6 Ways You’re Wearing Your Jeans Wrong

Jeans are a staple in your wardrobe, and despite being a casual item, they’re probably the most important pair of pants in your closet, outside of chinos. So obviously it’s critical that you’re wearing them the right way and giving them the consideration they deserve. Because they’re so important, if you’re wearing them incorrectly you can be doing yourself a huge disservice, especially in the eyes of the opposite sex. After you read this and check out the video, make sure you take a look at our Jeans Fit Guide and our Dark Wash Jeans primer for how to do it right!

\We see all kinds of bad jeans-wearing these days and the worst part is these mistakes are easy to fix! So, here are 6 ways you’re wearing your jeans wrong!

 

Too Baggy

Obviously, it goes without saying that baggy jeans look awful. They aren’t flattering and just look sloppy. Baggy jeans only make slim guys look more skinny and bigger guys look more chubby. The right fit will be comfortable, so don’t think that you can get away with it because of comfort. Getting the right size and fit is a huge key, so make sure you’ve checked out our Jeans Fit Guide.

 

Too tight

The right taper is important but overly tight is definitely really bad. It can be super unflattering especially if you don’t have a butt which most men don’t have. It also makes you look very juvenile if your jeans are way too tight and it’s definitely not professional, regardless of how casual your work environment may be.

 

Bad washes

Washes that are too light (very light blue or grey/white) or acid-washes are neither timeless nor versatile. They just make you look like you’re trying too hard to be trendy. We recommend keeping your jeans in a clean, dark wash or check out a few of our other recommendations for jean colors.

 

Distressed or Ripped Jeans

It’s a fine line between good and bad but for 95% of men over the age of 25, this just isn’t a good look. Like some of the lighter washes, it makes you look like a teenager/fuccboi who is trying hard to be trendy. Sometimes a little bit of distressing is fine, but again only if you’re under the age of 25. 

 

Too Long

Such a bad look and such an easy fit. Find the right length or got to a tailor, it’s a simple $5-10 fix. It just looks sloppy and can ruin an otherwise good fit. Also, it can make you look really short; not flattering at all.

 

Saggy Butt

Yikes, this is super unattractive. Find the right fit in the seat – proper rise (the length from the bottom of the crotch to the top of the waistband) is crucial. Here’s a handy reference image for what the “rise” is. The key is to not have a ton of excess fabric in the booty area. You want a trim fit but not overly tight.

How Should Men’s Swim Trunks Fit?

Just because swim trunks are a casual item doesn’t mean you shouldn’t consider their fit just like you do the rest of the items in your Essential Wardrobe. Like with anything else in our Fit Guide, a few missteps here or there and you could really not be doing your physique any favors.

So, now that you’re probably in the mindset for beach and pool time we thought we’d cover how your swim trunks should fit in our latest episode of 2 Minute Tuesday.

 

 

Length

Proportionally and visually, this is what looks best on men and as a basic rule, no matter how tall you are, your trunks should always above the knee by at least 3” above your knee.

Shorter Men

The length should hit at mid-thigh, at the longest. This proper length will make akes you (and your legs) look longer. 

Taller Men

For the right proportions, you can go a little longer between 3” above the knee to mid-thigh, at the shortest. 

Average Height Men

Go with the same guidelines as a taller guy, otherwise, your proportions will look off. 

 

Fit

Ideally, you want to be able to pinch between a 1/2″ to 1” on either side of your thigh. You can go up a little bit if you must but any more and you’re right on the edge of looking a little bit baggy and sloppy.

The waist should fit perfectly around without too much sagging or tightness.

 

Should You Tailor Swim Trunks?

You can shorten them, but we don’t recommend trying to get the legs slimmed, because there’s usually pockets and other things in the way and it can get expensive. There are enough styles out there for every man to be able to find a good fit.

How To Dress For Your Body Type: Thin/Slim

For those thin men out there (like Dorian!), you can probably just walk into most stores and find something that generally fits your frame. But, understanding how to properly dress for your body type when you’re thin is more than just wearing the right size.  And, since a great fit is probably the biggest factor in making you look your best, we’re going to dive in on some specific tips for those of you who have thin or slim builds.

For item-specific fit tips, be sure to check out all the different Fit Guides we have available!

General Tips

Thin men can struggle to find things that fit trim enough and often just settle for wearing oversized clothes; don’t do it!  It can be tempting to wear clothes a bit big to feel like you’re adding mass to your frame but actually, it’s the opposite. You want clothes that fit properly and highlight your shape.

Since a “slim fit” can vary widely across brands, it’s really important to try lots of brands and find the one with the right slim fit for you.  Then, it’s important and to find a good tailor to make the tweaks you need to your wardrobe.

