Dwyane Wade Wins for Proudest Dad After Dropping Son Off for School

Dwayne Wade gathered Gabrielle Union and the family together to say goodbye to his eldest son. Read his heartfelt tribute on Instagram.

By Mike Vulpo Aug 26, 2020 6:35 PMTags
Dwyane Wade, First Day of SchoolInstagram

No matter how old kids get, the first day of school is never easy for parents.

Aug. 26 was a big day in Dwyane Wade's house as the NBA star dropped 18-year-old son Zaire off for another school year.

"Man oh Man," Dwyane shared on Instagram with three crying emoji's. "Dropping your oldest off to school is another set of emotions that I didn't know existed. I'm a proud father! My goal as a parent is to raise kids who know their worth and that are better than I could ever be."

"From watching Zaire build a company with his friends the last two years, to watching him handle the hate that has been thrown at his sister Zaya and showing grown ass men how to love unconditionally at 18 years old, to seeing how he's been able to handle not seeing his parents interact or be in the same room together for most of his life and the list goes on and on," the athlete continued. "He's already way ahead of me at 18. He's already built different. I'm excited for him to go on this journey of life as he becomes Zaire Wade! Good Luck at Brewster Academy YnG."

Gabrielle Union and Dwyane Wade's Best Family Moments

In Dwayne's Instagram post, Zaire posed alongside step-mom Gabrielle Union as well as his siblings Kaavia, 1, and Zaya, 13.

Watch: "Dear Class of 2020" Best Moments: Obamas, Beyonce, BTS & More

And yes, fans were also treated to a candid of Zaire preparing for a hug from Kaavia.

Ultimately, Dwyane is just one of many parents who are kicking off a school year unlike any other. We compiled more than a few famous moms and dads who are still celebrating the first day of classes even in the middle of COVID-19. Keep scrolling below before the school bell rings.  

Chance the Rapper

"We started school today," the Grammy winner shared on Instagram as his daughter marked the occasion with a photo. 

Jana Kramer

"These two," the Whine Down podcast host shared. "Jolie started back up at preschool two days a week and I decided to start Jace 2 half days. Yesterday was the first half day and wow I'm not sure how long it's going to last." 

Kylie Jenner

It's time for homeschool! The Keeping Up With the Kardashians star shows off her daughter's first day of school attire. 

Jenni "JWoww" Farley

"@meilanimathews first day of 1st grade," the Jersey Shore star shared on Instagram. "I wasn't ready." 

Hilaria Baldwin

"Another semester of distance learning...I'm sorry to miss your first day, my Carmen Gabriela. Thank you @violetgaynor for stepping in and making it special while I am away at the hospital with the new baby," the proud mom shared on Instagram. "Ps...love that she needs her handbag for going to school at home."

Sean Lowe

"First day of school!" The Bachelor member shared online. "We've been looking forward to this for a long time. Their instructor ensures us they'll both know how to sit, stay and heel by the time they're done. So exciting!"


"First Day Of School...The World Is Yours kid," the rapper shared online with a rare photo of Adonis. 

Catelynn Lowell

"Our Novalee, how are you this big already?" the Teen Mom OG star wrote on Instagram. "Man what they say is so true.. The days are long but the years go by sooooo fast! Have a great day baby girl." 

Elizabeth Chambers

"A couple days late and my sad signs didn't survive the humidity or enthusiasm," the actress wrote on Instagram. "BUT, Monday marked their second week of kindergarten and pre-k IRL in GC and the first day of Zoom Kindergarten for Hops at her school in LA. Happy back-to-school, whatever that means to you!"

Jessica Simpson

"First day of 2nd and 3rd grade for these two kiddos," the proud mom shared on Instagram. "Ace has a busted lip and Maxi has a busted chin. Finished the summer out strong #MAXIDREW #ACEKNUTE." 

Braunwyn Windham-Burke

"First day of school after the world's longest summer," the Real Housewives of Orange County star shared on Instagram. "#firstdayofschool #yestheyleftthehouse #hazelsnothappy #kindergarten #2ndgrade." 

Reese Witherspoon

"Online learning here we come!! #backtoschool," the actress shared from her Los Angeles home. 

Dwyane Wade

The NBA superstar celebrated his eldest son journey to the Brewster Academy on Instagram. "I'm excited for him to go on this journey of life," he wrote. 

Vanessa Bryant

"Our #Senior @nataliabryant #12thgrade #distancelearning #backtoschool #KobeBryantDay," the proud mom wrote online

Ariana Biermann

"Guess who started college today??! My sweet @arianabiermann I can't believe it!!" Kim Zolciak-Biermann shared on Instagram. "Where did the time go? She opted to stay in GA and not attend ASU due to Covid. I'm over the moon about it! The entire family is actually!!" 

Jay DeMarcus

"Can't believe how big our babies are getting... Another first day of school in the books," the Rascal Flatts member shared on Instagram. "Anyone else snapping first day pics this week? #DeMarcusFamilyRules."

Todd Tucker

"@acetucker had to get prepared for the first day of school at the kitchen table!" the Real Housewives of Atlanta star shared online. "A little meditation! I love this kid! Have a great and blessed Monday!"

Tamera Mowry-Housley

"Aden and Ariah's thoughts of going #backtoschool are clearly different," The Real co-host joked on Instagram. "#momlife #herewego." 

Briana DeJesus

"1st day of 3rd grade," the Teen Mom 2 star shared on Instagram

Jessie James Decker

"It's official... we have a first grader," the Kittenish founder wrote on Instagram. "They say it goes by fast and they were not wrong. It feels like yesterday I was holding her in my arms at the hospital looking at her beautiful little face. She sure is growing into an incredible young lady. I'm so proud of her #firstgrader." 

Emily Simpson

"I thought for sure my teaching days were over in 2002 when I pulled away from the last high school I taught at as a Spanish Teacher and was excited about a new journey....Law School," the Real Housewives of Orange County star shared on Instagram. "18 years later and I'm sitting at my dining room table trying to teach kindergarten to two 5 year old boys for free. Well played universe." 

DeAnna Pappas Stagliano

"School is a little different this year," the Bachelor Nation star shared on Instagram as her daughter sported Gap Kids. "Here's to 1st GRADE my love." 

Jamie Lynn Spears

"Wearing mask, and following all of the strict social distancing rules going into this school year is crazy, but necessary, and honestly... nothing is CRAZIER then the fact that I have a freaking 7th GRADER," the actress wrote online. "Me and Ivey are already counting down the minutes until we can go pick her up, we are lost without her." 

Jessie James Decker

"First day of pre-k for my handsome Bubby boy!" the singer-songwriter shared with her fans. "My creative, mischievous, sweet soul is ready to conquer the world! #prek." 

Kristina Shirley

"FIRST DAY of Kindergarten and 6th Grade!" the Teen Mom OG star wrote while sharing a picture of Amber Portwood's daughter Leah. 

Rachel Zoe

"These are the faces I get when I say time for #homeschool again...Anyone else?" the fashion designer wrote online

Gina Kirschenheiter

"Me attempting to be a 'distance learning' teacher followed by the as per usual first day of school pics," the Real Housewives of Orange County star wrote online. "What an interesting time!!! Hope ur all hanging in there #firstdayofschool #2020." 

Fredrik Eklund

"It's a big day when your kids start school. Like bittersweet. Time just flies, they grow up so quickly I mean it was yesterday I bathed them in the kitchen sink," the Million Dollar Listing star shared on Instagram. "Today they wore their little backpacks and held hands visiting their first school and meeting the teachers and new friends. Somehow I could see into the not so far future and them graduating. It's inevitable—and exiting—but all so soon."