With men’s fashion beginning to become just as important, relevant and lucrative as women’s fashion has been for the past 50 years, it’s easy for a lot of us to get left behind or simply just not know where to start. It’s also easy to want to stick with what you know or simply buy whatever is on trend right now and hope for the best.
However that doesn’t necessarily mean it’s the right way to go about things. More often than not, men keep bad habits they have picked up and continue to apply them to every new purchase they make… But this is where I come in! If you’re a true fashion newbie or even an already budding sartorialist I’ll break down where to start when it comes to the world of men’s fashion and how to build a diverse wardrobe for any occasion without making the mistakes that so many of us often do.
It’s All About The Fit
But before we start talking about clothes lets cover something that most guys either do really well or really badly; the way clothes fit them. Whether it’s your suit, your tees, your shirts or even your jeans, the way they fit on you is the difference between looking like you stole your clothes from the shop or looking like you actually know what you’re doing.
We all know the kind of guy I’m talking about. The one who looks like he’s borrowed his clothes from his dad. Or the one who looks like his shrunk in the wash. Because after all it’s not just bigger guys that have this problem, even thin guys can suffer from ‘paint on’ jeans syndrome.
But how can you tell if your clothes don’t fit you right? Here are a few quick pointers on what to look for in some of your clothes:
- Shirts – stretch marks around the buttons or the chest, billowing of fabrics around your sides and waist (it should be a straight line from your armpit downwards), cuffs should end at the dip in your wrist where your thumb begins.
- Jeans (Waist Size) – Jeans are really hard to find the perfect fit. It is all about body type and your personal preference. Some people like a really skinny fit because it is part of their “look” whilst other’s like the comfort fit look. However your waist should always fit, meaning that the jeans should sit around your waist perfectly with just a little give (to pull them on or off easily), and you should only need a few notches tightening on your belt. You can oversize jeans in order to give you that looser effect, but it should never be up more than one waist size as you will cause an effect where you have to tie your belt so tight that it clumps the top of your jeans together and causes the material to fold and just look untidy. If in doubt as a beginner then I would recommend a straight leg or slim fit pair of jeans as they are very versatile and can be worn with multiple footwear.
- Jeans (leg length) – The other key tip to finding a perfect pair of jeans is leg length. Most designer’s will do 3 leg lengths – short, regular and long – dependant on your height and you need to get this right. Your jeans hem should always sit on top of your trainers or shoes with a slight break at the bottom. The way I like to measure is without footwear on and have the jeans reach just above my heel. Then when you put your footwear on there will be a slight break of the fabric that is long enough to cover all of your socks (no Michael Jackson look here) without having clumping excess material all bunched up at the bottom – again this looks untidy and messy.
- T-shirts – The big one here is if you raise your arms above your head or outwards ‘Vitruvian Man’ style there’s more than half an inch of your stomach peeping out. Or the material starts bunching and creasing in awkward places i.e. other than where your joints are.
These are really basic tips for all beginners to abide by in the first instance. In the future we will go into oversizing, as well as using different types of fit to create different looks. Sometimes you may want slightly shorter jeans/trousers or larger, looser knitwear – these are advanced techniques that all deserve their own articles.
Good Fit Examples

The above should show you how standard clothes should fit. They all follow the lines of the body whilst not being too tight, they are fitted and look tailored to each person’s body.
Current wardrobe not up to scratch? My advice on how to rectify this is so simple. Firstly, after realising that certain items of clothing don’t fit you properly, chuck them out! Give them to a charity, a friend or even someone on the street. I really don’t care just as long as they are out of your wardrobe. Then, if looking inside it strikes you how gutted and hollow your wardrobe now looks, then go and buy some more clothes, but this time in a slim fit.
And that really is the key here. By slim fit I mean just touching on your body, and that goes for anything you’re going to buy. This means that regardless of your size and shape or what’s in or out at the moment, your purchases will still retain a tailored aspect and leave you room for movement and growth.
Failing that, and you’re viewing this as a good chance to build up a great basic wardrobe with plenty of variety and versatility, then keep tuning in to these articles every week and I’ll take you through the basics one step at a time until you’ve rebuilt yourself like the fashionable man you were meant to be.




Men's Short Hairstyles
Men's Mid-Length Hairstyles
Men's Long Hairstyles
Men's Curly Hairstyles
Men's Black & Afro Hairstyles
Celebrity Hairstyles

Men's Fashion Basics - Part 2 - T-Shirts
6 Things That Will Kill Your Look Instantly
4 Men’s Hair Quirks – And How To Fix Them
5 Go-To Smart-Casual Winter Looks

