The Meaning Behind the Tradition
St. Nicholas Day, celebrated on December 6th, is rooted in generosity and kindness. St. Nicholas, known as a patron saint of children, was a figure who believed in rewarding good deeds and reminding others of the value of selflessness. For children, this has traditionally meant waking up to treats or toys if they’ve been good—or finding coal if they haven’t.

But what about us adults? If St. Nicholas were watching, would he label us “naughty” or “nice”? And more importantly, what would we leave under each other’s pillows?

Here’s a question to ponder: What would you deserve under your pillow this year? A thoughtful gift or maybe a cheeky reminder to behave better?

Coal for the Naughty… or Something More Exciting?
Now, let’s be honest—being a little “naughty” isn’t always a bad thing, is it? Sometimes, it’s what makes life more fun and exciting. Imagine turning this playful tradition into a way to show affection and humor in a relationship. Instead of a dull piece of coal, why not surprise someone with a mischievous gift that speaks to your connection? A note teasing them about their quirks, a tiny token that hints at an inside joke, or even something sweet wrapped in a humorous package.

Wouldn’t you agree that playful gestures often make relationships more vibrant and memorable? If you had to leave a “naughty” but meaningful gift for someone special, what would it be?

The Good, the Bad, and the Charming
While children might fret over their behavior leading up to St. Nicholas Day, I think adults can take this holiday as an opportunity to reflect. Have we been kind and generous this year? Have we shown love and care to the people who matter most?

For me, being “good” isn’t about perfection—it’s about effort. It’s about the small acts of kindness, the thoughtful moments, and the willingness to grow and improve. And yes, being “bad” can be just as delightful when it means breaking the rules of routine and adding a little spice to life.

Here’s a thought: What’s the most charmingly “bad” thing you’ve done this year that made life more fun or brought you closer to someone special?

What I’d Leave Under Your Pillow
If I were St. Nicholas for a day, I’d make sure to leave something under your pillow that spoke to who you are. For the man who loves adventure, maybe a map marked with secret destinations for us to explore. For the one who appreciates humor, a handwritten note filled with playful teasing. And for the man who values love and connection, perhaps a token that reminds him he’s cherished and admired.

Because at the end of the day, isn’t that what we all want? To feel seen, valued, and loved—even if it comes with a bit of cheeky humor.

Let’s Rewrite the Tradition
This St. Nicholas Day, let’s go beyond coal and candies. Let’s use this time to connect, to laugh, and to create memories. Whether you’ve been “naughty” or “nice” this year, know that life is about balance. A little bit of both is what keeps things interesting.

So, my dear reader, as we count down to December 6th, let me ask you:

What would you want St. Nicholas to leave for you—a sweet treat or a cheeky surprise?
How would you show someone you care, even if they’ve been a little “naughty”?
And most importantly, would you want to spend St. Nicholas Day with someone who could make it unforgettable?
I’m here, ready to bring a little magic and mischief to this holiday season. Let’s make sure no pillow is left empty—unless it’s to make room for laughter, love, and connection.