56 Emotional Prison Love Letters For Him To Make Him Cry
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56 Emotional Prison Love Letters For Him To Make Him Cry

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How do you write a love letter to your boyfriend in jail? Read on to discover some ideas and samples of prison love letters for him that will make him cry.

Writing a love letter is the simplest way to summarize your deepest feelings in writing. Your boyfriend or husband who was sentenced to prison might think you have forgotten him especially if he hasn’t heard from you. But sending him a love letter even in jail shows that you love him.

Whether you are missing your inmate boyfriend or husband, or you just want to let him know that you have not forgotten him, here are jail letter examples you can write to him that will melt his heart. Show him, love, with these love paragraphs for him in prison.

When he has finally been discharged and acquitted, here are some romantic love letters to write to him.


20 I miss you love letters for your boyfriend in jail to make him feel loved

Prison Love Letters For Him

1. My love! Ever since you were arrested and sentenced to prison, life has never been easier for me. I thought of the possible ways to help you out, but all my efforts proved abortive. I want you to be courageous and never lose hope. You were born a free man, and I know that one day you will regain your freedom. Although you are not here with me, I always have you in my heart. I love you, my darling.

2. My heart! Distance will never be a barrier to us. I know that life has never been easier for you there in prison. But I want to remind you that I have not forgotten you. I will stand by you till death do us part. I have searched for you in different worlds and languages, but can’t find anyone to replace you in my heart. You are a caring, loving, and the most handsome man in the world. I miss you, my sweetheart.

3. Darling! How have you been? I know you have missed me so much, likewise I myself. Each time I wake up from sleep, you are the first person that comes to my mind. I can’t stop thinking about you. The memories we shared keep reminding me of how nice you’ve been to me. I miss your kisses, your love, and your arms that warm me at night. I miss you, babe.

4. To the deepest part of my heart! Darling! If it were possible for me to serve the jail terms with you, I could have done that the day you were convicted. But certain things are beyond our control. I’m sending you this letter to remind you that I have not forgotten you. If loving you is a crime too, let me spend the rest of my life there with you in the prison. I love you, sweetheart.

Read also: Romantic Good Morning Messages For Him That Will Make Him Smile.

5. Spending a day without you is like being naked for the rest of my life. You are the clothes that cover my shame. My blanket, when I’m feeling cool. Who will look me in the eyes again and tell me I love you? Who will understand me the way you do? You are the only reason I look at myself in the mirror and smile. You are the deepest part of me that I can’t live without. I miss you so much and hope you will return to me, someday. I love you, babe.

6. Even in the fifth generation to come, I cannot find any boyfriend like you. Thank you for your love and for being there for me when I needed you most. Now it is time for me to reciprocate this love. I’m assuring you that I will never leave you till the end. I love you.

7. My dream is to spend the rest of my life with you. A day without you is like a thousand years to me. Loneliness has become part of me since you were convicted. I know you will be thinking about me too, but, I just want to remind you that I got your back always until we meet again. Take care of yourself, honey.

8. My life is not complete without you. Ever since you left, I have never found myself again. But I’m fine if only you are fine too. I will continue to remember you in my prayers. I love you, darling.

9. Nothing can take you away from me. Neither the government nor the police can stop me from loving you. Even the handcuff in your hands cannot stop my love from reaching out to you. All I want you to do is be strong and not overthink yourself. If Joseph was later released from prison, one day, you will surely come out and meet your family again. I miss you, my sweet hubby.

10. Falling in love with you has given me the opportunity to know what true love is all about. Even in the prison, I still feel your love at home. You are the best husband to me, and the best father to my children. We all miss you, darling.

Related: 100 Texts To Make Him Think About You Everyday

Love letters for boyfriend in jail

Dirty Love Letters for Boyfriend in Jail

11. I can’t stop thinking about how you make me feel in bed. Your skin reminds me of your love. Your kisses remind me of your romance. I long to feel your arms around me at night. I wish to wake up someday again and see you lying beside me. Love you.

12. I sent flowers and kisses your way, my love. I pray they find you in good faith. Your detention in the correction center can’t stop me from loving you. You came into my life and changed it completely. Therefore, I owe you more than my love. I miss you, darling.

13. My appreciation goes to the man that has stolen my heart. You are the best so far as life is concerned. Although, life has never been easier for your family ever since you were apprehended and sentenced to jail. I want to appreciate you for being a kind husband to me and a loving father to our children. We wish to reunite with you sooner. We love you, honey.

14. I cannot deny the way you make me feel. Even your absence still speaks to my ear. I’m fortunate to have a man like you in my life. No matter the crime they said you committed, none of this can take my heart away from you. Be strong, my love. I got your back always.

15. I’m sending you this letter to remind you who you are. You are the man after my heart, and the father of (mention how many children you have, if any). Never allow your stay in the prison to make you forget your true identity. You are a man I trust and will always defend in any situation. I know you are innocent but don’t worry. You will surely regain your freedom again. I love you, darling.

16. Loving you is the only thing I can’t stop doing even at the point of death. You are part of me that cannot be seen elsewhere. I’m glad you came into my life, honey. I miss you.

