Dear Mom

Dear Mom,

There’s something that I really want to tell you, but I’m too embarrassed to talk to you about it so I decided to write you this letter. Okay, this is super embarrassing and I don’t want you to hate me or think that I’m a weirdo or anything. What I want to say is that I think you are very sexy, Mom. I started noticing this a while ago. You’re the hottest mom of anyone I know. I think you’re so pretty, and that you have a smoking body. Because of all this, I’ve been having strange feelings about you that I never had before. Sometimes when you’re around I get this shaky feeling inside, and other feelings in other places. This happens mostly when you’re wearing your tight jeans or one of those stretchy tank tops you like. But there’s more stuff that’s even worse.

I started thinking about you in bad ways at night when I was in bed. Seeing you every day was making me kind of crazy I guess. Last month I looked out my window and saw you getting a tan in your bikini. I couldn’t stop looking at your body. Then you got up and walked around the yard. I don’t understand why, but seeing you walking in the grass with bare feet made me even more excited. When I saw you start pulling weeds in your flower bed and pruning your rose bushes, I did something very bad and embarrassing. My thing was really hard and it hurt like crazy. I rubbed it while I watched you through the window. I know you probably think that is creepy and disgusting.

Ever since then I’ve been dying to see more of you. Mom, I know this isn’t normal. I tried to find a way to see you when you’re taking a shower, but couldn’t. I even looked in your bedroom at night a couple times and it was too dark to see anything. One time, though, I did hear you and Dad doing it and I listened. I’m ashamed to tell you all this, but I also rubbed myself that time, too. The whole time I wanted it to be me in there with you instead of Dad. I know, stupid, right?

Anyway, you’ll probably hate me after you read this, but I had to let you know how sexy I think you are, and how awesome and beautiful I think your body is. I love you very much, Mom, and I want you so bad.

Sincerely Yours,
Jimmy

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My darling son,

First of all, I could never hate you no matter what, so don’t ever think that I do. I know that this is a confusing time for you and that you’re going through a lot of changes. You are becoming a man and having urges that you never had before. I’m not upset at you for feeling the way you do – it’s not like you can help it. I’m even a little flattered that you think I’m pretty and sexy even though I’m your mother. What you’re going through is perfectly natural and it’s okay.

Believe it or not, I went through the same sort of thing when I was your age. I understand what it’s like to have “bad” feelings about someone you shouldn’t. Although, I wasn’t brave enough to write this person a letter like you did. I’ve thought a lot about this over the past couple of days, and I’ve decided to do something to help you.

When you come home from school tomorrow, I’ll be in my bedroom and I’ll be naked. If you like, you can come into my room and look at my body. I’ll let you see my breasts, my bare bottom, and if you really want you can look between my legs. This isn’t a proper thing for a mother to do, but if it will help relieve your curiosity and keep you from sneaking around and feeling like a creep, then it will be worth it. I probably shouldn’t say this, but if you need to it would be okay if you “rub” yourself while you look (as long as you are careful and don’t get your mess on anything in my bedroom).

I will only do this if you absolutely promise not to tell anyone, especially your father. He would kill us both if he found out I did this with you. And I want you to understand that this is a one-time thing that I’m doing only to relieve your pent up frustration. After tomorrow, we go on as usual and we don’t talk about it. If you agree, then I’ll see you in my bedroom when you get home tomorrow.

Love,
Mom

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Dear Mom,

I know you said we shouldn’t talk about it, but I just wanted to write you a thank you note to say THANK YOU!!! That was beyond anything I ever hoped for. I’m still so excited my whole body is on fire with electric shocks. My penis hasn’t gone down since what happened. Thank you, thank you, thank you!

God, your body was even sexier than I thought. Your breasts were perfect and I liked how they jiggled without a bra or anything on. Your butt was so nice I just wanted to grab it with both my hands. But the best part was when you opened your legs up and let me look at everything down there. Even if you didn’t say it was okay to rub myself, I probably would have done it anyway when you showed me your vagina. Then when I thought it couldn’t get any better, you spread yourself open and let me see everything! I had no clue girls had so much going on down there. But that wasn’t even the best part.

