He had been warned by his friend days ago that his instant messaging app on his phone might have been hacked.
Still, when Mr Koh Mui Quee got a series of text messages from the same friend last Saturday, he did not suspect anything.
He ended up being conned into buying $2,250 worth of iTunes gift cards.
It is just one of an increasing number of scams involving the popular cards, which can be used to buy music, movies and books from the iTunes online store.
Mr Koh, 57, a driver for a community hospital, said he bought a total of 15 iTunes gift cards, thinking they were for his friend, whom he identified only as Mr Tang.
$150 GIFT CARDS
He first got a text from the scammer on Saturday. The scammer posed as Tango Tang, his friend's contact name on Line app, and asked him to buy three iTunes gift cards worth $150 each for him.
Line is an app available on the Google Play store and the Apple iTunes store with free messaging and call services for users with wireless connections or 3G services.
Not suspecting anything, Mr Koh did as was told and went to the Challenger outlet at Bukit Panjang, which is walking distance from his home, to get the cards.
After this was done, the scammer asked Mr Koh to take a photo of the codes on the cards and send it to him, before asking for five more.
"We have known each other for close to 30 years now, so I just did it without a question," Mr Koh told The New Paper yesterday.