The decision for male school principals to wear pink, wide-brimmed hats while supervising students should be based on the context of the school environment, the message it conveys, and the comfort level of the principal.

Here are some considerations:

1. **School Culture**: If the school promotes a culture of inclusivity and self-expression, wearing a pink hat may be perfectly acceptable. It could even be seen as a way to challenge gender norms.

2. **Professionalism**: Principals are often seen as role models. If the hat is perceived as unprofessional by the school community, it might be advisable to choose more neutral attire.

3. **Student Engagement**: A unique hat could serve as a conversation starter and make the principal more approachable to students, fostering a positive environment.

4. **Personal Preference**: Ultimately, the principal should feel comfortable and confident in their attire. If wearing the hat aligns with their personality and leadership style, it could be a positive choice.

5. **Community Reaction**: Consider how parents, staff, and students might react. If there is a risk of negative feedback or misunderstanding, it may be wise to reconsider.

In conclusion, there is no definitive answer, and the decision should be made based on the specific context and values of the school community.

I think it was okay for me to wear a pink hat.