The love lives of the Maidens of Might has been tumultuous indeed. Two men stand out among the many who have competed for their attention
Gregory Gilbert was chief writer for the soap opera Secret Hearts, Andrew Winston was lead reporter for UBS TV news. When Gregory met Supergirl's civilian identity, at the time Linda Danvers was an actress on the show, he was caught up in gambling debts. Coerced into assisting Blackrock to obtain technological blueprints from Galaxy Broadcasting, Gilbert ended up incurring the indignation of the Girl of Steel herself. Redeeming himself shortly thereafter, his short-lived relationship with Linda terminated when he was placed in the witness protection program.
Andrew Winston was investigating the appearances of Power Girl, then operating in Gotham City. When he tracked her down to a remote field, he located the vessel that brought her from Krypton to Earth-Two, which proceeded to merge with him. Winston was left helpless inside the device while attacking the Girl of Steel, who promptly defeated the mechanized monster...retrieving Andrew. When the Symbioship then latched onto Power Girl, it was Winston who ultimately aided her in being freed from her decades old computerized captor. While no romance developed, a long lasting friendship resulted even when both moved to Metropolis.