To My Ex-Wife, Lately, I’ve been doing a lot of thinking and I really don’t know why. Anyways just thinking has brought me to this moment where I am writing you a letter. I won’t sugarcoat it, I know I was a bastard! I am still today! The one thing you wanted from me, I was not able to give you. ...
I met and fell in love with a guy who I later found out was involved with someone else. I continued the relationship despite him being taken. He says he loves me, yet is staying with her. Saying that he feels obligated to. Even though he’s very unhappy. I feel broken without him. When she found o...
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Dear Mom, You are the stupidest person I know and a liar. I try to avoid saying I love you on phone calls because I don’t feel love for you anymore. I only allow you to talk to me because you pay my phone bill. You’re so capricious. You think you know my life better than I know myself. I truly be...
Dear Friend, I don’t have too many major regrets in my life but of the few that I have, yours pops into my head most often, and the feeling is so bitter-sweet. One night you drove me home from the party, we were parked outside my apartment. And we were joking and laughing. Somewhere in there, I d...
Dear Coworker I Adore, We have worked together for two years now. I have to tell you that my smile and good mood is only because you’re near me. My heart is always beating so hard when I am in your company. I love the way you smile, the sound of your voice and the way you smell. I’m not sure that...
Dear Ex-Husband, I never felt what letting go was like until I felt you and me both went our separate ways. Though it won't be wrong to say that it was a scary feeling initially, it was also clear that the things our relationship was going through were hard to carry on with. People do say that it...
Dear Son, I wanted to tell you the reason that I was away from you for so many years. Maybe now that you're an adult you'd be able to understand my reasons. I made horrible choices that ultimately cost me everyone and everything I had in life my most importantly you and your sister. I was drinkin...
From Your Wife, I would like to come clean about something that's been bothering me for a couple of decades. There was a particular incident that happened many years ago in which I did something illegal. My parents knew about it, but other than that, nobody else knows. I have not told a soul, the...
To A Person I Truly Care For, We’ve been through so much. I know how cliché that sounds, but those experiences really allow two humans to become interconnected with each other. We both know our relationship wouldn’t work but we did everything we could to save it. Maybe we started off too fast, an...
Dear Potential Life Partner, After I graduated college, back in 1996, I would go down to Manhattan twice a month by taking the train from the suburbs. I would go to a gay bar. I was somewhat depressed at the time being that I just finished college, and I didn't know what my place in the world wou...
To An Old Friend, It has been years since we spoke, but I still think about you every day. I hate that our friendship ended, and I wish we could go back to the way it was in high school again, but I know it probably cannot. Is this just because we grew up and grew apart or for other reasons? I he...
Dear Man that I adore, You have been on my mind for quite some time now, and it's been getting harder each day to forget about you. I have known you for close to six years now. The more time passes, the more I fall deeper in love with you. Sometimes, it's hard for me very to express myself. Whene...
My Love, I love you more than I've ever loved before. I feel so fortunate to have you. So when I say that sometimes I hurt wondering if I am being told by you that my understanding of our shared reality is wrong all the time, know that hurt scars me deeply. The scars are so deep and raw that I'm ...
A, I wish words were magic, and maybe some part of me does if I'm writing this, whether it works or not well, that's another problem. Does a spell always work? Can it turn into a curse? Anyway... let's hope this letter turns into a healing spell, even though you won't know this is also for you. M...
To My Lovely Crush, it has been over a week since we last met at a friend's party. I hope that you have been well and kicking. You have always wanted to know how I am doing and I felt that I should also check on you today as I also would like to share something that I have hidden from you for alm...
You have no idea the damage you’ve done on my heart, the number you’ve done on my head. You don’t understand I love you like I’m in love with you. As bad as it is, as pathetic as it sounds, I would likely take you back right now. After everything you’ve done to me I still love you. Sick and twist...
Dear Former Friend, I’m still thinking, and let’s face it, laughing, about the “scathing tell off“ you felt compelled to post the other day. I actually screen-shot it and sent it to a few of your former and my continued friends, and on reflection of conversations with them, I guess I owe you an a...
To My Children’s Evil Stepmother, Aren’t you glad you used his powers for good? Your own choices have been your punishment. You’ve been shackled? To lies for 10 years, having to live some twisted parity of the Brady Bunch. You’ve always fancied yourself way too much for a lady whose biggest accom...
To The Woman I Love The Most, I think meeting you might be the biggest gift the world has ever given me. I don’t know how you did it but you made me look at myself and where I was going wrong, the things I’ve been conditioned to believe that weren’t healthy. You revealed my codependency and with ...
Dear Young Me, I'm so sorry. It will hurt, really bad. And even when you won't be able to bear it anymore, it will still hurt. I'm so sorry for what will happen to you and those around you whose pain you won't be able to understand because yours will always feel greater. Now I know what you'll ha...
