15 Heartfelt And Encouraging Sample Letter For Son

15 Heartfelt And Encouraging Sample Letter For Son

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Watching your son growing up can be bittersweet. You want him to be young forever, but he grows up in the blink of an eye. And no matter how old he is, in your eyes, he will always be your little angel. To let your son know how special he is to you, what could be better than writing a letter to him?

No matter what opinion you hold about writing a handwritten note, give it a try. It can be one of the most endearing things to do. The sheer pleasure of receiving a note with beautiful handwriting and dog’s ears cannot be matched.

If you are looking for ways to let your son know how much you love them or wish to give them some words of encouragement, read on. We tell you how to write a heartfelt letter to your son and give you 15 sample letters for inspiration.

8 Things To Consider Before Writing

  1. Keep it simple: You do not have to use flowery language. Use simple words to express your feelings freely and tell him how special he is. Try to make it conversational, as though you are speaking to him in person.
  1. Format: There are no strict rules for formatting the letter. Again, the aim is to keep it simple and endearing. You could start with “Dear… / Son” or something adorable, such as his nickname, and end it with a simple “Love” or Mom/ Dad.”
  1. It should be handwritten: Text it or email it if you have no other options. But writing it in your beautiful handwriting can have a more powerful effect. He could even save it as a keepsake.
  1. Use examples: Include details of those times when he made you proud or happy. Reminisce about his toddler or teenage years and describe those special moments that you would like to relive with him.
  1. Use a simile or metaphor: Using a few similes or metaphors can spice up your letter a bit. Do not overdo it, though.
  1. Do not worry about the length: The length of the letter doesn’t matter. Even a simple note that you sneak into his lunchbox could mean a lot to him.
  1. Include positive words: Sprinkle your letter with positive words such as love, joy, happiness, faith, sacrifice, pride, enjoy, trust, believe, faith, wonderful, promise, genius, and champ.
  1. Be honest: Pour your heart out to him through the letter and let him know how much he means to you.
  1. Consider son’s age: Write a letter that your son can understand and that meets his emotional development.

15 Sample Letters To Son

1. Letter From Mother To Son

Dear … (Nickname)

On that chilly morning of December 23, you came into this world and sweetened up my life. I can’t thank God enough for the treasure bestowed upon me. Son, you will always be my number one.

You have grown up to be a fine man, and I can’t be more proud. Remember all the things that your father taught you. You might have noticed how he loved me till his last breath.

Cherish our family values of love, respect, hard work, and sacrifice and always put your family first. Raising a family is not a walk in the park, my son. You’ll be faced with challenges along the way, but I know you’ll always rise to a challenge.

You know very well that I’ll always be there for you no matter what. You can lean on me whenever you feel down. Take comfort in the fact that we will together overcome all obstacles that life puts our way.

Be a good husband, and continue to be a great human being.



2. Letter From Father To Son

Dear Son

The other day, your sister, your mom, and I were playing truth or dare, and I have been asked to write you a letter. Well, you know very well that I am not good with words. So, forgive me if this comes out as bland.

You know, I was 25 when you were born. And now that you are 22, I would like to tell you that the last 22 years of my life were the best years of my life. I am sure your mom would agree too.

It amazes me how time flies. To be frank, I have never wanted you to grow old. But, look at you! You’re all grown up. Even to this day, I have not gotten over the fact that you are now an adult, ready to take on the world. Forgive my possessiveness, but I guess every father feels that way.

I know you are a strong man, and we have complete faith in you. We believe in your dreams, and we will always be there to support you. Do well and achieve your endeavors with flying colors. Well, I can’t wait for my fishing partner. The water in the lake is almost full, by the way.

We hope to see you soon.

Your Dad

P.S. Please grab some Eagle Claw fishing hooks when you come home.

3. Letter To An Angry Son

Dear … (Nickname)

When I yelled at you this afternoon, it was for your own good. You know that playing computer games for more than two hours is not healthy. It breaks my heart to see you angry, but as a parent, it is my duty to correct you when you are wrong. I’m sure you’d rather prefer to be scolded by me than by someone else.

In a couple of years, you’ll be in college, and you’ll be required to make your own decisions. Your dad and I will not be there to tell you what is wrong and what is right each day. I shouted at you because I want you to become a responsible person and someone who can stand on his own feet.

