mens fashion

14 Days of Reflection: Weekend Look #3 – The First Day of Vacation

IMG_4440For many people, and understandably so, the second that vacation begins, the care to construct a styley look ends. And truly, I will never fault anyone for taking off the work clothes and slipping on the t-shirt, shorts and flips-flops.

On the other hand, as long as you gotta wear something (assuming you’re vacationing with family in, say, San Diego, and not at “Sea Mountain Nude Hotsprings”) why not wear something well put together?

The trick is this: if you know that you won’t have the headspace to pick out a bunch of vacation outfits as you rush to cram your suitcases, pick them out in advance. Way in advance. In other words, identify a couple of pairs of pants, a few shirts, a pair of shoes, and yes, a classy layer-piece: a sweater or an unconstrcuted blazer or both.

Then, when your plane takes off in three hours and you still haven’t filled your suitcase, you need not panic: you know what you’re packing.


As Gabi and I approach our first week as (and with) future-family, I’m struck by two competing forces at work. First, there is, well, the familiar. Gabi’s family is very tightly knit and meals with them are full of laughter, good-natured ribbing, and decades’ worth of stories. They seem to appreciate and understand my humor, although folks are divided on whether my puns are brilliant or groan-worthy.

IMG_4437On the other hand, there is the unfamiliar. Deeply unfamiliar. People who are dear to me, and have been for years, take on roles of new significance. Future father-in-law. Future mother-in-law. Future brother-in-law. I have never really known these roles in my life, and I’m acutely aware of this, the way a new article of clothing feels very there.

It seems appropriate, in these circumstances, to wear something fitting this odd and beautiful confluence of well-known and never known. Here, on this San Diego beach, what could do that better than comfy sneakers, a soft sweater, my old hat – and a red flower in my lapel?

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Blogging Back and Forth Forever: Getting Engaged, and 14 Days of Reflection

 For those in the know, “Blogging back and forth forever” ))<>(( can be a our little inside joke, a little indie-film triviata.

For those not in the know, just take my word for it; It’s weird and sweet and evocative and sort of grody and, well, forever.

Sort of like life.


Yesterday, Gabi and I got engaged. She looked beautiful. I was wearing a fantastic suit. There was a lot of crying and laughing and a guest appearance by local San Francisco celebrity weather pattern, Karl The Fog. 

This engagement was a long time coming. Gabi and I built our bridge towards each other step by step, over a span (no pun intended) of three years. When it was time to take the plunge (eek, definitely no pun intended) it was with eyes wide open — taking in the dazzling sun on the San Francisco Bay (metaphorical for life’s various gifts and treasures) as well as the mirk, the clouds, the unknown. We planned it together, down to the exact day, the exact time of day, but for Gabi, the details were unknown. Sometimes, you need to keep some mystery – to recreate, in my opinion, the true Mystery that we are all faced with: our Existence. Part of it are revealed, from time to time, like the majestic Marin tower of the Golden Gate bridge.

It emerged, as we drove across the bay, as if to guide us on our paths towards eternity.

 Today I am 41. Dear readers, you may have figured out (“Surprise!”) that this project, “14 days of reflection,” was intended to crescendo with my innocent little question to her, but with that now residing nearby as a memory, it’s time for me to celebrate my birthday. Gabi has given me many gifts over the past three years, and while the greatest one, by far, is the gift of our life together, today, we laughed about the way that she guided my path as I crafted my on-line persona (more on the deep power of the persona, here). My fashion style was in place, already, but my communication style is very much a joint project, and I suspect it will be a project that will involve a lot of creativity and a lot of time.

May this be a year of thriving.

May this be a year of growing close together.

And may this be a lifetime of exploration for my fiancee and I, both in person, but also online.

May we blog back and forth forever.

5 Things Mad Men Taught Me About Style

dondraperinstylgramIn many ways in life, I was a late bloomer.

I didn’t feel at ease, socially, until well into college. I started dating in my 20s. And I started watching Mad Men when the rest of the world was on season four.

At that time, I had no place in my life for a TV series, but other things in my life were in already flux. I was in a new relationship. I was approaching the end of my 30s. I was beginning to reinvent my own personal style. And that was the bait and switch.

