The protest-wracked financial hub witnessed its fiercest political violence in weeks Sunday as riot police spent hours in running battles with protesters, the streets blanketed in tear gas and smoke from burning barricades.
Millions have hit the streets during nearly four months of pro-democracy protests, and hardcore activists have repeatedly clashed with police, in the biggest challenge to China's rule since the city's handover from Britain in 1997.
Tensions have soared in the last few days.
Beijing is preparing for huge, tightly-choreographed festivities from Tuesday to mark the founding of the People's Republic of China, including a massive military parade that will showcase the country's emergence as a global superpower.
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Yet the ongoing unrest in Hong Kong threatens to upstage those festivities as the semi-autonomous city boils with public anger over the erosion of its special freedoms under Beijing's rule.
In the past week, democracy activists have ramped up their rallies and street battles ahead of October 1, which Hong Kong protesters have dubbed a "Day of Grief".
Throughout Sunday police fired tear gas, rubber bullets and water cannon in multiple locations in their bid to disperse hardcore protesters hurling bricks and petrol bombs.
Hospital authorities said at least 40 people were injured, one in a serious condition.
There appears little sign of the protests abating.
On Monday, authorities announced that they were upholding a ban on a planned National Day democracy march, citing security concerns.
The Civil Human Rights Front, a group that advocates non-violence and was behind a series of huge peaceful rallies earlier in the summer, hit out at the decision, saying it was the fourth time their march proposals have been rejected.
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"Hong Kong is now having less and less freedom and becoming more and more like Beijing," CHRF spokeswoman Bonnie Leung told reporters.
With legal rallies banned, online forums used by the largely leaderless movement have instead called for wildcat protests across the city in an effort to stretch police resources.
"I want to see millions of people boycott national events and result into violent protests on October 1," one user wrote in a heavily upvoted comment on the Reddit-like LIHKG forum.
School and university students also took part in a one-day class boycott on Monday.
Despite the inevitability of renewed clashes, municipal workers still spread out across the city on Monday morning to begin a now-regular clean-up ritual.
They collected torn-up paving stones into piles and swept the melted remnants of burned makeshift barricades into bags along a four-kilometre (two-mile) stretch of road where Sunday's clashes took place.
Graffiti and protest flyers were everywhere.
One Starbucks outlet had been sprayed with anti-police slogans and boycott calls.
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In Hong Kong, the franchise is owned by Maxim's Caterers. Protesters called for a boycott after a member of the family that owns the company delivered a speech condemning demonstrators and speaking in support of Beijing.
The city's summer of discontent was triggered by an extradition bill to the mainland that has now been shelved.
But the movement has since morphed into a call for free elections and less intervention from Beijing.
Protesters are calling for an independent inquiry into alleged police abuses, an amnesty for those arrested, and the right to elect their leaders -- demands dismissed by China and city leader Carrie Lam flew to Beijing Monday to take part in the National Day celebrations.
With Lam unable or unwilling to come up with a political solution to the strife, the city's police have been left to deal with the unrest, leading to huge levels of public anger against the force.
Senior brass has rejected allegations of police brutality, arguing their officers face rapidly increasing levels of violence from protesters.
But weekly videos of police beating arrested protesters have only fanned the animosity further.
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