Shirts

Say no to v-necks, they’ll only make your neck look overly long and this isn’t flattering. Focus on crew neck t-shirts, polo shirts, oxfords, and dress shirts.  You can wear all patterns, stripes, and prints.  Vertical stripes are fine but horizontal stripes will add some visual width.  Make sure shirts and tops are tapered in the waist to give your body some shape.  You don’t want things to hang off your frame in any area as baggy fits will just enhance your slim frame.

Fit Guides: T-Shirts, Polo Shirts, Dress and Oxford Shirts

Jackets/Suits

Bomber jackets and blazers are best for a thinner man’s frame.  Just make sure you have them tailored if necessary to fit you in the sleeves and body.  Any suit style will work for you but just make sure you have the proper size and a slim fit.  Try a double-breasted suit or blazer to add a bit of size to your torso.

Fit Guides: Suits, Blazers, Jackets

Sweaters & Cardigans

Shawl collar sweaters and cardigans can add some size to your shoulders so we highly recommend them as a good option for your frame, but stay away from standard cardigans, they can hang off you too much.  Crewneck sweaters will also look great and can be layered with a t-shirt or a collared shirt.  But, if you’re going to wear a v-neck sweater, make sure you only wear it with a colled dress shirt or oxford underneath.  Like a v-neck t-shirt, it’s going to accentuate the length of your neck in a bad way without a collared shirt underneath.

Fit Guides: Sweaters, Cardigans

Pants/Jeans/Trousers

For jeans, trousers, and chinos, a slim fit with a tapered leg will look the best.  Stay away from straight or relaxed fits and avoid super skinny or tight pants, they will only enhance your slim legs.  Pants should be fitted at the waist and in the seat. Tailor if there’s too much fabric in the seat.  From there you can focus on tapered fit from the knee down – straight leg or no taper will give your leg the incorrect proportions.  Again, try on a bunch of different brands to find one that works best for you.

Fit Guides: Jeans, Chinos, Trousers

How Shirts Should Fit A Muscular Man With Steve Cook

Finding the right shirt fit can be a challenge, especially when you’re very muscular up top and have a narrow waist. We’re excited to be joined by our friend and fitness guru Steve Cook to discuss Ashley’s shirt fit tips for all of you fit, muscular guys!

In terms of fit details, there are four main areas you want to focus on in terms of a good or bad fit.

Chest/Shoulder Fit

Make sure you’re buying your appropriate chest/shoulder size. Focus on this area first and foremost as other areas (sleeve, waist) can be tailored much more easily. Look for trim/fitted but not tight. You don’t want button-up shirts pulling at the chest or riding up into your armpit. When you’re shopping, look for slim fit or athletic fit t-shirts for the ideal starting point. From there, test out a bunch of brands so you can figure out which ones work best for your body type.

Neck Fit

For dress shirts, make sure the neck isn’t squeezing or tight, you should be able to insert a finger or two between the collar. For t-shirts, I recommend going with a v-neck as it will highlight those neck and shoulder muscles you’ve worked so hard on in a really great way. Just make sure the v doesn’t extend too low, it should hit just above your armpit line. This rule goes for scoop neck t-shirts as well. In terms of polos and casual button-ups, you can mimic a v-neck by unbuttoning one or two buttons (but not too many, don’t be that guy!) and highlight those muscles we spoke about before.

Sleeve Fit

Again, trim and fitted (depending on preference) but not skin tight is what you want. You want the sleeves to lightly hug your bicep but not pull. For short sleeves, I also recommend keeping an eye on sleeve length. Your sleeve should hit midway down your bicep, you don’t want too short of a sleeve. If your sleeves need a bit of taper, a tailor can help.

Waist Fit

As with other areas, you want your clothing fit to accentuate the v-shape you work so hard for, and the waist area is a hugely important spot to keep an eye on. If the shirt fits your chest and arms properly but is loose and baggy around the waist it’s time to visit a tailor. Ideally, you want to be able to pull 1-2” max from the sides of your shirt, any more and it’s probably too baggy. The great news is, this is a simple alteration that a tailor can make, and trust me, it’s money well spent, even for t-shirts.

Don’t forget to check out our companion video on pants fit for muscular men over on Steve’s channel!

Extra special thanks to Steve for joining us, for more, check out his channel and site:

Youtube

Instagram

Website

Style Tips To Make You Look Slimmer

Your wardrobe should always be working for you, not against you and for those of you guys out there who are on the broader and bigger side, there are some simple tips and tricks you can use to help you look leaner. As a stylist, Ashely works with guys of all shapes and sizes, and we’re excited to share a few simple things she’s learned over the years.

1. Get the right fit

It may be a common misconception that bigger men should dress in baggier clothes. Wrong. It’s even more important to find the right fit that flatters your shape if you want to look slimmer.  Get the right size first, then get things tailored properly as well. Don’t forget to check out all of our fit guides for more info!

