I’ve known guys who have extensive wardrobes of men’s shoes and who could match me pair for pair. I’ve also know women who couldn’t care less whether or not wedges are “hot” this season.

Gender aside, some view shoes as practical necessities, while others have a shoe obsession. Most people probably land somewhere in between.

However, of all the men I have known, many of them were uncomfortable wearing a variety of styles in men’s shoes.

For example, I’ve known men who wore work-type boots for their jobs that had a tendency to stick with that style of footwear. Other guys I’ve known avoided certain clothes, or attending events because sneakers were not considered appropriate.

I don’t believe this is disdain for other styles of shoes, but more of a lack of confidence when it comes to choosing casual shoes. If this sounds like you or someone you know, the following sections contain lots helpful advice for choosing men’s shoes.
General Rules for Men’s Shoes

* Try to pick a shoe that matches, or is darker than your pants.

* Although it is a safe bet, socks do not need to match your shoes. Instead, think of your socks as you would a tie – an item that can bring bring the whole outfit together.

* If wearing a belt, try to match your shoes to it, unless of course, your belt is some multi-colored striped thing.

Men’s Shoes for Jeans
You can wear almost any color or style of shoe with jeans, but avoid very shiny shoes that were obviously intended for more dressier outfits.

Boots, lug soles, sneakers, loafers and sandals all work great with jeans, so you may find it helpful to let the style of your shirt guide you.

For example – a sporty, polo shirt might work with a loafer; t-shirts go well with sneakers or retro-style shoes; long, artsy button-downs work well with sandals or moc toe oxford styles.
Men’s Shoes for Casual Pants
Whether you call them Dockers, chinos, or khakis, there are a variety of loafers, oxford and other men’s shoes that work well with casual pants.

Let the ornamentation and style of the shoe guide you towards the look you’re trying to achieve.

For example, a tassle or a buckle is a little more on the dressy side, while a woven pattern or heavy stitching is a little more on the casual side.
Men’s Shoes for Dress Pants
With dress pants, shoot for the same type of shoe that you might wear with a suit. Shinier materials usually indicate a dressier shoe, as do less bulky heels and soles. Choose a shoe that is the same color or darker than your pants, and if wearing a belt, match your shoes to it.
Color Matching for Men’s Shoes

* Black shoes work well with navy, grey or black pants.

* Brown shoes are best suited to tan, brown, beige, greens, other darker earth tones.

* Burgundy shoes work well with khaki, lighter browns, blue and grey.

* Tan shoes look great with lighter earth tones, blue, beige, lighter tan or white.

Author: Desiree Stimpert
Source: About.com