A year of smiles and little reminders
We’re making the first ever Keep Smiling Sweethearts calendar.
Pre-order yours now and we’ll print the first batch once pre-orders close on 31st October 2026.
Estimated delivery: November 2026
The story behind The Keep Smiling Sweethearts 2027 Wall Calendar
I started drawing these little characters during 2020. I remember drawing two, framing them and packaging them up to send to two friends, at a time when in-person contact was minimal. Their smiles made me smile, I enjoyed drawing them – simple, easy and each a little unique and special – and receiving photos from my friends filled me with joy.
The Keep Smiling Sweethearts name became a thing whenever I looked at them and their cheerful little faces became a reminder that joy is a choice.
They’ve spent years sitting on my iPad and some on my hard drive, but they made an unexpected comeback at The Worst Book I’ll Ever Write 14 year celebration. People loved them. And then came the question:
“So... When are you making the calendars?”
Apparently, that was that.
So here they are, in all their natural glory.
The Keep Smiling Sweethearts 2027 wall calendar is twelve months of colourful little reminders to find the good stuff, have a bit of fun and remember that joy is a strength, especially when life isn’t particularly joyful.
Stick it on your wall, give one to someone who needs a smile, or simply let these little sweethearts keep you company throughout the year.
Keep smiling, sweethearts. We’ve got a year to get through.
A year of smiles and little reminders
We’re making the first ever Keep Smiling Sweethearts calendar.
Pre-order yours now and we’ll print the first batch once pre-orders close on 31st October 2026.
Estimated delivery: November 2026
The story behind The Keep Smiling Sweethearts 2027 Wall Calendar
I started drawing these little characters during 2020. I remember drawing two, framing them and packaging them up to send to two friends, at a time when in-person contact was minimal. Their smiles made me smile, I enjoyed drawing them – simple, easy and each a little unique and special – and receiving photos from my friends filled me with joy.
The Keep Smiling Sweethearts name became a thing whenever I looked at them and their cheerful little faces became a reminder that joy is a choice.
They’ve spent years sitting on my iPad and some on my hard drive, but they made an unexpected comeback at The Worst Book I’ll Ever Write 14 year celebration. People loved them. And then came the question:
“So... When are you making the calendars?”
Apparently, that was that.
So here they are, in all their natural glory.
The Keep Smiling Sweethearts 2027 wall calendar is twelve months of colourful little reminders to find the good stuff, have a bit of fun and remember that joy is a strength, especially when life isn’t particularly joyful.
Stick it on your wall, give one to someone who needs a smile, or simply let these little sweethearts keep you company throughout the year.
Keep smiling, sweethearts. We’ve got a year to get through.
