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Well if this isn’t awkward, we don’t know what is.

Kylie Jenner and her boyfriend, Tyga, attended Dave Chapelle’s comedy show over the weekend, but things got a bit uncomfortable when Chapelle started poking fun and Kylie’s dad, Caitlyn Jenner.

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Apparently, Jenner was sitting in the VIP section at the Palladium when Dave launched an apparent seven-minute roast on the former Olympian. According to TMZ, the comedian joked about being old enough to see Jenner, formerly known as Bruce, play Superman and beat “Africans” in track and field in the 70s.

Kylie was reportedly not amused and did not appear to be happy with the comments being made. But for Chappelle, we doubt the comedian was concerned about Kylie’s feelings. The 42-year-old made a major comeback and sold out three nights of shows at the famous Hollywood venue.

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