I love this article guys. I’m really looking forward to the future ones.
the only thing i would say to all you guys out there in response to this is get yourself a good tailor personally i get everything tailored from t-shirts to jeans to coats makes a world of difference and can make a relativly cheap item look like a far more expensive item just make sure your tailor is a good one loads of cowboys out there and even good ones dont cost a fortune.
I could not agree more with what Daryl says; Honour Thy Tailor. I’m in a really fortunate position that my Granddad does a lot of great tailoring himself and he does most of my stuff. I really rubbish pair of chinos I had lying around have since turned into my best fitting and favourite item to wear since being made slimmer in the leg and a little loozer in the waist. Get on it guys!!
Is there anyway Mr. Allinson can specifically point out or draw areas on the ill-fitted guys in the third picture?
Honestly as a true beginner, the difference I see from the 2nd to 3rd is that the clothes seem looser. Can you point out where a certain seam should sit, how much room leg room in thigh, or too many breaks etc?
Critical analysis on more casual pictures would also help a lot too.
Cheers
Yo, Ollinson, how do I make my guns look hench? Yours, Pete.
But in all seriousness, very well written my friend, nice to see your journalistic abilities getting some coverage and I shall certainly try to keep tabs on anything more that you write on this website.
OK, this is in responce to Rodney. I would love to highlight or circle areas on the pictures but I can’t. Which is a shame because it really would help. However, the fact that you noticed they looked looser is half the battle. Excess material is a big killer for guys most days. Looking like it was YOU who shrunk in the wash is not what we aim for, right? Buy clothes that show that you have (for lack of a better word) a figure. Seam is little too intense to get in to this early in the game. But for thighs, as a general rule when you sit down or squat (like I do to test them in the changing room) if you feel like you’re about to hulk out of them then go a little bigger until just snug enough. And a little to no break in your trousers is a perfect fit.
Casual wear didnt get as much coverage because having slightly looser fitting clothes here (see the Becks photo) can help give you a more relaxed feel and keep away from a formal ‘officey’ or night on the tiles look.
I appreciate the response, I’ve found this site because of this article and the site is now one of my favorites. I’m looking forward to more “Fashion Basics”.
Thank you!
Great stuff, and just the sort of thing a noob like me requires.
Just one question, the final tip (regarding T-shirt size) isn’t exactly clear to me, as it doesn’t specify whether or not this is something to avoid or aim for. I’m guessing the former? Clarification would be most appreciated!
Keep up the good work, I look forward to reading more! :)
And when trying to find a good fit for clothes you’re going to buy (good tailors aside), get yourself a good measuring tape and measure the important parts of your body for different items of clothing (waist, chest, etc.). A lot of good websites (like Topman and Asos) have size guides that can help you with this. It’s helped me a ton, especially for shopping online and can save you from spending too much on a tailor after you’ve already spent a lot on the clothes themselves. Though A good tailor is indeed a great thing and I consider it one of my most important tools.
@WILL You want to AVOID that. lol
What he means is DON’T let your t-shirt be too small, if it’s showing too much stomach when you lift your arms up, it’s too short. And further, according to the indie lookbook t-shirts should be slightly loose, not too tight. =)
its a great site for beginners like me
So you’ve set-up parameters for what it means to have ill fitting clothes but what what I’d like to know is what are the things you should look for in your clothes to say that they’re a good fit?
Love the article and the pictures. It’s been a while since I got into fashion (since I read Carson’s book YEARS ago!) and I feel like these articles will help me update my style and fashion choices. However, the tshirt thing is confusing. I understand You shouldn’t have too much belly showing when you lift your arms, but one of my rules of thumb has been to have the bottom hem just barely cover my jeans pocket. Is this good?
It may be a little bit late to comment on this article, but i’ve been searching this site and came across. I liked to read it, but stil left me with a question; i’m quiet tall and quiet skinny, so for me it’s very hard to find a fitting tee that isn’t to short. When I buy an M, it fits, but as soon as it shrunks a little, it becomes to short, so i started to buy L’s to let them last a little longer than one wash but it leaves me with a slightly wide wardrobe. Any tips?
Great article. A good way to start learning. The thing about the pant lengths was helpful. I realized how stupid it looks, and have been making that mistake all my life.
Been reading through your articles. This is the best fashion resource I’ve come across. I’ve been wanting to learn the fundamentals of fashion and style and series (fashion basics) have been brilliant! The “6 essential items” was an eye opener, I’ve shared it with a lot of my friends and we all intend on going out for a shop purely to get the items in that article.
Some suggestions: (I know some maybe a bit off trend for your site)
– Shoes, shoes and more shoes – casual, dress, smart casual, clubbing.
-Shoe styles/colours that will stand the test of time
– Alternatives to expensive Trickers etc
– Dates on your articles – so we can tell which year/season they are relevant to
– Dressing to go out clubbing but still wearing shoes that you can dance all night in?
– How to find a good/reasonably priced tailor in London????
– Shopping on a budget – where to go?
– Dressing for body shapes and best cuts to wear
– What you shouldn’t wear if you have a particular body shape
– Looking taller
I find most shirts are made like square boxes. Silly really as C&A back in the 60’s made slim-fit shirts and they were a cheapy shop for clothing. I’m a 16 or 16½ collar size and find shirts are like sails on a sailing yacht. I don’t know what size chest i should be for my collar size but I’m around a 38 chest which is quite small. I don’t like the box centre back pleats as they tend to look bulky, but a good couple of tapering pleats would help. My feeling is a man’s body should taper from the chest to the waist. I’m 38 chest and 31 inch waist (should be 30 but I’m strugling with it) so i would like to buy shirts of say 40 chest and 32 inch waist but can’t find any, yes i know have then tailor made.
A couple of other things. 1. When buying a jacket or coat you need to decide if you want it to fit snugly just over a shirt/t-shirt, or if you will wear it over a sweater or waistcoat/under jacket. It would be great to have one of each size of everything to fit all occasions but cost forbids that.
2. I find it a pain that jacket under arm sections are cut tighter under the arm than shirts are. This means you have to scrunch the loose under arm part of your shirt to fit into the slighty tighter under arm part of the jacket. I’m sure ladies blouses are cut a tighter fit under the arms for a closer fit to the body and wonder why men’s shirts are cut so loosely under the arms.
I like the article but I think it takes confidence to wear clothes that fit right.A few years ago I was carrying a bit of weight and always wore clothes that looked like you bad example.I lost weight and now wear like you recommend
How about just visiting a good tailor? It will save you money and ensure that the clothes you have and buy fit YOU. Also, not everyone has an in shape slim look like the guys above. If you don’t, again, see a tailor and also hit the gym multiple times a week.