Amateur American Football player George De Bathe raped, abused and controlled the women and carried on offending even after he had been arrested and put under a restraining order.
His campaign of rape was described as cold, callous and controlling.
He showed no emotion during a sentencing hearing at Portsmouth Crown Court.
After he was sentenced to 17 years in prison with an extended licence period of five years. De Bathe shrugged and smiled at the public gallery as he was taken down.
De Bathe used emotional blackmail and intimidation to abuse the five women physically, sexually and emotionally, a judge said.
He demanded they wear revealing clothes and insisted they obeyed his rules.
One young woman was strangled when she took a pregnancy test after being raped by De Bathe.
He held a knife to her throat and threatened to kill her.
The 25-year-old was described as a narcissist who took sexual gratification from hurting, humiliating and controlling his victims.
“You enjoyed inflicting pain and humiliation on your victims,” a judge said.
De Bathe took ruthless advantage of five vulnerable young women, the judge said.
Salesman De Bathe, described as a "manipulative monster", claimed to be on a £150,000 salary and told one woman he was a "psycho" when he was off his medication.
His Honour Judge William Ashworth told De Bathe despite being from a stable background and very well educated, he had ample opportunity to stop his offending.
The judge told De Bathe he was callous, cold and calculating, he said: “You were able to evaluate the consequences of your actions.
"The rapist has a chameleon nature and can change his persona, the judge said.
“You have the ability to present yourself as someone who is well meaning, well intentioned.
“Behind that there is someone who is able to offend.”
De Bathe bragged to his father about putting women in their place and intimidated his mother, the judge said.
His mother Amanda De Bathe told police: “George admits he gets angry when he doesn’t get his needs met.”
Despite fears over his increasingly worrying behaviour, his family did nothing, the judge said.
“No one in that household chose to stop you,” HHJ Ashworth said.
“The entirety of the focus is on protecting you and not on the terrible trauma you inflicted on the victims in this case.
“You are a dangerous offender who has shown little or no remorse.”
De Bathe from Chichester, West Sussex, forced young women into restraints and blamed the injuries they suffered on consensual rough sex.
The court heard his offending started while he was still at school.
De Bathe, described as a psychopath by one victim, controlled every aspect of the lives of five young women one after the other including telling them how to dress, what to eat, where they could go and who they were allowed to speak to.
One victim said: "I was so broken from what he had done to me.
“I didn’t know who I was.”
His second victim said her self confidence was completely broken down by De Bathe.
She told the court: “I didn’t recognise who I was.
“I carry so much guilt, fear and shame."
A third woman described horrific memories which caused her physical and emotional damage.
She said: “I was completely indoctrinated.
“I was riddled with fear.
“He is a narcissistic and dangerously manipulative man.
“If I did not walk into that police station, I’m sure he would have murdered me.”
A fourth young woman said: “He is an extremely dangerous and manipulative person who needs to be stopped.”
The final woman said she was confident and strong before meeting De Bathe.
She said: "I’m not the person I once was and the scars remain."
De Bathe, of North Mead in Chichester, played amateur American Football as a Running Back.
De Bathe was first arrested in March 2019. He was arrested again in April and November the same year.
Detective Constable Jon Petroulas said: “George de Bathe has shown a clear pattern of manipulating women, before revealing his violent, controlling and sexually abusive tendencies.
“Each of these women’s lives was made a misery by de Bathe, and they must live with the trauma of his crimes.
“They have shown incredible courage to share their experiences with Sussex Police and support what has been a long and complex investigation through to its conclusion.
Deputy Officer in Charge, Detective Constable Maddie Ursell, said: “This case is another reminder of the importance of schemes such as Clare’s Law, which allows the police to disclose if a new partner has a violent criminal history."
Karen Cushing from the Crown Prosecution Service said: “George De Bathe subjected these women to significant pressure and manipulation, often threatening them and, on occasions, following through on those threats with physical violence.
“None of us can imagine the terror they experienced as a result of his controlling and coercive behaviour, ensuring that once he had cut them off from those closest to them, he could then dictate every part of their lives and even depriving them of sleep.
“The appalling impact that he had on the victims was clear from both their testimony and from those who were closest to them, who all talked about the changes in the behaviour they had seen in their loved ones.
“We would like to thank the victims in this case for speaking out.
“Despite claiming to one woman that the police couldn’t touch him and that we would never prosecute him, with their evidence, we were able to build a strong and compelling case against De Bathe to bring him to justice on behalf of the women that he tried so hard to manipulate and control.”
A jury in Portsmouth found De Bathe guilty 24 counts including, rape, ABH, sexual assault, coercive control, making a threat to kill and false imprisonment.
The trial jury accused De Bathe, who chose not to give evidence in his defence, of trying to intimidate them and criticised him for smirking during the trial.
He will spend at least two thirds of the 17 years in prison.