I was told that the show featured great style, and I was hungry for that, curious what I would get out of it. I had no idea, seven seasons later, how much I would give to it. And I’m not just talking about how much I would invest in the characters, or how many meals would be spent teasing apart the show’s subplots and themes. I’m talking about how I would see and understand my own growth, and the development of my own, personal style, in a kind of partnership with the show.


Took a while to get to this look. Think I'll keep it for a while.

Took a while to get to this look. Think I’ll keep it for a while.

doncasual1. Excellence in style is not about what you wear, it’s about how you wear it.

Naturally, this list must begin with Don, and the most notable thing about what Don wears is how little there is to say about it.

We’re struck by the stack of clean, pressed shirts in his desk drawer. We’re enamoured with the grey suit, the striped tie, the plaid short-sleeve shirts, but in all, what he wears is noteworthy because of the understated nonchalance in a world where the norm for style has become increasingly grabby, self-conscious, ostentatious.

Style, in that sense, is about being at home in space and place. Myself, I lived in 7 cities before the age of 40; I meandered not only geographically, but also academically, religiously, in complex life decisions and in style. All the while, however, I have tried to live with my actions and my identity in alignment – in flux as they may have been. Only now, however, has my sartorial style “become at home.” And while learning to understand Don is learning to understand how lost he is, it’s also to appreciate the journey to be “at home,” where outfit and outlook are in alignment.

That person, no matter what he wears, is in style.

2. Fit is a thousand times more important than fashion

ted60s

60s. Got it.

ted70s

70s. Don’t got it.

As the style of the mid 60s passes and the 70s approach, a strange sacrifice takes place: along with the rise of radical individuality, the invention of global pop-culture and the celebration of personal expression comes the introduction of a generation-long trend in style. As the show closes, proportion and propriety go out the window as fashion conventions (not to mention patterns, colors, and fabrics) give way to the free-for-all of 70s fashion.


60s.

The 60s in their glory, outfits are on-point, and Ginzberg is kooky.

The 60s wane, sleeves get baggy and Ginzberg goes insane.

The 60s wane, sleeves get baggy and Ginzberg goes insane.

On the one hand, I’ve never been one to denigrate the freedom of expression – and more importantly, there was a lot, a lot about 50s and 60s American life that needed to be shed to pave the way for progress. Societal expectations, rigid class, race and gender expectations soften, and the promise of freedom is in the air. On the other hand, and speaking plainly, much of the next phase of style is about statement rather than aesthetic, and the price to pay is that everyone looks plain awful.

In my own exploration of style, I have often found that minimal, understated, and well-tailored rarely goes wrong. And conversely, yearbooks and wedding albums from the 70s and on are full of fashion experiments that might have looked good on a catalog or runway, and bad on everyone else.

And rarely is the issue about pattern or color – as these things fall in and out of favor. But rather, it’s about whether the clothes fit the wearer, or does the wearer wear fit the clothes? Tailored was out. Mass produced was in. Clothes got cheaper, closet sizes expanded, and from a style-perspective, everyone paid the price.

In my own life, as I began to explore the world of style, I bought (and donated) a lot of clothes that made a variety of statements. It took a while to discover what Mad Men’s early seasons knew, and which won every budding sartorialist’s heart: a great fitting suit, a properly tailored shirt, a slender tie, and a clean haircut looks great on any man.

3. There’s a difference between keeping up with the times and having no core-principles

Look at Harry, for example.

Prompting the next question, which Harry?

Every season, he sheds his previous attire and becomes the poster-man-child of the new look. That said, his character is in stark contrast with Stan.


Stan, too, transforms, from on-point, polo-with-blazer, womanizing yuppie of the early seasons to the scruffy, bearded post-hippie who wins Peggy’s heart.

But whereas Stan evolves as a character, being one of few characters to reflect on who he used to be, and who he is now, Harry devolves. He is on-point as he jumps about the TV bandwagon, as he sidles up to the power of computers in the workplace, but he has no honor, no loyalty, culminating in his cringeworthy amorous advances on Joan in season seven.


yuck

Evolution is beautiful.

Evolution is beautiful.

