Cliff Richard has never married and has remained a lifelong bachelor. Over the years, he has had several significant relationships, including with Australian dancer Delia Wicks and former tennis star Sue Barker. He once seriously contemplated proposing to Barker but ultimately felt he did not love her enough to commit to marriage. In the 1970s, he was also in love with Olivia Newton-John, but she was engaged to someone else at the time. In addition to these romantic relationships, Cliff Richard has had close companionships, notably with John McElynn, an American former priest he met in 2001, who has become a close friend and companion, helping him manage his properties. He also lived for 30 years with his charity and promotion manager Bill Latham, whom he considered like family. Despite his bachelor status, Richard has emphasized that his career and personal commitments have taken precedence over marriage and starting a family