• A man was unhappy when his married girlfriend ended their relationship
• He threatened to send several videos of them having sex to her family and friends
• Twice, he trespassed her condominium complex and went to her home unannounced
• He was jailed three months and three weeks

SINGAPORE — A 29-year-old man who saw red when his girlfriend broke up with him and then threatened to tell her family about her extramarital affair was jailed for three months and three weeks on Friday (Sept 3).

Aside from threatening to spill the beans about their relationship, he had also snuck into her condominium complex, once by dyeing his hair and wearing sunglasses to avoid recognition. He also repeatedly threatened to leak their sex videos.

The Singaporean pleaded guilty last week to two charges of criminal intimidation and one of criminal trespass. Another two charges were taken into consideration for sentencing.

He cannot be named due to a court order to protect his 32-year-old ex-lover’s identity. His sentence was backdated to May 11, when he was remanded.

The couple dated from September to October last year. He took at least seven intimate videos in which the victim was partially dressed.

He also took several screenshots of a video call they had had, during which she had exposed her breasts to him. He saved the screenshots on his mobile phone.

He recorded the videos and took the screenshots with her awareness and consent.

Around November last year, she told him that she wanted to end the relationship but he did not accept her decision, threatening to hurt himself and turn up uninvited at various locations. 

He also said that he would tell her family, including her husband, children and friends about their affair.

Feeling pressured, she responded to him when necessary but tried to avoid him as much as possible.

PRETENDED TO BE PROPERTY AGENT

While they were dating, she had given him a set of keys to her condominium apartment. He then duplicated the keys without her knowing.

On Feb 3 this year, he tailgated a resident at a side gate and managed to enter her condo complex.

She was home with the door unlocked and he was able to get in without using his key. He refused to leave when she told him to, threatening to send the explicit videos and screenshots to her friends and family.

Deputy Public Prosecutor Sunil Nair told the court that the man wanted to alarm her so that she would reconsider her decision to end their relationship.

She immediately rushed to the condo’s security post to ask for help. A guard called the police and officers soon arrived.

Two months later, he called her and asked to meet. 

When she refused, he again threatened to spread the explicit material, saying that he had configured his settings to send an email with a download link to the material on a specific date if he was arrested. 

He then sent her an email with the subject “test scheduled email” to back up his claims.

He also told her that he no longer wished to hide their relationship and wanted to upload other photos that they had taken with her children on his personal Instagram account.

She gave in to his demand to meet and made a police report later that night.

Another month passed before he trespassed her condo complex again. He was aware that the management had already placed him on a list of people who could not enter, but he pretended to be a property agent when a security guard asked why he was there.

He had also dyed his hair and wore sunglasses. 

The guard then let him enter, but the victim’s acquaintance spotted him loitering around her block and told her. She then called the police.

For each criminal intimidation offence, he could have been jailed for up to two years or fined, or both. 

For criminal trespass, he could have been jailed for up to three months or fined up to S$1,500, or both.