Literotic asexstories – A Family Pursuit by The Big Bopper,The Big Bopper At just 21, I regularly assess the good and the bad in being raised as the only male in a house full of females. But has being brought up amongst so many dominant women played a part in me becoming a shy, cautious non-adventurous person through my late teenage years? We do have a male dog in the house, but I can claim to be the only human being with a penis around here.
One positive that springs to mind is that I have never been viewed by any of the women in this household as a member of the opposite gender … only ever as a sibling or son. It’s almost like they regard me as one of them. So, at 21, I constantly see all four of the gorgeous women who live in this house roam around completely uninhibited, seemingly oblivious to my presence … unfazed by my seeing them in their underwear, nightwear, and other various stages of undress. I’ve seen more camel toes and bare bums than any other male might see in a lifetime. I may be a shy young man but I’m also an extremely horny one, so I find myself embarrassingly erect nearly every day.
Whether they are completing their regular household chores or just lounging around, the women of this house are inclined to do it in their bra and panties, or short nighties, even making occasional topless appearances. That’s the way it’s always been because I am just one of the family … the little brother, youngest of four siblings, and son to a doting mother, adored by her probably because I am the odd one out. None of them seem aware what their constant flashes of bare flesh do to a maturing young man with a huge libido.
My sisters, all still single, none even engaged yet, are 24, 26 and 28. Each has inherited our mom’s good looks, and good figure. So, being around them regularly, I feel almost like Hugh Hefner reincarnated. It is nothing for me to have an up-and-down erection six or seven times a day.
Mom is only 47 and looks great for her age … not an ounce of cellulite anywhere on her curvaceous body. She had her first daughter out of wedlock at 19, after a one-night fling and passed up the chance to have an abortion. She made the decision to keep the baby, even rejecting a half-hearted marriage proposal by the guy who deposited his potent sperm into my mom.
I know the whole saga of my oldest sister coming from a different father, as well as stories of the day-by-day sex lives of all three sisters. For as long as I can recall, mom has encouraged each of them to openly discuss the intimate aspects of their lives around the dinner table. They have to reveal the name of their current boyfriend, or at least who they are fucking, and mom even demands they rate their male partners out of ten for their sexually competence. We all are encouraged to contribute our own thoughts and opinions, keeping everyone in the loop.
Alright, so you’re curious as to ask where is the husband/dad in this family? To which I will ask you which would you like to know about. None are still around. The first actual official husband courted and wed my mom shortly after she gave birth to first daughter, Ashley. He stayed around for a while … for almost five years. I guess he eventually decided he couldn’t cope with three squealing young girls of 4, 2 and a baby.
My mom is so beautiful and so sexually needy that it didn’t take long to find a willing replacement. She married for a second time – this one being my father – two years after the youngest of the girls, Courtney, was born and doing the math, it seems I was conceived within three months of marriage. He too lasted five years … that seems the maximum for mom. She’d had enough of my dad and sent him packing. At four years of age, I had no say in that.
Mom gave up on marrying the men she fancied, so from that young age, I’ve had no male role models in my life, but I have had four strong females to follow around and, from puberty on, to watch and admire, and maybe ogle just a bit too. No, not a bit … a LOT. I can add voyeur to my capabilities.
I mentioned how the dinner table conversations stretch to who’s fucking who or being fucked by whom, as the case may be. But that’s only the most salacious part of nightly news. Periods are a regular topic for discussion – who’s about to have theirs, who’s in the middle of one … handy information to have in anticipating the grumpiness and moods … and who may have missed one … usually accompanied by an assurance not to start ringing alarm bells yet.
Then, there’s who has a UTI, assessments of every eligible male around town from guys of my age – some of my buddies get a mention – through to possible husband prospects for all three siblings, Ashley, Brittany and Courtney. It doesn’t stop at 20-somethings, men right up to age 50 are reviewed for mom since the girls think she should be getting regularly laid. Mom always reassures us all that she’s doing ok without naming names.
So, I have described my world as best I can so that you can appreciate what a female world I live in, despite me having a hetero mindset and lusting after every feminine body I see. The problem is that I see a lot more of my sisters and mom’s very feminine bodies than I do of possible sexual conquests that I might come across in my day-to-day life.
Is it any wonder that I have been getting regular hard-ons when coming across the women in my home? I have been dating for a few years now, but I don’t have a good track record when it comes to forming any kind of ongoing relationship with girls I date. I haven’t had one that has lasted longer than four or five dates. Now, of course, as all red-blooded males know, four or five dates with one person usually only gets a guy to first base. So, am I doing something wrong when it comes to sex that I get dumped before getting the first fuck with these women?
I need to get laid. Lately, I find my mind wandering, at 21, to how good it would be to have a passionate sexual encounter with my beautiful mom. To put my raging cock right up inside that passage that brought me into this world. But how can I even broach the possibility. I mean, I can’t walk up to my loving mother and hit on her with some sort of ‘come on’ line. This is my mother we’re talking about here.
Well, if it’s a bridge too far to expect my lovely mother to introduce me to the much anticipated delights of sex, then is it more likely that one of my wonderful sexy sisters might just be crazy enough to oblige me, to help me solve my problem of not retaining a girlfriend by coaching me in the art of sexually satisfying a woman?
I know that what I desireg is called incest and is considered taboo in modern society, but my years of cohabitating with these beautiful four women has placed them on a pedestal as the women I most admire and would most like to fuck.
I begin to listen more acutely to the nightly dinner table talk. Who is regularly fucking and who might be missing out currently. The youngest of my sisters, Courtney has just ended a one-year relationship and there’s no new boyfriend on the scene that I’m aware of. I immediately decide that Courtney will be my target. Like an animal hunter stalks his prey, I realise that I must isolate her from her sisters, have her come to my room, to hang out more.
