This chapter addresses how the success of Amalia, Princess of Orange, in winning the Princess Royal, Mary, for her son William would haunt Elizabeth Stuart as the two competed to marry off their respective daughters Louise Henriette and Louise Hollandine. This rivalry was further complicated when, in June of 1644, Henrietta Maria sent the theologian Dr Stephen Goffe to Frederick Henry with a proposal to strengthen ties between the Houses of Stuart and Orange-Nassau. Goffe was to negotiate a marriage between the Prince of Wales and Louise Henriette, conditional on a military alliance: an offensive and defensive treaty between English Royalists, the Dutch, and the French. Frederick Henry rejected the offer outright. It was unfortunate that Elizabeth's daughter Louise Hollandine had already formed an attachment to Frederick William as early as 1636, and in 1642 Elizabeth's mother-in-law Louise Juliana and Charles had initiated official marriage negotiations. Elizabeth was then forced to come to terms with another undesirable match, that of her son Edward and Anne de Gonzaga, a princess of the House of Nevers, who had secretly married in April of 1645. Not only had Elizabeth not been consulted, but Edward had converted to Catholicism in the process.