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For advanced users only. Really advanced. (Photo by Jim Epler)

Please welcome Schmidty, Tao of Bachelorhood’s very first guest poster. Schmidty is a Image Management consultant and runs a blog called Man Vs. Style. He helps men increase all aspects of their own personal sense of style, helping them to increase confidence, impress women, get a promotion or become a VIP. To check out Schmidty’s work, find him at www.ManVsStyle.com.

One of the problems associated with being a single man is not having a girl’s opinion.

Now, most of the time this is probably a good thing. However, when it comes to dressing ourselves in a stylish manner, it does disadvantage us somewhat.

Why? Because let’s face it, men in general probably don’t have the best eye when it comes to what looks good and what doesn’t.

I will be the first to admit that I did not have a good eye for style. To this day, it probably still isn’t that good, but I can forgo this need by following a few simple rules and paying attention to a few specific things.

Reliance on Girls’ Opinions

We often rely heavily on girls’ opinions, especially if we have been together for a while. Maybe to keep them happy, or maybe just because it is so much easier than having to think for ourselves. This approach to style and dressing ourselves is flawed, because if you end up breaking up:

  1. Your “sense of style” will be lost when you need it most (i.e., to meet other girls).
  2. Girls’ opinions actually differ widely anyway, almost as much as each man’s does towards which football team to follow.

Why Girls’ Opinions can be Good

In order to not need a woman’s opinion, we must first establish why they are usually helpful, and why a woman’s sense of male style might be better than our own.

Below are four main things that set a women’s opinion apart from a typical mans thoughts:

  1. They have a high attention to detail.
  2. They have a very good idea about what to wear for each occasion.
  3. They look at the outfit with a holistic approach.
  4. They are inquisitive.

I will now go into a bit more detail for each one, looking at what we need to do to master each of these.

High Attention to Detail

Anal-retentive, some might call it. And it is annoying when someone picks up the most smallest of flaws in anything, let alone what you are wearing.

But, ultimately,  who are we generally trying to impress?

Women.

That’s right, so if women pay attention to detail when you ask them for their opinion, then don’t you think that the other women you encounter in your everyday life are also paying this much attention to detail, and even judging you by it?

The truth is that they are. How many times have you heard people (and especially women) say that your shoes are the most important part of your outfit, even though theoretically they only make up less than 10% of what you are wearing? Because it is the detail.

Some details that we should, but don’t always, pay attention to are:

  1. Watches. First of all make sure you are wearing one. A good looking watch will always get noticed.
  2. Shoes. If nothing else make sure they are clean and not trashed—a mistake that too many men make.
  3. Grooming. Make sure you are well-groomed, from trimming unwanted eyebrow hair to your personal scent to clipping your nails.
  4. Accessories. Women love their accessories, but men don’t use them enough. A good watch, cool sunnies, a single chain, a pocket square in your suit all go a long way.

What to Wear for Each Occasion

I have rocked up to so many events and places where my friends have worn track pants or something equally as casual and looked so far out of place it is not funny, and the only reason is that they had no idea that they should have dressed up a bit more. A bit funny at times, but a bit sad at others.

On the other hand, it is also stupid to wear a tuxedo to a Sunday barbeque.

In order to overcome this embarrassment (although some guys are not even embarrassed, which is actually even more embarrassing), there are a couple things you can do that might seem obvious, but nevertheless should be reinforced for the next time you come across this situation.

  1. Ask the host or organizer what to wear. When I say this, I don’t mean, “Is it black tie?” or “Is it smart casual?” because these definitions in themselves hold lots of ambiguity. So ask specifically, “Is it jeans and a shirt?” or “Is it shirt and slacks?”
  2. Chat to other mates about what they are wearing. Seems a bit gay I know, but as long as you are dressed with the same formality as the guys you are going with, then it doesn’t matter that everyone else at the event is in a different level of dress, because you have mini-social-proof within your own social circle.

Look at Your Outfit with a Holistic Approach

Very, very simple, but often overlooked.

