It looks like Chris Brown is single.

The 25-year-old singer told fans during his Cali Christmas concert on Friday in L.A. that he and girlfriend Karrueche Tran had broken up. Brown later spent the night hanging out with friends Kendall and Kylie Jenner.

"How many single ladies we got in here tonight?" Chris Brown asked the screaming audience just before he performed his hit song "Loyal." said while gearing up to perform "Loyal."

After a wave of unenthusiastic cheers from the crowd, Brown added, "Well, I'm single, too. F- that b--."

And there you have it. Brown and Tran are no more.

The pair's relationship has been rocky in the past. They began dating in 2011 after Chris's highly publicized relationship with pop star Rihanna ended, due to the couple's notorious domestic violence incident.

Brown and Tran have dated on and off since then. They famously broke up in late 2012 after Brown reignited his relationship with Rihanna.

Just last month last month, Brown and Tran appeared to be firmly together when Karrueche defended her boyfriend after Chris went off on "The Real" talk show hosts Adrienne Bailon and Tamar Braxton for criticizing their relationship.

However, Brown made it pretty clear on Friday that he and Tran are done.

Later, the 26-year-old model took to Twitter to address the break up news.

"N---as be in they feelings when you break up with them lol," tweeted Tran.

Brown also spent part of the evening hanging out with friends Kendall and Kylie Jenner, along with their older sister Khloé Kardashian.

He posted a photo on Instagram of the group cozying up together on a couch.

"Look who came to see me! Love them," Brown captioned the pic.

Brown has been friends with the famous siblings for some time though, so it's unlikely that there are any sparks flying between him and one of the ladies, although Kylie is allegedly dating Chris's friend and upcoming tourmate Tyga.