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Dating Edit: How To Dress Like A Modern Day Casanova

1/22/2016

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How to (stylishly) rise to the occasion and sartorially impress come the big date (or Valentine's Day)

style edit: love and the gentleman (header)(monk + eero)

Words + Styling  ~  By Lyle Eero  ~  22 January 2016

monk + eero: love quote (Leo Tolstoy)

Valentine is the patron saint of…(monk + eero)
monk + eero: Eros (the god of love)
Love does not dominate; it cultivates (monk + eero)

monk + eero: love quote (Kahill Gibran)

monk + eero: romantic dating experiences

Cupid be damned...or would that be Eros?

But why?
​
Because you are an able gentleman (or lady) who — in spite of the mischievously enchanting abilities the stoutly winged deity enticingly touts before you — has fully committed all his available resources and time to planning, orchestrating, and successfully delivering upon the promise of a truly memorable lust-filled evening (to wooing the apple of your eye, as it were) no matter the cultured itinerary, level of relationship commitment, or marked significance of the occasion (Valentine's included)…and all without the gilded pinch of his vaunted arrow.

In other words: You've made light work of his ancient craft, rendering him irrelevant while effectively signing and delivering his notice of employment termination all in one fell swoop.

But, my question to you is: Have you sorted out what to wear come the occasion?

If your reply was a definitive no or you commonly set aside (neglect) your appearance, leaving it with something to desire, then I'm here to inspire and inform upon just such matters; to stylishly placate any questionable shortcomings you may have. Why? Because failing to put in the effort to properly dressing for the appropriate occasion — while it might seem initially trite, vain, or simply a mere afterthought to most men — can genuinely curtail (or even derail) all the romantic plans you have taken so much effort into carrying out. For you see,  your personal style is a bonafide game-changer that has a more profound effect on the ultimate success of the proceedings then most have come to believe or even imagine. 

monk + eero: storied romantic gestures

The takeaway: Always aim to please.
To (aesthetically and sensually) enchanting not only your date but also revealing in your own refined manner (and if casual bystanders and the like are seen swooning in the stylized residual crossfires, then you are certainly on the right path).


She will certainly take notice and thank you in kind (which will be a massive boon for your confidence...and libido)

With this in mind, I've provided the pertinent cultured briefings on pre-date grooming, proper gifting, and romantic dating experiences  alongside an exclusively curated collection of inspirational style guides for three of the most popular (Valentine’s Day included) dating scenarios in the modern gents arsenal: the (fully catered) fine dining formal evening out on the town, the day date (picnic included)/exploration of the city, and the intimate night in (home cooked meal + backyard movie projector screening/cultured entertainment). 

From the fanciful (formal) to the comforting (casual), these capsule wardrobes can be pulled off with sartorial aplomb by one-and-all while likewise gallantly sorting out that one glaring omission that is often neglected by the average modern courting man: his style.

So gentlemen, here's to making her swoon, to cutting an elegant and charmingly handsome figure no matter the occasion while stylishly elevating your look to a cloud-nine level sartorial pedestal. To becoming a tastefully chivalrous modern (monogamous I must add) lothario.


The rest, well that's on you.
For more on gentlemanly decorum, how to conduct yourself while dating, and a summer picnic style guide click here.

Style Dossier: Day Date/Exploring The City (monk + eero)

So, the big day has arrived (maybe it's Valentine’s Day or even that ever important first date) and your whimsical plans have actively been set in creative motion: romantic venues have been scouted; restuarant reservations/getaway bookings have been made; a lovely floral bouquet has been handpicked; and you have finally settled upon the perfect gift — one that is sentimental in nature yet appropriately reflective of what phase the relationship is in —to properly put a unique stamp on the occasion (ie. not a last minute ditch effort that screams of desperation or worse yet, indifference). 

Point being: you have gone beyond measure to ensuring the day (and evening) proceeds without nary a blip, so now is not the time to let down your guard by neglecting your personal wardrobe. It's that charming finishing touch that will make all the difference..

That said, do you have any inkling as to what to wear on what specific date?

 Sure, you may well be adequently informed on the basic styling parameters of certain dating scenarios, but do you truly understand what putting in that tiny extra (and simple I must add) sartorial effort can do for the memorable nature of said date? To just what extent sporting properly elevated date-appropriate attire has on your lustful prospects? And to just how crucial (even if she denies it) it is to (stylishly) demonstrate to your significant other just how much you care, respect, and value them?

If not, then rest easy my refined friends as I've strewn about within this very feature the aforementioned varied style guides for the contemporary gent to sartorially reference and aspire towards.

