Terrance Moquin, 38, was described in provincial court Tuesday as a predator and master manipulator who has committed a long list of similar offences.
His latest convictions are for assault, uttering threats and violating probation.
Court heard that in April 2007, Moquin met a Winnipeg mother on a telephone chat line.
Their communications continued online until they arranged to meet in person. The day after that first meeting, he moved in with her.
Over the next six weeks, Moquin assaulted the woman several times and attacked and threatened her 12-year-old daughter, court was told.
According to court records, over the past 15 years Moquin was convicted several times after using phone chat lines and the internet to connect with his victims, employing various aliases. He would often tell them he was a military man from the U.S. working in Canada.
Once he gained women's trust, Moquin would steal from them and begin terrorizing them, court heard. Most of the time, they would end up assaulted and defrauded, with their children abused in some way.
In one case in 2004, Moquin used a hypodermic needle to inject a boy with an unknown substance that gave him double vision, according to Crown Attorney Cindy Soldice, who called Moquin "sadistic" and "relentless."
Soldice requested a prison sentence of seven years, but provincial Judge Ken Champagne decided on eight years, with credit for time already served.
MORE ON THIS PREDATOR