At the peak of his career, Cipollini's speed was unrivaled, and he is credited with being the first rider with a sprint train. The red jerseys of his Saeco/Cannondale team were commonly seen at the front of the peloton toward the end of the flat Grand Tour stages in the late 1990s. The train kept the pace high in the closing kilometers, to dissuade opposing riders from attacking and to ensure that in the final 200–300 meters, Cipollini was the only cyclist able to maintain the speed.
Cipollini made no secret that he did not like climbing stages, and while he completed all stages of the Giro on many occasions, he infuriated purists by not attempting mountain stages at the Tour or Vuelta. While this is a common practice with sprinters without points jersey aspirations so as to save themselves for the rest of the season, Cipollini's practice of releasing photos of himself lounging at the beach while the others struggled in the mountains earned him more than his fair share of attention in this regard.
Cipollini, despite being married through much of his career, was regarded as a sex symbol and rumored to be a womaniser. He did little to dispel these notions with comments such as, "If I weren't a professional cyclist, I'd be a porn star".
Super Mario, we dip our big ass, fuzzy pimp hat to you sir!
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