Reader
Open on Literotica

A Conversation with Cassandra

Hi.

First and foremost, I want to introduce myself. You can call me Cassandra, though that's not my real name. I'm a mother, 40 years old, and I've been reading your stories for a while now. I've been nervous for a long time coming, but I finally decided to work up the courage to write to you.

I've loved reading all the conversations you've had with other women online, especially how you helped them sort out their issues with incest and their sons. So I thought perhaps you could help me too. I'm not sure if these conversations are real or not. I would hope so, because I would really like advice from someone, and I mean advice from someone who would 'encourage' me to pursue my passions rather than go against them as a counselor would probably say.

The thing is, for about four months, I've been really attracted to my one and only son Elton. He's 18 and he's a really sweet boy. He's a very cute young man, a little on the skinny nerdy side but I love him very much.

About half a year ago though, my husband's sex drive started lacking. I don't know why but around six months ago he stopped making love to me as much as he used to. My husband became more absorbed in his work than in me. I don't remember how it happened or when, but sometime after he became a workaholic, I started masturbating by myself again. Without him to please me, I just had to do it myself. And one night, while I was rubbing myself, my thoughts switched to my dear son. I don't know why but it just happened and before I knew it, I became addicted. I was seeing Elton in a whole new way, masturbating to images of him, imagining him and I having sex.

It's gotten so bad that my husband can no longer satisfy my sexual needs. I know from your stories that most boys are supposedly feeling the same way, but Elton seems perfectly normal. He hasn't shown any sexual interest in me, or in older woman, from what I've observed. I don't know if I should try and act on my feelings for him, or if I should try and ignore them. And if I do act on my feelings for him, what'll I do if he rejects me?

I do hope you'll give me some advice.

ME: Hello Cassandra. That's a real cry for help darling. I can really understand your frustration and your growing obsession. First of all, let me say that all my conversations are true. They really took place. A bit of editing here and there, but I did have those conversations.

I'm sorry to hear that your love life has dwindled to nil. But it happens! Mine is just about once a week now, but then I'm rather older!! And I have to 'finish myself off', even so. I masturbate quite a lot. I love the feeling of contentment orgasms give me. Please, don't feel embarrassed, or 'dirty', at having these thoughts. It happens a lot. I don't have any children, but I would probably feel the same if I did. Sex is just so normal and natural a feeling.

Well, perhaps you can tell me what your relationship with your son is like. Do you confide in each other for example. Are you close. Do you hug. Has he got a girl friend? I guess he gets on the internet quite a lot. Does he watch porn, do you think? Most children do. Have you checked his recent browsing list? That would give you some idea of his sexual interests.

Do come back to me Cassandra, and I'll see if I can take you further.

CASS: Oh my gosh, Sarah, thank you for replying to me ... it means a lot to know that someone out there is willing to help. I'm glad to hear your stories are true ... I was worried.

Recently, my sex drive has been rather active. Before, I used to be 100% faithful to my husband. I didn't try to get off unless he was willing to help me out too. But he's been losing interest, and now that my own thoughts have strayed to my son, I can't stop myself. My son and I share a normal relationship, if you ask me. We've never acted sexual or anything like that before. Before last year, I'd never had the thought of seeing him in a sexual way. He's always been very nice and filial with only the occasional argument. It was my husband who gave him 'the talk', you know. I figured it was a 'boys' sort of issue so I let him handle it.

My son's only 18 and doesn't have a girlfriend yet. I've wondered if he was gay but my husband assured me he wasn't.

As for whether he watches porn ... I don't know why, but thinking about it turns me on. I imagine he has to have watched porn at some point in his life surely. I don't know if he does it regularly or not. I'll check his browser history when he goes for school later today.

In the meantime, how should I go about handling this? I've read your stories and now that I know it's true ... do you think I should try for a relationship with my son, or should I just forget it and move on? I know how wrong the first option is ... he might not be receptive to it, and I'm essentially cheating on my husband AND depriving my son the chance of getting a girlfriend and starting his own family ... but I just can't help it anymore. I really want him ... I'm masturbating to him almost every day now. Him living so close in the same house and yet not letting me have him is such a tease...which course of action should I take?

ME: Hello Cassandra. Thanks for the message. There's quite a lot for me to digest here, and I'm due out for dinner shortly, so have little time to respond straight away. However, I'll think about all you've said and get back to you, probably tomorrow. But, please don't torture yourself. You are certainly not a wicked mother!! It's a natural thing for many moms, as you've already read in my conversations. In my experience, an affair with your son will not prevent him from falling for another girl eventually. If anything does develop, I'm sure it will be an adult thing between you. More tomorrow darling. Meantime, keep your fingers busy!! Sarah xx

CASS: Hey Sarah. Sorry for being a bit of a downer in my last messages haha, I guess I was just feeling a little helpless. Well, I've thought long and hard about what you've said last night, and about my feelings, and I think I'm going to try and see if I can seduce Elton. If he recuperates my feelings, perhaps he would be open to a little fun. If he isn't, well, I'll know that at least I tried, and that I didn't let this opportunity go to waste. I do hope that he won't mind though, and that maybe in the future he'll find a girl better than me, someone suitable to his age and who will give him a good family. I want to hold his grandchildren, so with you as my witness, I hope that doing this is just to clear my head, sort out my feelings for him, and not to deprive him of the chance to start his own family some day. I don't want him to be my boyfriend or anything like that, that'd be kind of weird haha.

