The Eyeglasses Guide, Part II: The Right Pair for Your Face & How to Buy

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Unlike sunglasses which are typically only worn for short stretches of time, eyeglasses can be worn all day every day. As you might imagine, given this, finding the right pair of eyeglasses that suits your face shape, your skin tone, and your own personal sense of style can take a little bit of trial and error but it is possible.

Luckily, most of the same processes that go into choosing a pair of sunglasses also apply to eyeglasses. In general, make sure to adjust your expectations to the fact that you’ll be wearing eyeglasses for longer stretches of time. For example, aviator styles might look good as sunglasses but they might not work as all day eyeglasses.

Face shapes
Face Shapes [Image Credit: Michelle Phan]

How Do You Find The Right Style For You?

Determine Your Face Shape

The shape of your frames must play well with the shape of your face and as you might imagine, a pair of frames that looks good on one man might look completely out of place on another. There are six basic face shapes that every man fits into, you’re either square, round, oblong, diamond, heart-shaped, or oval. To find out what shape you are, you will need more than just a mirror. Ideally, you’ll also have handy a pencil and paper and someone to help you.

Sven Raphael's Face being measured
Sven Raphael’s Face being measured

To begin the measuring process, we’ll start at the forehead measuring across from the widest point. Remember, don’t wrap the tape measure around the curvature of your head.We’re going to be measuring its dimensions as if it were a flat two-dimensional object since that’s essentially how it’s going to be seen when people are looking at you. The tape measure should only be touching one point on your head like a line tangent to a circle. Write down the number you measured for your forehead, it goes without saying that we’ll be writing down all of these numbers so you can compare them at the end of the measuring process to determine your face shape. Next, move downward to measure your cheekbones and then move downwards still to measure your jawline at its widest point. Finally, measure the length of your face by taking the tape measure and placing it vertically, first at the top of your forehead by your hairline and then down to the bottom of your chin. To determine which face shape you have, look at the numbers you’ve got and compare them to the advice we’re about to give for how to spot different face shapes.

A larger frame with some thickness to it works well for oblong faces
A larger frame with some thickness to it works well for oblong faces

Oblong

Oblong faces are longer than they are wide. For the most part, the measurements of your jawline, cheeks, and forehead will all be fairly similar. Smaller frames probably aren’t going to do you justice instead you should be going for a larger frame with some thickness to it. Sharp angles and concise lines are going to add some definition to your soft facial features and give you a more masculine look. So in general, rectangular frames could be a particularly good choice for an oblong face.

Rimmless frames will work wonders for heart shaped faces
Rimless frames will work wonders for heart-shaped faces [Image Credit: Pinterest]

Heart

These are basically inverted triangles meaning that you have a smaller, more pointed chin in comparison to your cheek and forehead measurements which are wider and roughly about the same. The best frames for you are going to be ones that even out your faces proportions so opt for rimless or semi-rimless frames that are thinner in nature. If you do want a little bit more thickness in your frame, focus on finding a frame that points the attention downward toward the narrower part of your face at the chin.

Preston wearing a circular or rounded frame
Preston wearing a circular or rounded frame

Square

As you might well imagine, these are pretty much as long as they are wide and the edges of your face are probably going to be mostly straight up and down or straight across. In particular, at the jawline, you’re probably going to notice concise sharp corners rather than a more rounded gradual edge. Since you have a distinctive and chiseled face with bold features, you’re going to want round frames that softened the appearance overall. You should opt for a circular or generally rounded shape possibly with some frames that have some variation in thickness at different points around the rim.

Oval faces can get away with almost any style of frame
Oval faces can get away with almost any style of frame

Oval

Oval faces are roughly similar to the shape of an egg. Oval faces are typically longer than they are wide with a wider forehead a shorter jawline and a chin that’s typically more rounded. In general, be happy! Having an oval face means that you can wear almost any style of frame with ease. If you are finding a frame that you don’t think looks particularly good, it is possible that you have a different face shape than an oval and you might want to measure again.

Rectangular frames will look great on round faces
Rectangular frames will look great on round faces

Round

Rounded faces are also about as wide as they are long. The difference between a rounded face and a square face is that a rounded face typically has a narrower forehead and a narrower softer jawline. To provide contrasting balance here, opt for something that’s more geometrically shaped. In particular, a rectangular frame will lengthen your face a little bit and make it appear more like an oval shape.

For diamond faces, circular frames are best
For diamond faces, circular frames are best

Diamond

If your face is widest at the cheekbones with a narrow forehead and a narrow jawline there’s a good chance that you have a diamond face shape. With this shape, you want to focus on frames that complement your cheekbones but also provide some balance overall. Look for circular or rounded frames to offset the angles of your face and make sure that they’re on the narrower side so they don’t elongate your face further at the cheekbones.