Stan becomes only more trustworthy, more loyal, more sensitive and more honest. His style is a reflection of who he is. As homage to his character, his outfits somehow work, and he is somewhat immune to some of absurdity of the era’s style.

Harry is last shown in a coat we have seen in a hundred thrift-shops, whining about his lunch plans, shoving a cookie in his mouth. Hardly a memorable exit. Stan exits, embraced, loving and in love.

In that sense each shows the light and dark side of style. It can be fickle, a costume, a mask, a way to express power or amass social credit. Or it can be a sincere representation of where someone is, and even an aspiration of where they hope to go.

I hope, dearly, that I am more like Stan.

4. When life takes out an eye, slip on a patch and soldier on

Life kicking Kenny's ass.

Life kicking Kenny’s ass.

Kenny kicks back.

Kenny kicks back.

Kenny could be a tragic character because we know he wants to be a writer and we believe he could do it. However, he is caught up in the corporate world and not only is it consuming him, it takes his eye; he loses it in an account-courting hunting excursion. After losing his job, however, he takes an entirely different path, however, and never looks back. So to speak.

He goes from tragic character to master of his own fate, no longer playing hands but dealing them to others.

We have all picked up our scars in life. Some are visible, many are not. And I am deeply sympathetic to the ways that life can drag people down.

That said, there is something inspiring about Kenny who continues forward, in essence embodying Churchill’s line: success consists of going from failure to failure with no loss of enthusiasm.

By all means, after loss, we should take time to grieve and mend. And then we should kick ass.

donshortsleeveschilling5. Style is in the office, on vacation, mowing the lawn, at a new-age retreat center, and when alone, drunk in a motel.

I don’t recommend getting drunk, alone in a motel. I don’t recommend making any of the deplorable choices Don makes. One does not have to act like Don, however, to learn from him.

Don teaches us that all things must be done with dignity, and dignity is very closely related to style.

mesuitIn that sense, there is the dignity of a fresh, white shirt after a rough night (whether that rough night involves shady hotel-room or a baby that won’t go back to sleep). There is the dignity of a fresh, well fitting polo shirt while on vacation (whether that vacation involves running away from your crumbling inner world or a weekend in Santa Barbara with your girlfriend). There is the dignity of a short sleeve, button-up shirt when you’re relaxing at home (whether you’re in the garage, opening a can of beer with a metal “churchkey,” or sipping kombucha while trying to figure out what’s wrong with your wifi router).

Even in my worst hours, I don’t want to act like Don, but perhaps I’ve learned something from him about how to hold up my head; perhaps I’ve found some value in his proclamation: sometimes, all I need is “a shower and a shave.”

Style-Up: Paul – Rugged Yet Refined

Above, Paul’s Style-Up: Before and After.


Over the years, I have gone through my own style evolution.

I have learned a great deal: what rules to follow, what rules to break, and how style is more than what we wear — it’s self and identity and personal expression. I’ve been fortunate to assist others, too, as they sought ways to match their outsides to their insides. Each of these people has a unique Style Story with something to teach.

Meet Paul — in his own words. The cartoons are mine.


Style -Story: Paul, Instructional Design

paul2

Paul: “I would like to begin to develop my own sense of style.”

What are your feelings about your style “before?” 

I can’t really say that I have a style, as such. I feel like I have a decent aesthetic, and have some sense for what goes together and what doesn’t, but I don’t feel like I really have a distinct style expression. [That said,] I would like to begin to develop my own sense of style.

What do you hope you’ll get out of a Style-Up?

Sometimes I will put something on, or look at something in a store, and [my wife] will look at me like I’m crazy. I trust her eye, so I go and change into something I know she will approve of, but would be really cool if I could surprise her with a new look or some new expression that I have created on my own.

James Franco: Inspiring styley guys of all species.

James Franco: Inspiring guys of all species.

If you could “channel” the style traits of any personality, who would it be?

That’s a tough one for me because I am not particularly hip to all of the fashionable people. I’ll go with James Franco.


The Style-Uppaulstyleupbeforeafter

Getting the Right Fit

chambraySharing a beer with Paul after the Style-Up, we talked about his takeaways from the experience – besides two bags of great, new gear.

“I’m amazed at the importance of fit,” he remarked. “And finding the fit that works best.”

