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Swashbuckling Style

Portland Pirate Festival

Walk the runway—or the plank?

By Meghan Hilliard

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Leave the pants to the men. A pirate performer in a skirt duels her opponent as festival attendees look on.

View Slideshow » Photo: Kerosene Rose

Leave the pants to the men. A pirate performer in a skirt duels her opponent as festival attendees look on.

View Slideshow » Photo: Kerosene Rose

A clash of culture: A pair of pirates clutch their coffees and watch Jake Duncan Digeridoo & The Highland Rebels perform a few nautical numbers at the Bowspirt Stage.

View Slideshow » Photo: Kerosene Rose

Detail of one of Michelle Thorstorm’s corset creations.

View Slideshow » Photo: Kerosene Rose

The Dress Like A Pirate booth (left) offered an assortment of stylish hats to accent the many different looks seen at the Portland Pirate Festival. Michelle Thorstrom answers queries about her fine line of corsets.

View Slideshow » Photo: Kerosene Rose

Vendors came from as far away as Utah to display their booty at the Portland Pirate Festival.

View Slideshow » Photo: Kerosene Rose

Baubles, beads, and other bling provide the eye (and ear!) with some fancy flair.

View Slideshow » Photo: Kerosene Rose

Doubloon necklaces (left) were just one of the many treasures found in vendor tents. And there is no age restriction when it comes to pirate participation.

View Slideshow » Photo: Kerosene Rose

A participant in the “Sink the Ship” competition (left) has all hands on deck. Three-year-old Emily Snyder keeps her eye on the action

View Slideshow » Photo: Kerosene Rose

Captain Splinter from the BOOM Pirates prepares to lead the crowd in another drinking song.

View Slideshow » Photo: Kerosene Rose

After losing to his female foe in a spirited display of swordsmanship, this pirate fencer asks the spectators for a few coins.

View Slideshow » Photo: Kerosene Rose

Tony Thompson and Kat Whalesby from Pirates of Treasure Island in Seattle show off their dapper duds while representing their organization at the Portland Pirate Festival.

View Slideshow » Photo: Kerosene Rose

Although real cannons weren’t used in the weekend’s spectacle, large mortars were fired frequently, shaking the sky above St. John’s Bridge.

View Slideshow » Photo: Kerosene Rose

Husband and wife, Daron and Tara Gildow (left) coordinate in rich maroon. You can never be too prepared. This swashbuckling citizen brought his sword and gun to the party.

In a “previous life” (which is how I like to refer to my college years), I used to dress up like a pirate. This wasn’t an everyday occurrence, but I confess that I frequented more pirate-themed parties than Charles Bukowski frequented happy hours. At the time I thought it was acceptable to wear Jolly Roger dresses and gold Mardi Gras beads as belts. Although the handy “detag” tool on Facebook has enabled me to keep such images to myself (I’m a professional now), such youthful indiscretions have made me Portland Monthly’s resident pirate crackerjack.

Naturally, I felt compelled to set sail to the 2009 Portland Pirate Festival in Cathedral Park on September 19–20, to see if buccaneer fashion had finally evolved from the oh-so-2003 Jack Sparrow approach to more unconventional looks.

“It’s less about being historically accurate,” Dress Like A Pirate founder, Shayna Vest tells me. “This year many are mixing eras. We’re seeing a lot of bustle skirts, mini riding hats, and ruffled bloomers—overall more of a Victorian feel.”

Avast! Ye best 2009 pirate trends:

Buxom Beauties: Thanks to such vendors as Damsel in this Dress, wenches on the Willamette were outfitted in the finest—and tightest—corsets made from textured jacquard upholstery fabric. These essential items are made to accentuate everything we love about saucy buccaneer babes: their hips, their waists, and their, um, cannons.

Michelle Thorstrom’s custom creations are constructed with fiberglass rods dipped in rubber to give adorned women that perfect hourglass figure. Although historically women flattened their chests in the 1600s, Thorstrom stands firm in her belief that if the decolletage option was available in the 17th century, ladies would have happily taken it. “Do you really want to look like a tree’s stump?” she asks.

Scurvy dogs: In today’s age, the more bling you have, the more important you are. Well before rapper Rick Ross had his own face constructed out of diamonds for a medallion, Captain Barbarossa (aka, Captain Red Beard) had his head garnished in feathers. The more embellished the hat, the higher your rank. Duck, peacock, and semiplume tufts graced the heads of self-proclaimed captains as they watched Jake Duncan Digeridoo & The Highland Rebels spectacle. “You want something colorful, but not over the top,” costume designer Nyssa Baugher says about men’s headwear. “Its goal is to be eye catching, to let those know around you what your rank is.”

The men of Cathedral Park took it one step further. With vibrant hues of crimson and indigo, the feathers placed in each man’s hat were far more exaggerated than that of any seagoing swashbuckler of yore.

But don’t dump the parrot and peg leg quite yet. Although many women at the Portland Pirate Festival took their looks outside the box more than the men, traditional pirate style trends were still upheld in timeless fashion. After all, one can’t help but swoon for women in peasant blouses and men in eyeliner.

Thanks for reading!
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