His first victim, who he went on to marry, was 20-years-old, the summary said. It was her first serious relationship.
"He would drive the victim to the Petone boatsheds and park at the rear of them, where they would indulge in sexual activity.
"On one of these occasions the defendant held the victim down in the back of the car and, using a pair of pliers, removed six of the victim's bottom teeth. [She] was unable to prevent the defendant pulling her teeth out." She went on to have the rest of her teeth professionally removed.
The following year, the man assaulted her again, the summary said with a screwdriver, attempting to pry her wisdom teeth out.
"The victim suffered significant pain during the incident. She told the defendant to stop but he continued his attempts ... without success."
It is alleged the man also raped his first wife in 1993, after giving her "an unknown form of pain medication along with alcohol".
Ten years after divorcing her he met his second wife, in 2005. They met on a dating website in September, the summary said. It is claimed he first assaulted her that December, although the couple remained together until early 2012.
"The defendant told the victim that her teeth looked terrible and ugly ... [and] said he could pull the teeth out because he had done it before.
"He grabbed her and squashed her down towards the floor. He grabbed the victim's head with one hand and with his other used the pliers.
The defendant managed to pull out four of the victim's bottom teeth."
He met his third victim online in 2011, the summary said. On two occasions during sex he removed teeth, it is alleged.