He first convinced a 14-year-old girl to send him nude pictures and videos of herself, and later uploaded the obscene material on Facebook.
She found out and pleaded with him to take them down.
His demands? Send over even more racy videos of herself.
He also harassed another female Facebook user with lewd and insulting messages.
Yesterday, the accused, 17, a Secondary 4 student, was placed on 24 months' probation for transmitting obscene material, criminal intimidation and harassment.
He, and his victims cannot be named due to a gag order.
Court papers said the accused, whom we shall call Paul, began contacting the 14-year-old girl, who is now in secondary school, in June last year via Facebook.
He had first asked her if she was interested in meeting up to sell him her unused socks.
Even though she did not agree to do so, they continued chatting via Facebook and WhatsApp, and Paul eventually persuaded her to send him nude photos and videos of herself.
Later, when he confessed his feelings for her, she rebuffed him. Unhappy, Paul uploaded 11 nude photos of the girl on Facebook in July last year.
The girl was alerted to the pictures by a friend and tried contacting Paul, only for him to ignore her calls.
When she texted him, he replied that he was not going to take the pictures down, despite doing so about 30 minutes later.
After removing the photos, he demanded that she send him two videos of her touching herself, or he would re-upload the photos.
She did so out of fear.
Court papers also revealed that Paul had harassed a 24-year-old woman he found on Facebook by sending her insulting messages.
He first contacted her on April 6 last year, asking if he could buy her used and unwashed socks.
She did not reply and Paul then bombarded her with lewd messages, such as "you earn money through your looks".
Court documents did not say how Paul's offences came to light.
The maximum punishment for transmitting obscene images is three months' jail with fine; two years' jail with fine for criminal intimidation; and six months' jail and a $5,000 fine for harassment.
This article was first published on November 29, 2016. Get The New Paper for more stories.