German Chancellor Angela Merkel rolled her eyes in disbelief after listening to Russian President Vladimir Putin.
The pair met at the G20 summit in Hamburg and were filmed during a visibly uncomfortably period of small talk.
The hard-line Russian leader, was explaining something to the German leader when the Chancellor rolled her eyes.
Putin was able to speak to Merkel in German as he was a senior KGB agent in Dresden, East Germany at the time of the collapse of the Berlin Wall in 1989.
Merkel, who is chairing the G20 Summit is trying to improve relations with Russia who are angry over continued economic sanctions over the invasion of Ukraine.
Merkel is also working on US President Donald Trump who recently abandoned the Paris agreement on climate change.
She also faces difficulties with Turkish President Recep Tayyip Erdogan, who wanted to address a massive rally of Turks resident in Germany. Mrs Merkel and the European Union needs Turkey's help to stem the flow of migrants from the Syrian conflict from making their way into Europe.