I learned so much today! I had no idea that girls rubbed themselves, too, like guys did. I thought since you didn’t have a penis that you couldn’t do that. I like how you explained everything you were doing while you touched yourself and taught me about your clitoris and stuff. My favorite part was when you started bouncing up and down like crazy and were yelling “I’m going to cum” over and over again. It’s funny how that word is the same for what happens to both of us when we rub ourselves.

You said this was going to be a one-time thing, but I really, really hope that we can do it again sometime. It seemed like you had as much fun as I did. Plus, there’s probably a lot more that you can teach me about that I don’t know when it comes to sex and women. I’m really lucky to have you for a mom, and I think you’re the sexiest woman alive!

I love you,
Jimmy

P.S. I was rubbing my penis the whole time I was writing this and now I’m going to make it cum.

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My sweet boy,

I did have fun with you, but I took things a bit further than I had intended. That wasn’t something a son should ever see his mother doing. Rubbing yourself like that should only be done in private, or with your husband or wife after you’re married. By the way, rubbing yourself the way we did is called masturbation, but boys usually just call it jerking off. I shouldn’t have masturbated in front of you like I did, but I got so excited showing off naked for you that I couldn’t help myself. I was surprised at how big your penis had gotten and was very turned on by it.

Yes, I did say it was a once only thing, but I suppose you make a good point. There is more for you to learn and I would rather you learned it from me than from boys at school or worse – on the internet. You can come to my bedroom again after school today. This time I will use a toy that I have and show you what it looks like when a man and a woman make love. Bring extra tissues this time because you might need to clean up your mess more than once.

And, remember, your father can never know about this. It’s a secret just for you and me.

With love,
Your Mother

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Dear Mom,

Wow – I learned so much from you this afternoon that my head is still spinning! I really like how you started calling it your pussy instead of vagina – that sounds so much sexier. I also thought it was very interesting how sex happens. Dad talked to me a while ago about how the penis goes in the vagina, but when you showed me what it really looked like with that fake one, it was totally different than what I was thinking. I thought it was funny at first that you had a big rubber penis, especially when you could have Dad’s whenever you want, but the way you explained it all made a lot of sense.

I didn’t think you could get any more sexy, but you did. I can’t wait for tomorrow’s lesson!

Lotsa love,
Jimmy

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My dear son,

I know you probably don’t think so, but I have to apologize for my behavior during our last “lesson.” I didn’t think there would be any harm in letting your touch my breasts, or tits as you preferred to call them, but I was obviously wrong. I should have stopped it there and not caved in when you begged me with those puppy-dog eyes of yours to let you suck my nipples. It felt so good to have you once again at my breast that I lost control.

It was bad enough that I started touching your penis while you were playing with my tits, but I never should have sucked your cock the way that I did. There’s no excuse for me doing that to you. I’m your mother and I should have respected the boundary between us. Showing you my body and teaching you about sex is one thing, but what I did is unforgivable. I know you enjoyed what we did, and I don’t want you to feel bad about it because you did nothing wrong.

Since it appears that I am unable to control myself when I’m with you, I feel it would be best for us to not have any more lessons. I think you’ve learned more than most boys your age, and that you have enough information now to sort the rest out for yourself.

I love you, and I always will. Please don’t be mad at me. I’m sorry for what I did, and I hope you can forgive me, but we can’t let anything like that ever happen again.

All my love,
Mom

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Dear Mom,

I’m not mad at you. But I can’t forgive you because I don’t think you did anything wrong. I’m really happy that you sucked my cock. I had no idea that people could do sex like that. I was surprised when you didn’t stop toward the end and had me cum in your mouth. I didn’t know before that women liked to taste and swallow cum. I probably never would have figured that out on my own in a million years!

I know you feel bad about what happened, but I don’t understand why. It felt really super good for me, and it looked like you enjoyed it, too. You kept making all those humming noises and looking up at me while you sucked my cock in and out of your mouth. You even licked and sucked my balls – which was crazy awesome! And the whole time you were masturbating with your fingers and sticking them way up inside you. After you swallowed everything, you made yourself cum even harder than the other times.

