re: How to raise sons to be confident and successful today in a big city?

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I want my sons to be products of their generation

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Absolutely not. The influence of out hyper- feminized culture is overwhelming.. Remember , they are being conditioned to forgo play ( the single most important thing) fear risk and comply. That’s what I saw with mine. The weight of the entire culture, most significantly in school, is against them to make them mushier.I would take a different approach, take them somewhere in nature, without mom and sister, and DO physical character- building things. Focus on their masculine nature and building tradional character traits focused around leadership , ethics and integrity. Teach them the danger of going with the herd and the value of doing manly things with manly men. Let them get dirty and take risks.

All the sensitive stuff you talk about is easily accomplished IN the home . Sensitive parents raise sensitive kids. Relationships with family members and pets and some kind of moral instruction like church or moral/ ethical lessons through books and chores and specific things they need to do. As a parent of both, it’s much easier for a girl to thrive in the current climate. That’s why you have to be more INTENTIONAL with your sons.