17. When I gave my heart to you, I never intended to take it back. If I do, who else will handle it with care like you? I miss you, my heartbeat.

18. My love! I know it’s not your fault that you are in the prison today. Do not be discouraged for I have not forgotten you. You will always be my boyfriend until you are set free. I love you, babe.

20. I’m writing this love letter to you with a heart full of joy and sadness. I am not happy because you are not here with me. But, I’m also happy because your heart cannot be stolen away from me. Come rain, come sun, you will always be in my mind. I love you, darling.

Read also: Painful Messages to a cheating boyfriend

Letters to boyfriend in jail

19. “If your freedom can be purchased with or regained with money, I could have spent everything I have to set you free. If someone else can help a convict serve his jail term, I could have asked to replace you. But none of this can ever stop me from loving you until you are discharged and acquitted. I love you, sweetheart.”

20. I’m writing this love letter to you with a heart full of joy and sadness. I am not happy because you are not here with me. But, I’m also happy because your heart cannot be stolen away from me. Come rain, come sun, you will always be in my mind. I love you, darling.

21. All your friends may abandon you but I will never. We are destined to be together. Therefore, the only thing that can separate us is death. Your detention in jail cannot stop me from feeling your presence and your love. I love you, my hero.

Encouraging letter to boyfriend in jail

22. My love, do not give up on your dreams or life in general. Though your freedom has been restricted you still have a hope of coming out one day. I love you and will continue to pray for your release.

23. This encouraging love letter is to remind you that a living dog is better than a dead lion. No matter how life is treating you now, there is still hope for you and me. So, don’t give up, and always remember that you still have a special place in my heart.

24. Tough time does not last but tough people do. Weeping 😔 may endure for a night, but joy 😂 comes in the morning. Therefore, never lose hope, my darling. I love you.

Freaky letter to boyfriend in jail

25. Freedom is one thing everyone desires in life. Although that privilege has been taken away from you, I have not been taken away from you. I love you, sweetheart.

26. I’m sad because you are not here with me. But I’m still happy because you will be with me again someday. No matter how hard your current situation may be, just know that I still love you and I will never leave you, my love.

27. If loving you even now you are incarcerated is a crime, then I would love to serve my jail terms with you. You are forever in my heart, dear.

28. I wish I could fully express how I feel about you right now. Ever since we met last, I have been thinking of possible ways to help you out in this situation. But just know this, darling-no matter how many years you spend in prison, nobody can take your place in my heart.

Missing someone in jail letters

29. Staying a day without you is like a year to me. Staying for a whole week without you is like a thousand years to me. I miss you, my love.

30. Even in prison, I still remember how good, kind, and caring man you are. I often remember the memories we shared and wish to be with you again, someday. I miss you, my heart.

31. Missing you is like going hungry for the whole day. I miss your love, your jokes, your smell, and everything that reminds me about you, but I know that one day you shall become a free man and we shall live together again.

32. My lips 💋 miss your lips👄. Everything about me keeps looking for you. I wish I could spend a day or night with you in the prison. I miss you, my love.

Standing by your man in jail letter

33. I may not be there with you in prison, but I always have you at heart. You are the first person that comes to my heart, each time I wake up from sleep, and the only person I think of when I’m about to sleep. I love you, darling.

34. The greatest tragedy that will ever happen to me is to forget the love of my life. Your absence will never stop me from loving you. I’m standing by you, honey.

35. In a time like this, you may think everyone has left you. But I’m sending you this love letter to remind you that even if everyone abandons you, you will forever remain the hole in my heart (love).

36. I may not have much to say in this letter but I want you to remember that there is someone who still cares about you. Although, I may not have done better than you expected from me, just know that I care for and love you with all my heart.

Apology letter to boyfriend or husband in jail

01. I am writing to you today to express my deepest regret for the way I have been behaving. I know my actions have caused you immense pain and suffering and words alone cannot begin to describe how sorry I am. You do not deserve this and I should have done better. I should have been more understanding of your situation, and I should have been more supportive and encouraging during your time in jail. Instead, I let my emotions get the best of me and I acted out in a way that was damaging and disrespectful to you. I am doing my best to make amends now and to move forward in a healthy way. I am committed to getting back to the loving relationship we once shared and to supporting you in any way that I can. From the bottom of my heart, I am sorry for my actions, and I will not make the same mistake again.

02. Being in this type of situation requires that your loved ones should be there for you. I’m sorry that I have not been able to be there for you the way I should have been. I know it must have been so hard for you, especially since you were already struggling with the situation. It was selfish of me to not put your needs before mine and I take full responsibility for that. I love you.

03. Dear Husband,

I want to start off by expressing my sincerest apologies for everything that has happened between us. I understand that your current situation is not of your own making, and I have been struggling to come to terms with it.

I know it’s not easy being behind bars and away from home, and I am so sorry for the pain and stress you must be going through. I miss you, and I am doing my best to keep our home running without you here.

04. I know you must be feeling indignant, isolated, and disappointed. I want you to know that I deeply regret this current situation, and I am doing all I can to ensure that your time in jail is as comfortable as possible.