It’s handy that I have picked Courtney because she is closest in age to me. Therefore, we have a lot more in common. I know how hard it would be for me – at 21 – to try to seduce eldest sister, Ashley, who’s 28.
Being the eldest, Ashley has her own room, Brittany and Courtney share a room. About ten this night, I put my head in the door of their shared room and ask Courtney, “Hey sis, you got a minute to talk?”
“Sure, Andy,” she responds warmly and follows me to my room. Courtney is wearing what is almost regulation uniform for my sisters around the house … a bra through which I can make out the shape of her nipples and a brief pair of panties.
I point to the bed, and she sits cross-legged at the foot of the bed. Immediately, I can spot a camel toe in the crotch of her panties, and I start to get hard. I too sit cross-legged, opposite her at the head of the bed. “What’s up, bro?” she starts.
“I … err … um, I just wanted some advice from you, Court. I won’t beat around the bush, as mom often says. I’m 21 now and I expected when I was younger that by now, I’d have a regular steady girlfriend. Perhaps should have had two by now.”
“Oh, for sure, Andy. By the time I reached 21, I’d been through three long steady relationships.”
“And if I recall correctly from mom’s nightly dinner table confessions, you were having sex with each of those guys.”
“You better believe I was. I started dating Brad at 18, and it didn’t take long for me to want to end the drought. You probably know he was my first; mums always encouraged us girls to talk freely about all that stuff. We went together for nine months.”
“Having sex on every date?”
“Of course! Once you start, there’s no point in only having it occasionally. You want it all the time.”
“So, the same with John and Terry?”
“Oh, you remember their names, Andy, that’s sweet.”
“Well, they were around the house a lot while you were going out with them.”
“Yes, John was only for six months but Terry lasted a year … until just last week.”
“And what happened with him? You seem cool about letting him go.”
“Yeah! Well, I never viewed him as marriage material, so I had no expectations that it would last.”
“You don’t miss him, even a little bit?”
“No, not really, we became almost like a married couple and mom has warned me about letting relationships become like that. He suggested we take a break but if he hadn’t, I would have soon. All I miss about him is the sex. I’ve never jumped straight into bed with any guy, I like to take about four or five dates to get to know a guy before letting him have sex with me. So, I can expect it to be a few barren weeks until I can find a suitable steady replacement and start having hot sex again.”
I see an opportunity open up for me. I jump in, “So, Court, you do miss the sex?”
“Are you kidding? Of course I do … Mr Dildo is working overtime. But as open as all we girls are about these kinds of things, thanks to mom, I do have to share a room and I still get embarrassed that Britt can hear the hum of the dildo. She’s probably counting the number of times I use it and thinking I’ve become some sort of nympho.”
“If you want some privacy, you can always come in here to get off with your dildo.”
“How is that any better, Andy? Then, you’ll be the one to hear the humming sound and form an opinion that I’m a nympho.”
“The difference is, Court, that I’m never judgemental.”
“Speaking of sex, how’s it going for you, Andy, are you getting your share? At least you have your own room if you need to have a wank.”
“Not getting my share at all, sis. I can’t seem to form a relationship with any girl that lasts long enough to become sexually active.”
“What the fuck? And you’re 21, how come?”
“I don’t know, I try hard … maybe the girls I date don’t like my approach to foreplay. Actually, that’s the reason I asked you in here for a talk. I need you to give me some pointers, put me right if I’m doing something wrong.”
“And how do you see that working, bro? You surely don’t expect to practice on me … I remind you that I am your sister. I’m not into that incest stuff.”
“I don’t know what I expect, Court. I just wanted to talk to you, tell you of my plight and ask for your advice.”
“Oh, fuck! I don’t know if I’d be any good at that. Have you tried asking Ash or Britt?”
“No, you and I are closest in age, so I thought of asking you first.”
“What about mom? We have the most broadminded mother there’s ever been. Her brothers call her a free spirit, they say she’s into anything. She’d put you right.”
“I did think of her but then I couldn’t work out how to even open the subject with her. And I can’t see me tongue kissing mom to find out if I’m doing it right.”
“Yet you think you can with me? Oh yuck, think again, little brother.”
Her reaction is deflating me and my incestuous desires. She must see it on my face.
“You really did think that … didn’t you? Is that why you asked me to come to your room? Oh, Andy, I’m sorry to disappoint you but as much as I’d like to help my little brother, I can’t see us going down that road.”
“Court, you said you were missing the sex. I could hold the dildo for you.”
“Now this is getting ridiculous, bro. I’m going back to my room.”
Courtney gets off the bed and walks to the door. She turns to look back at me, “Sorry, Andy, I’d love to help you but the thought of us doing anything intimate together just weirds me out.”
She closes the door behind her. I fall back flat on my bed. My cock is hard simply from having my sister in my room, so close to me, sitting on the end of my bed, wearing only a skimpy bra and panties. She looked great, she smelled great and hearing her talk about how much she loves sex has turned me on big time.
I pull my shorts down and take a hold of my hard-on. I begin to tug on it furiously, eager for the ejaculation I need to have.
Only about thirty seconds in, and without a knock, the door flies open, and Courtney reappears. She takes just one step inside the door before her eyes register what is happening here … my fist is wrapped around my rampant erection, pumping away as fast as I can.”
“Oops! Sorry, Andy, I should have knocked.” Seeing the shocked look on my sister’s face, I expect her to turn on her heels and make a rapid exit. But she doesn’t, surprising me by standing her ground and staring at me, as if in awe of what she sees. Leaning back against the door, she slips one hand behind her to close it firmly. “Oh my god, look at that! What’s made you so hard, bro? Did I cause that? Did it come from talking to me about sex?”
“Yes, talking to you about sex but not only that. Having you sit on my bed in only your underwear and seeing your camel toe,” I manage to gasp out. With Courtney staring at me while I beat off, I slow the pace of my strokes so I can hold a discussion with the sister that I would most love to put this erection into, instead of wasting it in my hand.
