Riley // On Your First Day Of School

Dear Riley,

Well here it is, your first day of big boy school. It feels like I have been counting down this moment since the day you were born, but now that it’s actually here, a part of me wants to wrap you back up in cotton wool and keep you my baby boy for one more minute, one more day, one more week.

This is one of those moments that you may not remember forever, but I certainly will. I will remember it as clearly as the day you were born and I saw you for the first time. I will remember it as if it is the first time I held you in my arms, or your very first steps, or the first time you said mummy, or the day you held you baby brother for the first time.

You’ve been by my side for 4 years now and what a wonderful 4 years it has been, but I can’t keep you by my side forever. This is your chance now. I have done my best to raise you the best way I know how and I’ve made the most of every opportunity I’ve been given with you, but It is time for me to let you go out into the big wide world…alone.


You are starting a new chapter where you will learn, grow and be your own man. You will become the person you are meant to be. You’ll make new friends, mistakes and countless pieces of artwork that I will most certainly hang up all over our house. Mummy might get a bit teary, but it doesn’t mean I’m not happy for you, I’m just going to miss you a teeny bit…ok A LOT.

My role in your life is changing, you aren’t going to need me quite so much and that makes me sad, but there is a world outside of my arms and you deserve to see it. I can’t wait for you to experience all that life has to offer, and I know that your inquisitive mind will soak up every bit like a sponge.

So, as you prepare to head out of the door for your first day of school, here are just a few things i want you to know:

-Most importantly, remember, you are absolutely and totally loved. There is no one on this planet right now who loves you more than your family. When you are frustrated learning to read, sad you lost a game on the playground, have had a rough day or a bad test score, you are loved no matter what. ALWAYS.

-Your teachers might not be able to understand your boisterous energy and you might not be able to contain it, but find a way to harness that energy and put it to good use.

-Mistakes happen. Every day. You won’t be the first to make them and you certainly won’t be the last. Mistakes are proof that you are trying. Just don’t forget to say you are and offer to make it better, and learn from the experience.

-Make safe and intelligent choices. Don’t allow yourself to be led into making bad decisions or doing something you don’t want to do. You have morals, stick to them.

-Work hard and try your absolute best all the time. It pays off, trust me. You will get out of this experience what you put into it.

– You can talk to me or you teacher about anything. If you are struggling or unhappy with any aspect of school, then i want to know.

-Give everyone a chance (or two or three). You never know who might be your best friend and the friends you make now may be your friends for life.

-Stand up for yourself without being mean. I worry that you will be picked on, or worse, be coerced into picking on other kids. I hope that I have taught you to be resilient to teasing, to always be kind to others and to be brave enough to defend those who need help.

-Sometimes you might feel different from the other kids in your class, remember this is a wonderful thing. What makes you different is what makes you beautiful. It is what makes you who you are. Embrace your ‘YOU-ness’. You don’t need to look like the rest or talk like the rest or be like the rest – the world needs you just as you are.

-Things always seem impossible until they are done, so always remain open to trying new things and don’t be afraid to take risks.

-You can learn something new every day if you just LISTEN.

-Be gracious and celebrate others successes.

-Winning doesn’t always mean being first. If you are doing something better than you have ever done before, then you are winning. You will always be a winner in my eyes.

-Tell me everything about your day. I want to hear!

Have a wonderful first day at school Riley. My special boy. I love you and know you’ll be extraordinary.

Love from mummy xxx



    • 6 September, 2016 / 12:30 pm

      Thanks lovely! He went off to school beaming this morning and is SO ready for it so i’ve no doubt he’ll have the most amazing first day! I just wish it hadn’t come around quite so soon lol! xx

    • 6 September, 2016 / 12:29 pm

      Thanks so much lovely! He literally could not wait to walk into his classroom this morning and went off with no problems at all. Just as i thought he would. It is a HUGE milestone and feels so bittersweet, especially as Harry’s started pre-school today as well. I have ZERO children at home! xx

    • 6 September, 2016 / 12:27 pm

      Ah you’re thinking of Harry lovely, he’s the same age as Sebby and starts school next year as well!xx

  1. 7 September, 2016 / 2:28 pm

    What a lovely letter/post I hope he had a fab first day of school. What a lovely but scary Milestone.

