Madonna's "Like A Virgin" could be heard playing in the background as the best friends danced around in their Halloween costumes.
The Keeping Up With The Kardashians star styled a blonde wig in a low bun and wore a figure-hugging all-black ensemble as part of her Halloween dress up.
Stassie was dressed in a white bustier, much like what Britney Spears wore onstage for the controversial VMAs kiss.
At one point, Kylie threw her arm around Stassie and pulled her in for a kiss, exactly like the Material Girl did with Britney in 2003.
Kylie and Sofia (who is in a relationship with Kourtney Kardashian's ex, Scott Disick) posted a string of Instagram stories, where they could be seen drinking tequila from the bottle and enjoying the performance.
The Kylie Cosmetics founder also recently attended Drake's 33rd birthday party at Goya Studios, Hollywood.
Sources told The Sun that newly-single Kylie spent the night flirting with the rapper.
"She spent the most time near Drake and his friends," an insider told the publication, with another saying "There seemed to be an attraction there."
"They were joking around and Kylie was laughing. She seemed to be really happy and in a great mood and her and Drake seemed very comfortable with each other," a source also said.