Anyway, I took a look at his internet history, but it was just the usual stuff, youtube and some gaming videos and typical boyish nonsense. I snooped around his room too, there weren't condoms or porn magazines or anything. He seems clean, lol. I guess that's what I love about him, his innocence. He's such an adorable boy always acting cute around me, I think that's what first initiated my masturbatory fantasies of him, imagining purging him of that childlike innocence.

It's strange, because I was never much of a sexual deviant before, but he's the main man in most of my fantasies nowadays. I see him sitting across the table during dinnertime, and he has no idea I'm fantasizing about having him shove his erect dick inside me, and fuck me over and over, have him deposit his semen into me, on me, in my mouth and pussy.

Sorry I'm getting carried away. Anyway, I decided to take action, to try and find some way to see him without clothes on. Sometimes when he's in the toilet, claiming to be taking a shit, he can take one hour to do so, though on other days he takes 10 mins. I finally figured out that he had to have been jacking off during those suspicious one-hour long sessions, haha. I never really thought about why he took so long on certain days, because I'd never thought of him in a sexual way before.

Today, when he was eating, I took his phone and searched up your stories on literotica in his internet browser. He'll probably think he found it by accident, and won't suspect me of doing anything. I'm hoping that when he sees that story in his browser, he'll read it, and perhaps I can get him to start thinking of incest, because as far as I know, he hasn't considered anything of the sort.

I also took his clothes off the rack before he stepped into the shower, so he would have to come out of the bathroom without anything on, to get some new ones from his closet. OMG he called out to me after his shower, that he needed new clothes. He asked me to go get them from his closet, and pass it to him in the bathroom, but I pretended not to hear, so he'd have to come out. So he did. I know it seems silly, but I hardly ever see him without his shirt on, at least, since he's a teenager. After he hit puberty, he seemed really shy about showing me any skin. This was one of the first times I saw him in a while, and Sarah, he's really grown! He wasn't muscular or anything, but was more on the lean skinny side. He was still quite good looking, with that cute face and tan skin of his, and he had his towel wrapped around his legs. His face was so red when he saw me staring at him, and I just tried to laugh it off. I was pretending not to look.

He's doing his homework in his room now. I managed to snap a quick pic of him in that bath towel, and now it's my turn to have an hour-long bathroom session! Any advice on how to carry on with my seduction? I want to introduce him to the idea of incest, but I've not seen any indication that he'd like anything of the sort. He doesn't hug me too often, and I've never seen his boner before, so I'm not too sure. Would love some advice, sorry for the long message hun, but I'm glad to have you helping me. Peace!

ME: Well Cassandra. That was a lovely long message. You are being very sensible, I'm glad to say, and are certainly determined to pursue your goal, but please don't do anything to embarrass Elton, or spoil your relationship. I must admit that I am rather worried that his browser history shows no sexual content. At 18, I would have expected something. So maybe he doesn't have a strong a sex drive. I suppose he must masturbate at that age, but I wonder what fantasies he has to help him cum? Let's see if he reacts to my story you left on his phone. If there is any interest shown, he may send me a message. If so, I'll let you know of course. If not, though, you need to try a different approach by starting to chat to him about girl friends - his interest in sex. Keep it light and off-hand. Perhaps explain to him that the sex urge doesn't go away after your teens! Mention the stories on Literotica which you find interesting - mine in particular. See if he shows any interest. It could be a long haul for you darling! Maybe you need a girl friend to play with in the meantime!

You told me about getting him to come out of the bathroom with no clothes ... but have you let him see YOU come out of the bathroom with no clothes? That would make him blush I suppose! But you can laugh it off, and say something like "you'll need to get used to naked ladies when you're a bit older!" Sort of thing. Maybe let him hear you masturbating - leave the bedroom door ajar. But please don't overdo it, if the poor lad's easily embarrassed.

Gosh. Let me know what develops. Meantime, maybe I could help by stroking your boobs, finger your clit with the pads of my middle finger, lubricated by your pussy juices. Flick my tongue over it even! I would so like to do that! Mmmmm. Lovely thought!

Let me know what happens.

CASS: Sarah. Thanks for the advice! Now that you mention it, it does seem odd that my son has no porn on his history. I assume he must have used incognito or something. He probably did not want me to catch the evidence of his masturbation on his computer. Anyway, I've got more exciting stories to tell you about what happened at dinner.

My husband left for a business trip, he should be gone for about two weeks, which should give me and Elton ample time to work things out. When I was serving dinner, I purposely bent down low in front of him so he could get an eyeful of my cleavage. I didn't dare check to see if he was looking, but I could feel his gaze on me, no matter how much he may have tried to look away. I decided to do as you said and give Elton a talk about sex and girlfriends. He was so shy during the whole thing, it was adorable. His face was beet red, and he wouldn't look me in the eye. Anyway, I was going to give him a glass of apple juice, but then I had an idea. I pretended to spill the glass on my front and my shirt, especially my cleavage, got all wet. I acted like it was an accident and told him I had to go change and take another bath.

And then I took my shirt off right in front of him!

