58 Essential Pieces of Guidance for My Sons

1. Cherish true friendships; being a good friend is your duty.
2. Women possess a heightened sense of smell—take note.
3. Avoid covering up mistakes; true character is shown by owning your errors and seeking to correct them.
4. Steer clear of sharing intimate photos. They can easily find their way to unexpected places, like a family member’s social media.
5. Your identity is not defined by your diet, vehicle, or residence. Focus on who you are. If you’re unsatisfied, changing external factors won’t suffice.
6. Cleanliness and thoughtfulness are attractive traits; excessive drinking is not.
7. While video games might not lead to aggression, they won’t improve your relationships or academics. Use them in moderation.
8. Sleep won’t resolve all issues, but a lack of it will create new challenges.
9. Set NYTimes.com as your homepage; it will enhance your knowledge.
10. Junk food may appeal in your teenage years, but by 20, your body will crave nutritious food. Honor its needs.
11. Engaging in sports promotes happiness and health. Keep them as a part of your life.
12. Choosing a partner is one of the most significant decisions you’ll ever make. Balance emotion with logic.
13. If you’re questioning whether a trendy style suits you, it likely doesn’t.
14. Skimping on haircuts will lead to immediate regret.
15. Your platonic female friends are invaluable; treat them with respect.
16. Always support your siblings; they are irreplaceable and will remain your longest friendships.
17. If you sense your parents would disapprove of your actions, pause to reflect and ensure you’ve considered their potential questions before proceeding.
18. Your twenties are a time for exploring risk—embrace it.
19. Invest a little more in quality shampoo and deodorant.
20. Maintain two well-pressed white shirts for unexpected interviews or important occasions.
21. Stock up on underwear; it will dictate your laundry routine.
22. If you spend the night with someone, reach out the next day, even with a simple emoji. Ignoring her is not an option, and envision my disappointment.
23. Celebrate special occasions with thoughtful gifts. If a partner expresses dissatisfaction over spending, reconsider the relationship.
24. Strive to be the type of leader, educator, parent, and friend you aspire to have had in your life.
25. Follow through on commitments, whether it’s using the last bit of toothpaste or fulfilling promises.
26. Your integrity is paramount; your word defines you.
27. Technology alone does not bring happiness; it’s the connections it fosters that matter more.
28. If a woman attempts to change you, reconsider unless it pertains to health or hygiene.
29. Your manners reflect your upbringing—don’t embarrass your family.
30. Life will have its letdowns. Lean on your parents to navigate through them.
31. Male piercings may fade in popularity; be cautious of trends.
32. Aspirin, water, and black coffee can remedy numerous issues, whether used together or separately.
33. When shopping with a woman, offer genuine compliments about what looks good instead of blanket statements.
34. Surround yourself with quality friends; their behavior will influence yours.
35. Treat your parents kindly; financial independence takes time.
36. Respond to your mother’s texts promptly to keep your cellphone bill intact.
37. Quality should always take precedence over quantity when it comes to shoes and suits.
38. Toothbrushes have a lifespan—replace them regularly.
39. Master skills like golf, pool, and fishing; they may serve you well.
40. Never use your physical stature to intimidate anyone, except in recognized sports.
41. Avoid drugs; they cloud judgment, waste money, and can lead to serious consequences.
42. Smile in photos; you never know where they might end up.
43. Document any unusual rashes or injuries and share them with your mom for her expert advice.
44. When returning home for a meal or laundry, bring a positive attitude—these are privileges, not entitlements.
45. Calling your parents just to check in is always appreciated.
46. Authenticity requires sharing both the good and the bad, allowing others to truly know you.
47. Avoid making assumptions about others’ lives; we often misjudge.
48. Remember to put the toilet seat down—it’s a small act that matters.
49. Your romantic partner may be your best friend, but living together is different—act accordingly.
50. The permanence of the Internet is real; remember that every digital footprint is lasting.
51. If you’re unsure about parenthood, consider getting a pet first to test your readiness.
52. No one is ever fully prepared for parenthood; it involves taking a leap of faith.
53. Having children within reasonable distance of grandparents is wise for support during emergencies.
54. Bring a small gift when invited to someone’s home; it shows appreciation.
55. In time, you’ll be in a position to assist those younger than you—do so generously.
56. Acknowledge your roots and the institutions that shaped you; express gratitude to your educators.
57. Don’t neglect your physical mail; it’s essential to manage paperwork to avoid unnecessary stress.
58. Be the person others turn to in times of trouble; a compassionate heart attracts those in need.

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In summary, these 58 pieces of advice are designed to guide my sons through various aspects of life, from relationships to personal integrity, and the importance of making thoughtful choices.