2. Try darker colors

It’s true, dark colors are naturally slimming, especially on your lower half. Plus, a dark, monochromatic effect can also help slim you down

3. Go for larger-scale patterns

From there, you can introduce some patterns but keep them on the larger side to match your larger frame. And yes, it’s also true that you want to avoid horizontal stripes, they’re only going to accentuate your width.

4. Keep your blazers/suit jackets buttoned

If you’re wearing a well-fitting suit or blazer keeping it buttoned, it slims you visually and can take pounds off your look. (If you don’t believe me, believe Tom Ford, he knows a thing or two).  By keeping it buttoned you’ll be nipping in your waist and giving you a leaner shape.

5. Keep casual jackets/sweaters unzipped/unbuttoned

If you’re wearing more casual items like a bomber jacket or cardigan you want to leave those unbuttoned to break up your middle and create some vertical visual aspects.  Despite what you may think, keeping them zipped up will actually draw more attention to your stomach area and create extra bulk.

6. Choose the right materials

The wrong fabrics and materials can definitely work against you. Thick, heavy fabrics can make you look too bulky and super thin ones can be too clingy. The right textured fabric can also lean you down, as we discussed in our polo video, so find the right ones that work for you.

7. Add a layer or two

Throwing on a well-fitting jacket or blazer can definitely work in your favor to create a leaner visual look, but you’ve got to be smart about it. A common misconception is that a lot of layering will slim you down, but too many can make you look even bulkier, so keep it to just one or two. Try wearing a cardigan or vest underneath your suit jacket or blazer but be sure to keep the inner layer buttoned while the jacket stays unbuttoned.

Dorian’s Outfit

Brooks Brothers Polo

Barton Perreira Glasses

Nivada Grenchen Chronomaster (Vintage)

Watch Strap

How Should A T-Shirt Fit?

Just like with polo shirts – if I had a dollar for every poor-fitting t-shirt I’ve seen a man wearing, I’d have two moneybins! So let’s make sure you look amazing in your t-shirts, as well.

When I first start working with clients, I always get pushback when I utter the next sentence, but they later admit I was right when they’re getting complimented all the time.

These rules apply to all men, no matter your age or body type. So trust me on these rules. I’m here to make you look amazing, not like some doofus who’s trying too hard.

Neck Opening

Crew necks are pretty standard, but just make sure it doesn’t fit too tight around your neck, or too loosely. If the collar looks stretched out or you can see some of your shoulder when wearing, that’s too loose.

If you’re wearing v-necks, you need to avoid deep v’s at all costs. Man cleavage is just… no. Some brands will have deeper v’s than others, so be wary of how deep it is. Just make sure the bottom point of the “v” doesn’t go past the top of your armpits and you’ll be fine.

Sleeves

Crew Neck T-Shirt Fit Guide Ashley Weston

The sleeves should hit around mid-bicep and lightly hug your arms. The sleeves shouldn’t be too tight where it looks like your biceps are being strangled. The image below has sleeves that are perfectly hitting the right place and hugging the arm to perfection.

You also don’t want there to be bunch of slack or room around the bicep, either. That just looks cheap and tacky and makes your arms look really small in the worst way possible. If the t-shirt fits well everywhere else, have your tailor slim the sleeves to fit your arms better. I have to do this with clients all the time.

Body/Torso

Armani Exchange Grey Pima V-Neck Tee

Like I say in all my shirting videos & articles, the perfect fitting t-shirt will be when you can pinch (not pull) between 1 to 2 inches of fabric on either side of your stomach, like the image above. This goes for EVERY SINGLE BODY TYPE. A lot of my larger clients fight me on this… until the compliments start rolling in. 🙂

Length

Crotch Measurements

The shirt should end somewhere between upper to mid crotch. I would rather it be closer to mid-crotch than upper-crotch because this avoids showing stomach when reaching up for things and allows it to be lightly tucked into the front of your belt/pants to break up your proportions – if you want.

The Best T-Shirts For Men

See my T-Shirt Essential Article for my favorite t-shirts that every man should own.

Chino & Khaki Pants Fit Guide

Chino & Khaki pants, you know them, you love them, as do I. Now let’s get into how they should fit, regardless of your age or body type.

To see my Chino & Khaki Pants rules that most guys break, see here.

Waist and Seat

Like all your pants, they should fit perfectly around your waist with no need for a belt to hold them up. For chinos, the waist will sit lower than suit pants, but should hit exactly where the waist of your jeans should be – right in between the upper and mid hip-bone area. The image below shows jeans hitting perfectly in the mid-hip bone area. Anything below that will look terrible and sloppy.

