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Jannik Sinner was boldly approached by a fan on Wednesday night as cameras captured a major security breach at the Six Kings Slam.
Sinner, the world No. 2, is among six stars participating in the Riyadh-based exhibition, which features a $1.5million appearance fee for each player and a $6million prize for the winner.
And after he defeated Stefanos Tsitsipas in straight sets, a young fan stormed the court and walked towards Sinner without security stopping him at all.
Sinner greeted the supporter with a friendly handshake, and the pair continued chatting as the fan appeared to ask for the Italian's Nike jacket.
The pair then spoke for several more seconds before the fan was finally whisked away by security.
The surreal moment comes months after a fan tried to steal out of Sinner's bag at the US Open.
A fan made his way to Jannik Sinner on the court following his win over Stefanos Tsitsipas
He then appeared to ask the Italian for the Nike jacket he was wearing at the time
A fan walked on the court & spoke to Jannik Sinner after his win over Tsitsipas at Six Kings Slam.
Jannik is just chatting it up before security removes him 😭😭😭😭
In that moment, security was more diligent as a guard quickly noticed what was going on and swatted the fan's hands away from Sinner's guard.
'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,' Sinner said after defeating Lorenzo Musetti in the US Open quarterfinals.
'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 was selected to play in the second edition of the Six Kings slam alongside Tsitsipas, Novak Djokovic, Taylor Fritz, Carlos Alcaraz and Alexander Zverev.
'The money is nothing we're trying to hide,' Sinner previously said, via the AP.
The fan was then whisked away by security off of the court in Riyadh, Saudi Arabia
'We know how much is at stake here, and it would be a lie if I told you it wasn't a motivation. Every player here will try to win as many matches as possible. It's like any other exhibition - except here there is a bit more motivation.'
Sinner comfortably beat Tsitsipas by a score of 6-2, 6-3.
He will face Djokovic next on Thursday.