You are a strong kid, and I know you would do anything for your little brother. He is very lucky to have you as an elder brother. He is growing up fast, and I want you to set a good example and be a brother he can look up to. Will you do that for Mom and Dad?

You are my angel, and I know my little angel will never disappoint me.



4. Proud Parent Letter To Son

Dear … (Nickname)

When you were born, you weighed a whopping 8lb. You were a very bubbly baby, and every time you smiled, you had this twinkle in your eyes that melted my heart. When your daddy first held you in his arms, I remember him telling me, “This big man is going to make us all proud one day.”

As you start your business, we would like to let you know how proud we are. You have grown up exactly the way we wanted you to, a strong, independent man. You always surprised us as a kid. You would do things without much nudging and still come up with solutions.

We are sure you will be able to handle the pressures of work as you always did in every circumstance. You can rest assured that your dad and I will always have your back. Be kind to your colleagues, and work hard. Remember, “No hard work, no success.” Right?

Congrats on your success, and remember to call us every day.



5. Letter Of Encouragement To Son

Dear Son

Your selection in the national junior football team came as no surprise to us. You worked hard, and you fully deserved it. Grab this opportunity with both hands and show the world what you are made of.

Even as a kid, you would always carry a football with you, and we always told each other that we would let you live your dreams and take up any profession you like. As football fans ourselves, we can’t be prouder.

Remember, this is just the beginning. You have to take each day as it comes and work hard at reaching the highest level. Our community is going to be proud of you. In everything you do, put in that extra effort and bring joy to your dear ones.

We know you’ll continue to make us proud as always. All the best, and train hard.


Mum and Dad

6. Birthday Letter To Son

Dear … (Name/ Nickname)

Happy birthday to the best son in the world. Although we could not be there to celebrate this special day with you, we hope you will have a blast with your friends at the university.

As you turn 23 today, we can’t help but reminisce about the day you were born. For us, you will always be our little angel who can warm any heart with your smile and laughter.

We are more than blessed to have you in our lives. Continue to spread joy and be a blessing to everyone you meet.

We hope you like the gift. It was your sister’s idea.

Enjoy your special day!


Mom, Dad, and Sis

7. Letter To Son From A Single Mom

Dear … (Name/ Nickname)

This letter might come as a surprise to you, but I couldn’t think of a better way to let you know how I feel. Before I begin, I would like to tell you that you are the strongest person I’ve ever known.

I know how hard it is for you to grow up without a father figure in your life, but I take comfort in the fact that you have a good heart.

Son, although it’s just the two of us, remember that I’m always there for you, and my only wish is to see you grow up to be a good man. Let’s be each other’s pillar of strength no matter what the circumstances.

I love you.


8. Inspirational Letter To Son

Dear Son

Congratulations on turning 18. As you are officially a man now, I’m writing to you to let you know a few things that I believe would help you, for they definitely helped me.

  1. Remember that nothing in life comes for free. You need to work hard to earn every penny. Your mom and I would not be there forever to help you financially. In a year or two, we expect you to work even harder and become independent. Whether you become rich or poor would depend on how hard you work now.
  2. Fall in love. Love is the most beautiful thing in this world. Find yourself a good girlfriend and give her all the love and respect.
  3. Nothing in this life is permanent, and as we have only one life, cherish every moment. Do daring things, make wise decisions, and surround yourself with people who challenge you to do greater things.

We look forward to seeing you during the winter vacation. Until then, work hard and continue to make us proud. I have complete faith that you will do well.

Your Dad

9. Letter To A Grown Son

Dear … (Name/ Nickname)

Remember when you were learning to ride a bicycle? At first, your dad and I would support you, and then, after a few falling-and-getting-up-again episodes, you were able to ride it on your own. Similarly, you are now at a stage where you are ready to take on the world. I have no doubt that you’ll do very well.

You have grown up to be a good man, my child. As you start your professional journey, we wish you all the good things that life could offer you. Always do your job with that beautiful smile on your face.

You have followed your dreams and worked hard to be where you are today. Take a moment to pat yourself on the back. It gives me immense happiness and satisfaction that you’ll be able to impact several lives in your profession—the ever-giving person that you have always been.

Put your heart and soul into your job, and we hope to see you soon.

Lots of love and prayers for you.


10. Letter To A Teenage Son

Dear … (Name/ Nickname)

If someone asked me what my greatest achievement is, I would say, “Bringing my child into this world hands down.” You have brought such joy into my life that I would ask for nothing more from God, except to continue blessing you.

