Considering a Family Halloween Costume? I Do Them Every Year, and This Is What You Need to Know

Perhaps the most important takeaway of all is that it's truly fine to get everyone gussied up solely for a photo you'll post on Instagram. Because our dog – who often plays a key role in our costumes – is skittish, we never once planned to debut our collective look at a party or while trick-or-treating. And aside from that, some years, it's been too hard to finish a workday and do the hair-and-makeup necessary to dress up alongside our kiddos, who are eager to start going door-to-door at 5 p.m. on the dot. So, yes, we usually only all don our complete looks for a camera with a self-timer running on the kitchen counter. Some might think that is utterly ridiculous. And to those people, I say, "then you don't have to do it!" I love sharing the final photos with far-off family and friends and can't tell you how much joy it brings me to look at those kooky portraits year after year. It works for us just fine, and, heck, it adds a lot less pressure.

By far, the most laughs we've gotten have been for our dog Moose as Cousin Itt, and when it came to "awwws," those came in loud and clear for the little red Tin Man heart on my baby bump. Sure, it adds a layer of complexity adding an animal to the mix, and sometimes it's hard to figure out how to integrate a baby bump versus downplaying it. To make it work, when coming up with a group idea, I always start with the most difficult participants first. Before I'd ever commit to, say, a Mary Poppins theme, I'd first ask, "What will Moose be?" If I were pregnant, maybe I'd forgo dressing as the magical nanny and portray a plump penguin. Then, once the tricky members are determined, it's easier to flesh out the rest.

The first three years, my daughter didn't have much of an opinion. But leading up to our fourth year, she had opinions – and many of them. When she made it clear she still wanted to do a group costume, I changed my pool of ideas (thankfully, I exhausted 1960s-era cartoons before she got a say) to more kid-friendly ones, like Moana. When my kiddo settled on us recreating the emotions of Disney Pixar's Inside Out, she instantly began practicing her Disgust pose while dictating who she wanted everyone to be. Luckily, her choices were all doable, so I followed her lead. (My husband still rolls his eyes when I brag how she chose me as Joy and him as Fear.)

I was pretty eager to do a Game of Thrones costume this past year, but when my preschooler expressed interest in selecting the theme, I knew I'd never realise my vision of Moose as a tiny dragon. Looking back, I wish I waited a few more years to do a Wizard of Oz theme – something my kiddos would likely be on board with – and used that early phase, when it was still entirely up to me, to pick something a bit more PG-13 that they wouldn't otherwise sign off on. If you have a burning desire to make a Beetlejuice play or do something only adults would appreciate, like everyone dressing as a different pun (I see you, French Toast and Cereal Killer), I suggest you don't delay.

I tend to always assume the worst, and that has turned into a strength when envisioning costumes. Despite having a generally agreeable dog, I know to test-drive ideas before committing to them. For Inside Out, I would have fought against my youngest being Sadness if I knew she would refuse to wear glasses (an essential accessory) without crying, but thankfully she loved them. For that year, too, I wanted my kids to have coloured hair. Wigs would be easy, I thought, but when I had them don one for a few minutes, I realised that, oh God no, my kids don't like wigs. It took a few attempts at different coloured hair waxes and nontoxic temporary sprays before we found one they'd tolerate. And, even then, after donning our costumes for a neighbourhood Halloween event, they opted out of having their hair coloured the next night for trick-or-treating.

I am all for families who pick a group idea and hit up Party City and grab four costumes off the rack and are done. Get it! For me, though, I want to flex my creative muscles. With two kids and a full-time job, I only have so much time (and, let's be honest, skill) to go completely handmade. I don't own a sewing machine and can barely do a whipstitch without studying up on YouTube. If you're in the same situation, consider taking on a few modest DIY projects and sourcing the remaining essentials elsewhere. For our Wizard of Oz year, I cobbled together a tin suit out of a cardboard box while trying my pregnant-best not to inhale silver spray paint, yet I bought Moose's cowardly lion mane on Etsy and let my husband consult his closet for scarecrow-worthy flannel. Even when I'm not making something from scratch, I tend to cobble things together without ever entering a costume shop. (Yes, for the Tin Man, I'm wearing a kitchen funnel on my head and old shinguards on my arms.) And if I do, I try to think outside the box. For Moose's infamous Cousin Itt costume, I opted for a clearance-rack Harry Potter Hermione wig and broke apart a woman's feathery fascinator hair piece for the hat.

I've been doing this for long enough to know that I get a thrill out of troubleshooting costume ideas. I had a blast figuring out how to, say, attach a tail the size of my baby to her onesie so that we could still do nappy changes or to affix the purple curly-cue pipe cleaner to Fear's head. I also know that my family, while happy to dress the parts, don't find the same joy in the process as I do. After nearly forcing a kicking-and-screaming toddler into those ruby slippers, I swore I would never let these costumes become a point of contention that zap the fun out of an otherwise crazy-weird holiday. This year, we're doing a – how shall I put this? – "loose interpretation" of a popular superhero group, with heavy creative input from my children, particularly my two-year-old. Would I have liked to stay true to the source material? Sure. Is that an insane thing to say regarding a child's Halloween costume? Probably, yes. But, after five years of this, I know what matters most in a family Halloween costume is the family.