Old-maidish is a demeaning term that implies prudishness and outdated values. Its antonyms would describe people who are modern, open-minded, and free-spirited. Words like progressive, liberal, or unconventional fit the bill. Another antonym could be adventurous, which denotes people who seek out new experiences and challenge themselves. A person who is old-maidish might be described as conservative, conformist, or narrow-minded, while their opposite might be described as avant-garde, radical, or daring. It's important to remember that these antonyms are not necessarily superior to the old-maidish personality but represent different ways of approaching life.