I don’t think we should stop. Okay, maybe things went too far, but we can fix it. Let’s just go back to the way we started. Let me look at you naked and jerk off. If you want, you can masturbate, too. But that’s all we’ll do. No touching or anything, I promise. You said looking was okay, so we can just stick to that. Please, Mom! All the bad things I was feeling before have gone away since you started letting me see you naked. Also, my cock doesn’t hurt as much now that you taught me it’s okay to jerk off as much as I want and I don’t have to feel guilty about it.

Love and hugs,
Jimmy

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Darling,

You have no idea how much I’ve been struggling with this. You’re too young to understand how wrong what I did was. At the same time, it isn’t fair to you to stop because of something I did. Why should you be punished for my transgression?

I’ve decided that, after a little time to cool off, we can try again. You can come to my bedroom Monday after school. I’ll be naked, and you can look all you want from a safe distance while you jerk off your gorgeous cock. I can’t trust myself to masturbate while you’re in the room, so I’ll wait until you finish and leave before I pleasure myself. I know you enjoy watching Mommy make herself cum, but if this is to continue that’s the way it has to be.

Love,
Mom

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Hey Mom,

I know you’re still angry at me after what I just did, but you have to let me explain. I was so happy that you were still going to let me see you naked that I had no problem with us not touching. I thought the first couple days went great. I even liked hearing you make yourself cum so hard after I left and closed your door. But then you did that one thing on the third day.

Remember how you got off of your bed then got on your hands and knees in front of me? I thought your butt looked so sexy and I never saw your pussy that way before. It was the best. Then you pulled your butt cheeks apart and showed me your asshole. I never thought about it before, but seeing you spreading your ass and letting me see everything made me go wild. You even let me get up close and squirt my cum right on your pretty asshole. I liked that a lot! And that’s what gave me the idea.

When I asked the next day if we could do that again, you seemed happy that I liked seeing you that way. Once you were down on the floor and all spread open, I couldn’t help it – I went through with my plan. Instead of cumming on your asshole like you thought I would, I just stuck my cock in your pussy without asking. I know I only managed to hold on and keep it in there for about five seconds before you got me off of you, but it was the best feeling I’ve ever had in my life and probably the best I’ll ever have.

I know I shouldn’t have done it and that it pretty much makes me a rapist because you didn’t want me to do that. I’m really sorry, Mom. I wish I could take it back, but I can’t now. You trusted me and I ruined everything. I wouldn’t blame you if you never talk to me again.

Sorry,
Jimmy

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Dear Jimmy,

I’m sorry that it has taken me a whole week to sort out my feelings about everything. I wasn’t giving you the silent treatment because I was angry with you, but because I ashamed with myself and couldn’t understand the mix of emotions I was feeling. And, for the record, you’re a lot of things, but you certainly aren’t a rapist. After a lot of soul searching, I believe I’ve found some answers.

I wasn’t upset because I didn’t want you to do that. It was just the opposite. I was having fantasies about you putting your cock in me, and I didn’t like that I was feeling that way. I would use my dildo while your father was at work and you were at school, and pretend like it was you inside me. This was disturbing for me, but I couldn’t stop myself. Then, when you “stuck your cock in my pussy” that day, I freaked out. Not because I didn’t want it, but because I knew I shouldn’t want it. I also didn’t think it was right for you to lose your virginity to your own mother. That should be a special moment in a boy’s life that he shares with a girl that he cares about.

The main thing I’ve been struggling with all this time has been how good it felt the moment you did that, and how much I want you to do it again. I’ve had to accept that I’m a terrible mother for wanting this, but I do.

When you get home from school tomorrow, I’ll be in my bedroom naked. I want you to come to my room and make love to me. If you don’t come, I’ll understand, but I can’t go back to just showing off my body for you. It has to be all or nothing. I know it’s a lot for you to deal with, and this could very well lead to the two of us becoming emotional wrecks down the road, but I desperately want you inside me. I need your cock in my pussy. Not just because you’re a man, but because you’re my son. I don’t know how to explain it, but I want you to fuck me. And I’m hoping you want this, too.

I’ll be waiting naked, wet, and ready, but I promise that I’ll still love you forever whether you choose to come to me or not.