As you can see from the before picture, Paul typically wore clothing that was too large for his frame. We sized down from his usual shirt-size, and the effect accentuated his shoulders and upper torso – helping to construct a strong silhouette.

bigbuffalocloserPattern

On a rack of shirts, you can find 100 patterns that look great on a piece of cloth, but that doesn’t mean they look great on your body. I often recommend the following for men: find garments with “strong patterns” — meaning, if you want stripes, go big. If you want some flair, go with gingham or checks, and choose strong colors (blue, red, black, etc.). The effect is amazing, as the pattern and color help to construct a flattering T-shape. (Click here for a deeper dive on strong-patterns).

The Plain White T

Speaking of the T, a while ago, I wrote about the power of the plain, white T-shirt and offered some advice about when to (and mostly when not to) wear a T-shirt that costs over $50.00. That said, a white T-shirt you can wear to a pub, to the park, or with company around may not come in a pack of 3 for $10. Those are probably a cotton/polyester blends: they’re thin (and see-through), and look like underwear.

plainwhitetThe happy medium is a $15-30 T-shirt, made of 100% or a cotton/linen blend. They cost just a bit more, but you’ll be proud of the way it conforms to your body, doesn’t become a transparent dishrag after three washes, and can pair with a dark pair of jeans for a refined (but rugged) look.

Bottom line: you don’t need to spend $50 on a T-shirt. But don’t cut corners, either.

Lay(er) it On

A great sweater multiplies the potential of whatever look you’re already rocking because it adds contrasting (but complementary messages).

This principal (complementary vs. contrasting) is one of the cornerstones of a great look (for more on that, check out this post). For example, the white T and jeans is Rebel Without a Cause, classic “tough-guy.”

But a well-knit sweater? It’s a little bit professor / dad  / merchant-marine captain. It’s authority and confidence. Paired with the white T, it builds a nuanced, literally layered gestaldt  – pleasing to the eye and complex.

sweaterv2 Three rules: a) it’s gotta fit slim but not tight, b) it’s gotta be decent quality (no holes or stains, no pilling) and c) it’s gotta have a subtle and understated pattern. Paul found a sweater that fit all 3 criteria, and it looks great.

Shoes: No Need to Be Distressed

As you know, it’s all about shoes. There are many places you can cut corners on an outfit and get away with it, but if your shoes aren’t on point, the whole look is shot.

Here’s also where Paul’s taste and vision for his new look really shined: we found a pair of Frye wingtips on sale, and he took right to them. The leather is stylish (wingtips, after all) but these shoes featured distressed leather and a crepe sole – which you might be familiar with from crepe soled desert boots. They’re casual by definition.

Do the math: classy wingtip plus “tumbled” (a kind of distressing) leather + crepe sole = high/low mash-up.

Blazing the Trail

Finally, Paul chose a few blazers to round out the classy part of his new, rugged look. Each blazer adds a different element, and when paired with a dark polo or chambray shirt, they have a chance to shine. (BTW, for more or how to rock a polo, click here – and for more on the power of a chambray shirt, click here).


chambray2Ready for your own Style-Up?

I won’t hold your hand, but I will guard the fitting room door.

Live in the bay area? A Style-up is painless. Maybe even fun. And it might help you land a date / job / both at the same time. Email Me and we’ll get you on your way!

Outside of the Bay Area? Through the miracle of the interwebs, we can arrange an on-line consultation. You’ll end up with a handful of great items, some new looks, and a spring in your step. Click to Email Me.


Want to See More Style-Stories?

Marco? Polo!

stripeypoloI hope I’ve made a decent case for why you should wear a tie on vacation, but sometimes, a tie isn’t going to happen:

You just got home from a long day at work and can’t wait to get out of your office clothes. Tie = oppressive.

You’re going to a flea market to buy a semi-functional pinball machine. Tie = impractical.

You’re going to a swimming pool. Tie = out of place.

You’re going to a toddler’s birthday party. Tie = death by strangling.

You could throw on a t-shirt, but why do that if you can wear a great polo?


tennis

If you’d had to wear something this starchy and hot to do something athletic, you would’ve invented a garment, too.