OMG he looked so shocked, I don't think he was expecting that. He told me that I was only wearing my bra, and I asked him if anything was wrong. He was so shy, he just mumbled something about nothing being wrong and fled to his room. I took an extra long time in the shower getting myself clean if you know what I mean! I fingered myself so hard in the shower thinking about him.

So when I came out of the shower, I deliberately didn't put any clothes on, and pretended like I had to check on something in the kitchen. When Elton saw me butt naked OMG! I was so excited by the look in his eyes. He looked really shocked, like he couldn't figure out what the hell had gotten into me. What got me so wet in my pussy, was that he was staring at my body for a good ten seconds before he averted his eyes when he realized I was looking back at him. I tried to laugh it off like you said and told him that I was his mother and that he had to get used to naked women eventually. Haha, he couldn't even say anything he was so embarrassed, and I have to admit it was a turn on, watching him squirm.

At any rate, when he left for the bathroom, I checked his phone and you won't believe it. His internet browser showed that he was still reading your stories! Wow! The story that I'd looked up on his phone, the one about Rene, was now on the one about Debbie. He'd actually read your stories! I can't believe that this is actually working!

I'm going to leave the door slightly open tonight when I masturbate and see what happens from there. Do let me know if Elton emails you!

ME: Wow indeed! That's great Cassandra! I'm so glad he's reading my stories. It might just persuade him to ask my advice, though it may take a little time for him to pluck up some courage. I hope you have good boobs for him to admire! And a nice pussy patch! At least, you're getting some good orgasms out of it! Me too!! Do keep me in the picture! Mmmm. Love it when it starts to work out!

CASS: So before I went to bed, I told Elton that the lock on my bedroom door had broken, as an excuse for me not locking it. Then, I purposely left a small gap open in the door. God, I was dripping wet just imagining him watching me. I laid out naked on the bed and started caressing my breasts, sticking my fingers in my pussy, fantasizing about it being his dick. I heard him shut the television off, and head to his room, so I let out an extra-loud sigh to get his attention and it WORKED! Out of the corner of my eye, I saw him peeking in at me, and his eyes widened, he was swallowing hard and everything.

I don't think he knew I was watching him or he wouldn't have stayed there for so long. He probably thought I had my eyes closed, but I had them squinted slightly open to watch him.

He eventually came in, and asked me what I was doing. I acted like it was normal and I said that "Oh, honey, everyone masturbates every now and then, you know. Just cause I'm an older woman doesn't mean I don't do it. I know you masturbate too." And his face was so freaking red, he looked so embarrassed with himself that he couldn't turn away. I was so scared and unsure what to do, my heart was pounding, but I told him that masturbation was a natural thing and that he shouldn't be ashamed of doing it or seeing me do it.

He hurried back to his room afterward, and I decided to go check on him. So I sat on his bed, and just touched his thigh as I spoke to him, trying to be casual and, OMG Sarah, I could feel his hard on! It was the first time I'd felt it, ever. I think the events of today really got to him because he seemed more distracted than ever. And I was still naked when talking to him, and he could not take his eyes off me. It's so crazy, this is the first time I've ever seen him take a sexual interest in me.

Sarah, you are a MIRACLE! I'm going to continue working on him tomorrow, see when to make my next move, Do tell me if he messages you at all because I'm dying to know what he's thinking.

ME: Amazing Cassandra! That is fucking amazing! You carried it off like a professional! (Though a professional what I don't know!!) But do take it easy darling. Don't you think perhaps you could give it a break for a day - give him time to recover. After all, you have enough memories - feeling his erection for example - to keep you going for a day or so!! I just thought, perhaps, he might want a little time to digest what's happened. By all means chat with him of course, but he must be so confused with the speed of developments, he needs some time to think things through. He's only 18, after all! But, you have done a FANTASTIC job there, with motherly love and care!!

If he does send me a message, of course, I'll let you know. I do so hope he does. I can't think of any way to encourage him to though!

Wow!! And WOW again! Cock inside not too far away now! But you've waited so long, a day or two more won't harm!!

CASS: You're right Hun, I have been a little over-eager. Four months or so of sexual frustration can put me in an impatient mood. You are the master of this haha ... so I'm sure you know best. I'm going out shopping with a few of my girls tomorrow, so that ought to give my little man plenty of time by himself at home to sort things through. I'll get back to you when there are further developments.

ME: Good for you Cassandra! Perhaps you should tell him you're sorry if you caused him any embarrassment, but it's time he started to find out what makes women tick! We still need sex in our thirties as teenagers do, but we're not quite as impatient!! (Well, you are, but don't admit it!!) You want him to learn about sex safely with someone who cares for him and that you're here for him to explore. In his own time, as it were. That's what moms are for!! Can't wait for the next installment!

I haven't heard from him by the way!! Maybe he's too confused, or shy!!

ME: Hi darling. Over lunch I was thinking about you and Elton and thought, maybe, you might encourage him to explore your body as part of his sex education - what makes women tick. At an appropriate time - maybe after dinner, sitting on the sofa - you might ask him if he would like to know more about women's bodies. What they feel like, and so on. Encourage him to explore your breasts, fondle them, weigh them in the palms of his hands, suckle the nipples. Perhaps undo your top and remove your bra, offering them to his gaze and touch. Then, explain how women like to feel their tummies being stroked, saying that it feels very sexy. Then, of course, how would he like to know what a women's genitals feel like? Suggest he runs his hand between your thighs - show him the clit and explain how touching it causes women to get very aroused, etc., getting wet to make the passage of the penis nice and easy. Finally, if the time seems right, how would he like to feel what it's like to sink his penis inside a woman. Encourage him ... "go on - it's there waiting. Wanting to feel filled." Whether he fucks you, or you fuck him, depends on how this have developed of course. Then, if all goes well, you can invite him to join you in bed every morning when he wakes up, for another lesson in love.
Well?? What do you think? Wish it was me. I'm soaking wet talking about it!!

