Fall is here, and it’s the perfect time to elevate your wardrobe with some stylish yet comfortable outfits.
As the weather cools down, it’s all about layering, cozy fabrics, and adding those extra touches that make an outfit pop.
Here are 15 trendy fall outfits for teen boys that you can easily recreate with items already in your closet. Ready to get inspired? Let’s dive in!
1. Casual Layering with Hoodie and Denim Jacket
This combo is a classic for a reason—it’s comfortable, easy to put together, and always on-trend. Throw on a basic hoodie and layer it under a denim jacket for an effortlessly cool look. Pair it with some faded jeans and sneakers, and you’re good to go.
Style Tip: Want to stand out? Go for a hoodie in a bold color like red or mustard yellow to add a fun twist.
2. Plaid Shirt Over Tee
You can never go wrong with a plaid shirt, especially in fall. Wear it unbuttoned over a graphic tee for a laid-back vibe. This look pairs perfectly with black or blue jeans and your favorite high-top sneakers.
Style Tip: Stick to fall colors like maroon, rust, or forest green to give off that perfect autumn vibe.
3. Cargo Pants and Sweatshirt
For those days when you’re aiming for comfort but still want to look put together, cargo pants and a sweatshirt are the way to go. The added pockets on cargo pants not only look cool but are super practical too.
Style Tip: Choose olive or khaki cargo pants, which are must-haves for fall, and finish the look with chunky sneakers or boots.
4. Leather Jacket with Slim Jeans
Nothing says edgy and cool like a leather jacket. Combine it with slim-fit jeans for a look that’s both stylish and classic. This outfit works whether you’re going to hang out with friends or hitting a casual fall event.
Style Tip: Keep your leather jacket in neutral shades like black or brown so it matches almost anything in your wardrobe.
5. Varsity Jacket and Joggers
The varsity jacket is having a major moment right now. It’s athletic, trendy, and pairs perfectly with joggers. Throw on a simple tee underneath, and you’ve got yourself a fresh, sporty look.
Style Tip: Pick a varsity jacket with contrasting sleeves for extra flair. Top it off with clean white sneakers.
6. Flannel with Chinos
If you’re looking to step it up from your usual jeans, chinos are your answer. Pair them with a flannel shirt for a polished yet casual look. Chinos in neutral colors like beige or tan work best for fall.
Style Tip: Try rolling up the sleeves of your flannel for a casual, ready-for-anything vibe.
7. Puffer Vest and Hoodie Combo
When the temperature drops, a puffer vest is your best friend. Layer it over a hoodie for a combination of warmth and style. This outfit goes great with slim joggers or jeans and some running shoes.
Style Tip: Want to stand out? Opt for a puffer vest in an autumnal color like mustard or olive green.
8. Long-Sleeve Henley and Beanie
For a cozy fall look that’s simple but stylish, try a long-sleeve Henley paired with a beanie. It’s a great outfit for those chillier fall days, and you can easily dress it up or down.
Style Tip: Stick to neutral or earth tones like beige, gray, or olive for a fall-ready look. Don’t forget to choose a beanie that complements your outfit!
9. Denim on Denim
The denim-on-denim look (aka the “Canadian tuxedo”) can be tricky to pull off, but when done right, it’s a total win. Pair a denim jacket with jeans, but make sure the shades of denim are slightly different for contrast.
Style Tip: Break up the denim with a white or neutral-colored tee and complete the look with boots or sneakers.
10. Bomber Jacket with Graphic Tee
Bomber jackets are perfect for fall—they’re lightweight yet warm enough for cooler days. Pair one with a graphic tee for a trendy, casual outfit. Complete the look with joggers or skinny jeans and some athletic sneakers.
Style Tip: Opt for a bomber jacket in dark hues like navy, olive, or black to keep it season-appropriate.
11. Hoodie Under Blazer
This is one of those outfits that blends casual and formal elements effortlessly. Layer a hoodie under a slim blazer for a cool, unexpected look that’s perfect for school or even a date night.
Style Tip: Go for a neutral-colored blazer (think black, gray, or navy) to balance the laid-back vibe of the hoodie.
12. Oversized Sweater with Ripped Jeans
The oversized sweater trend is all about comfort and style. Pair it with ripped jeans for a grunge-inspired look that’s perfect for fall. Whether you’re going to class or hanging out with friends, this look is relaxed but stylish.
Style Tip: Stick to darker tones like charcoal, navy, or deep burgundy for the sweater to match the fall aesthetic.
13. Trench Coat and Sneakers
For those of you wanting to step up your fall game, a trench coat is a stylish option. It elevates any outfit, even if you’re just wearing casual sneakers. Keep it simple underneath with a plain tee and slim-fit jeans or chinos.
Style Tip: Choose a trench coat in a classic shade like tan or beige for a timeless look.
14. Sweatpants with Denim Jacket
Who says you can’t be comfortable and stylish at the same time? Pairing sweatpants with a denim jacket gives you the best of both worlds. This outfit is perfect for lazy fall days or casual outings.
Style Tip: Opt for jogger-style sweatpants for a more fitted, put-together look.
15. Graphic Hoodie and Track Pants
Athleisure is always in, and fall is the perfect season to rock a graphic hoodie with track pants. It’s comfortable, trendy, and perfect for everything from lounging around to running errands.
Style Tip: Go bold with a graphic hoodie that makes a statement. Pair with sleek, athletic sneakers to complete the look.
Conclusion
Fall fashion is all about blending comfort and style, and these outfits offer the best of both worlds.
Whether you’re layering up for chilly days or keeping it casual for school, there’s something for everyone.
Don’t be afraid to mix and match, add accessories, and make these looks your own. With these 15 trendy outfits, you’ll be ready to take on fall in style!