Let’s start with things you didn’t know about polo shirts:

1. In the 20s, a famous tennis player was sick of the flannel pants and long sleeve shirts that composed “tennis whites.” He invented a garment out of pique cotton (waffley weave, for you non-french speakers).

His name? LaCoste. I’ll let you guess what animal his company stitched over the pocket.

2. The shirt, both lightweight and rugged, with a collar that could be flipped against the sun, caught the attention of Polo players. One South American polo club added an emblem of a rider on a horse. It was wildly popular.

Guess why we call it a polo shirt…? 

3. Golfers, in the 50s, got their own version with a pocket over the right shirt for scorecard and tees, often with a a placket extending lower on the shirt than the older tennis shirt/polo shirt.

This version was later made of lycra and other stretchy stuff.

toobigpolo

What not to do: seams need to fall on shoulders.

4. Ill fitting polo shirts have become industry standard uniform for retail and counter-clerks, a proliferation of baggy, flappy-sleeved polo-shirts have given this handsome garment a very bad racket. No pun intended.


Now, you’re a polo shirt maven, at least as far as history of the shirt is concerned. And if you look around, you’ll see that this shirt is everywhere, but generally, it’s worn poorly.

The white, blue and red accents will not make you look like Yankee Doodle. It will, however, lend your outfit a timeless, classic past-time look.

The white, blue and red accents will not make you look like Yankee Doodle. It will, however, lend your outfit a timeless, classic past-time look.

Let’s start with color

One of the things that makes a polo shirt (potentially) classy is that, well, it’s classy in the literal sense of the word. It hails from tennis and polo

2 pockets? Trim? Stitching? This poor shirt doesn't know who or what it is!

2 pockets? Trim? Stitching? This poor shirt doesn’t know who or what it is! Keep your polo simple!

and golf, games that, historically, were thought of as “gentlemen’s” games.

And, like many uniforms of olden days, the garments were white (with red and blue accents). 

For this reason, when you put on a polo shirt, you have the potential to tap into some of this stately, classy, gentlemanly business.

bill

Classic mod – sporty and badass.

Let’s continue with attitude

While the polo began as a sporty shirt, the mods of England adopted it, and wore them as they tore up London on the backs of Vespas. 

Today, if you pair your polo with some sweet shoes and a rock-and-roll scowl, you may merit to be the main-character in a coming-of-age movie with a classic sound track.

What not to do. In soooo many ways.

What not to do. In soooo many ways.

Let’s focus on fit

The fastest way to ruin a good polo look is with a shirt that billows around the belt-line and sleeves.

Get your Polo as slim fitting as you can without it being downright tight.

In fact, look for a label saying, “slim fit.” That’s a good place to start, even if you’re a normal sized guy.

polo

Unstructured jacket and white shoes #1

Let’s focus on the outfit

Pair your polo with an unstructured jacket and white shoes for a luxury-relaxed look.

Let’s find a good polo:

My favorite is the slim fit Fred Perry. If you buy it on e-bay, be sure to find one with a tag saying 36″ (slim fit), made in UK. The made in China variety has a much bigger collar and is baggier.

For a bargain, try the Original Penguin brand or a used Ben Sherman, but don’t get suckered in by fancy stripes and patterns.

You want a classic-classy casual shirt? A white polo is as

Then again, even my rules are made to be broken...

Then again, even my rules are made to be broken…

classy-classic casual as they come.

Style Story: Chris K

Above, Chris’s Style-Up: Before and After.

Over the years, I have gone through my own style growth.

I have learned a great deal: what rules to follow, what rules to break, and how style is more about self and identity and less about cloth and clothes.

I call the process of matching up my outsides to my insides (and maybe stretching both in the process) “Styling-Up.”

“Styling-Up” might be part of someone’s “Style Story” (my nickname for the story that we tell about who we are and how we choose to express ourselves). I’ve been fortunate enough to assist a few in their newest chapters.

As much as I’ve enjoyed the looks on their faces (or their significant others’ faces) as they came out of the dressing room in Styled-Up gear, I’ve found the stories behind the Style-Up to be meaningful and inspirational.

Meet Chris – in his own words. The cartoons are mine.


Chris: Database Designer and Published Author, Chapel Hill, 41.

