Dear Holly: Your Last Minute Halloween Costume Change

5 years, 6 months.

Dear Holly,

It made perfect sense that you would be a unicorn for Halloween this year; because when you’re a little girl in Kindergarten… of course you would be!

And your costume was perfectly cute on you.

However, the day before Halloween, you were shopping with Mommy, and found a sleep mask to go over your eyes; like your brother uses at night.

That sleep mask evolved into you taking it upon yourself to invent a creative costume for this year:

“Sleeping Bunny”.

So when we went trick-or-treating and people would ask, “And what are you, Sweetie?”

Just about every time you were asked, you had to correct them:

“Sleeping Bunny.”

Not Sleeping Beauty.

They all loved your costume!



Dear Jack: Carving a Jack-O-Lantern with Papa

10 years, 10 months.

While Nonna was inside the house, painting baby pumpkins with Nonna in the kitchen, you were outside in the front yard with Papa carving up our family’s official Jack-O-Lantern for this Halloween season.

Thanks to some cheap props from the dollar store, you two were able to make a really cool, and scary, Jack-O-Lantern for us to display out on our front porch.

And that carved pumpkin alone serves as the extent of our family’s Halloween decorations, despite being surrounded by neighbors, and neighborhoods, of just about every other house decked out in huge inflatables and plastic skeletons in their front yards!

Dear Jack,



Dear Jack: Your 10th Birthday Party, 2 Weeks Early on Halloween

9 years, 11 months.

Dear Jack,

One question that began circulating was whether Halloween would still be happening this year, because of Covid. Well, we took matters into our own hands at our house:

We had your 10th birthday a couple of weeks early, on Halloween, which just happened to be on a Saturday this year.

The entire party was outside/open air. Most of the time you and your dozen fellow 4th grade friends played out in the court.

The rest of the time was spent in our garage, with the garage door open; as we did some games and crafts, as well has served pizza and cake.

Oh, and Mommy and I went ahead and gave you your gift early too:

The new electric Razor dirt bike you have been wanting!



Dear Jack: Trying Out the Games for Your Halloween Birthday Party

9 years, 11 months.

Dear Jack,

For many weeks now, we have been planning for your upcoming Halloween-themed birthday party. One of the games you came up with was “Dodgeball with a Giant Eyeball”.

Therefore, you and your sister have been sort of practicing in the living room after dinner while Mommy and I clean up the kitchen.

It’s especially funny because the inflatable eyeball is nearly as big as your sister!

I’ve already told you that I’ve predicted by the time that eyeball makes it through a game of dodgeball with a group of 10 year-old boys, it probably won’t be inflatable anymore!



Dear Jack: You Were a “Homemade” Ninja for Halloween 2019

8 years, 11 months.

Dear Jack,

I thought you were going to be a dinosaur this year for Halloween.

I say that because back earlier this year, you convinced Mommy to buy you a dinosaur costume for Halloween.

Ultimately, it became a play costume for you to scare your sister with when you play.

But when Halloween actually got close, you suddenly decided you wanted to be a ninja instead.

Mommy agreed to the idea, knowing that we had most of the clothing in your wardrobe already.

You had some apparent regrets, though. You asked Mommy the day before Halloween:

“Can we not do homemade costumes next year?”