I can’t wait for you to come home and get back to us. I am here for you and I will never give up on us. I love you.

All my love,

[Your name]

05. Dear [Boyfriend’s Name],
I am writing to apologize for everything that led to your current situation in prison. I know that nothing I can say or do can change what has happened but I want you to know that I am deeply sorry and regret my actions. I know this difficult time is hard for you and I want to be there for you in any way I can. Please know that I will be waiting for you when this is all over to help you get your life back together.

06. Dear [Boyfriend’s Name],
I am writing to ask for your forgiveness for not being as caring as I ought to be (state whatever you are apologizing for). I want to remind you that I still love you and will support you with all I can until you come out of prison. I love you, darling.

Reassurance letter to boyfriend in jail

01. I hope this letter finds you doing well and staying safe. I know you must feel overwhelmed being locked up for something you didn’t do and I am here to assure you that there are people fighting for you and we will not give up until you get justice.

02. We have hired the best lawyers to represent your case and they are doing their best to get you out of jail. I’m not going to lie to you, it is a long road ahead and it might not be easy. But I want you to know that I am here with you in this difficult time. You will never be alone.

03. I know it might be tough staying away from your family and me. I miss having you around and I cannot wait for you to come home.

04. I want you to know that your family and friends are standing behind you in this tough time and they are praying for your safe release. We are all here for you, no matter what. Stay strong and always have faith.

05. I’m writing this letter to reassure you that you are never alone. No matter where you are or what you face, I’m with you always, in spirit and heart. I know that your time in jail has been difficult, and at times it must seem like it will never end. But I’m here to remind you that it will pass and that despite the circumstances, you are strong and capable, and will emerge from this much wiser and resilient. No matter what happens, I believe in you, and I know that you will come out as a stronger person. I’m here for you and will continue to be here for you even when you are out again.

06. I am with you every step of the way, and I love you more than words can ever convey. I will never leave you because of the circumstances surrounding you now for I know that you will become a free man one day. I love you, darling.

Christmas letter to boyfriend in jail

01. Christmas is only a few days away and I wanted to take a moment to write you this letter. The holidays can be so hard when you’re not together and despite the fact that you’re locked up in jail, I still wanted to let you know that you’re always on my mind and in my heart. I love you.

02. It’s funny how different this holiday season has been for us. Last year we spent our first Christmas together and it was magical. I’m grateful for all of the memories we shared and I hope that they bring you comfort and joy during this difficult time. Merry Christmas to you.

03. My love, I want you to know that your mistakes don’t define you and that there is still so much good inside of you. You are capable of achieving great things and I believe in you. I’ll be praying for you and sending you lots of love this Christmas.

04. My love for you is unconditional and I look forward to the day when we will be together again. No matter what, I’ll always be here for you. Merry Christmas and Happy New Year.

05. The holiday season is here and I can’t help but think of you, my dearest love. Though I can’t be with you this Christmas, my love for you will remain constant. I miss you.

06. No matter how many miles and walls may separate us, I will still think of you every day and every night. My heart aches for the warmth of your embrace, the sound of your voice, and the shine of your smile.

07. The Christmas tradition of gift-giving reminds me of how generous you have been with me–with your attention, your love, and your support throughout difficult times. I will forever be grateful for the everlasting love you have given me.

08. Hope is a thing that never dies and with hope, I know I will one day be able to see you, hug you, and thank you for being my everything. Until then, this letter serves as my reminder that a love as strong as ours is never forgotten. Merry Christmas, Love.

20 Things to send to your boyfriend in jail

  1. Pre-stamped, self-addressed envelopes
  2. Letters of encouragement
  3. Photos of loved ones
  4. Magazines or newspapers
  5. Art supplies
  6. Care packages with favorite snacks
  7. Crossword puzzles or word searches
  8. Books or audiobooks
  9. A subscription to a music streaming service
  10. An updated list of phone numbers and addresses
  11. Calendar and planner
  12. Small journals
  13. Greeting cards
  14. Non-perishable foods
  15. Puzzles or board games
  16. Inspirational quotes
  17. A handheld game console
  18. Hobby-related items
  19. An original piece of art or writing
  20. A personalized care package with thoughtful items.

How to show someone in jail you love them

01. Mail them a care package with items they can use while they’re away, like books, crosswords, craft supplies, snacks, and other items.

02. Send them a postcard or letter every week. Let them know how much you miss them and how much you love them.

03. Visit regularly, if possible. Even if you can’t visit in person, stay in touch through phone calls and video chats.

04. Make sure they have plenty of reading materials, so they can stay informed and entertained.

05. Send them a special gift. It could be a book or magazine subscription, music, or art supplies.

06. Send them an article, video, or podcast that you think they’d find interesting.

07. Write them a letter telling them all the things you admire about them.

08. Send them pictures of you and your family or friends.

09. Help connect them with outside organizations like legal aid or prison reform groups.

10. Send them a reminder that you’re thinking about them with a card or a small, thoughtful gift.

11. Always pray for them.


20 emotional prison love letters for him
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