WARNING: This article contains graphic content some readers may find disturbing.

A man convicted of rubbing his penis on a co-worker’s phone and ejaculating in her coffee cup has been arrested again, this time for a violent sexual crime.

Douglas Whaley, who committed the office indiscretions while working in Richmond Hill in 2014, was arrested by police in Peterborough this summer while on probation after he is alleged to have broken into a home and put a hand over a woman’s mouth as he removed her clothes.

The woman managed to escape and run into the street, where she caught the attention of a passing motorist.

Whaley was charged with break-and-enter, sexual assault, attempt to choke and a probation breach.

This is not the first time the 44-year-old has been in trouble with the law.

He hit the headlines in 2016 when he was sentenced to 18 months for mischief at Newmarket court, after he was found to have been videotaping himself engaging in lewd acts — 25 in all, many against one female colleague who said she was “violated” and called the acts “disgusting and extremely disturbing” after she learned what happened.

Other videos clips, taken in an office area, depicted women’s buttocks areas, upper leg and breast area. Another video was of a woman undressing and showering.

He was also caught taking up-skirt photographs of a 16-year-old girl in 2011 and then taking photos of a woman’s buttocks area in 2013, both times in Richmond Hill.

The second incident led police to gain search warrants months later for his phone and computer, resulting in the discovery of the videos he took at work.

During his previous conviction, the judge said Whaley bragged to his probation officer and a psychiatrist about collecting 14,000 spy-cam-type photos between 2005 and 2014.

He’s also alleged to have broken into someone’s home and masturbated while holding the resident’s underwear.

About this incident, the judge in the case compared Whaley’s actions to those of sexual predator and serial killer Russell Williams. Williams’ crimes escalated quickly from breaking into women’s homes and trying on their underwear to sexual assault to murder.

“There are many words which come to mind to describe Mr. Whaley’s conduct: despicable, demeaning, vile, appalling, horrendous, horrific, inexcusable, unforgivable. I know that there are many others,” Justice Peter West said at the time.

“You shake your head at me, sir,” West told Whaley in court, “but the kind of breaking into houses . . . and doing what you did and videotaping is exactly what that individual did. That’s where it started.”

Peterborough police didn’t release the name of the victim or Whaley in announcing the arrest and the charges. His identity was confirmed through court documents.

The victim had to be taken to hospital with non-life-threatening injuries following the alleged attack.

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Whaley’s been convicted six times relating to this ongoing behaviour and has been charged 16 times.

Whaley, who has also lived in Oshawa, was arrested following the incident on June 29, 2019. He is next up in Peterborough court on Nov. 4.

JG Jeremy Grimaldi is a crime and justice reporter for YorkRegion.com and its sister papers. Reach him via email: jgrimaldi@yrmg.com

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