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His ex Naya Rivera stunned fans by tying the knot just three months after they called off their engagement and now it looks like Big Sean has also moved on.
The Clique rapper is said to be secretly dating pop star Ariana Grande, who just announced her split from Australian boyfriend Jai Brooks.
It is thought that the pair, who seem to have already bounced back from their high-profile break ups, have gotten close in recent months after spending a lot of time in the studio together making music.
He features on her singles, Right Here and Problem, as well as an upcoming single titled, Beautiful Mistake.
And after the pair were spotted on a cinema date in Beverly Hills, it looks like there could be some truth to the rumours.
According to a fan: "They were kissing each other all movie long behind me :p"
In April, Big Sean confirmed that he and Rivera had gone their separate ways despite previously gushing about their love.
"After careful thought and much consideration, Sean has made the difficult decision to call the wedding off," Sean's representative told Us Weekly.
"The recent rumours and accusations reported by so called or fake sources are simply untrue. Sean wishes Naya nothing but the best and it is still his hope that they can continue to work through their issues privately. We will not be commenting again on this matter."
On 19 July, the Glee actress tied the knot with Parks and Recreation actor Ryan Dorsey in an intimate ceremony in Cabo San Lucas, Mexico.
"True love always prevails," the friends said of their surprise nuptials.