Theoretically, the general principle behind style is that when an individual looks at you, your style should tell a story, first starting with your face and head, and then working its way down to your feet. This sounds a bit Zen, but if you notice when a woman looks at you, even for a split second, they follow this exact path.

Hence, we need to have an “unbroken” approach to our entire outfit.

Some men will think only about the top half and then wear some dress pants in a really bad color that just doesn’t go, but they don’t realize it.

The best way to overcome this is when you finish getting dressed, be sure to take a quick look in the mirror to see the entire outfit together. It takes 20 seconds, but is well worth it.

If you want to avoid this altogether, a technique that I use and teach my clients is “if in doubt, always wear dark blue straight-leg jeans”— an article of clothing that goes with almost anything.

Be Inquisitive

Being inquisitive is not that hard really, it’s just that most of the time men neglect to do it. Since I started being inquisitive about different brands and types of clothes and outfits that other people were wearing or that I saw in stores, choosing and putting together my own outfits has become so very much easier.

Practical things that you can do to be inquisitive:

  1. If you see a friend wearing something you think looks good, ask where they got it from.
  2. Keep pictures of stylish outfits you see on the web and in magazines, and take photos of good outfits you see on mannequins in a store (I do this really quickly with my iPhone, so people think I am writing a text).

Always be on the search for the next “new” thing to wear to your next event.

Keeping it top of mind when you are aimlessly walking past the shops on your way to lunch, or walking down the street and passing by lots of people will help you to always have something stylish to buy (and wear) the next time you need it.

Get a Expert’s Opinion—Free

If you still cannot seem to master style based on the suggestions above, and you still need an opinion, then the best thing to do is get it from someone with an eye for style. How to do this for free? Just ask in the clothing store that you are going to buy from.

If you need a new jacket, then wear the jeans, shoes and shirt that you plan on potentially wearing with it when you go shopping. Ask the person who works in that store, “Does this go?”  or “What would you recommend with this?” Very simple, and it is supposed to be part of the service. Chances are that the sales assistant will have a fair idea, as that is what they do every day.

Final Words

So next time you are putting together your next stylish outfit before you go out, lacking an external opinion, try to do the following:

  1. Pay attention to detail (and include detail where possible).
  2. Wear the right clothes for the occasion.
  3. Take a holistic look at your outfit.

And continually, be inquisitive.

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Posted by guestauthor in Dressing

Shep here is willing to help you find a better use for these. (Photo by pink_fish13)

When the temperature rises, so does the temptation: “man, my feet would feel so much cooler in flip-flops. I’m just going to the bar/store/park/library…c’mon, comfort is important!”

It’s hard to know where to begin, but let’s start here: would you also wear moon boots in the winter?

I didn’t think so. So now that we understand that comfort isn’t the only thing to look for in your footwear, let’s consider your options for staying cool and stylish as the mercury rises:

Moccasins

They were good enough for the natives—plus the natives never created them in as many colors and styles as you have at your disposal.

Minnetonka Men's Moosehide Classic Moccasin

A moccasin has a stitched leather upper, and a sole that can vary from thin leather to fully cushioned with arch support. They’re a more rough-and-rugged version of the loafer. (Or to be accurate, the loafer is a swankier version of the moccasin.)

Wear them in the city, or when driving long distances (“driving moccasins” are great for road trips, but don’t try walking far in them). Moccasins don’t do well in wet places, so they’re not for pool parties or wet grass.

A decent non-designer moccasin will run you $50-$75.

Sperry Top-Sider 2-Eye Boat Shoe

Boat Shoes

A popular choice right now is the boat shoe: similar to a moccasin but with laces and a rubber sole, boat shoes are a great choice for a pool party, sports-bar night with friends, or even boat rides. A boat shoe is normally made to be water-resistant and will always have a non-slip sole, so wet weather isn’t a problem.

Boat shoes also come in a wide variety of colors and patterns, making them slightly more dressy than the utilitarian moccasin. If you’re going with casual pants or jeans and a polo or Hawaiian shirt, go with the boat shoes.