WHAT WERE YOUR FEELINGS ABOUT YOUR STYLE “BEFORE?” WHAT DID YOU LIKE? WHAT WASN’T WORKING? 

I have a superman cap I've been wearing off and on since I was a grade-schooler, and golly, it's fantastic.

I have a Superman cap I’ve been wearing off and on since I was a grade-schooler, and golly, it’s fantastic.

  • I’d never really been much for paying attention to clothes. I’ve generally worn things that are comfortable, easy to keep clean, and, well, don’t require too much fussing. Recently, I went through a very Steve Jobs phase. Which isn’t to say I wore a black mock-turtle neck and jeans every day, but I was into very utilitarian, simple clothing (read: solids) that didn’t draw attention to itself (or me). I do have a cool Hugo Boss suit, but how often can you wear a Hugo Boss suit? Well,  every day, I suppose, but I’m not that type’a dude.
  • That said, I do become very attached to certain pieces of clothing. For example, I have a Superman cap I’ve been wearing since I was a grade-schooler, and by golly, it’s fantastic. You can almost see through the material, it’s worn so thin, and the integrity of the bill has been breached (and supported by paperclips) since the late 90s. This proves that I’m not a heartless, anti-clothing troll, right? I have a heart and sentimentality.
  • Still, I yearn to look good. Well, naturally—who doesn’t want to look good? I’d already figured that choices about what to wear could directly affect how others (girlfriend, friends, colleagues, potential clients) see me, but I didn’t have the energy to unlock that code. Enter Style For Dorks.

WHAT’S THE STORY BEHIND YOUR INTEREST IN “STYLING UP?”

  • I have a lot of exciting, new things in my life. I’m traveling frequently to New York, to London, to San Francisco—networking and working with creative people—and I thought it would be fun to show up always looking put together, always looking on top of my fashion game.

SINCE YOUR STYLE-UP, WHAT HAVE YOU ENJOYED/ NOTICED / LEARNED? 

Before the Style-Up I was a flat glass of milk. After the Style-Up, I’m an effervescent bottle of Italian Soda with a twist of lime.

Before the Style-Up I was a flat glass of milk. After the Style-Up, I’m an effervescent bottle of Italian Soda with a twist of lime.

  • Well, for one, it was über fun. I wasn’t sure how I was going to feel about it—and sort of prepared to grit my teeth and poo-poo all of Evan’s choices and combinations using my polite coping skills, but once we got going, I enjoyed it. I’m a left-brained programmer in my day job…so it was a nice change, focusing on texture and color and pattern and subjective beauty and how all these things combine to create a look.
  • I was surprised at how many different combinations you can get from a few select items. I think I have enough varieties here to wear something different every day until the machines become self-aware, none of this is relevant any more and we’ll all flee to underground tunnels and wear silver, polyester bodysuits with numbers on them (I’ll be THX 1138).
  • I have to admit, after the Style-Up, I have a little extra glide in my stride. Before the Style-Up I was a flat glass of milk. After the Style-Up, I’m an effervescent bottle of Italian Soda with a twist of lime. I want to be seen. I stand a little taller.

IF YOU COULD “CHANNEL” THE STYLE TRAITS OF ANY PERSONALITY, WHO WOULD IT BE? 

Steve McQueen in Bullit or Paul Newman in Cool Hand Luke—both pull off that "effortless stylish" thing.

Steve McQueen in Bullit or Paul Newman in Cool Hand Luke—both pull off that “effortless stylish” thing.

  • That’d be Steve McQueen in Bullit or Paul Newman in Cool Hand Luke—both pull off that “effortless stylish” thing. I’ve always been really good at the effortless part, but I’m kind of excited about focusing now on the stylish.

The Style-Up

sweater and tie

Slim and Simple:

In a recent interview with J. Weekly, I was asked what a man on a budget could do to Style-Up, and my first piece of advice was to make sure your shirts fit properly – notably, shirts’ shoulder seams must hit right at the shoulder.

Shoulder seams should hit right at -- well, the shoulders.

Shoulder seams should hit right at — well, the shoulders.

Chris and I started at Banana Republic and picked out 3 staple shirts: chambray, and black gingham.

