Do You Check Your Kid’s Grades Online…Like, A Lot?

Step away from the grade portal…

46 Things No One Tells You About Parenting a Teenage Boy

If you think life with an almost-teenage boy is full of surprises, I’m here to tell you the biggest, baddest, and bestest is yet to come. More than big appetites and even bigger messes, parenting a teenage boy is magic and madness — and that’s what makes it so damn good. Bridging those years between boyhood […]

In Defense of the Simple School Dance Ask

His name was Brian and he was a junior. He had red hair, an ambitious goatee, and he liked me. I suppose I should have been flattered. As a shy freshman, I didn’t get the attention of boys — or upperclassmen — very often. One day after class, Brian approached me and said hello. I muttered […]

The Great Retainer Debate

Dear Son: These Are the 5 Best Decisions You’ll Ever Make

My Dear Son, Lately you’ve been hearing a lot about how the decisions you make today affect all your tomorrows. I see you taking it all in. Worrying. Wondering. You mentioned there didn’t seem to be room for mistakes anymore. I tried to assure you mistakes were yours for the making — a rite of […]

13 Things I Learned from My First Week of High School

Hi everyone, it’s Ryan*. This week I started high school as a freshman. The bad news is that the week was terribly long. The good news is that I learned some things that might come in handy for kids starting high school soon. Take a look:

8 Things Every Parent Should Know Before Their Child Starts Middle School

In four short days everything will change. My son will walk through the student entrance of his new high school a gawky freshman and emerge a graduating senior in only four short years. I don’t know how we got here so fast. I didn’t intend to speed through this parenting road trip. It feels as […]

62 Thoughts Parents Have at 8th Grade Graduation

Today I watched my son cross the stage in his 8th grade promotion ceremony. Dressed sharp in a charcoal vest and tie, he took to the field of his new high school seven inches taller and immeasurably wiser than the once-timid kid nearly swallowed whole by 7th grade. Junior high wasn’t easy on any of […]

The Hardest Part of Parenting a Teen Is All the Not Knowing

Driving home from freshman orientation, my teenage son says nothing. Sprawled out in the passenger seat, bangs covering his eyes, he fidgets with the automatic window. “So, high school … it seems pretty cool, right?” I insist. “I guess,” he shrugs, as he stares out the open window. “High school’s going to be a lot […]

16 Things My Teenage Son Needs to Know About Girls

If you ask my teenage son what he’s most looking forward to about entering high school next year, he’ll tell you: GIRLS. With a new braces-free smile, fresh undercut, and contact lenses on order, he’s working the accidental heartthrob vibe and loving every minute of it. But before my boy struts his perceived hot stuff […]