A pair of Sperry Topsiders, the most popular boat shoes, goes for $60-100.

Birkenstock Arizona Two Strap Sandal

Sandals

Sandals are your choice if you’re going to be in the dirt or sand or grass—anywhere wet or gritty. The primary purpose of sandals is not to look good (just ask anyone wearing Tevas, or any woman who knows someone who wears Tevas), it’s to basically give your foot support and sole protection, while enabling quick ejection of grit and fast drying.

That said, there are some classy sandal styles out there, and some women who love a guy who exposes his feet. I once dated such a woman, and bought some nice leather slip-on sandals so that she could get her toe fix. When we broke up, I also broke up with those sandals. I now have a pair of functional closed-toe Keen Newport H2 sandals that I bought for walking the beaches in Kauai.

The range of sandals out there is broad: velcro Tevas, neoprene slip-ons, leather, thong…even dress sandals that look suspiciously like regular shoes, only with a few cut-outs. Dressy sandals are hard to wear if you don’t have great fashion sense, so beware. If you’re just looking for comfort, find the most comfortable pair you can—don’t worry about looks, because you won’t be wearing them away from the beach, garden or park, right?

Flip-flops and Crocs

Note that I put these two together. They’re both cheap and worn by guys who just don’t care. Don’t be one of those guys.

Flip-flops are perfect for the changing room at the gym, going to and from the pool or hot tub, and for cheap, disposable beach shoes. They’re not for walking any kind of distance or for going out anywhere with a door or cash register. You can slip on sandals or moccasins almost as easily and you’ll look better.

And Crocs are never right. Plus they get stuck in escalators.

Florsheim Men's Belton Loafer

Loafers

Finally we look at the dressiest summer shoe, the loafer. Perfect for a casual date or casual work attire, you can wear loafers with or without socks, depending on the occasion, the dress code, and whether you’re willing to funk up your shoes. (Tip: get some extra-low cut socks and no one will be the wiser.)

For evening wear anywhere with a floor, loafers would be the way to go.

To wrap up, try and balance comfort with a little style in your summer footwear. There are plenty of comfortable, cool options that will go with your warm-weather wardrobe.

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Posted by Michael in Dressing

Sport Coats: Not Just For Anchormen

May 21, 2010 Dressing

The sport coat is more dressy than a hoodie or bomber, but less formal than a suit jacket. It can be perfect for wearing on a night out with the guys, or for a first date. With a selection of two or three sport coats, you can mix and match them for virtually any occasion. [...]

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Tax Relief: Free Starbucks Coffee!

April 14, 2010 Living

If there are two things I can get behind, it’s coffee and free stuff. For April 15, Starbucks has both. There’s only one catch: you have to bring your own reusable travel mug. And it’s just a cup of brewed coffee you could make at home for pennies, or at work for free anyway. But [...]

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The Single Man’s Shopping List

March 15, 2010 Health & Fitness

For some bachelors, the hardest part of eating healthy is going out and getting the food. A supermarket is a large, complex place, and it typically operates on a purely capitalist basis: cheap, scientifically engineered, panel-approved crap is given more shelf space and prime placement because the companies that make said crap have large budgets [...]

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6 Items of Clothing Every Man Should Own

March 1, 2010 Dressing

You’re looking in your closet the day before your big date. You see some old button-down patterned shirts, some polos, an old pair of pleated khakis and about nine t-shirts from concerts you attended in the ’90s. You start to panic. You look at your shoe storage area, which is the space behind the front [...]

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Pants on the Ground

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I’m not someone who watches American Idol until they get to about the Top 5, and even then only if there’s someone interesting, but this was awesome: I know, I know, I’ve talked about this before, but the General makes a point: after the age of about 16, droopy drawers are an indication that you [...]

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Last-Minute Gift Ideas for Men

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With one week until Christmas, you may be sweating the eventual trip to the jam-packed mall to do battle with the masses over the ugly sweaters and iPod knockoffs that remain. I have done this, and found myself waiting in enormous lines to buy pitiful crap that the recipient must then pretend he likes. Don’t [...]

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