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Gloria Estefan, Super Bowl XXVII (1992)
What do snowmen, magic, figure skating and the Statue of Liberty have in common? They were all key features of the first of three Gloria Estefan halftime shows. The bizarre "Winter Magic" themed-event featured Brian Boitano and Dorothy Hamill skating on tiny snowflakes in honor of the forthcoming Olympics. Why it also featured children in hammer pants rapping about Frosty the Snowman, we may never know. (A more appropriate title would have been "Winter Tragic.") Perhaps fittingly, this disaster of a show was trampled in the ratings by Fox's special live episode of In Living Color.