With all my heart,
Your loving mother

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Dear Mom,

Can you believe it’s been 25 years since we first became lovers? I remember being so excited that day because I was going to get to have real sex for the first time with the sexiest woman I knew (or would ever know). It was over so fast, I don’t know how you got any pleasure out of it. But I guess back in those days I made up for in quantity what I lacked in quality. And now here we are all these years later and I’m just as excited to make love to you now as I was back then.

I thought things would end between us when I got married, but once the honeymoon was over I was happy to find that you were still there for me. You know I love Brenda and that she’s a fantastic wife, but she can never make me feel the way I do when I’m with you. And I’m not just saying that because she doesn’t let me fuck her in the ass like my adoring mother does!

When Dad left you for another woman, I was afraid that you would blame yourself and our relationship for driving him away. I know it was a rough time, but I’m glad I was able to be there for you in a way that most sons can’t be. As bad as things were, I think we had some of our most passionate lovemaking sessions during those days.

But, as much as I love fucking you, Mom, you know I love eating your pussy even more. There’s not a week that goes by that I don’t think about the day you taught me how to go down on you. I must have been so awful at it that first time! But you were patient with me, and coached me through how to move my tongue, and use my lips, and not let my teeth get in the way. It took several attempts, but the first time I made you cum with just my mouth is still the proudest day of my life.

And now I’m a dad with a family of my own. A dad with a daughter in the mad clutches of puberty like I was when I had been so driven to desperation that I was lusting after my own mother. Well, it might interest you to know that I got an oddly familiar note from Jenny the other day. It seems that she has some “bad feelings” that she doesn’t know how to handle and asked if I’d be willing to help her deal with them. She didn’t come right out and ask to see me naked like I so crudely did of you in my youth, but the hints were there. I was struck by the unlikely coincidence that my own child would resort to the same method that I had used in an attempt to assuage my adolescent urges, but then it became obvious. I don’t suppose you and your granddaughter have had any recent heart-to-heart talks about growing up and the willingness of a loving parent to do anything it takes to make the passage into adulthood a little less confusing?

You don’t have to answer that – I already know the answer. I’m glad that Jenny has such an understanding grandmother, and I hope I can be half as good a teacher to her as you were to me. But, know this, if Tina comes to me in a few years wondering if she might be a lesbian, I’m having her write you a long letter!

I love you, Mom, and I look forward to seeing you next week for our usual “lunch date” at the Marriott.

Your devoted son,
Jimmy

P.S. I’ll bring the nipple clamps and lube. Don’t forget to bring your strap-on and that new cock ring you wanted me to try out.

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I just love it when I wake up in the morning with a fully-formed story idea in my head. All I have to do is capture it and get it down on “paper.” Although, I can’t take credit for the unique format of this dirty story. I shamelessly stole that idea from Heat, a writer over at Lush. I recently read his stories titled Pen Pals and More and was very intrigued by the way he presented the interaction between the two main characters. I guess that was sluicing around in the nasty swamp of my unconscious mind and delivered up this fun little exchange. Please go to Lush and give Heat’s story a bunch of 5 votes! Of course, you should read them as well – I think you’ll like them as much as I did. But, if nothing else, he deserves a reward for inspiring my perverted imagination, and so it would mean a lot to me if you gave his story a nice boost!

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8 thoughts on “Dear Mom

  1. Sexy and funny! I especially liked this, from early on: … if you need to it would be okay if you “rub” yourself while you look (as long as you are careful and don’t get your mess on anything in my bedroom).

    Fastidious even in her wantonness! Good story!

  2. Poor Mom…so difficult to say “no” to her boy….but I for one am glad she didn’t. Another great read…and happy to see that it will continue with the next generation.

  3. Another great entry, Rachael. It makes me wonder how my life would have been different had my Mom resembled anything close to this story’s wonderful mother. That’s going to be a thought that festers for some time.

  4. Another great story Rach, a lovely titillating start easing me into the more lewd bits ;-) my fingers have been very busy reading this post and a very nice cum halfway :-) I am hoping to receive a letter (or email to be modern) from my son now xoxox

  5. Rach

    What an amazing story. Sure kept my attention and “Winston’s”. He was twitching and dripping.

    Thanks for sharing you great erotica with us!!!

    Hugs. Gary

  6. I didn’t expect a steamy incest story written in epistolary format, kudos. Very sexy. Especially the fast forward in the end!

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