You are now 15 and at the best time of your life. You will finish school in a few years, and when you grow up, you will look back at the teenage years with a sense of satisfaction. Enjoy every moment with friends at school and do well in your studies, as these are the defining years of your life.

I promise to work at being the best parent I can be for you, and as a son, I want you to become the best teenager you can be. Remember that I am strict with you at times because I want you to become the best version of yourself. I’m sure you’ll thank me one day.

As a teenager, your job is to work hard at school, participate in extracurricular activities, respect your elders, and keep learning as much as possible.

Remember, I am always there beside you whenever you need help or need to talk to me.



11. Letter To An Alcoholic Son

Dear … (Nickname)

This is one of the hardest things that we have to ever write to you. I write this, knowing that I need an outlet, and if I cannot tell what’s in my heart to my own son, I cannot tell it to anyone.

Son, you know your dad and I love you and will always be your loving parents, no matter what. Allow us to tell you that you need professional help and sustained abstinence. Forgive us if we are too blunt.

Remember that we are not going to give up on you, and you are always welcome to talk to us anytime you want. Son, it’s not your fault. Let’s work together to overcome this deadly disease, and be an example to people in our community.

We hope to hear from you soon.

Love and hugs


12. Letter To An Estranged Adult Son

Dear Son

There isn’t a single day that your dad and I don’t think about you. What happened between us is unfortunate.

I am writing to let you know that we have forgiven you. Our home has become dull without you. We have full faith that you will come back home, and when you do, we will welcome you with open arms.

Son, misunderstandings happen in all families, and as a young man, we know you have your perspectives on things that may not quite align with ours. But it doesn’t mean that the conflict cannot be resolved. It is how we overcome those that define us as a family and as individuals.

I know for sure that you are still angry. But if you do not forgive, you are blocking your own road to happiness. Before you go to sleep tonight, think of all the good times that we spent together as a family. You are a brave man, and brave people have it in them to forgive.

Give me a call whenever you wish to talk and take it easy on yourself.

I love you.


13. Letter To Son Who Is Getting Married

Dear Son

Firstly, congratulations on your engagement, and more importantly, for finding a strong and independent woman to be your life partner. Your mom and I couldn’t have asked for a better woman to be our daughter-in-law.

We know you will make a lovely husband and a good one at that. It gives us great satisfaction that we have raised a good son. We are particularly impressed with the way both of you treat each other with respect. The chemistry between you two is evident.

I am sure every parent waits eagerly for this special day in the life of their children. Thank you for making it a reality.

Cherish every moment leading up to the wedding day as this is a once-in-a-lifetime opportunity. Plan the wedding meticulously and let us know if we could be of any help.


Your Dad

14. Letter To Son Who Is Attending College

Dear Son

I know you are both anxious and excited about attending college. I have been there too. Trust me, you are in for something very special.

The days you spend at college will be the best days of your life. Your mom and I will no longer be there to check on your every project. But we know you will do well.

You are now an independent person, and you’ll have to make decisions that will have an impact on where you will reach in your life. Of course, we have your back and will always be there to guide you whenever you need us.

Explore, make new friends, read as many books as you could, participate in different activities, party responsibly, be open to different perspectives, and welcome people of all cultures into your life.

All the best!

Your Dad

15. Graduation Letter To Son

Dear Son

I have fond memories of the first day I drove you to kindergarten. As I walked you to the classroom, you were shocked and confused, oblivious to what was happening around you. You just sat on your chair as I watched you from the window. Soon, you were having the time of your life with the other kindergarteners. That day, I knew you would do well at school.

And here we are, 18 years later. You have grown up to be a person I imagined and prayed for. Congratulations on your graduation, son. Seeing you in your graduation gown the other day brought tears in my eyes. It was one of the proudest days of my life. This is the best gift you could ever give me, son.

You’ve worked hard for this, and you deserve all the success. Besides doing very well in college, you have also set a great example for your brother and sister. Great Job!

I love you!


P.S. Your grandma and grandpa are coming over this weekend.

We hope these tips and sample letters help you write a heartfelt letter to your son. You could tweak them to suit your needs or take inspiration from them. Remember that writing a letter isn’t difficult when you know what to say. Keep it simple, be honest, and write in a conversational tone to express all your feelings.