The stars first sparked speculation they were dating in October when they were snapped enjoying a night out together in New Orleans, Louisiana.
They both dismissed talk of a budding romance, insisting the meeting was strictly business to discuss a $200 million (£133 million) film deal 50 had recently signed with Lionsgate studio.
Handler has fuelled new gossip about their relationship after uploading an intimate picture of the pals embracing in bed, as the Chelsea Lately talk show host hugs and kisses 50 Cent.
In the accompanying caption, she writes, "I don't know why anyone thinks I would ever date a rapper."
FemaleFirst-Rachael Patan
Tagged in 50 Cent Chelsea Handler