Rihanna, Drake Dating Update: Did Couple Kiss At Diddy's MTV VMAs After Party? Chris Brown, Karrueche Tran Dating Again?

By Mereb Gebremariam | Aug 27, 2013 12:01 PM EDT

Rihanna is moving forward with her love life with rapper Drake. The pair's chemistry has remained even when the Pop singer was in a relationship with Chris Brown and now she may be making a move towards the "Hold On, We're Going Home" rapper.

The pair was rumored getting really close at Sons of Essex restaurant in New York City where they were accompanied with 10 other people from their entourage.

According to Global Grind the couple was enjoying each other's company and one source says, "They were in very good spirits and were dancing and singing. Drake and Rihanna seemed to be just friends enjoying a fun night out."

Drake, Rihanna Dating: Couple Spotted At NYC Restaurant, Chris Brown Fight Irrelevant Now? 

According to Rumor Fix, the couple also attended Diddy's VMA after-party at PHD Rooftop where they left in minutes of each other.

The pair was rumored to have a falling out after Drake and Chris Brown's infamous bottle brawl at W.i.P. nightclub in NYC last year, which was allegedly over Rihanna. Brown and Rihanna tried to rekindle their relationship a second time, but have decided to end things this year.

According to a Hollywoodlife source close to the couple, "You know, they tried it once and it was great," the source added, "They tried it again and it didn't work. He loves her, but he knows they just can't work. They can only exist as friends because the relationship s-t just can't happen. They can't handle that. It's too much."

Chris Brown, Karrueche Tran Hawaii Vacation During 2013 MTV VMAs: Couple Avoid Drake And Rihanna Drama For Romantic Getaway 

 Recently, the singer was spotted in Hawaii with ex-girlfriend Karrueche Tran and the pair may be getting back together after Brown publicly humiliated her by dumping her for Rihanna. Tran and Brown always said they would remain close friends, but the two can't seem to fool the public with their "private" relationship.

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