To be clear, 17-years-old is above the age of consent in many US states, however, the rapper has been criticized for allegedly creepy behavior around young women before.
After kissing her shoulder and hugging her from behind, Drake asks the girl how old she is.
The video is at the receiving end of a mammoth backlash.
While publications such as E! have noted that the age of consent in the USA state of Colorado is 17, many have been quick to condemn the artist's seemingly predatory behaviour.
The disturbing video which surfaced on Twitter sees Drake taking a break from performing, and welcomes a female fan up on stage from the audience.
"I can't go to jail yet, man", Drake exclaims to the crowd. Seventeen? Why you look like that? You thick. Look at all this. "I like the way your breasts feel against my chest", he continued, adding, "I just want to thank you".
'I don't know whether I should feel guilty or not, but I had fun'. He then kisses her hand, both her cheeks, her forehead and her lips, as the audience cheered and clapped, reported E!
At one point, Drake walks away from the girl.
Others, meanwhile, remained firm that Drake should not have kissed the 17-year-old. "We just texted each other the other day, and he was like, "I miss you so much, ' and I was like, 'I miss you more", the young actress told Access Opens at the 2018 Emmy Awards.
Drake was previously accused of grooming 14-year-old Bobby Millie Brown, after the "Stranger Things" star revealed that the singer-rapper gives her relationship advice.
Drake has not responded to questions about the video or issued a public statement since it came to light on Saturday.