Warm, neutral, and cool, undertone
Warm, neutral, and cool undertone

Find Your Skin Tone

Let’s talk about finding your skin tone to give you some ideas about color. The easiest way to determine your skin tone is to look at the underside of your arm in natural daylight, don’t use artificial light because it might give you a false reading. You’re looking for two important factors here. First is the overall lightness or darkness of your skin and second and perhaps more important is the undertone.

There are three skin undertones; the first of these is warm which typically has a green, yellow, or peachy golden undertone to it, conversely, a cool undertone appears slightly bluish and the neutral undertone is what you have if you can’t really see a particular color or if you can’t determine whether you’re one or the other.

This color is great for light skin with cool undertones
This color is great for light skin with cool undertones

If you have light skin with cool undertones, that’s another way of saying that your skin will be light pink with a bluish undertone from your veins. In this case, you should probably consider lighter colored frames perhaps in shades of blue. Darker frames will make a bolder statement but they might have the potential to be more overpowering on your face.

Brown works well for light skin with warm undertones
Brown works well for light skin with warm undertones

If you have light skin with warm undertones, your skin will be golden or peachy and your veins will give a greenish undertone. In this case, you’ll still want to consider lighter frames but they should be in tortoiseshell, brown, amber, or green, for example, we can use me. I have light skin with warm undertones and my glasses are amber with slight suggestions of tortoiseshell patterning here and there. Again, dark frames are going to make a bold statement in this case, so you can wear them but exercise caution if you do.

Red is a great option for medium colored skin with cool undertones
Red is a great option for medium colored skin with cool undertones

If you have medium colored skin with cool undertones, your skin will generally be pink and the undertones will be blue from your veins. In this case, frames in medium to darker shades of red, green, blue, or brown, will probably look good on you.

Gunmetal frames for darker skin with cool undertones
Gunmetal frames for darker skin with cool undertones

If you have darker skin with cool undertones, dark frames are going to work well for you, black, dark browns, gunmetal, or deep blues, would be good options. For a more fashion-forward approach, you can experiment with lighter frames which are going to give you a more high contrast look.

This style is particularly suited for darker skin with warm undertones
This style is particularly suited for darker skin with warm undertones

Finally, if you have darker skin with warm undertones, metal frames, dark browns, cognacs, and amber shades, are the ones that are going to work best for you.

The Best Way To Buy A Pair Of Glasses

These days there’s an active conversation going on about whether or not it’s best to buy prescription eyeglasses from an online retailer. With the rise of game-changing brands like Warby Parker that are selling hip modern frames with a user-friendly interface, the industry overall has evolved.

You have endless options to try on in-store
You have endless options to try on in-store [Image Credit: TEF Magazine]

In-Store vs Online

The biggest advantage to buying a pair of glasses in-store is that the professional staff there has been well trained. They’ll be able to assist you in all of the different elements of finding the right pair including frames, lenses, coatings, and so on. If you’ve bought a pair of glasses in-store, repairing or refitting broken or damaged glasses is easier too. You can just take them back to the same place you bought them and you can sometimes even accomplish this same day which is pretty convenient.

There are a few cons to buying glasses in-store too, however. The first of these is that the overall selection might be a little bit more limited. You don’t have a whole internet warehouse in front of you. Optical stores are still businesses after all and therefore, they still have the same profit motives as any other business. They might try to sell you an overly expensive pair of glasses.

On a similar note, the pricing can lack transparency. You might have to make a lot of decisions and choices before being told a price which can make comparison shopping longer and more tedious.

Ray-Ban online shop for eyeglasses
Ray-Ban online shop for eyeglasses

Conversely, one of the biggest pluses to online shopping is that prices are more readily transparent. Also, competition between these online retailers has resulted in prices being a lot more economical for the consumer. Generally, it’s much easier to comparison shop between online retailers as you just have to click through a couple of web pages rather than going store to store.

One of the biggest drawbacks to shopping online is that you won’t have any direct interaction with an optician or trained eyeglass fitter. So if your glasses happen to get broken, it may take longer to send them back and get them refitted.

Conclusion

Once you find a pair of glasses that are right for both your face shape and your skin tone, they’re going to suit your own individual personality and they will be a great fashion statement. As we said before, glasses are something to experiment with and we hope you’ll have fun with them.