Courtney drops her eyes, leaning forward to check her panties, “Can you see a camel toe?”
“Yes, I could when you were sitting on my bed.”
“I did notice you looking down there.”
I ponder whether I should stop masturbating now that she doesn’t appear put off by what she sees … unlikely to flee my bedroom again? I decide no, I do need a release badly.
“What do you want? Would you prefer I leave, Andy?” asks Courtney, her eyes glued to the action in my lap.
“It doesn’t bother me either way, sis … stay or go but I still need to get my rocks off whether you’re here or not.”
“I love watching a guy wanking, but Terry would never do it in front of me. Come to think of it, neither did John. Do you mind if I stay and watch?”
“No! Be my guest, pull up a chair.”
My sister slowly approaches my bed and stops, avidly watching me.
“Do you do this often, Andy?”
“Yes, I guess I do, given my unsuccessful attempts to get laid.”
“Can I ask you a personal question, bro?”
I nod my approval, desperately trying not to lose concentration in pursuit of cumming, but I sense already that my moment has passed. From slowing the pace of my strokes down to talk with my sister, I have lost the momentum. “Fuck! I think I’m losing it,” I inform my sister before answering her question, “Err, yes, you can ask me whatever you want.”
“Have you ever had that … err … what’s your name for it, Andy…?”
“Penis, cock, dick, whatever … I don’t care. Call it what you like.”
“Yes, well, my question is … have you ever had that … um, your penis … inside a woman?”
“Boy! That sure is a personal question, sis. Why are you asking?”
“Err … it was something you said when I was here before.”
“What was that?”
“You answered my question whether you were getting your share of sex with a definite no, and you said you thought that girls didn’t like your idea of foreplay.”
“Yes, I did say that.”
“That makes me really sad, Andy. I went back to my room, and I thought about you being 21 and still haven’t had the fun of having a steady girlfriend. If I interpreted your comment correctly, can I assume you’re still a virgin, bro.”
“Picked it in one, sis, although I don’t know if I agree with the term virgin applying to us guys since we have nothing to break, no blood to shed as evidence when we get to have our first.”
“A first time is always special, Andy.”
My hand slows my tugging even more, now barely moving and I support my upper body by leaning on an elbow. Why has she come back in my room? From where she stands beside my bed, her eyes now watching mine, her breasts are at eye level. I still hold on to my cock shaft. I can see the engorged shape of her nipples protruding visibly within the twin bra cups. Another thing about my sister that I find exciting. Good sized breasts with exceptional nipples.
Courtney catches me by surprise, reaching out with her hand to knock my hand away from my solid erection. Then, the softest touch as my youngest sister wraps her hand around my shaft and lightly and gently tugs. I feel an amazing surge of pleasure run up from my loins, raging through my whole body.
I can’t help but close my eyes as my body absorbs the incredible feel of a woman’s soft touch up and down on my cock shaft. Her hand pauses … at least I hope it’s only a pause. “Andy, I’ve never formed a strong opinion one way or another about incest. I do know I wouldn’t feel comfortable with full-on sex happening between a brother and a sister but I’m not so hard and fast about doing this to maybe help you. If that makes me a hypocrite, then so be it. It makes me sad to hear that you are having difficulty in having sex with any women. But before you get the wrong idea, let me say this here and now, this thing I’m holding is not going anywhere near my vagina, so you can forget about that.”
“No, I never expected to…” I lie to my sister. I’ve thought of little else these past few weeks than having sex with either my mom or Courtney.
My sister stops my words short by placing two fingers from her other hand up to my lips. I open my eyes at her touch; she resumes talking, “I think this might be contrary to my moral standards and I will probably regret what I am about to do in the morning but here goes. I can see how much you need some female contact, and our mom has always told us all how we must help each other when one of us is in need. Andy, what I am about to do will definitely be a once only and you’re not to tell anyone else, no matter who. Got it?”
I nod ok nervously, wondering how far she is going to go. Is my sister about to gift me a hand job? Is there even the slightest possibility that she might widen the opportunity to include her lips too? I don’t dare ask … at least not yet.
Courtney drops to her knees in front of me, and she brings her second hand down so that both begin to fondle my cock shaft. Her soft touch surpasses anything that I’ve ever had on any of my dates. I am blown away by how good her fingers and palms feel against the hard taut stretched skin of my rampant erection. Her fondling turns into stroking, her fingertips are so whisper soft against the skin of my cock shaft. One hand cups my balls … that feels good too. It all does!
Whereas my potential to cum faded away by the return of Courtney to my room and my own strokes slowing too much, immediately I am confident that her tender touching is going to lead to a release of sizeable proportions.
I lean back on my elbows, watching down over my chest, absorbed at the sight of her hands softly stroking my cock while my other senses register how good that stroking feels. She lifts her head to look up at me and smiles sweetly. Her lips part in a warm smile and I am pleasantly surprised when I see those parted lips widen further and her face dips down over my groin. I see – and feel – her wet lips close over the head of my cock where bubbles of pre-cum are oozing to the surface.
“Oh fuck, yes!” I mumble as her whole mouth seems to envelop most of my shaft and she begins to slurp and suck on it. I’ve read how only some girls are able to overcome the gag reflex to take a man’s cock as far as their throat. My sister must be one with this unique talent.
She utters what sounds like a shush but it’s hard to tell with her mouth so full of my cock. Now I get the twin pleasures of her two hands wanking my cock shaft while her lips slide up and down and around and around my cockhead.
All too quickly, I can feel the sensations a guy feels when he’s getting close to cumming. I did have one young woman give me a blow job once on a date, but she couldn’t deep throat me the way my sister is. Other than getting that one previous treat, all my other masturbatory orgasms have come from my own hand.
