“HAPPY BIRTHDAY ROCCO— the long and Winding Road through all your many moods and incarnations has been tumultuous and full of surprises,” Madonna wrote in her Aug. 11 post. “But through it all —your curiosity, and Artistic Soul has been the glue that has held us together. Thank God for Art. Thank God for you. We have been together for many lifetimes. Thank you for choosing me again. I Love you -for Eternity.”

Though Rocco has often stayed out of the public eye he did share insight into his upbringing with the “Like a Prayer” singer, saying on The Ellen DeGeneres Show in 2012, “She’s a good mother. She’s very strict but in a good way.”

Over the years, Madonna—who is also mom to Lourdes Leon, 27, David Banda, 18, Chifundo “Mercy” James, 18, twins Stella and Estere, 11—has alluded to her ups and downs in her and Rocco’s relationship. This includes when the then-15-year-old opted to live with the U.K.-based Guy instead of joining his mom on her Rebel Heart Tour in 2015.

And it was during that tour where an emotional Madonna, 65, shared a message to her son while dedicating her rendition of "La Vie en Rose" to him.

"There's no love stronger than a mother for her son, and if I talk about him too much, I'm going to cry," she told the crowd at her New Zealand concert in March 2016. "I hope he hears this somewhere and he knows how much I miss him."

However, in recent years, Madonna’s relationship with Rocco seems to be in a good place. In April, the “Material Girl” singer posed with her son at the display of his art collection in a Miami, Florida gallery.

“So happy to have the night off to enjoy my son Rocco’s’s latest collection of paintings,” Madonna, who brought most of Rocco’s siblings to the event where they posed for photos together, wrote, adding, “Called ‘Pack A Punch’ inspired by Muay Thai fighters. So Proud !”

Recent health struggles have also put thing into perspective for the superstar. After being hospitalized for a bacterial infection in June 2023, Madonna praised her children for their love and support during the difficult time.

"Love from family and friends is the best Medicine," she wrote in her July 2023 post, alongside pics of herself with Lourdes and David. "One month out of the hospital and I can reflect. As a Mother you can really get caught up In the needs Of your children and the seemingly endless giving……….. But when the chips were down my children really showed up for me. I saw a side to them I had never seen before. It made all the difference."