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To My Friend, I wanted to share my secret with you years ago but was too afraid. So I had to keep it inside of myself. But I think this is the right time to let you know what has been troubling me. Actually, I’m dating my wife’s younger sister. And she is in love with me. It’s been four years tha...

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Dear friend, How have you been coping with the COVID-19 pandemic we're all experiencing? Personally, I feel I have been fairly lucky in my experience of it. Every day I see news about people suffering in hospitals, soaring unemployment numbers, people evicted from their homes after losing jobs, h...

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Dear Brother, Congratulations on your successful marriage. I can’t help but wonder if you were blinded by love, or if you admire her psychopathic tendencies. Is it possible you’re unaware of what a toxic, evil !#*% she is? At mom’s funeral, you talked about how much mom liked her. Do you honestly...

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Dear Once Fiancé, I hope this letter finds you well. Isn’t that how all correspondence between people who haven’t spoken in a while is supposed to start out? I guess I don’t though. Because what kind of person invites her ex-fiancé to their wedding? Dear Fiancé, I hope this letter finds you ill. ...

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Hey There Lover, here you and I are, sharing a page. I wish we could share a hug again but you were so very dead by now. When you died you asked for me, and I couldn’t be there and I am so so sorry. I didn’t get to be there. Most nights I’m up and often I think of you until it’s too late to sleep...

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To The Girl I Loved In College, I never told you this or anyone for that matter, but I think I like girls. Specifically, I like you. I know that you’ve asked me before if I had had feelings for women, and I’ve always lied and said no. But I only did that because you’re the only woman I have felt ...

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To My Lovely Wife, I’m writing this letter with great hopes that you’re well and keeping safe at home. How are our children? I have really missed them. I guess it has been a long time since I last spoke to them on the phone. It was my promise to you last week, that I would share with you a secret...

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Hi, I miss you. I think I may be in love with you. Me, a wife and a mother, a part of an altogether different family, am in love with you, a husband and father of another family. You will never find stories like this, will you? Or movies? No. How can it be? For such a love story to be palatable t...

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Maybe one day you'll be here to keep me company, Maybe one day I can look into your eyes and see what I've always wanted, You. Maybe when you look into my eyes you'll see how incredibly loved and cherished you are. Maybe as you're growing I might try to keep you a little too safe. Maybe when you'...

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I have had several people in my life die. I had felt a connection to them in my backyard. When I need guidance or missed them I will go into my backyard and speak to them. I have many times asked them how I should handle a situation and I truly feel like they are listening and they will guide the...

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My dearest wife, For some years now I know I’ve been unfaithful to you. Right from the time I met you to the period of our relationship and courtship. I lied to you even until we got married. Please, I’m very sorry about it all. The main reason for writing this letter is to tell you that before o...

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Dear Dad, remember in my teenage years when my window would always be cracked and I always said it was because I just wanted fresh air? Well also about why the screen was off or damaged or generally bent also? I have a confession, after all these years to make. I don't know if you knew I was not ...

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My Dear Honey, I'm so sorry for all those years ago. I know it hurt but I didn't know what else to do. It happened at a dark time, and you weren't helping either. I still think about doing that again. You've pushed me to that point so many times. Several times a year, and I just can't take it. I ...

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Dear Friend, I was thinking about the effects that Donald Trump has had on me personally, and it made me realize how different these are than any other President. Like most people who follow politics, Trump has at times had a real impact on my feelings and emotions. I still remember the day after...

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Dear J, I want to talk to you about the President of the United States, Donald Trump. I'd like to start off my saying that we're all one. We all share a single universal consciousness. I am a reflection of you. You are a reflection of me. If I hold ill will towards you, ill will will be held agai...

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Dear E-Girlfriend, I guess I should have written to you years ago, but I didn't have the guts to do it. It took me a long time to grow as a person and become mature, this was the only way I was able to look back and realize the mistakes I had done, including hurting you so deeply. I wanted to say...

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Dear Friend, I've been craving to tell you this for quite some time because you've had your own difficulties due to Coronavirus and I didn't want to inconvience you with my own problems. But I couldn't keep it to myself anymore. A few months ago I was feeling sick, at first, I thought maybe I had...

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To My Dearest Friend, The past four years have been very difficult for me. I have never been particularly political, but that was because I never really had a specific issue I felt would matter. I thought my view as an individual citizen was just too small to be noticed. But this time, there were...

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To the person who will hear me out, I think that if we can get President Trump out of the White House after the election there will be hope for this country. Donald Trump has been seen as the most fearful catalyst for social justice reform since the Civil Rights movement became a significant part...

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Dear Love of My Life, I have kept a pretty big secret from you for nearly twenty-seven years now. There were many times I was tempted to come clean with you about it but I could never quite muster the courage. When I got pregnant right after my previous marriage had ended, I called you and told y...

