Leaning over the white wooden fence that lines the race track at Hastings Racecourse, Prevail Hendriks waves an outdated program and urges on an imaginary horse.
“Go, number five,” Hendriks yells enthusiastically, as if the track is crowded with horses.
The scripted scene is all part of a photo shoot about men’s fashion and the popular Deighton Cup held annually at the track — and Hendriks is ready for his close up. Despite the day turning unexpectedly hot, Hendriks maintains his easy grin and never once complains during the lengthy shoot — despite the fact he’s dressed in a suit jacket, long pants and a hat.
Looking both cool and casual Hendriks exudes style, which is what it takes to be named best dressed man or “Gallant Sartorialist” at the Deighton Cup Style Stakes, one of the highlights of the day at the races — and of Vancouver’s social scene.
And since Hendriks, also a member of the Juno Award winning hip hop group Swollen Members, earned the title last year, the Courier went to the source looking for men’s style advice for the Deighton Cup, famous for its fashion, food and fascinators. Not wanting to give away his complete look for this year’s event, Hendriks mixed and matched some new pieces with past favourites for this shoot. The 10th annual Deighton Cup takes place at Hastings Racecourse July 21.
You were named the “Gallant Sartorialist” at last year’s Deighton Cup. What does that mean exactly?
Being crowned as the Gallant Sartorialist was a true honour. Deighton Cup is such a great and important event and to be fortunate enough to receive the top prize definitely instilled a sense of confidence in terms of style.
How many years have you been attending Deighton Cup?
My first Deighton Cup was about six years ago. I actually attended with my nephew and we had a blast. That year I rocked a vintage Vivienne Westwood outfit and fell in love with the spirit of the event.
For most women attending Deighton Cup, it’s all about the hat. How important is that for men?
As with all things in life, to each their own, but for me, a great hat is imperative. My chapeau this year is a bespoke piece by MJ at West Coast Hatters and she is a true master of her craft.
What’s the most important accessory a well-dressed man needs for Deighton Cup?
I always appreciate gents who can proudly rock a boutonnière but add-ons like a pocket watch or broach also add a certain dégagé.
Is a pocket square mandatory?
Not necessary, but always awesome as long as the general rule is followed — If you have neckwear with sheen, your pocket square should be a dry or matte material.
It’s popular to mix patterns on top and bottom. Is there a rule you follow to make sure that works and you don’t end up looking like Randy Quaid in Vacation?
If you are going pattern heavy, make sure to compliment with varying textures. And be mindful of sizes — i.e. a window pane jacket needs a gingham check shirt to balance.
How long does it take you to plan your look for Deighton Cup each year?
I plan my outfit a few months in advance. As the West Coast Ambassador for Surmesur, this is the first year I was able to design my entire ensemble from top to bottom.
Do you do any vintage shopping for your outfits?
My signature piece is always neckwear of some sort from Hermès and this year I landed a very appropriate vintage pocket square, which I roll over like a neckerchief.
Who are your fashion influences?
I’m always a student of the game and I think experimenting (once you learn a few basic rules) is one of the most fulfilling aspects of life. I have two books that I consider mainstays and in tantamount they harken back to the best dressed gentlemen of all time while also celebrating the new visionaries, Alan Flusser’s Clothes and The Man and Nathaniel Adams’ I am Dandy.
Any quick tips for men attending for the first time?
Have fun!
