Colin Craig is being accused of seeking out Rachel MacGregor’s company in "irregular and inappropriate ways".
The former Conservative Party leader and his former press secretary are suing each other for defamation at the High Court in Auckland.
MacGregor's lawyer Hayden Wilson said Craig sent MacGregor a series of letters, cards and poems, and gave her gifts of jewellery.
He claims that Craig had sought out MacGregor's company in "irregular and inappropriate ways".
Mr Wilson said MacGregor came to the view "that was sexual harassment, and left her job", just days before the 2014 election.
She filed a sexual harassment complaint against Craig, and the pair reached an out of court settlement which included a confidentiality agreement.
But Mr Wilson said rather than wait for the media interest to abate, Craig held a press conference and introduced an "entirely new set of information that was carefully curated by him".
The court heard that Craig tried to cast himself in the best possible light, while trying to damage MacGregor.
MacGregor responded with a media release and a tweet.
Hayden Wilson said Colin Craig then doubled down on media interest by sending a letter repeating the claims of defamation to 8000 Conservative Party members, along with a press release which identified Rachel MacGregor.
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