Is Chris Brown planning on starting a family with on-again girlfriend Karrueche Tran? That is the question on everyone’s mind after the singer posted a photo of her on Instagram for “#WCW” or “Woman Crush Wednesday.” While the picture of her was a sweet gesture, it was the caption that got fans talking.

“Damn near 5 years and this woman still putting up with my sh--. Need to have this baby and stop playing! My WCW,” Brown wrote. Though the troubled couple had split as recently as last week, it seems things are still going well for Tran and Brown. On Wednesday night, the two sat courtside at Madison Square Garden as the U.S. national basketball team took on the Dominican Republic in an exhibition game.

Ironically, he and ex-girlfriend Rihanna were lovey-dovey just two years ago on Christmas at a courtside game at the Staples Center in Los Angeles. Fast forward two years, and it was Tran who was showing the 25-year-old some love and affection as the basketball game took place.  He seemed too preoccupied with his love interest to pay much attention to the game, which USA won 105-62. So are they planning on starting a family? The news really would not come as much of a surprise, since they cannot seem to stay broken up for long, whatever their relationship issues may be.

Meanwhile, Rihanna and rapper Drake may have rekindled their romance after they both partied at the Griffin nightclub in New York on Monday night. They arrived separately, with Rihanna coming into the club about 10 minutes after Drake, around 2:30 a.m. Tuesday. The former lovers both stayed until around 4:15 a.m. before leaving separately once again.

In March, Drake opened up about his relationship status with Rihanna. The two sparked rumors that they were dating after a brief stint in 2011. The Barbadian bombshell had been spotted going out to dinner and various events with Drake earlier this year, and they briefly dated during one of her breaks with Brown.  Drake said in May they were nothing more than friends, however, telling Rolling Stone, “I mean, I think about it. Like, ‘Man that would be good.’ We have fun together. She’s cool and s–t.  But we’re just friends. That’s my dog for life.” But now, with Brown back together with Karrueche Tran, Rihanna and Drake may have the opportunity to become more than just friends.