Jannik SInner was approached by a fan following his victory over Stefanos Tsitsipas at the Six Kings Slam in a major security breach.
Sinner is among the six tennis stars competing in the money-spinning exhibition in Saudi Arabia.
It features a $1.5 million appearance fee for each player and a whopping $4.5 million prize for the winner.
And Sinner's defence of the Six Kings Slam title got off to the perfect start following his flawless victory over Tsitsipas on Wednesday.
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He beat Tsitsipas 6-2, 6-3 to reach the semi-final.
After his comfortable victory, a young fan appeared to sneak onto the court and walk towards the world No.2 without security stopping him at all.
Sinner greeted the supporter with a handshake before the pair were involved in a conversation.
He seemingly asked for the Italian's blue Nike jacket that he was wearing.
Sinner refused to give it up as he cut a confused figure, with security eventually entering the court to pull the fan away.
His bizarre exchange with a fan comes just months after a person tried to steal out of his bag at the US Open.
Security at Flushing Meadows prevented anything from being taken out of the player's bag.
"No, I haven't experienced. You know, it was - I checked straight away if he took something, because you know, I don't have only racquets there. I have my phone. I have my wallet," he said after defeating Lorenzo Musetti at the US Open during the summer.
"But, I feel like the security is doing great job. Especially on court, there are lots of security. I believe especially the big tournaments they make amazing job to feel us safe. So even new things happen like this, they make great job. No, it's all fine."
Sinner, who won the inaugural competition last year, resumes his Six Kings Slam campaign against Novak Djokovic on Thursday.
A victory over Djokovic could set up another clash against world No.1 Carlos Alcaraz, having met at the US Open final - which the Spaniard won.
Topics: Tennis, Jannik Sinner
Nasir Jabbar