Waist2

The butt area, AKA the seat, should lightly hug your butt and not be saggy or very tight. If it feels like you’ll split your pants when you sit or bend down, they’re too tight. If it looks like you’re carrying a full load, you should probably try a different fit or brand. if that doesn’t work, you may also be able to go down a size and see if that fixes the issue. And if that doesn’t work, you can get need get the upper thighs taken in by a tailor to compensate for the extra room in the seat. Just a warning, though, this will cost so much that you can likely get a new pair of chino pants for the same price.
RealMenRealStyle has the perfect illustration of how the seat of your chino pants should fit:

Seat-Suit-Pants-Fit-Ashley-Weston

Legs

Thighs

They shouldn’t fit too tight, but lie comfortably close without feeling like it’s pulling at the knees when you walk or bend down. Unlike jeans, you want a little more room in the thighs. You should be able to pinch a minimum of 1 inch of fabric, but no more than 1.5 inches on either side of your thigh. If you can pinch more than that, try a different style or brand or, if possible, go down a size. As a last resort, you can get a tailor to slim the legs to this size, but just like taking in the seat of your chinos, it’ll probably cost more than buying a whole new pair of pants.

ThighPinch

How long should chinos or khakis be?

A lot of (older) guys think their chinos should fit like long drapes on their legs. Unlike jeans, wool pants and trousers and suit pants, you want your chino pants to be hemmed to leave a slight or no break. Also, unlike your wool trousers, you want them to be hemmed straight across instead of slightly longer in the back.

If you’re thinking about going sock-less with your chinos, then go with a slight break. This enables you to switch it up – if you want a no-break or cropped look, you can just roll them up and unroll them when you don’t want that any longer. It gives you a little more flexibility and versatility.

The gentleman in the right image, wearing sand colored chinos, has no break/cropped pants. The fella on the left is wearing his chinos with a slight break.

The Best Chino & Khaki Pants For Men

See my Men’s Wardrobe Essentials: Chino Pants article and video for my favorite pairs of chinos & khaki pants you should own, regardless of your age or body type.

How Should A Polo Shirt Fit?

If I had a dollar for every poor-fitting polo I’ve seen, I’d have my own moneybin! So let’s make sure you look amazing while wearing your polo shirt. As I always say, these rules apply to any man, no matter your age or body type. 

Collar & Neck Opening

The size of the collar isn’t something you need to be concerned with as they’re pretty standard across all brands. Just make sure they’re not too small.

However, do pay close attention to the buttons – specifically, you want to make sure the buttons end no further than the top of your armpits. Anything past that, like the image below, is too long and will look like a super deep v-neck when un-buttoned – not good.

Ashley Weston Long Polo Shirt Buttons

Wearing a polo shirt with the top 1-2 buttons left unbuttoned will help frame your face better and make it look great. So when trying on a polo shirt for the first time, make sure to unfasten the top 2 buttons, regardless of whether it’s a 2, 3 or 4 button polo, to see how the neck opening sits on your body. You don’t want the collar/opening to lay completely flat on your chest like this:

Polo Shirt unbuttoned bad Ashley Weston

You want it to stand up a little bit and have some structure like the image below. But the inverse of that, is you don’t want it so stiff that even when unbuttoned, it doesn’t spread out a little bit.

Polo-Shirt-Collar-Ashley-Weston-Mens-clothing Fit guide

All of images of the different ways to wear a polo shirt in my Essential Polo Shirt Video & article have the perfect neck opening and button placement.

Sleeves

The sleeves should hit around mid-bicep and lightly hug your arms. Some polos have a ribbed band at the end of the sleeve where it’ll hug a little tighter, which is fine, as well. Regardless of this, the sleeves shouldn’t be too tight where it looks like your biceps are being strangled. You also don’t want there to be bunch of slack or room around the bicep, either. That just looks cheap and tacky and makes your arms look really small in the worst way possible. If the polo fits well everywhere else, have your tailor slim them down to fit your arms better.

Sleeves Polo Shirt Ashley Weston

Body/Torso

Like I say in all my shirting articles, the perfect fitting polo will be when you can pinch (not pull) between 1 to 2 inches of fabric on either side of your stomach. This goes for EVERY SINGLE BODY TYPE. A lot of my larger clients fight me on this… until they see how awesome it looks. The “Like This” image above has the right amount of fabric to pinch.

Length

The shirt should end somewhere between upper to mid crotch. I would rather it be closer to mid-crotch than upper-crotch because this avoids showing stomach when reaching up for things and allows it to be lightly tucked into the front of your belt/pants to break up your proportions – if you want.

Crotch Measurements

Tails

Luckily, most designers are getting rid of tails, because I don’t really like them anyways. But if you have a polo shirt that has a tail, make sure the back part is no more than 2 inches longer than the front. Even then, I’d advise you to get a polo without a tail, because 99.9% it doesn’t look so great.

Best Polo Shirts For Men

See my Polo Shirt Essential Article for my favorite polos that every man should own.