Oh man, this is climbing the peak. I’m about to cum, what should I do? Can Courtney assess from my heavy breathing just how close I am, or should I be the gentleman and tell her? I know I’ll feel guilty after if I don’t say a word and she’s caught unaware, so I call out – perhaps a bit too loudly – “I’m gonna cum … oh fuck, YES?”
My warning is almost too late but fortunately she is not deterred. Within barely a couple of seconds, I feel my cock spasm within my sister’s sweet mouth. Two … three … oh my god, four blasts of my cum sprays to the back of her throat. She obviously doesn’t care because she makes no move to pull away or even to slow her sucking motion.
The only sounds in my bedroom are our mutual heavy breathing and her noisy gulps as she tries to swallow my early cum while still even more fills her mouth in spurts from the eye of my cock. My elbows can’t support me any longer and my head and shoulders fall back flat on the bed. I stare at the ceiling as I reflect on how much I have enjoyed my best ever sexual experience.
I can’t see Courtney’s face now. I guess she is still down there on her knees. What will be her reaction? Will she be upset with herself for transcending her moral values? Should I offer to go get her a glass of water to wash down my cum? I don’t know if there are any protocols between couples who indulge in this way.
I feel the bed move and see my sister move up onto the bed alongside me. “So, little brother, how was that? Did you like it?”
I can see off-white traces of my cum on her luscious lips, “Oh, Court, I loved it! You are amazing, how did you learn to be so good at that and how can you take my cock so far into your throat?”
“Mainly practice, if you get to do something enough times, you become good. Ash and Britt gave me advice when I first started dating Brad. They taught me how to deep throat … I think mom taught them.”
“I guessed that’s what that was. It feels sensational. You are very good at it.”
“Thanks, bro but as I said before, don’t think that’s going to happen again. That was your one special treat and as much as I enjoyed doing it for you, I will need to erase this from my memory bank.”
“What about you, sis? You admitted you are missing the sex; can I do anything to help you in any way?”
She appears surprised that I would even suggest that, and to my surprise, she seems to be considering my offer. A supporting argument may be needed to make my case, “You made it clear to me that we can’t fuck, Court,” I tell her, “but I could go down on you if you’d like. I mean, I’ve never done it, but I’ve read about it and buddies have described it to me and I do have a tongue, you know. I think I’m a quick learner.”
“Oh, I don’t know, Andy, that would mean you’d get to see my pussy and all.”
“I’ve already seen it, sis.”
“What? When? Have you been peeping?”
“I went out to the pool for a quick swim one hot day about a year ago and there you were, totally naked, sunbaking.”
“Was I? I don’t even remember that.”
“I think you were asleep.”
“So, you stopped and had a good look, eh?”
“You were hard to miss, laying on a sun lounge; you even had your legs spread.”
“There you go, so you’ve seen it. Good for you!”
“So, what do you say? Would you like me to go down on you?”
“Don’t rush me, I’m thinking. Err … I guess we could call it another lesson, couldn’t we? Tell you what, I’ll be right back.”
She jumps off my bed and leaves the room. Despite only just cumming, I feel a surge in my cock at the prospect I might be in for some fun. A moment later, she rushes back in, closing the door behind her. She gets back up on the bed and lays down alongside me. “Andy, you offered to hold my dildo for me, so here it is. Go for it!”
“Really! You went and got it from your room?”
“Yes! I tried to be subtle and take it quietly from my bedside table drawer, but Brittany spotted me and asked where I was going with it. I told her the bathroom but if she looks in there and I’m not there, she’ll wonder where I am. And then she’ll see your door closed which it isn’t usually, and she might work out I’m in here with you. It’s hard to keep any secrets in this house.”
“Yes, especially the way mom encourages us all to talk about anything and everything over dinner.”
I am taken aback by her request for me to use her dildo on her. I think back to all the porno videos I’ve watched on the internet. I rise up, turning and gazing down on the gorgeous body of my youngest sister, flat on her back, wearing only the bra and panties. My eyes scan down to her panties, and I can clearly see a wet patch in front. Has giving me that wonderful blow job turned her on so much that she’s wet down there?
Plucking up courage, I reach down, grasping her panties and pull them down, exposing her bare pussy. Bare except for a thin manicured runway of pubic hair. Her pussy lips are reddish and a bit puffy. I recall one of my buddies, when trying to educate me on sex, told me that means the woman is aroused. I pick up her dildo and work out how to switch it on. It hums and vibrates into action; I can see how the sound could give away what she’s doing in a quiet bedroom at night.
I bring the tip of the dildo to her outer labia and gently slide it up and down between the lips. A purr escapes from her mouth, and she wantonly widens the spread of her legs before me. Looking down at my sister, I think how easy it would be for me to roll over on top of her and fit my hard cock into this groove that I’m running her dildo along. But she did make it abundantly clear, ‘This thing I’m holding is not going anywhere near my vagina, so you can forget about that.’
As much as I long to have my cock inside my sister’s tempting body, I can’t afford to do anything that could upset or offend her. This night has been way better than I could have dreamed.
“Go higher … put it on my clit,” she directs me softly in a dreamy tone, “do you know where that is?”
I lean in closer to examine the intricate folds of her pussy, spot the little nub toward the top of her labial crease. That book I read with the illustrations comes in handy now. I slide the dildo tip there, causing her to express a sensual moan, “Ummm! Yes, right there … oh, that’s good! Just like that!”
Courtney begins to roll her hips around on the bed as my hand guides the vibrating tool through all the intimate folds of her pussy. “Oh, it’s nice to have someone to do it for me … ohhh … so much better than doing it to myself. Oh fuck, Andy, does this mean I’ll always have to come to you whenever I want to get off? Oh, yes! Just there! Hold it right there … don’t move it until I tell you to.”
I am enjoying using her own dildo on my sister to help her get off. Despite receiving her expert blow job less than a half-hour ago, my cock is rock hard again. Why wouldn’t it be? I am kneeling between the spread thighs of my virtually naked youngest sister – a beautiful young woman – as her lower torso writhes below me on my bed. I can’t believe my good luck. I steer her dildo around, stopping to concentrate it in particular spots whenever I see her eyes either close or glaze over and a sigh or a moan come from her.
