The Drake and Rihanna relationship that has been on and off but the "Hotline Bling" singer has not stopped from loving her. Many times he has confessed his love for her in public but it seems he cannot keep a steady relationship with RiRi.

The "Work" singers rekindled their romance after Drake professed his love for her during the 2016 VMAs. He called her out to receive her MTV Video Vanguard Award. He introduced her as the woman he has loved since he was 22 and called her his best friend in the whole world. Days later the pair admitted that they were back in each other's arms.

Just when everyone thought that they must be heading towards the altar, their break up happened again. Not long before, Drake was in the news when photos of him and Marc Anthony's ex-wife cuddling were shared on Instagram. Surprisingly, he seems to be enamored with Jennifer Lopez. They were seen frequently partying and enjoying each other's company. Not long after, his breakup with the "American Idol" judge spread like wildfire.

Drake, again, during his concert at Dublin, professed his timeless love for Chris Brown's ex-lover. It was on the occasion of Rihanna's 29th birthday. He blurted out on stage, "It's somebody's birthday today-somebody I have a lot of love for and a lot of respect for." Then he said instead of singing a Happy Birthday song, he sang their collaboration song "Work."

Hollywood Life reported that the 2016 VMAs incident was followed with a "good luck" message just before the Grammy Awards. He wished him luck for their collaborative work which was nominated.

Observers of the love story of the two singers believe that he seems to be sending a message of reunion again. Drake still loves the "Love on the Brain" singer. She is his lifelong love that no matter who he is with, the flame just would not cool off.

The 30-year-old singer, however,  has great hindrance before him that cannot get him close to the singer-actress again. His obvious womanizing ways just get in the way of their relationship and even his relationships with other women.

Just before the birthday shoutout, he was partying with an old friend named Winnie Harlow as reported by Mirror. She was with model Kendall Jenner, 21 at the Cirque Le Soir but later moved to Drake's private party with his pals.

Rihanna at 29 is looking for a relationship based on a strong foundation. However, despite his great love for her, he still cannot thrive in a monogamous relationship. If he changes his way, the Drake and Rihanna relationship might end up at the altar.