The Amazon Outfit: Fall Smart Casual

The Amazon Outfit: Fall Smart Casual
Our new series for making good style painless. Free Prime shipping and free returns if you don’t like it or it doesn’t fit.

Amazon Outfit Smart Casual Primer Magazine

Daniel Wellington Watch Kenneth Cole Mankind Cologne Tommy Hilfiger belt Thursday Boot Co. President Boot Herringbone blazer Calvin Klein sweater chambray tie Levis 511 slim denim pocket square tommy hilfiger tattersall shirt Primer on Instagram

men fall smart casual outfit inspiration   The Amazon Outfit by Primer

This is a super versatile fall outfit, perfect for the smart casual office, a dressed up date, or some sort of opening or event. The best part? All of the items are available on Amazon with Prime shipping, meaning the whole outfit will arrive in 2 days AND you get free returns if something doesn't fit the way you want it to. I've been doing The Getups for years now and I've gotten pretty good at finding good men's clothing on Amazon – a task that is surprisingly harder than it should be. That's why I started this series…it's like The Getup but better. 🙂

This look specifically was inspired by a photo we included in our Huge Fall Style Inspiration Album by Instagram user The Pacman82. It was one of my favorites in the album and has ended up being one of the most saved on Pinterest by all you guys. His outfit is a little more casual because of the medium wash denim, lighter belt and boots, and heavy, textured tie. His is also comprised of more higher priced “upgrade” brands like Bonobos, Grayers, Alden, Uniform Wares, and Ralph Lauren. This is my take that will have you looking shaaaaaarp and still let you pay rent on time.

Two things to note: The shirt is Regular Fit, so if you're a slimmer guy make sure you size down or find a similar option in a slim fit. This pattern is known as tattersall and it's easy to dress up or down. Also, the jacket has elbow patches, just an FYI in case that's not your thing. I'm normally a 38, and I ordered both the 38 Regular and the 38 Short. This is the Short and it fits perfectly out of the box, I didn't have any alterations done to it. It falls mid seat, which is just right for a blazer that you want to wear with jeans.

Thursday Boot Company President in Brown

These are my boots by Thursday Boot Company. They're an awesome, more affordable alternative ($199) to more expensive options like the Wolverine 1000 Mile Boot ($350). I've featured my suede boots from them before and have been happy with how they've held up.

herringbone blazer with polka dot pocket square

A good pro-tip is to rarely match your pocket square with your tie. When you're starting out it seems like that would be a good thing to do like not wearing a brown belt with black shoes, but it ends up being jarring in its own way. Here, the sweater provides the color, the chambray tie is subdued and has texture, and the polka dot pocket square adds contrasting texture to the herringbone blazer and tattersall shirt. If you analyze the photo below, there's actually A LOT going on, but it works because the different colors, patterns, and textures complement each other.

Andrew Snavely   Primer

What do you guys think?! Chat with me in the comments! And please share this if you think it will help some guys.

Andrew Snavely

Andrew founded Primer in 2008 and brings 15+ years of men's style expertise. Known for his practical, relatable approach to style and self-development, he has been a recognized speaker at conferences and has styled work for top brands. Off-duty, he loves photography & editing, and enjoys road trips with his dog, Leela. Raised in rural Pennsylvania, educated in DC, and living in LA for nearly 20 years, Andrew's diverse experiences shape the relatable and real-world advice that has helped millions through Primer. On Instagram: @andrewsnavely and @primermagazine.