The unidentified cyclist refused and was said to have been "rude and abusive" when challenged as he waited to collect his stepson outside Lynn Grove Academy in Gorleston-on-Sea, Norfolk.
A heated dispute then broke out as a police officer arrived at the scene and repeatedly warned the dad about his "aggressive" behaviour and threatened to arrest him.
But the stubborn cyclist said the school had no right to tell him he could not wear the mask – which he kept on because he was cold.
An astonishing video of the standoff shows the officer approach the guardian and his stepson near school gates.
The copper questions him about his "attitude" but the man says "stuff my attitude" and asks what laws he has broken.
The constable alleges he has been rude to the head teacher, who says: "We asked you to not wear your face mask because we've had a number of complaints. It's frightened some of the children."
But when the asked to explain how he was "rude and abusive" she refuses to answer.
The officer tells him he is potentially causing "harassment, alarm and distress".
To which the dad replies: "So? I'm cold.
"Am I being detained? Because I'm getting bored. Excellent, let's go."
As he walks away, the officer calls out sarcastically: "I really appreciate your time, help and understanding."
The raging stepdad chimes back and the officer confronts him again, warning that he is "on the cusp" of being arrested for breach of the peace, and that his use of the word "damn" was swearing.
The constable "suggests" that the man does not wait directly outside the school gates in future but the dad replies: "Yes, I will wait there every single day he's at school."
Some social media viewers praised the dad for standing his ground and said the police should focus on investigating "real crimes".
Carl Pounder said: "The copper is obviously not used to people expressing their rights. What a joke and a waste of taxpayer's money."
A Lynn Grove Academy spokesperson said: “As a school we do not publicly comment on matters involving specific pupils or their parents.
However, it is the school’s clear policy that all protective face masks should be removed on school property as we have a duty of care to know who is on the premises at any one time and ensure our pupils are safe and secure.
This policy does not extend to the journey to and from school.”
Norfolk Police declined to comment.
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