? You can bring in color. But, guys, I would advise for the majority of you, especially if you're just building your wardrobe, you're wanting to add to it, start with the neutrals. Eighty-five percent of your clothing, if it is neutral, you are off to a great start. And the reason being, it's going to be easier to match, it's going to be interchangeable, and in general, is going to draw more attention to the fit. And the overall combination versus the individual piece. And when it comes to cool weather wear, especially when you're layering, you want these pieces to build off each other. Now, you can have fun and I would advise maybe in shirting or with accessories, that's where you can bring in some colors. But, you know, with these neutrals, again, if you really want to change it up, if you really want to bring in something different, I'd maybe look to texture. Texture allows you to stick with those neutral colors, But you still add a bit of interest. The overall build allows you to bring in some depth. And I find for most women, especially when they're upgrading from something like a sweatshirt, Bring in a textured crewneck sweater. Guys, it's such an easy way to create a much more elegant overall appearance. And don't forget accessories, everything we just talked about, you know, going with those cheap materials. Guys, level up your accessories. Look for wool, look for cashmere. If you're going to go with cotton, make sure it's a really nice weave. And it's the small things. And, again, when you look at the texture, you look at the overall hand, the drape, it's these small details in the accessories you want to pay attention to. Once you nail that, then definitely you can bring in some color, But, again, when just getting started or when you're looking to upgrade to something that you're going to be able to get a lot of miles out of, keep the colors in general in neutral. Now, what about jackets? I didn't talk about a lot of styles because I've got a whole video on jackets right here. If you want to level up your style, if you want to add that one piece, that jacket, I cover seven different jackets that every guy should know about in this video. Go check it out and see which of these jackets is going to be perfect for you. I've got you covered in this video right there.