Players took turns selecting a model on stage, each of whom had the letter "A" or "B" hidden on their body.
It is a ceremony which has been branded "awful" and "sexist" and criticized for taking tennis "back to zero".
The event suffered a huge setback when Alexander Zverev, by far the best player of his generation, made a decision to skip the U21 Masters and focus on the ATP World Tour Finals in the week after Milan, but it will be an interesting event for sure, with new rules and the scoreline.
Judy Murray, the mother of British Davis Cup stars Andy and Jamie Murray and former captain of Britain's Fed Cup team, described footage of the freaky ceremony as "awful", while Amelie Mauresmo branded it a "disgrace".
Sources told Sportsmail on Monday that the ATP Tour were swiftly mounting an inquest into how the controversial draw ceremony was allowed to unfold, and there was considerable disquiet and embarrassment at the tasteless way in which it was conducted. "We deeply regret this and will ensure that there is no repeat of anything like it in the future".
Featuring eight very exciting players aged between 18 and 21, it attempts to trial new rules and approaches to the sport.
It features two round-robin groups.
Shapovalov and Rublev, the youngest players in the draw, should reach the last 4 if they bring their best tennis, but Chung will also seek the opportunity, being the most consistent baseliner out of the 4.
The victor will take home around $1.2 million in prize money.