why oh why

Meanings

phrasewhy oh why?

A strengthened form of why, as used in questions.
Why, oh why, oh why oh / Why did I ever leave Ohio?
1953, Leonard Bernstein, Betty Comden, Adolph Green, “Ohio”, performed by Rosalind Russell, Edie Adams, in musical Wonderful Town
UKattributivesometimesA statement of exasperation associated with reactionary viewpoints.
Indeed, a right-wing paper is hardly ready for press without a why-oh-why article on children's failures to identify verbs and nouns.
2005, Fred Sedgwick, How to Teach with a Hangover: A Practical Guide to Overcoming Classroom Crises, A&C Black, →ISBN, page 94
4 more examples
Are these terrible figures greeted by hysterical "why-oh-why?" letters to the Times demanding a huge shift in resources from road-building to rail-modernisation?
1993, New Statesman Society
To mark the introduction of civil partnership in Britain, the Daily Telegraph duly featured a bitter polemic from 'Why-oh-Why' columnist Ferdinand Mount.
2006, Ben Summerskill, The Way We Are Now: Gay and Lesbian Lives in the 21st Century, A&C Black, →ISBN, page 7
David Starkey and John Casey, a donnish don from Cambridge who cranks out 'why, oh why?' hand-wringing pieces for the Daily Mail, are modern equivalents.
2009, Andrew Marr, My Trade: A Short History of British Journalism, Pan Macmillan, →ISBN, page 27
... the British health system, once the best in the world, was disintegrating in a welter of underfunding, staff shortages and collapsing morale. A hand-wringing why-oh-why piece appeared in the Daily Mail, an internal investigation was ordered.
2012, Deborah Moggach, The Best Exotic Marigold Hotel, Random House, →ISBN, page 3