How to Break the Rules of Holiday Family Photos (And Love the Results)

|Monica Escobar Allen

Every year around this time, mom-brains start feeling a sense of responsibility to take some family photos for holiday cards or just because it's been another year and it's time.

Whispers in their heads like: 
"Matching/color coordinated outfits?"
“Christmas sweaters?”
“Stand by a tree?" 
"Stand by decorations?”
“Find a mantel?”
"Extended family or just us?"

And ok, cozy classics are great and all. They’ve served us well. But meh, your holiday photos don’t have to follow any rules! (And by holiday photos, I mean family portraits at any time of year.)

Because what if you mixed it up and made some art instead?

Over the years, we've been fortunate enough to have the opportunity to participate in my daughter's school fundraiser, where one to three photographer parents donate a day to take family portraits. For a donation, we get a 15-minute photo session…it's efficient and professional! 

And yeah, in the beginning, we did what you would expect. But blech. If I'm going to take pictures that we might want to hang on our limited wall space or give to family members, I want them to be hangable. So, I started thinking about how I could make them more artsy. More fun. And, since I'm a vintage gal, why not go retro? 

Our progression of family portraits…

This was the year of COVID, so we were outside. We did matching rock tees. But meh. Boring!

Started having fun with poses but…meh. No cards went out that year!

2024: 80s Sitcom

Last year, our family went full 80s sitcom. The pictures turned out so fun, I actually made holiday cards for the first time. 😂 Our daughter was 10. (Spoiler alert, I'm not traditional.) But with these seriously silly poses, I could already hear the opening theme song for "Oh! Those Allens!" along with the laugh tracks.

2025: Punk

This year? We went full punk.

Leather. And lots of attitude. Admittedly, my daughter was so embarrassed as we walked into [her old] school gym with my husband wearing black eye liner, me in a pink faux fur vest and a body suit, wondering why we couldn't be "normal," it was perfect. I said, "Keep the angst, girl. Give it to the camera!" It was so fun!

Because here’s the thing:

You don’t have to match.
You don’t have to wear ugly sweaters every year.
You don’t have to pose by a tree.
And you definitely don’t have to look “perfect.”

Holiday photos aren’t about doing what you should do. How about doing what you want to do?

Capture a feeling. A season. A phase. A version of your family that exists right now—and will never exist in quite the same way again.

Mix it up. Maybe one year is traditional and one year is off the rails. It all works! Let's be honest with ourselves, you're likely going to laugh when you look back on those perfectly dressed up photos anyway. So who cares?

Let's make photos that make us laugh out loud today AND when we open the box ten years from now.

Some families want timeless. Some want matchy. Some want traditional. But maybe, some families just never thought about doing something else because they weren't thinking about it at all.

Go for memorable.

I'm ok with my kid thinking I'm unhinged now and later.
Make life fun. Make life binge-worthy!

If traditional makes you happy—do it.
If going non-traditional makes you happy—do that.

If everyone shows up in completely different moods and outfits and somehow it still works—congratulations, you’re nailing it.

The point isn’t the look.

It’s the memory. It's being together. Really together.

Because one day, these photos won’t be “this year’s holiday cards.” They’ll be tiny time machines.

And the fun ones? Those are the ones that still sparkle.

Cheers to making memories!

Here’s your Official Family Portrait Permission Slip:

✔ Skip the your normal holiday garb
✔ Be mismatched
✔ Be loud
✔ Be subtle
✔ Be strange
✔ Be sentimental
✔ Be ridiculous

If your bored posing or with your surroundings, listen to that and change it up!

My inspo

My husband and I were at a show at Brooklyn Paramount a few months ago and this image flashed on screen to announce an upcoming show. I immediately told him, "That's what our Christmas photo is going to be this year."