"BUTT ART by @chelseahandler LMAO #EFFENVODKA," the rapper, 40, captioned the revealing snapshot.
In the bedroom pic, which Handler posted herself in August 2015, the comedian's white pants are pulled down, exposing her black underwear. "Butt art," she wrote at the time.
50 Cent and Handler briefly dated back in 2011. But according to Handler, they never had a committed relationship.
"I don't know if I can handle him, to be honest," the former Chelsea Lately host (whose exes also include Canadian animal trainer Dave Salmoni, NBC chairman Ted Harbert and businessman André Balazs) told Us Weekly at the Comcast TCAs in January 2011. "I like to have fun, and I'm really trying to not get into anything too serious."
She also opened up about the fling during an episode of Oprah's Next Chapter in March 2013. "He's a sweetheart, and he's so cute," Handler told Oprah Winfrey at the time. "It wasn't the most serious relationship. He came on my show [in 2010], and he sent me flowers. And I was like, 'I'm not gonna date somebody whose name is a number.'"
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