This is the 1st Year Millennials Will Start Having Their 20th High School Class Reunions: Starting with the Class of 1999, in 2019

There are some people who just don’t care anything about going to their high school reunions.

They are the ones who will say, “I spent a dozen years with those people and I didn’t like them then, so what makes you think I would want to go hang out with them now? If I was really that curious what they are up to, I would just look them up on Facebook!”

Clearly, I am not one of those people. No, instead, just call me Mr. High School Class Reunion!

For me, going to my high school class reunions is like repeating the final scene of the final episode of Lost… every 5 years of my life.

What is really special about my own upcoming 20th High School Reunion this July is that we just happen to be the first official Millennial class to experience this.

Most sources agree that Millennials were born between 1981 and 1997. I was born on April 20th, 1981; so I will be turning 38 in a few weeks.

If the Millennial generation were siblings, then those of us who graduated high school in 1999 would be the firstborn children.

This is history in the making.

Back in 1988, when I turned 7, I had a very memorable birthday party. My dad had just cut down a tree in our backyard, so the main entertainment was being able to climb the fallen tree. And coincidentally, I just happened to be wearing a “Class of ’99” t-shirt on my birthday.

Fortunately, my mom did a great job of taking several pictures to capture the magic of that day.

Gary Schrader, Russell McElhaney, Will Stephens, Shane Burt (along with his sister and mom), Tabatha Thomas, Haley Rogers and her sister Ashley, and my own sister Dana were all there that day; whether they remember it now or not… and whether they have ever seen these pictures before either!

I am confident that my upcoming 20th High School Class Reunion will be a highlight of 2019.

Yes, just call me Mr. High School Class Reunion.

It’s that big of a deal to me!

Dear Holly: When Your Brother Accidentally Drew a Coloring Book Page for You

2 years, 7 months.

Dear Holly,

Last Saturday while your brother was at the kitchen table working on various art projects, you discovered a picture of a mouse crawling through a cave, with giant flowers.

You took it upon yourself to color his drawing, as if it were a page of a coloring book.

Based on the fact you used a green crayon to color the mouse, I take it that you assumed the mouse was a dinosaur.

Your brother didn’t seem to mind at all that you decided to help bring his drawing to life.

In fact, I’m pretty sure he took it as a compliment.

Maybe I need to get him to make you coloring pages more often, now that I think of it.

Love,

Daddy

Dear Jack: I Figured Out Your 1st Crush is Dove Cameron from Liv and Maddie

7 years, 11 months.

Dear Jack,

As your current Netflix binge-watching show of choice is Disney’s Liv and Maddie, now a 2nd time through, I correctly assumed that part of why you like the show so much is because of the actress who plays the main characters and twin sisters of the show, Dove Cameron.

I mentioned this to Mommy, who immediately asked you:

“Jack, do you think Liv and Maddie are pretty? Do you think they’re cute?”

Your inability to speak served as the obvious answer to the question.

Eventually, you attempted to play the whole thing down, as you unsuccessfully convinced us with an “I guess…”

I’m just proud of myself for figuring the thing out.

Love,

Daddy

Dear Holly: You are Trying So Hard to Have Legitimate Conversations But…

2 and a half years old.

Dear Holly,

Last Sunday while you were playing with your brother’s toys in his bedroom while Mommy sorted out his closet, you took it upon yourself to create a story line.

You swung your purse over your shoulder then grabbed your brother’s poop emoji stuffed animal, then enthusiastically yet routinely announced, “Hey Poop, want to go to church?… Yeah?… Okay, let’s go!”

From there, you pretended to load up Poop in the car for the ride to church.

And yesterday as I was driving you to school, I said, “Look Holly! Those men are putting a new roof on that house!”

Seeing the apparent fun of being able to walk on top of a house, you proclaimed, “I want to walk on the roof for my Christmas.”

In your mind, these scenarios are completely realistic.

That’s good enough for me.

Love,

Daddy

Dear Holly: Instead of Going to Bed, Would You Rather Just Watch Dancing with the Stars?

2 years, 5 months.

Dear Holly,

For the slight majority of the time when I put you to bed, you fall asleep shortly afterwards and that’s the end of it.

But for the other times, you find a way to delay the process:

“Elsa Band-Aid?”

“Water?”

“Hug Jack?”

This past week though, we tried a new one out on me and Mommy both.

Twenty minutes after I had put you to bed and assumed you were asleep, you started softly knocking on your bedroom door.

Mommy curiously opened it.

With a confident smile, you cheerfully announced, “Mommy, it’s time to watch!”

You just wanted to see the rest of Dancing with the Stars. Your plan worked… sort of.

We let you watch about 10 minutes before sending you back to bed.

Love,

Daddy