CASS: Ooh, Sarah, reading that makes me wet as well. Anyway, me and him were just watching a movie together, and when the characters on screen started kissing, I took the opportunity to ask if he wanted to know more about girls. He was blushing really hard and he told me that he didn't have a girlfriend yet because he was too shy. So I followed your advice, and offered to let him touch and fondle my breasts. I took my shirt off right in front of him, and his eyes went so wide, it was like he had no idea how to react and his brain had just gone blank at the sight of my body. I leaned in closer to him and I could actually feel something hard in between his legs.

He tried to laugh it off and told me he wasn't interested, but I know better. He was really nervous and looked almost scared of me, but he told me he was fine. He's in his room now. I can tell he's been really confused by my actions over the past few days, he probably can't figure out why I'm acting this way, and maybe he's conflicted about his own feelings, because which hormonal teenage boy won't have his eyes lingering on a naked woman, right? I'm gonna continue talking to him tomorrow, suggest talking to him about sex, you know, see if he reacts better to it. Perhaps eventually the barriers preventing him from seeing me in a sexual manner will break down, and we can get down to action! Lots of love, Cass.

ME: Hi Cassandra. Well, that's a start. I know you try not to embarrass him more than necessary darling! But yes, he needs to have more confidence in you, and sort out his own confused feelings. You say he's in his room now, well yes, he is ... he's just sent me a message!! Just a short one to say how much he enjoys reading my stories and what a good writer I am. I shall respond shortly and try to find out what his sexual fantasies are. Watch this space! It may take a few hours! If it was me, I would have got my lips on your nipples straight away and taken you in my arms!!

(And yes, out of the blue, I had got a message from Elton.)

Hi sarahloveitt,

My name's Elton and I'm 18 this year. I've been reading your stories non-stop for the last two days and I just wanted to tell you that I think you're a very good and creative writer

Even though I've never thought of my mother in a sexual way, for some reason I really like the stories you write in the taboo and incest genre. Perhaps you can help me. I needed some advice, and my mother told me I should be brave and ask for advice if I need it. Actually, it's regarding my mother. For the past week I've been getting strange signals from her. I don't know why. Could you help me?

ME: Hi Elton. Gosh, that's a lot of reading!! Thanks for the compliment, and I'm glad you enjoy the stories. Which in particular turn you most on I wonder. Tell me more about yourself and interests. Have you got a girlfriend for example? It what way can I help you?

ELTON: Hi Sarah. I didn't expect you to reply, haha. I really liked the one about Ella and Mark. I've only recently started reading stories in the incest and taboo genre. I found a couple stories about it on my browser a couple days ago and I couldn't stop reading.

I don't know why I mean I was never really interested in taboo stories before, but now I can't stop. It's a little embarrassing, and to be honest, it kind of worries me. I typically view incest as a bit of a taboo thing (obviously haha) I never really thought I'd ever be turned on by that kind of erotica. It just sort of started. Ever since I started reading, I've been noticing some odd behavior from my mother. Like, out of the blue she starts walking around naked, asking me to touch her breasts. It kind of freaked me out, I mean, I'd never ever ever thought about, or saw her in that kind of sexual manner. Much less ever been aroused by her.

I used to be disgusted by the thought of incest but now I can't stop reading your stories. They're really exciting I guess.

(Then a surprised response from Cassandra to my previous email.)

CASS: You're serious?? He messaged you? I didn't actually think he would. That naughty boy, he told me he was doing homework. What did he say?

Can you supposedly introduce the idea of incest to him, maybe suggest that if he ever thought of doing anything sexual, perhaps try it with a family member. Try to seduce him or something. Maybe roleplay as 'Mom' and see if that turns him on. He's a teenage boy it should work. Gosh! I'm a bit confused with all this! Lol!

ME: Gosh Cassandra! Yes, it was quite a long message. He says baring your breasts for him freaked him out and he'd never thought of you in that way. We'll see if we can change his mind. The story he liked best, was my conversation with Ella. Read it darling - it's about a mom and her two sons. Mark in particular appealed to Elton, ejaculating all over his mom's boobs and face! Let me work on it ... be patient! I want to make love to you myself, anyway!! Sarah xxx

CASS: OMG Sarah. Really??? Wow, that's unbelievable! What a turn-on! Do speak gently with him, he's really very shy but I'm sure deep down he's itching for some hot sex. Ask him if he wants to ejaculate over my boobs haha, I know I'd like that, to taste his sperm, feel his hot salty cum on my body, smell his semen and the earthy scent of Elton's young male arousal!

Yes, do please try and change his opinion on incest, make him more open to it - seduce him if you must. I'm sure his hormones will do the rest.

(Cassandra was quiet for the next day or two, but I continued to exchange emails with Elton rather frequently.)