Outfit Rundown

Preston in a vintage brown jacket, light gren shirt and brown pants combined with Fort Belvedere accessories
Preston in a vintage brown jacket, light green shirt, and brown pants combined with Fort Belvedere accessories
Eagle Claw Cufflinks with Tiger's Eye Balls - 925 Sterling Silver Gold Plated

Fort Belvedere

Eagle Claw Cufflinks with Tiger's Eye Balls – 925 Sterling Silver Gold Plated

Edelweiss Boutonniere on a white background

Fort Belvedere

Edelweiss Boutonniere Buttonhole Flower

Houndstooth Bourette Silk Tie in Bottle Green and Pearl Gray - Fort Belvedere

Fort Belvedere

Houndstooth Bourette Silk Tie in Bottle Green and Pearl Gray

Dark Bronze Madder Silk Pocket Square with Diamond Motif and Paisley Fort Belvedere Made in England on white background

Fort Belvedere

Dark Bronze Madder Silk Pocket Square with Diamond Motif and Paisley

I’m wearing a vintage camel-hair jacket and a green shirt from Charles Tyrwhitt. The tie is silk and features a houndstooth pattern in pearl gray and bottle green. The cufflinks are gold-plated sterling silver, they’re an eagle claw design and they feature a tiger’s eye as the stone. Furthermore, the boutonniere is an edelweiss. I’m wearing an English silk pocket square. The green echoes green elsewhere in the outfit and its primary color which is burnt orange ties in with the various shades of brown that I’m wearing. My trousers are plain brown, my socks are green and feature a zig-zag pattern and my shoes are tan derbies which feature full broguing.

What type of eyeglasses do you plan to buy? If you wear them already, what kind are they? Share with us in the comments below.

Reader Comments

  1. Preston:
    In spite of the fact that you and Sven Raphael have different shaped faces and different skin tones, most all of the frames looked good on both of you which leads me to be skeptical about the advice of matching frames to face shape and skin tone.

  2. I will never purchase my eyeglasses online. I am old-school and will always purchase them in-store. It may cost more, but I know what I am getting and there is a well-trained staffed there to help me, which you cannot get online. Also, if I need them repaired, I can take them to the store and have them repaired that day instead of having to send them in the mail and waiting weeks to have them returned. Also, I will not have to worry if they will be properly repaired if I send them in the mail.

    Out of curiosity, I looked online at several sites to see what type of eyeglasses they offered and their prices. I actually came across one site, I cannot remember the name of the site, that offered eyeglasses for $6.95 – I’m not making this up. I bet those glasses will not last long. I think I will stick to purchasing my eyeglasses in-store.

  3. Greetings,

    I have a very big head.

    U.S. size 8 fits pretty well.

    So, very few frames are wide enough for good corrected vision.

    Now, there are minimal frames that provide a nice world view without looking too large.

    I wish that the more stylish glasses fit better, but they usually appear too narrow.

    Sincerely,

    Andrew Gregg,
    Palm Springs, CA

  4. Metal frames are practical and “conventional”. While they do not make a statement, they leave the person to use the glasses for utilitarian purposes THey also are long-lasting, whereas plastic frames become brittle and breakable in time. If your lenses change yearly, as do mine, metal frames can be re-used, with a considerable savings in expenditure.

  5. I have been wearing glasses for over half a century. I didn’t like any of them. Then, about ten years ago i began wearing round, wire rim frames and I love them. Not only me, but for the fist time ever, other people comment on how great they look. I’ve even had compliments from people passing in the street! As for color, I have two pair to go with various colors of clothing. One is a shiny gray gunmetal and the other a copper tone. I believe that after all is said and done, the most important factor is not face shape or skin tone, it is how the wearer feels about the frames. If you like them (as I do mine) others will like the look too.

  6. Greg,your also getting more modern lenses. Digital free form lenses can’t be had online. They require precise measurements. Regardless of what they suggest on the site themselves it’s strictly wordplay. Also in the states we recommend the opposite of this article. So for example i would suggest NOT pairing up a rectangular frame with an oblong face precisely because it would lengthen the features of an already long face. Lastly as an optician with30 yrs experience i sometimes help the elderly order online because of their limited budgets and i can tell you that the last pair i worked off of a big name site that begins with a Z, i had to place an order for progressive lenses and was never promoted for any measurements beyond the PD. Impossible! No progressive lens should ever be ordered without a fit height at bare minimum. Not to mention position of wear measurements. I could launch into a multitude of issues i deal with in my brick and mortar building daily as a result of poor quality eyewear made in a completely unregulated business but that’s another conversation.
    your independent doctors office is not taking it to you either. The materials thy buy cost many times more to purchase that the retail cost of cheap seconds or thirds quality lenses and put metal frames with poor platings and welds.

  7. You may consider that there may be persons of African descent viewing this site. My skin varies between 60% cocoa chocolate (in the late summer ), lighter shade of milk chocolate (in the depths of winter ) , and face shape is closest to oval. Also, there is no mention of “half specs” for people like me who use spectacles for reading, specifically notes when teaching.
    I concur with Greg entirely re online purchasing. Developing personal style is as much TACTILE as visual which is a requirement that online shopping cannot address.

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