    • 7 September, 2016 / 8:44 pm

      They always say to savour every moment because time flies, and at that point you think you have all the time in the world but it creeps up on you so quickly! He had a fab first day yesterday though and is really happy with his new teacher xx

    • 7 September, 2016 / 8:43 pm

      Thank you lovely! he’s had a wonderful couple of days by all accounts and has settled in really nicely to his new surroundings. Think it helps a group of his pre-school buddies started at the same time as him! xx

    • 7 September, 2016 / 8:42 pm

      Thanks lovely, now that the first couple of days are out of the way i’m definitely embracing the change as a positive thing. They’re both so happy with school and preschool so can’t ask for more than that! xx

  2. 7 September, 2016 / 9:07 pm

    Ah this is such a lovely post to your biggest boy! It’s such a weird time when they go to school as you reflect on all the times that they’re by your side. As much as I moan about mine, I’m lost without them! When you see how much he is growing as a person and learning, it makes it seem much better. My eldest is so excited to be back with his pals and he loves it so much. I haven’t felt sad about my youngest boy starting school mainly because he’s quite hard work and needs the stimulation but today when I walked him to school I suddenly realised that my cling on baby is growing up! 🙁 xx
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    • 14 September, 2016 / 12:32 pm

      Thanks so much lovely! Ditto, i moan about how much hard work they are at times but when they’re not around i feel like a piece of me is missing. Riley’s exactly the same, he needs the stimulation and has been SO ready for school for months. I was a nervous wreck on his first day but he couldn’t get into the classroom quick enough and had an amazing first week by all accounts. I’ll have to go through it all again next year when Harry starts school, god knows how i’ll feel with neither of them at home during the week.xx

    • 9 September, 2016 / 5:00 pm

      Thanks Harriet, he’s had a fab first week and seems to have settled into the new routine really well! xx

    • 9 September, 2016 / 5:00 pm

      Thanks hun. He’s had a great first week, so much so that he had a fit earlier because there’s no school tomorrow! lol xx

    • 9 September, 2016 / 4:59 pm

      Thanks lovely. He’s had a super first week and seems to have settled into the new routine really well. His teacher said he’s been an absolute pleasure to have in the classroom, so i can’t ask for more than that really! xx

    • 14 September, 2016 / 12:28 pm

      Thanks lovely. I agree, it’s definitely harder on us mums, i was a wreck on his first day but he couldn’t get into the classroom quick enough, lol! He had a great week though and loves his teacher, as do i, so i’m really happy. I’ll have to go through it all again next year when Harry starts school, god knows how i’ll feel with zero children at home! xx

  3. 9 September, 2016 / 8:50 pm

    What an utterly beautiful letter my lovely! Written so well and it will be such a treasured memory in the future. Hope all went well with school!x
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    • 14 September, 2016 / 12:25 pm

      Thanks so much lovely! He has settled into school life brilliantly and had an amazing first week by all accounts. His teacher is super lovely as well which always helps! xx

  4. 9 September, 2016 / 9:14 pm

    Such a beautiful post! I hope he had a lovely day Hun & enjoyed himself! It’s come around so quick hasn’t it xxx

    • 14 September, 2016 / 12:24 pm

      Thanks lovely! He’s settled into school life brilliant and had an amazing first week. It really has come around much quicker than i expected and i’ll have to go through it all again next year when Harry starts! God knows what i’ll be like with zero children at home! lol xx

  5. Jodie
    10 September, 2016 / 6:57 am

    This is beautiful. I hope his first day went well and he’s breezed through his first week. And you too!!

    • 14 September, 2016 / 12:23 pm

      Thanks lovely! He’s settled into school life brilliantly and had an amazing first week! xx

  6. 12 September, 2016 / 9:30 pm

    A lovely photo and a lovely post. He will love reading this when he is older.
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    • 14 September, 2016 / 12:14 pm

      Thanks lovely! It’ll be great for him (and me) to look back on in years to come! xx

  7. 15 September, 2016 / 1:38 pm

    This made me tear up Vikki. Such a lovely letter to him, he is totally loved and what a very lucky little boy to have a mummy and family that love him so much. I hope he is enjoying school. I was so emotional last year when sophia started reception. But so much less so this year. You get used to it and so do they and Sophia loves it so much now. He is just too gorgeous in his uniform. xx
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    • 15 September, 2016 / 9:28 pm

      Awww thank you for such a sweet comment Tanita. He is absolutely LOVING school and has the nicest teacher so i’m really happy with how everything is going. I actually think i’ll be more at ease when it comes to Harry starting next year (case of the 2nd child syndrome! lol!) but it’ll be so weird to have neither of them at home during the week. xx

  8. Stephanie
    15 September, 2016 / 11:47 pm

    such a lovely post, I’m sure he will have a fab day, and will love to look back at this little letter one day. x

    • 16 September, 2016 / 1:31 pm

      He has had a wonderful two weeks and has completely settled into school life so i’m feeling much more positive and happier about it all now! xx

  9. 19 September, 2016 / 5:05 pm

    so lovely! and very sound advice. my son started primary school too – can’t quite believe it! x

    • 20 September, 2016 / 9:46 am

      Thanks lovely. It comes around so quickly doesn’t it? Hope your son has settled into school well xx

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