Dear Ex Girlfriend, There’s a lot I wanted to say since we talked last. We didn’t end on the best terms and not on the clearest terms either. When I went to school, I was doubly confused on what to do. I said we should separate because I couldn’t do long distance, but I could have! I never told y...
My Dearest Friend, I write this letter to reveal to you a secret I have had for almost 30 years. It is a source of my deepest shame. There’s not a day that goes by that I do not think of it and cringe. My hope is that by revealing the secret to you, my dearest friend, I can release myself from so...
Dear Dad, There’s so much that I want to say, but I don’t know where to start. I’m sure you have been wondering why I have been so distant the last several months and I have been wanting to reach out and tell you, but I’ve never really known how. You see ever since you have mended your relationsh...
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I'm easy to score, you don't need to say you love me for me to say that I'm yours. I'm kinda cheesy, I'll write you a poem that's way too long to read so I send it in sections. I'm kinda crazy, I want to know more about you, so I write 40 questions to ask you when you spend time with me. You don'...
Dear Bay City, Bay city I hate you so much. I stayed in a mental fog daily for the last 2 years of my life. You turned me into someone I never thought I would be. You <temporarily> stripped me of all hope & happiness. You taught me how to fake it every single day to make others happy. You brought...
To My Wife, I have wanted to write to tell you about this long-held secret of mine. For many years now I have enjoyed watching and betting on horse racing. Although you know I go to the track with friends once or twice a season, you do not know how much I bet. I do not just bet a horse to win for...
To My Husband, Before your second Father’s Day and on our anniversary weekend, Honestly, I can’t even figure out how to start this letter, much less when I’m going to end up writing by the end. The last year and nobody could’ve predicted but you know in a way the emotional dynamics are not far of...
To A Lovely Mother, I’ve always wished that you might accept every part of who I fully am and with an open mind and open arms. I’ve heard the way you speak about people like me. People who love other people who also happen to share genders. I have always wanted to tell you that I like women the w...
Dear Ex Best Friend, I think about you a lot. We haven’t spoken in 3 to 4 years now and that still bothers me. I met you in the US and ever since then we were like Cheech and Chong lol. I never wanted to leave your side. I’m about to turn 31, and since our “falling out,“ my heart still hurts over...
To My Dear Friend, I know it may surprise you because he had the impression that I am quite well off financially, but I’m actually not doing that well. I just never wanted to tell you because as you know I am a fairly private person and I’m self-conscious about discussing aspects of myself I am n...
Dear Dad, I know our relationship had gotten stronger since I had S but there are things in my life that I've always wanted to express and tell you but have never had the courage to why out loud and still don't. Why was I never good enough for you? Is it because I wasn't a boy? Is it because I wa...
Dear Daddy, To my pilot, my hero, my sweet father, this day is for you. What an honor it is to be your daughter. Your service and sacrifice will never be forgotten nor your bravery and courage. All gave some, some gave all so the many men and women like you will always be remembered. I’m so glad ...
You, I’m here to tell you about the future. Your future. I can see you right now. High school, you’re done in just two years. In two years you’ll be a senior. A great year. Don’t worry, you graduate. Standing up there, shaking your headmaster’s hand, you’ll feel so proud of yourself. You’re in fo...
A letter to myself I want to be someone else, I'm sick of the skin I'm in. I'm a Debby down who only thinks negatively about who I am. I radiate positivity for others, everyone sees me as a happy bubbly person but on the inside, I'm so insecure with everything I do and say. I feel like I'm not wo...
To My Father, When I was a young child I truly believed you loved me and we shared a special father-daughter bond. As I got older I began to question the true intentions of why you ignored my sisters and openly admitted I was your favorite. You were manipulating me into thinking I was special to ...
Dear Friend From Long Ago, I don’t have too many major regrets in my life, but of the few that I have, yours pops into my head most often and the feeling is so bitter-sweet. We’ve been casual friends for a long time. You almost feel like a little brother to me. There is also a little spark there ...
To my sister-in-law, I know we aren't on good terms and haven't been in years. I know everyone thinks I'm just mad at you, and I am. But what I'm too embarrassed to admit is that I was extremely hurt by what felt like rejection from you. My own sister had mental health issues and treated me horri...
My Dear Ex-Boyfriend Who Showed Me Love, My dear. I don’t know how you feel. But was this all just a game? A bet between you and your friends? Was I really yours? I’m sorry for the inappropriate things I said. I should’ve watched my tongue. I was mad at you. Mad at me. How could I fall in love so...
Dear Society…Dear Stranger Who Will Read This, I will never meet you, neither you me. We don’t know each other, that’s the one thing we know for sure. But the one thing I know is that society can influence us so much that in the end, we don’t recognize ourselves. The world is beautiful, but our s...
To My Favorite Person, I remember when we met at the museum grounds five years ago. You were there with your friend, you would never admit he was your boyfriend to me (I wonder why…), and we all had such a wonderful time exploring. I’ll never forget how beautiful you looked in your summer blouse,...
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