ME: Hi Elton. Well, as you have discovered, incest is a popular activity, and there's really nothing to be ashamed of in being interested in it. Many mothers do prefer to introduce their sons to sex in a caring way, so that they don't get carried away in sleazy activities in the big bad world!!

Anyway, my stories seem to turn you on somewhat. Ella is a very erotic story ... and a true one of course. Are you saying, though, that you have no interest in your mom's female parts?? Showing you her breasts seems a nice way for her to introduce you to the female anatomy! But please, don't be embarrassed by the thought of incest. It's a natural act!!

ELTON: Is it natural? I don't know, I've never felt turned on by incest before, like, ever. But then I found your stories, and no matter how shocked I am, I just could not stop reading. And then my mother's been acting weirdly.

I don't know, I mean, I've never looked at my mom sexually before so I guess I really don't know I mean ... I look at the girls at school but I've never peeked at them or tried to look at them naked or anything, cos my mom said that was sleazy. But now she's showing me her boobs and everything.

At any rate, I've - uh - been a little horny as of late. Actually, very horny. I know I shouldn't be, but my hormones are driving me crazy. I shouldn't be telling you this, 'cause we barely know each other, but I've gotten off once or twice to your stories, and I'm still horny!

Can you explain to me what I should do about my mother?

ME: Well Elton. You must have led a sheltered life! And now, all of a sudden, you've been introduced to the facts of life - well, from the incest point of view. Although you find it somehow un-natural, you find reading about sex between mother and son makes you horny. Or should I say other guy's and their mothers, because you don't seem to find your own mom a turn on. Or maybe you're beginning to see her in a different light now. What did you use for sexual fantasies before now? To help you jack off? Loads of young men go onto porn sites I guess.

When she showed you her breasts, were you not in the least curious? Do the private parts of a female body hold no interest for you? I think speculating on the genitals of a woman is what turns many young men to be curious about the one at home - their mom. It's natural for teenagers to want to know what it's like to slide their stiff cock inside a warm wet vagina. To fuck. To ejaculate inside a woman. After all, that's what procreation is all about. A natural urge. It's also not in the least unusual for mothers to want to explore the sex urges of their son. In their early 40s, a woman's sexual urge is at a peak, but often, the husband no longer has much interest in sex or is no longer at home. So, a mother's sexual urges turn to the other male occupant of the house - her son or sons! Particularly if they're attractive.

What do you think of your own mom now? I guess you're still rather confused by all this sudden interest in sex.

Sorry El, you asked what you should do about your mother. Well. Try not to show any embarrassment in front of her. If she wants to talk about sex, show you what makes women tick, encourage her. Try to find out what it is she wants. But what to do about it, depends on whether or not your attitude towards incest has changed. Are you still too horrified at letting her see your erection ... she'd probably enjoy that. I think she just wants to be close to you, and help you to experience what a loving sexual relationship is like.

Let me know how you feel about it.

ELTON: Is that true? You think my mom has turned her sexual attention to me cause Dad isn't paying attention to her? I guess that makes sense since I'm the only other male she's been around for a while, most of her friends are girls. I've never had an erection from her before! That's weird. I'm curious, yes, but never was curious about HER of all women.

Is it all right to say this conversation's making me really horny? I guess I might as well tell you, I've gotten off at least four times to your stories at this point and I'm still hard. I'm reading about the mothers in your stories, and the more I think about it, the more it seems like my mother is acting like them - like she's as into me as the mothers in your stories are into their sons. I'm scared of encouraging her to talk more like this, and honestly I don't know what I want. The logical part of me is still really against incest, and besides my dad would be horrified and my friends would think I'm a freak, and how would I get a girlfriend? But then again, I read your stories and I imagine myself in those 'sons' positions and I get horny.

ME: Sorry I didn't respond yesterday El. But here we are again!! I think it's likely that your Dad no longer gives mom the sexual satisfaction she needs and her recent interest in you is far better than her seeking other men for sex!! So, if you are her masturbatory fantasy, that's a good thing in my book!!

But you say you've had an erection from her - not sure what that means - is it that you get stiff thinking about what it would be like with your mom. And talking about it with me, makes you horny! And four ejaculations reading my stories suggests to me that you are now finding the idea of incest arousing! So, just get over the idea that incest is sinful and dirty. It isn't, as you've already found out from my conversations. And if you were to entertain having sex with your mom, no one needs to know. Not your Dad, nor your friends. It'll just be between you and mom. As for girl friends, in my experience, it makes no difference. You'll find a girl, fall in love, and it's a very different kind of relationship. I know of some guys who are happily married with a full sex life, who still 'service' their mothers regularly! It's a very different relationship.

Would it help if you thought of me as a surrogate mom, and let me lie naked with you, exploring each other's body?? I could suck your cock and taste your semen - feel it splash all over my nipples! Until you feel ready to face your real mom??

Look El, you should swallow your embarrassment and chat with you mom - or, if you are too nervous to be open about sex with her, why not email her the link to my story about Ella and Mark (A Conversation with Ella), then tell her that you've sent it to her for her to read. That should encourage her to be able to discuss it with you openly and honestly. You can explain that it's completely altered your view of sex, and opened feelings in your loins you never knew you had! If you honestly do not want any sexual activity of any kind with your mom, though, do tell her. And explain why. Does this help darling??

