Sunday edition CALENDAR SECTION only of the Los Angeles Times, Dec.16, 1990 

* Sinead O'Connor - Irish singer, songwriter & activist
* Cartoonish caricature with editorial - "Nothing Compares 2 U"

Often revered as the undisputed "bible" of Hollywood, the Sunday Calendar section occupied a rare space in journalism where a single publication could simultaneously dictate global entertainment trends and govern the inner workings of show business. Today, physical copies are an absolute rarity, largely because they were printed on standard, ephemeral newsprint designed to be devoured and promptly discarded at the end of the week.
The front page has a caricature of Sinead O'Connor with heading: "Year of Living Dangerously" And a editorial by Robert Hilburn titled: "Nothing Compares 2 Her Year" and photo. Continues on multiple pages with a few more photos. See images for portion of the text.
Provenance note: This issue comes from The Los Angeles Times own archives, part of their in-house collection used to create their digital archive. Rare as such.
I suspect this to be an extremely rare item because there was really no reason to save it at the time.
Complete Calendar section only with all 128 pages, very nice condition.

Background: This December 1990 feature captures Sinéad O’Connor at the absolute convergence of her musical peak and her early, era-defining friction with the American media landscape. Following the massive global success of "Nothing Compares 2 U" earlier that year, O’Connor had fast become a lightning rod for controversy due to her fierce political activism, notably boycotting the Grammy Awards to protest commercialism and refusing to let the U.S. national anthem play before her New Jersey performance. The Los Angeles Times editorial and caricature stand as a vital snapshot of a culture-war flashpoint, documenting the precise moment mainstream media was grappling with an uncompromising, bald-headed, anti-establishment female pop star who refused to play by traditional industry rules—all occurring just two years before her infamous 1992 Saturday Night Live appearance solidified her status as one of the most polarizing cultural figures of the decade.