Gail Sibley, All Wed, Unison Colour pastels on UART 600, 12 x9 in

When Gifting a Painting Feels Like a Leap of Faith

My nephew was getting married. I asked my sister to suggest what might be a good gift, and she said, He loves art—paint something for them. Nice idea! But immediately I began to get anxious about gifting a painting. What the heck was I supposed to paint that would be meaningful for them, that would make them happy? 

They were married in France, and unfortunately, I couldn’t make it to the wedding. (Read: really unfortunately!) But that’s life. As I looked through their wedding photos, I was struck by the beauty of the buildings, bathed in gorgeous late afternoon light. I knew then—whatever I painted, it would be connected to this place.

The Challenge of a Surprise Painting

Here’s the thing: gifting a painting isn’t the same as buying something off a registry. Art is personal. People have specific tastes, and what speaks to one person might not resonate with another. A surprise painting—one that isn’t a commission and that the recipient has no idea they’re getting—is actually quite nerve-wracking to create.

In many ways, gifting a painting feels like stepping into the unknown—will they love it, or will it end up tucked away in a closet?

I couldn’t second-guess the couple’s taste. Instead, I had to trust my instincts. I knew my nephew liked my work, so I took a leap of faith.

Choosing the Subject

I narrowed my choice down to four reference photos of the France venue and developed some thumbnails. Two of them really stood out. The deciding factor? One of them had a vineyard in the distance. To me, that felt undeniably French. Sure, vineyards exist all over the world, but this scene just had that je ne sais quoi of the French countryside. That sealed the deal.

Gifting a Painting: Pencil thumbnail
Pencil thumbnail

And this is where the artist gets to take a few liberties! The vineyard in the photo was off to the right, but I moved it closer to the building. That way, it felt more connected to the scene, and I avoided painting unnecessary background detail. (And let’s be honest—unless you’re holding up the reference photo, who’s going to know?)

Bringing the Painting to Life

I settled on a 9×12 size—small enough to frame easily, big enough to enjoy painting. Working from my thumbnail, I started with a vine charcoal sketch to map out the composition.

The reference image and the charcoal sketch on UART paper
The reference image and the charcoal sketch on UART paper

Then, I needed to make a decision about the underpainting colours. To create vibrancy and depth, I used opposite temperature colours—warm tones under the cool shadows, cool choices under the sunlit areas.

(These photos of the progression were taken on my old ipad – my phone was busy recording a video of the process! – and seem rather dull but they give you the gist of the development!)

Gifting a Painting: The three value underpainting
The three value underpainting

From there, I started to build the painting. As always, I needed to move through the ugly phase. 😝

Gifting a Painting: Moving into the ugly phase
Moving into the ugly phase

I added more pastel and began building the painting.

Gifting a Painting: Building the painting
Building the painting

I then refined and added details.

Gifting a Painting: Adding some details
Adding some details

And then it was time to step away. Perhaps it was finished. Or was it?

Complete....or is it
Complete….or is it

Well, when I returned the next day, I realised that what was supposed to be a rock in the foreground, looked like not a rock! Instead of worrying about making it look more rock-like, I decided to change it into a grassy area instead. (I need to go and learn from Lyn Asselta’s marvellous Masterclass on Painting Rocks in the IGNITE! Membership.

I also felt I needed to push the trees and vineyard into the distance so I cooled, lightened, and dulled the background. I did this with a pale blue pastel stick followed by very lightly applied strokes of vine charcoal. 

I also did some more defining of the ground area and cast shadows. Can you see all the changes I made?

It’s always a good idea to give your painting a break to then come back and see what needs to be done!

Gail Sibley, All Wed, Unison Colour pastels on UART 600, 12 x9 in
Gail Sibley, “All Wed,” Unison Colour pastels on UART 600, 12 x 9 in
Gifting a Painting: The Unison Colour pastels used
The Unison Colour pastels used

The Moment of Truth!

Handing over a painting is always a little nerve-wracking. Did I capture something meaningful for them? Would they love it? Would they have to pretend to love it?

Luckily, they did love it (or they’re excellent actors!). More importantly, I loved the process—taking what was a memory for them, interpreting it in my own way, and offering it back as something uniquely personal.

So, if you’ve ever thought about gifting a painting, my advice? Trust yourself and take the leap. Choose something that resonates with you first. And remember—it’s not just about the final piece; it’s about the thought, the care, and the story behind it.

Have you ever gifted a painting? I’d love to hear your story!

Until next time,

~ Gail

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Comments

8 thoughts on “When Gifting a Painting Feels Like a Leap of Faith”

  1. I have “gifted” a few painting as wedding gifts. What I did was buy something from their registry, then placed that object in a still life set up. I painted the still life and and then gave them both the painting and the object from the registry as my gift. That way if they didn’t like the painting, they still got something they wanted! These were couples I knew well and of course they all said they loved the painting but you never know…

    1. Ohhhh that’s such a cool idea!! Thanks for sharing it with us 😀
      (My nephew and bride didn’t have a registry – they wanted everyone to come to France for the wedding – that was the gift!)

  2. Andrea K Hofmeister

    I’ve done several posthumous dog portraits and I find these very rewarding but also nerve-wracking. One time, the woman just stared at the painting of her late beagle, and I wondered if she was trying to tell me she didn’t like it. It turns out that she was trying not to cry. It was just what she wanted and I was pleased. I found out later that her 2 kids bawled when they saw it and she had to put it away for 6 months until they had time to grieve. Now, it sits proudly in her living room. Gifting art – always a challenge.

    1. Ohhhh thank you so much for this story Andi!
      I know that feeling, when someone is just looking at the piece, back turned to you, and that dreadful feeling you get that they are thinking about how to break the bad news to you! I know now, with experience, that’s rarely the case and instead, they are mostly in awe or being moved as was your client. Thanks again!!

  3. Your process and thought behind your gift was so meaningful. Recently I wanted to gift a painting to friends who were letting us stay in their Florida condo at no charge for a few nights. Choosing my top three pastels that would seem fitting, I sent photos of each to them and let them choose. I was happy they selected one of my favorites and delivered it them. The next day it was up on their wall and fit perfectly in the spot they chose. That helped with not only initially surprising them with the offer of original art, but allowed them to pick out what spoke to them. I’m sure your nephew and new bride were thrilled with your gift of art!

    1. Mary, I love your story! That was a great way to offer the gift to your friends and how wonderful that it so quickly found a spot on their wall!!

  4. As always, I am particularly interested in the thought that goes into the under painting. Thank you for sharing that process. I love the painting… the sunny warm feeling.

    1. Thanks Cindy! And glad you found the post helpful.
      Sometimes with underpainting there’s a “formula” but often there isn’t and so sometimes, it’s difficult to verbalize the choice of colours. Glad I was able to do that this time 😁

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Gail Sibley

Artist. Blogger. Teacher.

My love of pastel and the enjoyment I receive from teaching about pastel inspired the creation of this blog. It has tips, reviews, some opinions:), and all manner of information regarding their use through the years – old and new. Please enjoy!

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