ELTON: Send my mom a link to your story?! Oh gosh no - haha - that sounds so embarrassing. But you as a surrogate mom? What, like, roleplaying? I guess that doesn't sound so bad, but I'd rather not make the first move.

I don't know, part of me feels like this is still a dirty act, but I feel kinda disappointed, thinking that I'll never have any sort of sexual activity involving her. Maybe I should have a talk with her, but I get embarrassed thinking of bringing up the topic, especially since this only became a problem like four days ago, or something.

ME: Ok Elton. It is early days I suppose. You've learned so much in that time though, and had some of your horniest times ever! If your mom happens to bring the subject up again though, as I suspect she may, try not to put her off so quickly. Explore what it is she wants - well, I think we know what that is - and I'm pretty sure you'll end up solving your disappointment. I'm sure she has your best interests at heart - and maybe her own as well!! Lol! Try not to reject her. Is she beautiful, by the way? Attractive woman?

How many more stories have you been reading then?? Lots of cumming?

ELTON: I guess, Sarah! I mean I sort of like the ones where mothers write to you about wanting their sons. I find it hard to believe they're real mothers and sons in real dilemmas. Those boys really jacked off to their mother? Had sex and all that stuff? I can't see myself doing that to my mother. The idea of me fucking her seems a little silly, but I can't lie - it is pretty exciting. I know it sounds silly, but in my mind I keep envisioning us both naked, me humping her from behind, doggy style. I can't believe I said that, or think that, but when I get an erection, and imagine my mother seeing, or touching it, it gets even harder and my penis is hard as a rock.

ME: It's all true Elton They certainly did all that. But I guess you're just too shy with your mom. From the way you tell me she's behaved, she'd love to do the same with you. Ah well ... what next? Just keep jacking off, eh? when there's a real warm woman waiting for you! I DO understand Elton. Just let me know if you have a change of heart. Meantime, keep reading the true tales of incest!!

ELTON: Hey...I was hoping we could uh try the role playing thing ... you mind if I address you as 'Mom'?

ME: Sure you can Elton. But I thought a few erotic sites might help - though you are probably aware of them already. Anyway, they all have mom/son videos. Try browsing 'porn sites'.

ELTON: Um ... okay ... so uh Mom? I wanted to ask why you've been acting strangely the last few days.

ME: I what way have I been acting strange, El?? Have you been naughty again? Masturbating over my tits?

Was it when I came up behind you, put my arms round you and gave you a close hug? The slid my hand down your front until it touched your groin. Mmmm I could feel a hard cock in there! I slowly undid the zip, slipped my hand into your underwear and felt the smooth erect penis, warm and inviting. I took it out as I slowly turned you round, then slid onto my knees in front of you to examine the handsome shaft of hard flesh I gave birth to! Wonderful. I'm so proud of it. After stroking it lovingly for a few seconds I took it into my mouth, to taste, but ... naughty young boy! - you ejaculated into my cheek. And gain ... and again ... seven spurts! Next time, I shall have them over my breasts!!

Do that to your real mom El!

ELTON: Oh God mom I like it when you touch my chest like that...I can't help my dick getting so hard for you, it's so hard. Could you show me your tits?

Mom I never looked at your tits before, but now I can't stop ... you're so perfect you make my dick throb nice and hard for you.

ELTON: Oh god, mom, please let me see your pussy. Please suck my cock again I want to cum all over your face, spray my creamy white semen all over you.

ME: Hmmm Elton! Fantasies! How exciting! What will you mom think?? I think so as well! You are a very sexy, turned on young man, desperate to see mom's tits and pussy - just like those of hairydivas! Do they make your cock get very very hard, throbbing and wanting to spray all over the nipples and over her face! Mmmmm cum on then. Do it for me El! Make it erupt all over my bare tits! You have a fantastic cock! So manly and firm! Do it! Now!!

ELTON: Oh mommy ... I'm gonna cum for you ... I'm gonna blow my load all over you, paint your whole face and body with my semen.

ELTON: Oh wow I just came so hard, that was the hardest I've ever came, and I've been jerking off like a monkey for the whole week. I shot so much semen all over my body and the floor. I've gotta clean up this sticky mess first' I'll talk to you tomorrow

(I resumed my emails with Cassandra.)

ME: Hi Cass. I hope you're there!! I had a long email from El late yesterday, and I've just replied, trying to get him to swallow his embarrassment and chat to you. Failing that, I suggested that he might email you with the link to the story of mine gets him very horny (A Conversation with Ella) and would like to discuss it with you. If he does, you might tell him that you are already familiar with my stories and find them sincere and arousing! I also said I'd be prepared to be his surrogate mom if he wants to explore incest! He's frightened to death that his Dad or friends would find out! I told him there's no reason why they should. He does seem to be warming to the idea of sex with you!! Anyway, let me know how you get on!!

ME: Hi Cass. Just had a message from El replying to mine. He far too embarrassed to send you a link, as I suggested. But says he feels kinda disappointed that he might not have some sexual activity with you. So, though still very awkward about the idea of incest, he seems now to want to sample it. Tread carefully darling, but maybe you should mention my stories to him, and how interesting they are!!