Despite her telling me to hold it in one place, I ignore that request, deciding instead to slide it up inside her pleasure passage. She is so wet that her dildo easily slides around. I centre it at the entrance and push it slowly up inside her. She doesn’t object, only emits a long keening sound that might at first suggest she’s in pain but combined with the smile on her face, I deduce she loves it. Her hips start humping wildly and she screams, “Oh fuck! I’m gonna cum! Ohhhh … yes! YES! Yes, cumming! Oh, so good!”
Courtney snares the dildo inside her by squeezing her thighs tightly together, trapping my hand there too until she chooses to spread them wide again. Her hand flies down to take control of her sex toy, gripping the exposed end of the dildo and jamming it deeper inside her than I was prepared to push it. She continues to writhe around on my bed, screaming obscenities, “Oh fuck! Oh fuck! Ohhh, so fucking good!” until her orgasm subsides.
In silence, I watch her ride her wild orgasm, my erection bouncing around, just inches away from the intense action … I so want to play a part. Even at this special moment for my sister, I have an intense temptation to overrule her, drop down flat on top of her body and push my rampant hard-on up inside her. She may have relented easily while the orgasm was washing over her, but I think I take too long to assess the possibility and the chance passes.
As the waves of pleasure appear to subside, I see her eyes open. Her initial focus looks to be directly at my prominent erection, hovering close to her pussy, before looking up to my face, “Don’t even think about it, little brother.”
“Think of what?” I feign naivety. It’s naivety that has got me to this point.
“You know what, I can see it in your face, you want to put that in me. Sorry, bro, it does look to be a nice one, but that is a bridge too far. I already think that I’ve gone too far in letting you do what we’ve done. I expect to have regrets when I wake up tomorrow. After all, our society does have moral standards. I’m not totally remorseful, I enjoyed helping you out and then having you help me out.”
“Nobody would know, Court, just you and me.”
“So far, I’m managing to tell myself that it’s not incest because you haven’t fucked me. I’d prefer to leave it there. As to whether anybody else will know, I’ve been in your room long enough and I probably screamed loud enough when I came that the whole house probably knows by now.”
“Ok, Court, but before you go back to your room, can I have a taste?”
She looks surprised, but obviously understands my question, “What, of my pussy?”
“Yes, I’ve never licked a girl or a woman.”
“Oh, little brother, you have led a sheltered life. Err … I guess so if you want.”
Hearing that I have her permission, I don’t hesitate. I am still on my knees between her legs, so I only need to bend closer, bringing my face up to the vee at the top of her thighs. Tentatively, I open my mouth and slide my tongue out. Her outer labia are puffy and open from the carnal excitement she has just been through. Swiping my tongue up along the inner crease brings an immediate “Ohhh! YES!” from my near naked sister.
My tongue slides all the way up to her clitoral bud and I call on all the porno videos I’ve watched to know to swirl my tongue around it. Courtney almost levitates up off the bed, her hips coming up to meet my face. I feel both of her hands drop onto the back of my head, and she begins to use them to direct my head around so that my wet lips target the spots she wants me to cover.
She may have only just cum from the buzzing of her sex toy, but she is quickly sounding ecstatic from the sweeps of my lapping tongue. It seems like I am hitting all the right spots. It certainly is confidence building to say the least.
I really did only want a taste, more from curiosity, but I am getting into this now. Not only because I am finding that going down on a woman is a wonderful sexual activity, but I am liking the taste of her, and I’m in awe of the incredible effect my simple tongue strokes are having on her libido. She grips my head firmly in her hands and wraps both legs over my back. There is no way I can get away until she orgasms (even if I want to – which I don’t) … and that sounds like it’s cumming on quickly.
She cums, a lot quicker than the dildo achieved but then maybe this orgasm is just an extension of the first one. Her pussy explodes against my lips; I feel the squirting of an ejaculation on my face … a small amount of fluid from her pussy gathers above and below my mouth and a drop or two gets up my nose. No complaint from me.
“Oh my god! That WAS a good one!” she enthuses, “Oh, I’m sorry, I think I might have wet you … that was so intense.”
“That’s ok,” I manage to mumble against her pussy. I use my tongue to lick one more time and her whole body shudders.
“I usually only spray when I have a special orgasm. You did it for me, Andy. You could have a big future making women very happy if you continue to work your tongue like that. That was great for a novice. Thank you!”
I straighten up and move back away to give my sister some room to get her legs from around me and then roll off the bed. She stands beside the bed a little shakily. She looks back and I see her eyes dwell on my erection again, “Will you be alright with that? I’d like to help you out some more, but we’ve been in here with the door closed for such a long time that I expect we will be the topic around the dinner table tomorrow night.”
“Thanks for helping, sis. Don’t be a stranger, come in anytime and give me a hand … or mouth, whatever.”
“We’ll see, Andy. Don’t go expecting more, this was a one-off. But give some thought to our mom. I can’t guarantee she’ll help but she’s always been a very experimental woman. She might love the prospect of helping you. Bye, little brother.” And with a wave, she is gone, wearing only her bra and carrying her panties.
I can hear a conversation start up almost immediately after she leaves my room and I figure she’s been sprung in the hallway by either one of our older sisters or even by mom.
Sure enough, Courtney’s visit to my room is the subject of discussion around the dinner table the next night. It is mom who brings up the topic, “So, Andrew, I hear that you’ve engaged the services of one of your sisters to make a man out of you.”
Courtney jumps in before I can respond, “Oh, mom, go easy on Andy, that’s harsh.”
“Is it? Sorry, son, maybe you and Courtney can give the rest of us a commentary on how it all went. I only heard it second hand from Ash.”