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Dear Friend, I don't know how else to say this, but I think I like you. You're such a sweetheart, you're caring, you're a great listener, I feel that I can tell you anything. I'm honestly hoping that you say yes to the cyclone at Coney Island, once it reopens. It would make me the happiest woman ...

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Dear Friend, I am sorry I have kept this from you our whole friendship. I have been hiding my true feelings for another man since we were in 5th grade. It was an embarrassing secret that I thought would be better left unsaid, but it seems like the time to come out is now. We used to play together...

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To My Best Friend, I am sorry for what I am about to tell you. That knife that went missing when we were teenagers? I was the person who took it. At the time I thought it was just a cheap knife and when I heard you say it was your Grandad's knife I felt really bad. I should have owned up to what ...

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To My Mother, I hold a lot of pain and resentment towards you. More than you can imagine. I know that you are mentally ill and you could never possibly understand my pain. I wish I could tell you how I feel. I know that you are mentally ill and you could never possibly understand my pain. I wish ...

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Dear Stepmother, I never wanted you to marry my father. He deserved so much better than you. When you came into our life, I would have done anything to keep you away from my home. Do you remember the day your car wouldn't start? I knew that you would get fired if you were late even one more time....

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Dear Best Friend, I have wanted to bring up an issue with our friendship for some time now. The issues stem from the way you seem to have abandoned our friendship for your new girlfriend. We used to hang out at least once a week but we have not seen each other all summer despite us both working f...

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Dear Ex-Friend, I have a secret. I got you fired from a job. Both of us worked for the company and you were constantly trying to boss me around as though you were my supervisor, when actually we were peers. I got tired of it. I had a friend call you one day, pretending to be a human resource rep ...

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Dear Boyfriend, I don't know if I love you and I'm not sure if you love me. We say it every day, and there's of course, at least, a part of me that believes it. But there's a, and I hate to admit this, a larger part of me that just isn't sure. We met under such crazy circumstances, and we were so...

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Sorry To The Person, I was really drunk one night. I ran into a dude and he bumped into me. I had a bad day and let my emotions get the best of me. The moment he bumped into me I pushed him. When he saw the look on my face he could tell he was really scared. Most of the time I was a nice guy but ...

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Dear Ex-girlfriend, I know I hurt you. I acted interested in you, we went on a few dates, I was kind and romantic, and then I stopped all communication. When I saw you after that I ignored you. You deserve to be treated better than that. I am truly sorry. When you first asked me out I was surpris...

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Dear Former Best Friend, I wanted to tell you, finally, that it was me who told your new coworker what you really thought of her religious ways. That you're respectful to her face, even saying Grace before you eat lunch as if you were like her. I got sick of your hypocrisy. I knew of course that ...

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Dear Old Friend, How has the indoor life been treating you and your family? Life has been tough over here due to the pandemic. My wife has a new baby coming and all the dying going on the world because of COVID-19 has been making us rethink the decision of bringing a baby into the world. Luckily ...

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Hi Friend, I'm writing because there's something I want to get off my chest. I don't really know how to talk about it. Four years ago my youngest brother died in a car accident. It's destroyed my family. I've never felt so lost in my life. What I've never shared with anyone, though, is that I sti...

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Dear Sweetheart, With great sadness of heart I write this to you. I know how much great love you've shown me and you really don't deserve a man like me. I remember how much of a sacrifice you paid for me and for our love. I truly don't deserve a queen like you. I do hope as I tell you this secret...

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I long for a handwritten love letter from a faraway distant place where my lover may visit on business and miss me enough to seek out elaborately decorated stationary and painstakingly put pen to paper all of his high running emotions in a desperate attempt to keep me at bay so that I shall seek ...

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Dearest friend, I am glad to know that you are safe and sound. But this vicious pandemic has put our lives at stake. Ridiculous, a common cold, presents all those symptoms and we don't go running for a test but still get over it. No matter now how mild your symptoms maybe, if you experience them,...

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Dear Friend, It's been a while since we last spoke. I hope all is well with you and the family. I do know it hasn't been easy during this period of corona which has hit the world for more than five months now. I write you this letter to also share my experiences of my struggle with the coronaviru...

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Dear Best Friend, I hope you have been able to stay safe during this pandemic. It would hurt me immensely if someone I cared about or loved would be hurt or killed from catching the virus. Even much more than that, it would hurt me to know I unknowingly infected someone else due to my carelessnes...

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Ex-Boyfriend, I still think about you a lot. I wish that I didn't think about you at all. You really hurt me. But I still wonder about you a lot. I wonder what you're up to, I wonder if you're still at that same job. I wonder who you're friends with anymore. I wonder if you are dating anyone. I w...

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Dear friend, I wanted to write to you about these tough times right now as the Covid-19 has been really tough on me. As you know, we are all on lockdown and have a lot of restrictions in place. Overall it's tough as I have not been able to work, so my income is zero. With this, just living and ba...

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