Outfit 1
The first outfit is a casual one, comprised of a black polo shirt, a well-fitting pair of dark wash jeans and some white low top sneakers. This is a solid casual outfit that will always look great and put together on every man, regardless of your age or body type.
$40 – J. Crew Broken-In Slim Polo Shirt in black
$10 – H&M Polo Shirt Slim Fit in black (**THESE ARE THE BEST POLO SHIRTS!!!!)
$228 – J. Brand Tyler Taper Fit in blue hood
$70 – Levi’s 511 Slim Fit Stretch Jeans in blue flame
$410 – Common Projects Achilles Leather Sneakers
$75 – Adidas Originals Stan Smith
$415 – Tom Ford ‘Snowdon’ Sunglasses
IWC Portugieser Automatic Watch
Outfit 2
I like to call this outfit ‘dressy casual’ because it transitions well from day to night. Throw on a leather or cotton black bomber jacket with a black t-shirt, dark wash jeans and black leather chukkas.
If you’re thin to average build, you can also wear a white t-shirt. However, if you’re a broader man that’s not in shape, and you decide to take off your jacket, then a white t-shirt will actually spotlight how big you are (and not in a good way). Also, the reason why you want to go with black chukkas is because black is the dominant color in your jacket. I went with leather chukka boots over suede and lace-up boots because the latter options won’t look appropriate for every season.
$620 – All Saints Zeno Leather Bomber Jacket in black
$200 – Zara Leather Jacket
$90 – James Perse Clear Jersey Crew in black
$30 – Armani Exchange Pima Crew in black
$170 – Diesel Buster 0607A Tapered Jeans
$70 – Levi’s 511 Slim Fit Stretch Jeans in blue flame
$175 – Johnston & Murphy Conard Cap Toe Chukka in black
Why a bomber over a blazer?
A bomber is a very stylish, modern alternative to a blazer that works in almost all the same occasions and looks great for every man, regardless if you’re a teenager all the way to a retiree. A younger gentlemen in high school or college, for instance, wouldn’t necessarily need a blazer, so that’s why I’m not recommending it over a blazer. If the occasion does call for a sport coat or blazer, in a pinch, you can use the jacket in my next recommendation and dress it up like I did in the picture below.
Outfit 3
Lastly, my classic go-to formal outfit is a charcoal or navy suit with a white semi-spread collar dress shirt, black or charcoal tie, white pocket square, and oxford dress shoes. If you’re going with a charcoal suit, then pair with a black tie and black dress shoes. For a navy suit, pair with a charcoal tie, and dark brown dress shoes.
I love these two suits because it’s very easy to go formal by adding a tie or dress them down by forgoing a tie or swapping in a t-shirt instead of a collared shirt.
$1395 – Burberry Slim Fit Wool Part Canvas Suit (navy)
$425 – J.Crew Navy Ludlow Suit Jacket in Italian Wool (navy and charcoal)
$225 – J.Crew Navy Ludlow Suit Pant in Italian Wool
$90 – TopMan Grey Slim Fit Suit
$280 – Allen Edmonds Carlyle Plain-Toe Oxfords (black or brown)
$275 – Johnston & Murphy Hyde Park II Cap-Toe (black or brown)
$19 – The Tie Bar Grenafaux Tie (black or charcoal)
$10 – The Tie Bar Solid White Cotton Pocket Square