“How did Ash hear about it?” asks Courtney.
“Nothing is sacred around here” replies Ashley, “Brit told me over breakfast this morning.”
“Well, Court, you should know by now, every fuck by any of you has to be registered and analysed here over dinner,” says mom.
“That’s just it, there was no fuck, so no incest, right.”
“Whatever you say, darling,” says mom.
“It’s true! I gave Andy my best blow job,” confesses Courtney, “and he returned the favour by giving me two great orgasms. He’s going to be good; he really knows how to work his tongue.” She turns to me, “You do, little brother, you were good.”
Mom looks at me, “Did you go down on your sister twice, Andy?”
“No, mom, the first time I used her dildo on her.”
“Hmmm! And with all of that activity, you weren’t inclined to give your sister a good solid fuck?”
“I wanted to, but she told me before we started that a fuck wasn’t on.”
Mom turns to Courtney, “Now who’s the one that’s harsh, honey?”
“Mom, I have my standards. As much as I felt sorry for Andy trying to find a steady girlfriend, I’m not about to have incest with my brother.”
“It’s all within the family, Court, we all help each other.”
Ashley interjects, “Court’s right, mom, incest can become a slippery slope. One of my girlfriends had sex with her brother a couple of years ago and it screwed her life up. She’s obsessed with having only him now and he’s gone off and got married and doesn’t want her anymore.”
“Well, that eliminates you helping Andy out,” mom says to Ashley before turning to me, “That eliminates another of your sisters, my boy. Looks like the field of prospects is narrowing.”
Mom’s inference from that comment is that only she and Brittany haven’t rejected fucking me. I want to pursue that, given it is at last an opening for me to approach my mom sexually. But Ashley stuffs up the conversation by changing the subject and we never get back to it.
I spend a lot of time over the next week, reflecting on what Courtney did for me and even more thought on the prospect of somehow approaching my mom for some illicit and incestuous sex. But all my sisters are always around, and I am fearful of mom rejecting any approach I might make.
Five nights after Courtney’s visit to my room, about 10pm, Courtney again appears at my door. It is open but she knocks lightly and then waves her hand above her head. I can see her dildo shining in the reflection of the room light.
“I know I said that was a one-off, but I am wondering if you might be feeling horny, little brother … because as sure as shit, I am.”
My evening brightens immediately. She was adamant that we wouldn’t do it again after our exciting encounter in my room last week. Yet here she is, returning for seconds. My cock surges in my pants. I grab a hold of my shorts and reef them down over my hips, exposing my quickly growing erection, “Is this horny enough for you, sis?”
“Oh, can’t it get any bigger than that,” she bemoans.
“Give me a minute, it’s getting there. Come on in, I’ll do you first and by then, this should be big enough to fit into your mouth.”
“Ha ha! That’s what I like to hear.”
She seems so much more relaxed. I watch her approach me in the middle of the room. Courtnery wraps her arms around my neck, and to my complete surprise, opens her mouth and plants a big passionate tongue kiss on me. Boy, that makes my budding erection surge. What has got into her? Then I can smell alcohol on her breath.
“Where have you been?” I ask when she peels her lips off me.
“Out with my girlfriends. We had a hen’s night, one of my friends is getting married.”
Wow! Am I a chance this time to go all the way? Is my sister so inebriated that she could cast aside all resistance and let me fuck her?
She steps around me and flops down on her back on my bed. She draws her knees up and her skirt slides off her thighs toward her hips, exposing most of her bare thighs. I can see white panties and as I peer closer, as I am inclined to do when one of my sisters flashes me, I see the material disappear into her bum crack. Her panty is actually a sexy thong.
Prompts me to ask, “So, sis, did you get lucky tonight?”
Her words are slurred, “If I got lucky, I wouldn’t be here now. I am seeing a new guy and I feel good about him. He’s quite a hunk! He wanted to see me tonight, but I couldn’t because I promised the girls. We went to see a male strip show and with all those guys waving their willies in our faces, all I could think of was this new guy and wondering what his is like. Andy, I have to confess, it’s left me horny and desperate so here I am, coming to my brother. You can take off whatever is needed for you to go down on me. I really need your tongue tonight, bro.”
This is very promising, especially since mom hasn’t followed up on the innuendo that flowed over dinner earlier in the week. I am a realist though and I know full well that as soon as Courtney’s new guy becomes her new boyfriend, my treats – such as I think I am about to have – will be cut off. I need to make the most of this repeat opportunity, so I begin to undress my youngest sister.
I get her blouse off to reveal another sexy bra with silky material. Again, her nipples are prominent in the centre of each cup. Although the garment still covers them, I dare to brush my fingers over both nipples. This draws an immediate response, “Careful, Andy, that’s out of bounds.”
“Why?” I challenge, “they don’t have to be.”
“They do, because dear brother, these are too sensitive. If you get your lips and tongue on them, I could lose all reason.”
“Sounds like a good reason to get at them then.”
“Do you want me in here, bro? It’s not too late for me to get up and leave.”
Suitably chastened, “Ok, sis.” I move on to unzipping her skirt and tugging it over her raised knees. My hands go back to her hips and grasp her thong panties and tug them down. There is not much of them. I look down on that lovely pussy I was able to lick last week. I didn’t expect I’d be here again.
I rise up on my knees on the bed and lean forward, using my hands to spread her legs wide. My face drops into the inverted vee formed by her spread thighs and my tongue swipes upward from her vaginal entrance, the hot place I most want to be.
I lick and I lick, and occasionally, in contrast, I purse my lips around her clitoris, and I suck. I hear an unending stream of gasps, sighs and moans come from the recipient of my efforts, even louder and more exaggerated than last time. I’m guessing that’s the alcohol buzz contributing to her enjoyment.
Her hips start humping up off the bed at me and her thighs clamp my head firmly. It’s harder for me to hear. Yet, I still manage to hear the crescendo of her heavy breathing and feel her hands grab chunks of my hair, trying to pull me in closer as she wildly cums.
