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Tom Cruise. Annoying me since 1986. International record. I watch the few good movies he ever had the luck to be casted into (Legend, The Colour of Money, Magnolia) despite him, but his presence always hurts. I despised him decades before it became trendy after Oprah.

Dieter Bohlen. Annoying me since January 1985 (the month this outstanding piece of music entered the top 10 according to Wikipedia). Domestic record. He's the blond asshole who pretends to play the guitar in the video (which ironically is a non-existing instrument in the song as far as I can tell). Since the mid 80s he's been Germany's most successful pop music producer and afaik he still is today. Unlike Tom Cruise, Bohlen was hated by almost everyone right from the start of his career (with the exception of those million unknown people who bought his records and pretend today they never did).