Most of matching clothes is in the colour. If you don't want to make drastic changes to how you dress, then the best thing you can do is to learn some colour theory. I have written fairly long posts about this in other threads, so won't do so again here, but if you want a basic overview, just type in "colour wheel", "colour theory", or "match clothes colour wheel" into google. You'll get loads of hits on how to match colours.
As for what actually looks good together - this isn't anywhere near as important as colour. If you've got the colours going well together, most things (within reason obviously) will look alright. Of course, if you're wearing tracksuit bottoms but with a button up shirt, tie and top hat, then that's taking it to an extreme that probably won't look good. But most fairly normal clothes will look ok if the colours are matched properly.
To look good, make sure your clothes fit and that they suit you - make sure the colour suits your complexion, hair colour and even eye colour, but also that it reflects your own personality - don't just go out and buy "fashionable" clothes because they look good on someone else or because they're popular at the moment. Instead, go out and buy things that reflect who you are - if you're a skater, buy skate clothes. If you're more preppy, then buy preppy clothes. Whatever.
Really, if you can get items of clothing that suit you, fit you well and compliment each other through good choice of colour combinations, then you'll already look more fashionable than most guys.
Two tips I like to give to further enhance your style - and this is dependent on your own style, but it works for most 'normal' styles - are firstly to picture a scale of how formal the occasion you're attending will be - if it's casual, go one step above it and try to slightly over dress. If it's formal, go one step below and try to slightly underdress. This has to be only a very small step (and should be ignored completely at very formal occasions or if your work has a strict dress code). But, for example, say you're going to the park with your friends and they'll all be wearing scruffy jeans and a tee shirt, why not wear a smarter dark pair of jeans and a polo shirt - looks smarter than the rest of your friends, but will still fit in. And if you're going to a big party or something where people will mostly be wearing trousers, shirt and tie, why not maybe ditch the tie, and go with a pair of chinos, an open collared shirt and a blazer - slightly 'underdressed' for the occasion, but is still smart enough not to get you kicked out, will look good, and will make you stand out.
The second tip is very much like the first, but rather than focussing on the whole outfit, why not tweak just one or two little bits? So if you're dressing casually, why not wear one item that is smarter? If you're wearing a smart suit to a family party, why not wear something like a bead wristband (fairly casual) along with it; you're still dressed formal, but this one very small casual accessory lights up the whole outfit, makes you stand out and - as long as it's still matching with the outfit in terms of colour etc. - will make you look damn stylish!
Edit: Oh and I've just had an afterthought. Shoes! Very important. Need to be good, as most women looooove shoes and notice them, whilst most men are happy with functional shoes that do a job but don't look great. If you're employing my second tip below, shoes are actually a pretty good way to incorporate this. Wear a smart pair of dress shoes with a slightly more casual outfit, or a pair of vans with a smarter one, something like that - but they still need to look good. They should also compliment and match your outfit in terms of colour etc. Shoes and accessories are a good way to compliment the clothes you've got in the main bulk of your outfit and can also top off an average outfit. I said it somewhere else, but a good outfit with bad shoes will look average at best. But an average outfit with good shoes can look amazing. One of my favourite combinations is brown shoes, a brown leather watch and a brown belt, which I will wear with maybe a dark pair of jeans and a nice polo shirt. The brown goes well with the dark blue jeans (and I usually wear a light earthy green top with it as this suits my complexion etc and also goes well with the brown) and what is a pretty bog standard outfit (jeans and a polo) suddenly looks quite snazzy.
This has made me remember one other point actually - buy clothes in outfits. You don't need to buy a whole new outfit every time, but don't just go out, see a nice top and buy it. Stop and think what it will go with. This stops you buying clothes that you'll never actually wear. You might see a really nice top but in a colour that doesn't really go with anything else, so instead you buy the same top but in a different colour that will go and you're sorted!
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