I slow my tongue strokes as the frantic orgasm washes over her, only to have my sister scream at me, “Don’t stop, don’t fucking stop!”
Her thighs and her hands have such a tight grip on me … I doubt I could pull away if I wanted to. I abide by her request and in less than a minute, she’s cumming again … or is it still? This time, her hands let go of the clutching of my hair and her thighs relax, but only when the pulsing I can feel against my tongue ceases.
I raise my head, my lips leave her pussy. I hover above my beautiful sister, staring at the prominent nipples, still within her bra and wish that I could have them. I look at her face, her eyes closed, but she has a lovely smile that implies satisfaction. I peer down between our sweaty bodies, see my rampant erection, bubbles of pre-cum oozing from the tip. It jerks around so close to her pussy it takes only the slightest movement of my hips and the head of my cock touches down between her puffy open labia.
I immediately begin to slide my cockhead up and down and this sensation, new to me, is unbelievable. When I slide my cock back down, I feel it catch at an opening. That must be it … that’s where nirvana is, in there where I’ve wanted to be for so long. It would only take one, maybe two, simple thrusts and I can be inside my sister’s body.
But this peaceful – almost romantic – sexual scenario is abruptly interrupted when the gorgeous sibling beneath me shouts, “No, no … Andy, you mustn’t … I’ve told you no before. I can’t … I can’t do this … I won’t. Please respect me!”
So close … I am so close to having my first ever fuck. Can I overrule? Tell her it’s now too late to stop me. Surely, she can’t stop me now, this is so cruel.
“I’m sorry, Andy, but it’s wrong. Please don’t, I’ll blow you, but we can’t fuck. Now let me up please.”
The gentle wet grip of her vaginal opening that encircles the knob of my cock feels sensational to me. It is only my love and respect for my sister that compels me to accede to her demand and I pull my raging hard-on from her pussy. I straighten up to move from between her thighs.
Courtney rises from my bed, “Thank you,” she says with a soft smile and a touch on my arm. “You lie down now, and I’ll look after you.”
I flop down on my back on the bed, my tee-shirt in place but my shorts dangle around my knees and no underwear whatsoever. I watch my sister lean over me, see those luscious lips form a perfect ‘O’ and then slide over the head of my cock and begin to avidly suck.
She does do a blow job well, as I learned last time, but while her lips close around the head and slide more and more of me into her succulent mouth, I reflect on what might have been, of how close I came to feeling a hot wet vagina wrap around my cock shaft. I lay on my bed passively, even a touch disappointed despite Courtney’s lips and tongue working their magic on me. My thoughts are basically, ‘why did I give in so easily?’ I was all but inside her … I should have pressed the point, taken the lead, and driven my erection fully inside her. It may become an everlasting regret for me.
The distraction of my ‘what if’ thoughts are making it harder for my body to conjure up the essential orgasm I need. My sister is struggling, she’s doing her best, calling on all her tricks. I feel Courtney slide one of her fingers into her own mouth alongside my cock. Suitably moistened, she withdraws it and the next thing I feel is that wet finger circling my anal ring. Wow! That sparks some unexpected sensations through my lower torso. But it’s when she pushes that finger into my arse up to the second knuckle while deep throating my erection at the same moment, that the cum shoots up from my testes, filling my sister’s willing mouth. I hear her grunt at the volume I spray over her tongue and tonsils down into her throat.
My sister guzzles it all down before allowing my cock to slip from between her lips, and an off-white liquid coating remains that dribbles down onto her chin. She tells me, “That was like hard work, bro, didn’t you want to cum?”
“Yes, of course I did, I always do. I’m sorry, Court, my head was distracted, thinking of how close I came a moment before.”
“I’m sorry about that, Andy. You just won’t accept no, will you? I can only guess at how much you want to, but I can’t bring myself to cross that line to full-on incest. Maybe I never will!”
“Oh, Court, don’t tell me that … I live and breathe the thought that one day we’ll actually fuck.”
“It’s unlikely, little brother. Mom’s your best chance. I tell you what, I’m going to stop and have a talk with her over breakfast before I leave for work in the morning.”
“Court, I thought she might have suggested it herself after the discussion we had about me over dinner the other night.”
“Yes, I thought so too. We have to get you over the hump and since I won’t go that far, it has to be mom.”
Courtney rises, slipping off my bed. She picks up her blouse, skirt and thong from my bed, then turns to plant a soft kiss on my lips, more chaste this time. “Andy, thanks, you’re a gem. I got myself quite worked up tonight; it’s good that you’re able to help me.”
My sister leaves the room and I go back to bed. I sleep well after her expert blow job. When I wake in the morning, I can think of little else but Courtney’s promise to talk to mom about my urgent need to have an initiation into sex.
I stay in bed until all three sisters have left for work. My cock is at least half erect from laying there thinking how my mom may be the answer to my getting laid. I can hear her moving around the house. About 9.00, she comes to my room, “Andrew, are you ever getting up?”
“It’s Thursday, mom, my late start day. I’ve still got nearly two hours before I leave for work,” I tell her hopefully, wondering if Courtney has talked to her this morning. There may even be time now; could that be why she’s come to my room.
Mom sits on the side of the bed, but her behaviour is no different from any other day. “Have you got any washing for me to do? I have to go out in a half-hour but I’m hoping to get a load started. You kids are lucky … to be all still living at home and for your mother to still do your washing for you.”
“Yes, we are, mom. I appreciate the things you do for me and I’m sure my sisters do too. You are always here to cater for our needs … even the very basic ones.” I’ll keep throwing out hints to try to draw a response from my mother about helping me with my sexual initiation.
Mom reaches her hand out to stroke my face, “It’s wonderful, Andrew, here you are, all grown up now. It seems to have happened so quickly. How are you coping with life, my son?”