CASS: Ooh thanks for all the help love. Haha, surrogate mom? If you think that'll help him to get over his embarrassment or the subject, by all means! Work your magic, girl

ME: Hi Cass. It was you who suggested I should pretend to be his mom, remember?? But this was his latest comment:

"The idea of me fucking her seems a little silly but I can't lie it is pretty exciting. I know it sounds silly but in my mind I keep envisioning us both naked, me humping her from behind doggy style. I can't believe I said that, or think that, but when I get an erection and imagine my mother seeing or touching it, it gets even harder and my penis is hard as a rock."

Where do we go from here Cass? He's just too scared to tell you!!

CASS: Yeah haha I know it was my suggestion I just didn't think you'd be a 'surrogate' mom. Also, WHAT!? Doggy style? Elton really thinks that? Does he jack off to that image? Am I his fantasy material? That naughty boy I knew he seemed distracted today.

So he gets off to the idea of me touching his erection. Alright I'll give him a day or two to straighten out his feelings before I talk to him about this. I think we're getting to him Sarah.

We just need to show him incest is fine, get him over the barrier and introduce him to the idea of fucking his mom without guilt and then his hormones should take over.

ME: Well well! Here's what I told him - several times over actually - 'Well, as you have discovered, incest is a popular activity and there's really nothing to be ashamed of, in being interested in it. Many mothers do prefer to introduce their sons to sex in a caring way, so that they don't get carried away in sleazy activities in the big bad world!!
Anyway, my stories seem to turn you on somewhat. Ella is a very erotic story ... and a true one of course. Are saying though that you have no interest in your mom's female parts?? Showing you her breasts seems a nice way to introduce you to the female anatomy! But please, don't be embarrassed by the thought of incest. It's a natural act!!'

I have another short email from him about pretending me to be his mom!! He's just so terrified of taking to you about it! I think I shall direct him to some porn sites, so that he can see what others do about it! Then I'll get back to you when I have a response. His hormones are pretty active these days. As he says, it's only five days since he first emailed me!! He's already learned a lot!

(But, as I pressed the send button, this email arrived in my in tray!)

CASS: Sarah. Hey! I've got a LOT to tell you about! It finally happened today! I don't know what you've been telling Elton, but it worked, because today was the day we finally had sex! It's a long, crazy and a rather arousing, steamy story. So how about you sit back, and get ready to rub your cunt while I try and write down everything I remember about what just took place last night from memory (I'll never forget it; it was INCREDIBLE).

I decided to make my move last night, since his dad was coming back in a weeks' time. I figured that if I didn't at least try to seduce him, I'd never forgive myself if we never achieved what could have been an amazing relationship. So I went into his room, and I found him lying on his bed shirtless, looking like he was deep in thought. So we were just talking about ordinary stuff, and he didn't seem as embarrassed as before about not wearing a shirt in front of mommy. I put my hand on his thigh, and inched it closer to his groin. That was when he started fidgeting. He tried to get me to stop, but then I just leaned in and kissed him on the mouth. It was incredible! I think at first, the decent innocent part of him tried to resist, but then his sex crazed hormones just took over, and he stopped fighting. I leaned down and kissed my way down his chest to his belly button, put my hand on his groin, and I could feel his soft squishy scrotum, and his long hard tent pole. I looked up at him, and asked him in a simpering voice if his naughty erection was for mommy. He was panting really hard, and his whole body was shining with sweat. Hell, my heart was pounding like crazy as well. Before he could say or do anything to stop me, I unzipped his pants, and pulled his underwear down. And I laid eyes on my son's erect cock for the first time.

Oh Sarah!! IT WAS INCREDIBLE. It was nice and brown, with a patch of pubic hair, and it was throbbing, thick and veiny about 5.5 inches I would say which was fine by me. And before he could stop me, I leaned in and took his cock in my mouth!

Oh my god, I've craved having sex with that boy for so long, and that blow-iob was absolutely fucking mind blowing! He kept moaning and groaning, and breathing heavily, and I could see part of him was still trying to resist me, but the other part was thinking with his hard penis, and about how good this felt. I put his hands on my head and forced him to push me down on his cock until he was balls deep in my mouth, and then I sucked his cock, and gave his balls a nice warm bath of saliva. Then he couldn't hold back anymore, and exploded all over in my mouth. His semen cascaded all inside my mouth. I swallowed some of it and let the rest drop down onto his still-hard cock. He was still hard! He looked like he hadn't been this horny in ages, it was a dream come true to see my baby boy Elton, with his hard dick poised at my mouth.

I used his cum to lubricate his cock, and smeared it up and down his fleshy shaft. He again tried to stop me, telling me that this was wrong, and that incest was a crime - and when I began jerking him off, he reached out a hand to stop me, but I just grabbed his hand, put it on his own cock and made him jack himself off. He was so far gone, lost in his own incestuous lust, that I don't think he could've stopped himself even if he'd wanted to. He was jacking off! I took off my clothes, held my breasts up for him, and did a little stripper show for him. He groaned again, and came all over my face. His cum was so warm as it splattered all over me. OMG Sarah, It felt heavenly!

Anyway, I used my mouth to clean his cock up, and I caressed his nipples telling him that he could go back to bed - or join me in mine. And guess what? I laid back in bed and started fingering myself, when I heard him enter my room, still naked with his cock hard again, sticking out at me invitingly. He walked over to my bed, next to my face, his cock and balls hovering over my face, and he began to rapidly stroke his dick. Within minutes, he came again, all over my face and tits. Then he let me suck the cum off his cock again. As I held him there, while he recovered from his orgasm, I rubbed and massaged his balls lovingly to try and get his erection back up.

