Break the Ice: How to Paint a Complete Stranger’s Portrait

Showcase your talent and win big in Artists Network prestigious art competitions! Discover competitions in a variety of media and enter for your chance to win cash prizes, publication in leading art magazines, global exposure, and rewards for your hard work. Plus, gain valuable feedback from renowned jurors. Let your passion shine through – enter an art competition today!

Matt Cauley is changing the face of portraiture. Instead of painting C-level executives and the well-to-do society scions in thoughtful, symbolically rich poses and settings, Cauley’s portrait subjects are the everyday men and women he sees on the street, the subway, or perhaps in the neighborhood coffee shop. Securing subjects for his paintings forces him to face one of his fears, something many artists dread: approaching a stranger you want to paint. We caught up with Cauley and spent some time talking about approaching strangers, how not to fear rejection, and learning to go with the flow. Here’s our conversation.

Morning Sludge (acrylic on canvas, 20×30) Matt Cauley

Do you remember the first time you approached a stranger you wanted to paint? What was her/his reaction?

Matt Cauley: The first time I approached a complete stranger, my wife and I were out getting coffee at our local deli. It was bitter cold outside with snow falling pretty heavily, and it was fairly crowded and noisy inside the coffee shop.

As we were in line, I saw a woman near the window who had just sat down with her cup of coffee. Her face was pale, her nose a bit runny and a brilliant bright red, and her hair was slightly disheveled. You could tell the winter weather had hit her hard that morning. Yet, she had the look of pure enjoyment on her face as she was about to take her first sip of wonderfully delicious coffee. It was such a calming, soothing expression — the same serenity I think we all feel when we take that first sip, especially on a wintery day.

I mentioned to my wife that visually it would make an excellent painting. She agreed and encouraged me to go over and give the woman my card. I was hesitant at first; my natural inclination is to not bother someone out of the blue, especially in a crowded or noisy environment. The next thing I knew, I was navigating over because I really wanted to make that painting happen. II politely asked the lady if I could bother her for a moment — quickly introducing myself as a portrait and figure painter. I explained to her that I was always on the lookout for interesting subjects to paint. As I reached for my card I couldn’t help but feel a bit like a pushy salesman, so I tried to keep it a no-pressure situation.

What was her reaction?

MC: She seemed receptive to at least the idea of a painting. I didn’t ask for her information, but rather I left her a card with my email and portfolio information. I invited her to check out my work, and if she liked what she saw, to please contact me. She reached out a few days later, expressing interest in taking part in my next project. [See Morning Sludge, above, for the final result.]

Hansel (acrylic on canvas, 30×20) by Matt Cauley

Have you ever misread a person and created a storyline that was out of character for your subject?

MC: Oh, sure. One time I thought I had the perfect visual lined up for someone. Yet, after I presented the idea she felt I’d really missed the mark on her character. I was envisioning a very stiff, gothic, almost Tim Burton-type of portrait. As it turned out, that wasn’t her personality at all. l didn’t want to completely dismiss the idea, so I reworked the approach to match her subtle, quietly sly demeanor. Something unexpected developed through that compromise and the resulting painting was quite good. That’s one of the joys of incorporating the subject’s story and personality into the painting.

Has anyone ever turned down your request to paint their portrait?

MC: On occasion. Sometimes they simply aren’t comfortable being depicted in a painting. A few times a subject’s own insecurities made them feel uncomfortable with the idea. Recently I asked a fellow artist to sit for me. Although she loved my work, she explained that she was still trying to figure herself out. Therefore, she wasn’t sure if she was comfortable with someone else “defining her” artistically before she did so herself.

Khadi (acrylic on canvas, 30×20) by Matt Cauley

Do you have to scrap the idea if the subject says no or do you look for a substitute, a lookalike or understudy of sorts?

MC: If someone says no, I will look for alternate subjects for different projects, but never lookalikes. If anything, 50 percent of each painting draws inspiration from the person’s own story. When I shift gears with a new model, the painting concept adjusts accordingly. The original idea gets put on the back burner on the chance I can ever revisit it with the intended subject.

Is it safe to assume that a person’s insecurities are why they decline your offer?

MC: Definitely. A few have declined due to their body-image issues. On the other hand, sometimes that insecurity is exactly why they want to sit for me. People have shared that by sitting for me, they hoped they would better deal with, if not overcome, their negative body issues. The process can be therapeutic, therefore I never try to convince a potential subject if they’re just not ready. It’s better to let them know the invitation is always there. I tell them I can tailor the project to fit their comfort level should they want to sit for me in the future.

Matt Cauley (Photo by Justyna Fijalska Photography)

What advice do you have for an artist who hasn’t asked a stranger to be a part of their art?

MC: I would suggest asking friends and neighbors to sit first. Get a little bit of that confidence built up, along with the experience that goes with it. The more confident you are in the proposal, the more confident your subject will feel about the project. Even if they say no, that’s still a positive. You’ll learn more about why people might turn down your project and how to improve your proposal process.

You may also like:

Related Articles

Join the Conversation!

Become a member today!

Choose an option below to join now.

$14.99/month

Join Now

 

Free Gift Included

$99.99/year

Join Now

 

  • Stream over 850 videos anytime, anywhere.
  • Enjoy exclusive events with live discussions from today’s top artists!
  • Get access to the Artists Magazine archives and save 30% on additional magazines.

View All Benefits

*Membership cannot be purchased with Gift Cards.