Oliver James Montgomery-Teen Mom's Maci Bookout Celebrates Son Bentley's Middle School Graduation

Whoops,Oliver James Montgomery you blinked and now Teen Mom star Maci Bookout's eldest child is headed to high school.

On May 18, the mother of three shared a family photo of her and ex Ryan Edwards' 14-year-old son Bentley Edwards graduating middle school. In the Instagram pic, Bentley was seen dressed in a navy suit while standing outside with his mom, stepdad Taylor McKinney, and siblings Jayde McKinney, 7, and Maverick McKinney, 6.

"And just like that the chapter of middle school ends," Maci, 31, wrote on Instagram. "So proud of you Benny, your next chapter is going to be amazing… find joy in the journey! #bennybaby #thingsthatmatter #8thgradegraduation."

Maci was in high school herself, pregnant with Bentley and in a relationship with Ryan, when she made her TV debut on the pilot of the MTV reality series 16 and Pregnant in 2009. The show also focused on Maci and Ryan's relationship and parenting struggles following their son's birth. She later became one of the show's four season one cast members to star on the spinoff series Teen Mom, along with then-baby Bentley and Ryan, to whom she later got engaged.

But by season two, the pair had broken up. Over the next few years, their co-parenting disputes were chronicled on the series.

Ryan is currently in jail serving an almost year-long sentence for harassment charges after pleading guilty to harassing estranged wife Mackenzie Edwards, multiple outlets reported.

Maci's fans have long followed her journey on TV and social media, where she often shares family pics, and her latest post about her now-teenage son's milestone made many feel nostalgic.

"It's unreal," one wrote in the comments section of her post. "Watching him grow up before our eyes and now he's off to high school!!!! Bentley is a great kid, off to become a successful young man. Gah time needs to slow down!"

See photos of more stars celebrating their kids' graduations below:

On June 30, 2023, Liv Tyler, a mother of three, shared this Instagram photo of her and ex-husband Royston Langdon's son, 18, at his high school graduation with her and his little sister Lula Rose Gardner, 6, who the actress shares with ex Dave Gardner. 

Liv wrote, "Milo the graduate !!!!!!!"

"My baby moving on up. I'm an emotional proud mommy," Cardi B said, as her and Offset's daughter graduated from pre-kindergarten.

Priscilla Presley celebrated the middle school graduation of her 14-year-old grandkids, Finley and Harper Lockwood, whose parents are Lisa Marie Presley and Michael Lockwood. She shared a family photo with the twins and granddaughter Riley Keough on June 16, writing, "Happy Graduation girls! You're now in high school!!!"

The star of Here Comes Honey Boo Boo and daughter of Mama June Shannon graduated from Wilkinson County High School in McIntyre, Georgia on May 20, 2023.

The eldest of Alex Rodriguez' two daughters with ex-wife Cynthia Scurtis graduated high school May 19. "Yesterday was bittersweet. Tashi," the New York Yankees star wrote on Instagram a day later. "I can't make time stand still, so my wish for you is to go out in the world with confidence, knowing your worth and believing in yourself."

He continued, "As you move on from one chapter to the next, I'm most proud of who you are as a person. Honest, kind, compassionate, intuitive and wise beyond your years. As your father, I'm supposed to be your role model. But for the last 18 years, you've been mine. Proud of you always! Love, Daddy."

Teen Mom star Maci Bookout and her family celebrate her eldest son's middle school graduation.

"#HappyGraduation and congrats," Kelly Ripa captioned pics from her and Mark Consuelos' daughter Lola's NYU graduation. "we are so proud of you."

"I am so proud of my devoted and intelligent daughter, Gia, for graduating a stellar university," Teresa wrote on Instagram alongside this photo from Gia's graduation, "a huge milestone to accomplish in life."

"Such a proud mama," Heather Locklear wrote on Instagram. "Congratulations my baby, with your masters in MFT. With your hard work and perseverance and kind heart."

"The proudest day of my life," Sonja Morgan wrote on Instagram alongside a pic of daughter Quincy. "My darling daughter graduated Summa Cum Laude at The University of Penn."

"Dearest Paris, Heartfelt congratulations on your graduation from Loyola Marymount University School of Film & Television," Pierce Brosnan captioned this graduation snap. "Go into the world with a brave heart and create stories that will make the world a better place."

Former President Barack Obama and Michelle Obama attended daughter Sasha's college graduation at USC.