I think the attitude towards fashion among some men somewhat lacks respect, since it's such a "superficial" matter. Perhaps some of them believe in "it's the inside that counts", I used to be one of them. Here is the twist though, vision, is one of our major senses. We look with our eyes to see where we are going, we look at people when we converse, we look at beautiful people. So why shouldn't one take care how he is presented to the world and the people around him? "Dress like everyday is important" is the one sentence I quote out of a pretty famous book. Dressing like the day is important allows you to feel like you are going somewhere important, with it, a sense of purpose. You actually FEEL good about yourself, your confidence goes up etc.

Sorry perhaps I got a little off topic. As for what outfit looks good. It really depends on your personality, and your body type. Face it, not everyone is a 180+ runway model. Dress to fit your body.

suit jackets with defined cuts looks great on anyone. single breasted, not too big.

Jeans, loads of different styles, dark to light washes, details! go for the ones with nice details as they make your jeans stand out from the rest( oh and trust me, the girls can and will notice them)

pants, depends on what kinda shirt you are wearing..

shirts, again, lots and lots of styles, but go for the ones with a cut.

t-shirt, whatever that says about your personality.

Shoes. IMO, every guy should have at least 3 pairs of nice dress shoes. Rotate them, wearing the same pair of shoes is 1. going to ruin the shoes faster. 2. Girls will notice that you dress nice.. but always wear the same pair of shoes. and.. sneakers, personal taste I suppose.