He told me he was sorry that he couldn't control himself. He was just too horny, and his dick wouldn't go down, that this was the horniest he'd ever been in his life. I told him to come fuck my brains out, and screw what other people thought of us. I just wanted to feel his semen gushing inside of me, to fill me up with his thick cock until he came, and fucked a baby up my vagina.

He leaned me back on the bed. put his hard cock up against my pussy, and shoved his cock in. OMG! My son was finally fucking me! YESSSSS!

He gave me one of the best orgasms of my life! He kept massaging and fondling my tits as he slammed into me, over and over again. I felt his warm creamy semen splattering the insides of my pussy. I came so hard Sarah, so hard!

He turned me around, and began fucking me doggy style as well. My pussy was jelly, and he didn't stop plowing me until he came inside me yet again. He told me he loved me, and that he wanted to fuck me forever. He said that I was the most perfect woman in the world, and if having incestuous sex with his mother meant feeling this good, and having mind-blowing orgasms, then he didn't care about getting a girlfriend. He wanted to be with me as my lover. I told him to forget other girls, because I'd fuck him so hard, give him so much pussy, that he wouldn't want another girl. We both passed out in a mix of his semen and my pussy juices.

When I woke up, I woke him up with another blow-job, until he came all over my face again (he seems to really love cumming on my face). We took a shower together, and he fucked me inside again, because he couldn't resist another erection while soaping up. After I came out he couldn't keep his hands off me, so I straddled him, and he began fucking me anal style.

It got ten times kinkier, when his father called in the middle of the action! Elton told me not to pick up, but I ignored him and took the call anyway. He wanted to stop, but he couldn't stop humping me!! He told me it was the best sensation in the world. He groaned really loudly at one point, when I clenched my anus on his cock and his father nearly busted us! After I hung up he went mad, fucking me like an animal, grunting and groaning, his whole body plastered in sweat .

He told me he thought I was sick for taking an interest in him, but now he was going to fuck me day and night, because nothing in the world felt better than incest. He told me his dick would not stop. He was so aroused by me, that he couldn't stop, and blew his young balls inside me, shooting load after load of his hot incestuous cum up my pussy. When he finally came, he groaned so loudly I think the neighbors heard him!

I made him breakfast, giving him another blow job while he ate. In the end, he couldn't concentrate on eating, and focused on letting me suck his cock. It was heavenly receiving another load of his semen in my mouth. It was ABSOLUTELY PERFECT.

He's gone out now, and I've been fingering myself thinking about the past night, and how much more sex we're going to have tonight and the rest of the week. His cock just won't quit! Tasting his dick and balls was amazing. He'll probably email you tonight or sometime to tell you about what happened as well.

Thank you so much for the help Sarah. Me and Elton couldn't be more satisfied! You've helped me seduce my boy Elton, and turned him into a man, my man. to enjoy! Put this story up on literotica so others can get help from our situation! I'm sure Elton will have the surprise of his life when he reads it!

ME: WOW! FUCKIN' HELL! What can I say Cassandra. OMG! ABSOLUTELY FABULOUS!

I'm not entirely surprised, but the level of first-time sex is astonishing! I just counted his orgasms you mentioned - five times! I was about to send you a message when I found yours waiting! Elton sent me these three messages yesterday evening, one after the other.

'Mom I never looked at your tits before, but now I can't stop ... you're so perfect you make my dick throb nice and hard for you. Oh god mom please let me see your pussy. Please suck my cock again I want to cum all over your face, spray my creamy white semen all over you.'

'Oh mommy ... I'm gonna cum for you ... I'm gonna blow my load all over you, paint your whole face and body with my semen.'

'Oh wow I just came so hard, that was the hardest I've ever came and I've been jerking off like a monkey for the whole week! I shot so much semen all over my body and the floor. I need to clean up.'

I was going to tell you, that he was really fantasising about you, even though he thought it was wrong, and that the time has come for you to seduce him. He just can't resist! And, lo and behold, your wonderful and exciting message is waiting for me to read. I guess he'd just finished cleaning up when you went into his room. Cassandra, he'd already cum three times thinking about you. That makes eight!! LOL! What stamina! He had also told me that he was jacking off all the time!! Crazy about Mom's body! He really made up for lost time.

Well darling, enjoy it. Tell me about today's session when he's fucked you again. I wish I wish I could have been a fly on the wall!

A delighted and relieved Sarah. XX

(Then this from Elton.)

Hi Sarah.

Just wanted to let you know mom told me everything. I know you two have been in contact before I messaged you. I'm guessing she will have told you that I finally couldn't resist her temptations and gave in. I had sex with her. I'm kind of embarrassed now about how crazy if acted. I was so overcome with lust that I was saying the most embarrassing things.

All in all though, I have been enjoying sex with my mom. It's crazy, because I would never have entertained such thoughts a week ago, but now I can't stop myself. I guess for something that was so taboo, it worked out, and I wanna say thanks.

And - uh - I've really enjoyed the role plays too. They've helped me get off when mom isn't around. Could we continue doing it? Elton wants to stroke his dick tip he cums for you 'mom'.
Log in or Sign up to continue reading!