Some say a person’s character can be revealed through their choice of footwear, others in how they treat wait staff. I choose to believe you can glean quite a bit from a person’s choice in portraiture. I’m sure you’re thinking I’m a bit off my rocker. Nobody commissions portraits any longer outside of their final year of high school and who wants to be judged by those? I certainly loathe that idea! I enjoy the thought of eventually having my likeness immortalized, but by whom?
My immediate response would be to dig up and reanimate Giovanni Boldini to let him have a go at it. His portraits of Marchesa Luisa Casati smolder and haunt me.

Marchesa Luisa Casati with a Greyhound
If he proved unavailable, I would then seek out John Singer Sargent and channel his Spanish Dancer.

Spanish Dancer
Speaking of lingering appeal, you can’t deny the aftereffects of this Vermeer.

Girl With a Pearl Earring
[Insert gratuitous Warhol plug here.]

Carolina Herrera, 1979
Possibly an homage to Etienne de Silhouette, the embattled French finance minister with a proclivity for cutting portraits from paper, featuring an assortment of family and friends. I do hope they don’t mind being celebrated in the bathroom.
Photography is currently the most popular medium for portraiture and the abundance of gifted shutterbugs no doubt helps. Coco Rocha has said of this wedding present from photographer Steven Meisel, “I’ve never liked hanging my model photos in my home, but this is an exception because it almost looks like a painting.” (I simply love her name, Coco Rocha. Coco Rocha. I could say it all day long.)

Photo by Claiborne Swanson Frank courtesy of Style.com 
Photo by Steven Meisel
But what about something unconventional? A novel approach from a true original, I could have Lisa Borgnes Giramonti embroider me onto a scrap of burlap. I adore the notion of having my visage stitched onto an accent pillow, allowing me to supply much needed lumbar support throughout afternoon tea or keep a watchful eye on my guests even after I’ve left the room.

I dare you to ask this question at your next dinner party. You're sure to gain far more insight into your guests’ psyches than inquiring about their careers or commutes.
Who would you commission for your portrait?