All three were snugger in the torso than Chris was accustomed to, but a saleswoman watching us remarked, “Looking good! Great fit! I hate it when guys wear their shirts too baggy!”

Going into the Style-Up, Chris (who had read my polemic on the power of the knit tie) warned me: I will not be buying any knit ties.

I reassured him that there would be no knit-tie pushing.

Until he found a sweater he liked and asked what I would advise wearing it with.

Let’s just say that Chris is the proud owner of a fly knit tie.


Through the Denim, Darkly.

Through the Denim, Darkly.

Denim Darko: 

Though Chris emerged from the Style-Up with enough outfit options to suit up during his entire upcoming international adventures, he only needed one pair of pants, and, perhaps surprisingly, it’s something he already had.

Jeans.

But all jeans are not created equal, and the best jeans are not the most expensive, and they do not push a fancy, gourmet label.

Rather, the distinguishing feature is that they must be dark denim. Dark denim is not the same as faded bluejeans. They look sharp. They look “grown up.” They never look douchey, and you can wear them with a t-shirt if you’re ready to rock a Paul Newman look, or with a nice shirt and thin tie, if you’re ready to bag a new client with the best barrel-aged Manhattan ever. 

We picked out a pair of slim-fitting, straight leg jeans in an indigo-blue color, and we cuffed them at the bottom so there was no drape.


Chris, time to get comfy with the fact that your shoes are gonna be ogled.

Chris, time to get comfy with the fact that your shoes are gonna be ogled.

 Eye-popping shoes

Chris likes to wear a pair of hiking boots when he’s taking his kids to the park, but his best leather shoes are sweet oxfords from To Boot New York. They are classy but conservative.

To bring Chris a bit forward into flair-city, we fit him with two pairs of shoes which I was jealous of.

First, he surprised me by pulling from the shelf (I’d like to think it has to do with my comforting presence) a pair of Monk Strap Dress Shoes.

Monk Straps are the flashy cousin to the Oxford. They’ve been making the feet of men fly since European friars rocked them for their foot-protecting, laceless simplicity. Now, paired with dark denim and a stylish shirt-n-tie, they’re a little bit classy and in fact – a little bit dandy.

Monk Straps: Classy with a touch of dandy. And a touch of the best dressed Franciscan Friar in the abbey.

Monk Straps: Classy with a touch of dandy. And a touch of the best dressed Franciscan Friar in the abbey.

I figured that was it for fine footwear, until Chris laid his eyes on a pair of shoes close to my heart  – blue Allen Edmonds neumoks. I suggested, back in a post on the top five stylish to do with a Tax Refund, that anyone who lays eyes on these shoes might find their eyes welling up in joy – whether for their style or for the fact that they’re union made in Wisconsin.

Their red laces played off the “trust me” socks I’d put in the shopping basket earlier. and though they’re bold in their color, they go with everything.


Blaze it, Sweat It 

Chris wouldn’t have described himself as much of a “blazer and tie guy” … like about every other fellow I’ve done a Style-Up with. And like many of us, the second he found a blazer he liked, it was like he’d just discovered wood-fired margherita pizza with fresh mozzarella and fresh basil. 

Like a pizza from Del Toro, great style is all familiar ingredients – just better. Fresher. And more lovingly made. And the meal, as a result, is fan-fricken-tastic. It’s beyond being simply full at the end of a meal. It’s being moved and delighted and kind of impressed.

We left Banana Republic with a fine pair: an unstructured (no padding, no lining) navy blue blazer and a classy grey blazer. Both items can be paired with shirt and tie for a casual, styley, professional look, but the blue one (with it’s working buttons) can be worn with a white t-shirt, sleeves rolled up, for a rock-star on a nice date look.

chris booya


Ready for your own Style-Up?

I won’t hold your hand, but I will guard the fitting-room door.

Live in the bay area? A style-up is painless. Maybe even fun. And it might help you land a date / job / both at the same time. Drop me a line at stylefordorks at gmail dot com.

Outside of the Bay Area? Through the miracle of the interwebs, we can arrange an on-line consultation. You’ll end up with a handful of great items, some new looks, and a spring in your step. Drop me a line at stylefordorks at gmail dot com.