We want to give you a full look book of outfits for Fall and for every aesthetic that suits your style best. After covering the basics and taking a dive into the new Starboy trend, we wanted to go back to our roots and look for the perfect Fall outfits in the old money Aesthetic we love so dearly. Go take a look and cozy up!
What Pieces Do You Need in Fall 2023?
For any aesthetic, there are pieces that just fit and some that do not really resonate. We have collected the ultimate staple pieces for any old money style look in Fall.
- Cable Knit Jumper: In summer, you might have thrown a light cashmere pullover over your shoulder and enjoyed your evening outside. This won’t work in Fall. The perfect staple to make any look will be a nice quality cable knit jumper, that will make you look stylish and timelessly dressed.
- Chino Pants: It is time to put away the linen pants and switch them for something made of a heavier material. The classic Chino Pants will be a start, we have found some of our favorites in the outfit picks below.
- (Faux) Leather Jacket: To be completely transparent, a leather jacket is a universal fall staple that pretty much should be in any man’s wardrobe. If you want to be fully on trend when choosing the right one, you should go for a more classic cut, which means no fancy embellishments or the biker look.
- Coated Jacket: For more rough and windy weather, we would go for a coated jacket, so you could easily fit into the royal family going for a hunt. If you have a larger budget, an original Barbour jacket would fit best into the old money aesthetic, but we have some budget options below as well, don’t you worry.
- Penny Loafers: When it comes to shoes, the coolest option would be going with classic penny loafers. Loafers are a huge trend this season, for men as well as women. So grab your girl and go on the hunt. Fun fact about the penny loafers: They got their name from the tradition, that you keep a penny in the small pocket on the top of the shoe.
Our Old Money Fall Looks for Men
To make our tips a bit more visual, we have like always created some looks for you, that are perfectly trimmed to fit into the old money aesthetic. If you have any pieces in your wardrobe that are similar, feel free to just take the looks as inspiration on how to style them. In case you are missing some pieces, we provide all the links below the collages. Enjoy!
1. The First Fall Look
- H&M – Coated Jacket
- H&M – Beanie
- H&M – Sweater
- H&M – Jeans
- Adidas – Samba Sneaker
This first look is perfect for when you want to go on a Sunday stroll in the dusty morning. Centered around the coated jacket from H&M you are ready for the chilly and rainy weather. The green half zip sweater is giving of the ultimate fall vibes. The straight leg jeans are a classic you can pull out of your wardrobe all year round, so it’s a nice piece to invest in. We paired our favorite shoe with this casual outfit, the adidas Samba. Put your hat on and go outside, even when the weather is changing.
2. The Second Fall Look
- H&M – Leather Jacket
- H&M – Crew Neck Pullover
- H&M – Belt
- Zegna – Chinos
- Church’s – Penny Loafers
For our second old money look we go a bit more formal than in our first suggestion. Pairing the chino pants with the leather jacket in a rather simple cut, the look is both elegant but cool. While it is possible to go more casual, by pairing a basic T-Shirt with this look, we went full-blown millionaires style with the crew neck. The penny loafers and black belt are what tops this look off.
3. The Third Fall Look
- H&M – Wool Pullover
- AMI Paris – Jacket
- Uniqlo – Pants
- New Balance – Sneakers
- BOSS – Cross-Body Bag
For anyone that wants to walk the line between casual and fancy, this one is for you. As for our luxury piece in this look, we opted for this gorgeous AMI Paris jacket in a light khaki color. This pullover is pretty much the best deal you can find at H&M. This crème wool looks luxurious and soft, at a banging price point. Adding the gray pants to throw a cooler color into the mix makes this look complete. The white sneakers from New Balance are a great contender to be the best basic shoe in your wardrobe. This little Boss bag is perfect to fit in your keys, wallet and phone, so the pockets of your pants stay empty for once.
4. The Forth Fall Look
- Marant – Cable Knit Pullover
- H&M – Baggy Jeans
- H&M – Car coat
- H&M – Big Bag
- Adidas – Handball Spezial Sneakers
- H&M – Wool Cap
If you thought that Barbiecore is over, you are mistaking. This wonderful cable knit from Marant will bring some color into the gray fall weather and makes that low mood go away. This car coat from H&M will keep you dry and is perfect for this in between weather, where the wool coat will still be a bit too warm. The gray from the sneakers ties in perfectly with the sophisticated wool cap. One major trend this season are big bags and well, we have found a perfect one for you. It is versatile and will definitely bring you and your stuff through the day.
5. The Fifth Fall Look
- COS – Cardigan
- Uniqlo – Basic T-Sirt
- H&M – Relaxed Pants
- Birkenstock – Boston Slippers
- Sandqvist – Backpack
For our final look, we envisioned our favorite fall scenario: spending a Sunday at a weekend getaway. This backpack should be big enough to bring everything you need to a cottage and to be honest there is nothing more to do than cozy up and read a book. So this whole look is really as laid back as the old money style can go. With keeping all the pieces in neutral colors, it looks polished, while you will feel like wearing pajamas. If you have to go out, just switch the Birkenstocks out for some sneakers or loafers, and you will be perfectly dressed.
We have already curated some other articles to inspire your autumn wardrobe—from basic outfits to the trending Starboy look—there is something for everyone. Enjoy!
**Disclosure: We only recommend products we would use ourselves, and all opinions expressed here are our own. This post may contain affiliate links that we may earn a small commission at no additional cost to you.