Collectively, any of the chosen three looks will effectively boost your confidence and elevate your style quotient seeing as their stylish foundations are predicated upon utilizing the proven timelessness — and the classic authority — of enduringly charming gentlemanly wardrobe staple wears. Such laureled pieces as the shawled tuxedo (or smoking jacket) and trench coat (to name but a mere two).

monk + eero: gifting guide & aphrodisiacs

On that note, it can often be said (and occasionally rings true) that even the smallest of (style) efforts will be duly noted by many a woman (it's the thought that counts right?), but by choosing to going that extra mile — to giving as much thought and due diligence to your wardrobe needs as you do with the rest of the dating experience — you will be positioning yourself for a truly memorable and special occasion unlike any other, an unforgettable day/evening that is pleasurably ensconced in personal comfort, an aura of love, and an enticingly genteel mystique that befits just such (often milestone) events.

Nevertheless, that’s not to say that you should be wearing your finest (bespoke) suiting to your afternoon brunch date. No sir, it’s all about making sure that you dress not only stylishly but also appropriately for the romantic occasion at hand.

My swift advice, always opt for overdressing rather then carelessly underdressing. For you see, nothing is worse then a man showing up to a fine dining establishment in his denim and leather jacket. Yes, it may certainly look good, but it's also situationally inappropriate and reflectively inconsiderate to your date (who is likely wearing her finest formal dress).

Why? Because your personal styling always makes a difference.


So, leave this critical (mood-altering) aspect to the last minute at your own peril — don't settle with simply tossing on the first thing that catches your eye or that wrinkly (boxy) suit that's been stuffed at the back of your closet for what seems like an eternity. If you do, then you’re simply not doing yourself — nor your date — any justice.

Style Dossier: Intimate Evening In (monk + eero)


THE DETAILS

Grooming, Fragrance, and Decorum

By this point you have undoubtably settled upon the perfect wardrobe — and date — which only leaves your personal grooming at hand...and it should be equally up to scratch.

Whether that entails paying a visit to your barber beforehand (for a fresh cut) or in indulging oneself in a relaxing (at home) clean wet shave is a matter completely at your personal discretion. And if you foresee the evening playing out with the promised fulfillment of — and to be quite blunt — a tangle in the sheets, a touchup of the more intimate regions (as well as your nose and ears) should also be on the checkered docket as would the trimming of ones nails.


As for the alluring nature of smell, I'd advise subtly splashing on your signature scent (or investing in a new one just for the occasion) by applying a dash upon your wrist and modestly dispensing it to all the proper areas. That being said, it should salaciously intoxicate and impress your date and not serve to suffocate them.

On a final note, and in alluding to accessorizing, leave your cellphone in the vehicle or on mute and opt instead to sporting some refined wrist wear in its steed. 


: VALENTINE'S DAY EDIT :

Style Dossier: Valentine's Day Formal Dinner (monk + eero)

BEAR IN MIND: Valentine's Day is primarily about her… but you factor in as well. So, approach it with an open-mind, an intrepid outlook, and without preconceptions nor expectations and the evening will flow as impulse naturally dictates.
Be kind, courteous and passionately vulnerable. And never forget to live in the moment, to take in everything (inhibition free)  without a filter nor a distraction (ie. no cellphones). To cherishing the company and spectacle while displaying the upmost of respect for your date and yourself — too maximizing the evening by placing your undivided attention where it matters most: on her and her alone.

For you see no man is an island, so don't be selfish or self-centred in your approach as it will result in an evening spent in isolation.. On the contrary, show her you truly care when you rendezvous by going that extra mile in every manner at hand  — be it in your planning, gifting, and personal styling.

She cares and so should you!

THE SOUNDTRACK

Whats better then a little R&R on Valentine's Day? A soundtrack to set the mood and play the evening out to. With that in mind, here is a romantic jam to set you on the proper path to a night filled with romance and intrigue…

: PARTING SENTIMENTS :


monk + eero: An Introspective Ode To Love

For centuries gentlemen have been employing their charming decorum and refined style in due course of wooing and winning over that special someone with not only their hearts but also their cultivated wardrobing. To captivatingly stimulating the senses (sight, smell, sound and taste) erstwhile lighting that inextinguishable fire on the emotional front.

And with these three major types of dates stylishly checked off, you are all but guaranteed to admirably continuing on with that storied ( and highly stylized) dating tradition.

As such, the ball is — as the age old adage implies — in your court. So be relentless in your style, your carnal pursuits, your mannerisms, and in playing to your hearts every desire..

Nevertheless, and irrespective of whatever date (and look) you settle upon, never disregard the importance that a kiss and a simple (but powerful) “I love you” (if you truly mean it) can have. Why, because that’s all she'd really ever ask for in the first place anyhow.

And never, and I shall repeat again, never, forget to look the proper part while doing so.
​

Happy dating (and Valentine's Day) to you and yours from yours truly!


CHEERS!

THOUGHTS + OPINIONS:

What's your fail-safe dating wardrobe look like?  Where are you taking your significant other? How about any further essential charming tips?

YOU MAY ALSO LIKE:
  • Gentlemanly Courtship: A Modern Gents Guide To Dating With Style (Classic + Modern)
  • Wardrobe Edit: The Gentlemanly Essentialist
  • APRÈS SKI: A Gentleman's Winter Style Guide
  • Style Dossier: David Gandy
Lyle Eero - Profile Photo
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