3 Outfits Men Wear That ALL Women Love In 2020

We’re going to show you the 3 outfits that will consistently impress women (and anyone else, frankly). Also, these outfits will look good on every man, regardless of his age, body type and budget, so do yourself a favor and add these outfits into your rotation.

Casual

For this look, we went with a simple white t-shirt, navy bomber, dark wash jeans and white sneakers. Bombers work on every single body type – they add bulk if you’re skinnier and break up your body for a slimming effect if you’re huskier – so that’s why we recommend them across the board. The beauty of this outfit is that if it’s warmer out, you can easily remove the jacket and cuff the jeans for a cooler, more sporty, casual look. Don’t forget a watch or slim metal cuff on your wrist!

Elevated Casual

This look is great when you don’t want to wear jeans and want a little more elevated casual look. We’ve got a navy polo shirt, which is an upgraded casual shirt yet still looks great on all men, and then throw on a pair of flat-front tan chino pants and some loafers and finish it off with a Harrington jacket. Just like the previous outfit, if it’s warm, ditch the jacket and cuff the pants for a more warm-weather version. The only thing to consider in this outfit is the type of polo shirt you should be wearing. If you’re a bigger guy, go with a pique cotton, if you’re average or slim, go with anything but pique (preferably cotton). If you need help finding a good polo shirt, send us a text about your body type and we’ll be glad to recommend some options for you.

Smart Casual

If you want to keep the jeans but class it up a bit, chuck on a blue or white oxford button down shirt and add in the dark wash jeans and then throw on some suede or leather brown chukka boots and finish it off, depending on how elevated you want to go with either a sport coat, work jacket or jean jacket. To keep it less formal, tuck in the front of the shirt and leave the rest undone. You don’t need the jacket if its warm out, but definitely don’t cuff your jeans with chukka boots in this one.

Men’s Denim/Jean Jackets & How To Wear Them

After I released my Top 5 Fall Essentials article/video, I received a lot of questions about how to style different washes of denim jackets. I heard you loud and clear, so here’s some of my favorite ways to style them.

Light Wash

To avoid looking like you’re wearing a Canadian tuxedo, wear light wash denim jackets with chinos. You can pretty much get away with any color, but my favorites are navy, green, brown, and burgundy. My classic go-to formula is a t-shirt, chinos, and chukka boots. Crewneck sweaters or oxford button-downs are also good options as well.

$230 – Allsaints denim jacket – One of my favorite denim jackets currently available. I love the lighter wash and distressed touches and the slim fit is incredibly flattering, which is really hard to find in denim jackets. It fits true to size.
$20 – Topman striped t-shirt
$68 – J.Crew slim-fit stretch chino pant in green and brown (click here for their straight leg chinos)
$128 – Brooks Brothers suede belt in brown
$295 – Allen Edmonds plain-toe chukka boots
$318 – John Varvatos sunglasses
$5 – Perlon Watch Strap

Alternate Denim Jacket 

$90 – Levi’s denim jacket (in Queen) – You can never go wrong with this iconic denim jacket. Go with the next size down for this one because it’s not as fitted as the AllSaints one above and you always want a snug fit in the arms and body for all your denim jackets.

Dark Wash

If you only have the budget for one denim jacket, a dark washed one is what I’d choose. I love how dark the wash is because it’s easier to dress it up or down and it also has a slimming effect. I would avoid wearing jeans with a dark wash jacket unless they’re black because I don’t think it looks great and typically most men don’t know how to pair different washes of denim well. You can never go wrong with a pair of chinos and a crewneck t-shirt or sweater. If you want to dress the jacket up more, than pair it with some wool trousers and a collared shirt like I did in my fall accessory essentials article/video.

$118 – J.Crew denim jacket – Definitely go a size down than normal because you want a snug fit. Otherwise, the fit will be boxy which looks unflattering on every man regardless of your body type.
$24 – J.Crew t-shirt
$225 – J.Crew striped sweater
$40 – Uniqlo chinos in navy
$179 – Johnston & Murphy chukka boots
$415 – Tom Ford sunglasses 52mm

Alternate Denim Jacket 

$90 – Levi’s denim jacket (in Rinse) – Go with the next size down because you want a snug fit.

Grey Or Black Wash

Tall, dark, and handsome is how I describe the outfit you’ll be wearing with a grey (or black) denim jacket. Keep it all black – t-shirt, jeans, and boots. You can also go with a white t-shirt but I love how sharp an all black outfit looks with a gray denim jacket adding that perfect pop of monochrome color – it’s especially perfect for a night out.

$285 – AllSaints denim jacket
$75 – AllSaints black t-shirt
$168 – Diesel jeans
$750 – Prada chelsea boots
$415 – Tom Ford sunglasses in black

Alternate Denim Jacket 

$98 – Levis denim jacket