“How long have you got, mom?”
“Oh, come on, Andrew, it can’t be all that bad. You live in a nice comfortable home and have the love and support of me, and your sisters. I am sorry that these days I can’t keep a man interested long enough to stay around and be a role model for you as a man.”
“Don’t worry about that, mom. You’re not expected to tolerate marriage to someone you’re not all that interested in, just so that I can have a father figure. The girls are supportive.”
“I’m sure they are, son, particularly Courtney. We had that discussion around the table the other night. Sounds like she’s helping you. Has there been any more between you two?”
“Yes, you could say that mom. She’s been handy.”
“More than just hands, I hear.”
“Did she have a talk to you this morning, mom?”
“Yes, she did, quite a long talk, and Brit has kept me up to date too, just passing on what she’s seen … and heard too. Nothing much gets by me.”
“Do you think it’s wrong, mom?”
She doesn’t hesitate in answering, “No, I don’t, Andrew, not at all. You must know your mother well enough by now. I’ve always been a very open-minded person. There are some things that society in general might frown on, but so long as we don’t involve any outside people and keep what we do as a family to ourselves, then I see no wrong in any one of us giving comfort and support to each other.”
Unexpectedly, mom moves her closest hand to press down on the sheet covering me, correctly landing precisely where my groin is. Her hand runs over the sheet, tracing the shape of my erection that has sprung up to full size. “Oh, goodness me, Andrew, is this normal?”
“Do you mean normal that I have an erection or normal that it is this size, mom? Well, it’s yes to both anyway. With so many gorgeous women around me, I have an erection for at least half of every day. I guess Court told you how I don’t have any success at all dating women around my age. So, I regularly have a boner and I deal with it whenever I have to. I was thinking of having a wank when you came in.” Again, throwing mom a cue for her to help me.
“But Courtney told me you two had each looked after each other last night.”
“Yes, mom, we did. But that was last night … nine hours ago now. My erections don’t take long to come back.”
“Oh, my dear, you’re in the one age bracket of males that I’ve had no contact with for more than twenty years. I’ve forgotten how horny young men of your age can become. Look, Courtney came to me to ask me to help because morally she has limits. I don’t see why she’s being the way she is, but she’s 24, that’s her business. She has asked me to help you and I’m happy to do that if you can stand the sight of saggy breasts. Mine are not as perky as hers anymore.”
“Mom, I will be grateful for whatever you might do for me.” Anticipating that my mom might be about to jump my bones, and with her hand still resting on my cock, it is now really rock hard from suggesting she’ll help … I’m gonna get laid.
“I’m sorry to disappoint, Andrew, but we don’t have time this morning. I said I have to go out in half an hour, and I can’t postpone that meeting. Besides, you have to go to work. I tell you what, Courtney and Brittany are going to be away all weekend. They’ve been invited to spend the weekend with their dad. And Ashley is out most of Saturday, so my boy, it’s going to be just you and me here. Would you like that? You can spend several hours in bed with your mother, and we’ll see if I can teach you a few things about pleasing a woman in the best ways possible.”
“Sure, mom, that sounds great. I’d really like that.”
She squeezes her hand that grips my solid shaft through the sheet, “Actually, you didn’t even need to answer me verbally because this was already answering me. I felt it jump when I said we should spend several hours in bed.” She chuckles, and so do I.
So, the scene is set, and a plan is in place for me to actually fuck my own mother. Will she go through with it … what about me, it will be a taboo in society’s eyes. Can I do it? I think I can … at the moment, I feel like I am riding on a cloud … a happy cloud that has my day at work passing by quickly. I can’t get the thought of fucking my mother out of my head, giving me such a constant and enduring hard-on. So much so that on my lunch break, I have to go into a toilet cubicle and beat off.
I am in my room going through some files from work after dinner on Thursday evening. About 7.30, I hear a soft knock on my bedroom door. Without waiting for my response, Courtney pushes the door open and walks right in, coming across to the small desk at which I sit whenever I have work documents to review.
“Hi, little brother, how are things? Did you get to talk to mom this morning?”
“Yes, I did.”
“So, don’t hold back, I want to know. Is anything happening … you know, with mom?”
“It could be, Court.”
“Don’t be coy with me, Andy, you know what I want to know.”
“Looks like Saturday, Court.”
My sister throws her arms around my neck and hugs me, “That’s great, best news I’ve heard.” She looks gorgeous, wearing only the sexiest lingerie set … a half-cup bra that barely conceals her nipples and colour matches with the briefest of bikini panties, only a fraction more material than would be used for a thong. I find it hard to take my eyes off the crotch of the panties, knowing all the good stuff is hidden there.
“Down, boy,” she tells me when she can see how my eyes devour her lower torso, “I’m sorry but nothing is happening for you tonight.”
“You look amazing, babe. Is this look for someone special?”
“It is, as a matter of fact. I told you about the new guy I met the other night. Andy, he’s hot. I’ve never fallen for a guy this quickly before. I think he could be the one.”
“Really? You can feel that already?”
“Yes, I can. I met him Sunday night, we saw each other again on Tuesday night. I almost jumped his bones there and then. The only thing that stopped me was that I’ve never fucked as early as the second date. We talked today and he invited me to come to his apartment for dinner. I’m about to go there now. Even though it’s only our third date, we will be at his place and his bed will be in the next room. I’ve decided not to wait any longer … I went to a lingerie store in my lunch break and bought this ‘fuck me’ ensemble to wear tonight.” She does a little pirouette for me, “What do you think?”
“You look awesome. Once he gets your dress off and sees you like this, it’s all over. You’ll have him hooked, Court.”
“Do you really think so, Andy?”
“I am certain. I just hope he appreciates what he’s getting. I am insanely jealous, sis. I lust after your wonderful little vagina and your new man is about to score a touchdown.”
“Just another reason why I needed to fix up for mom to take care of you. Sorry, I’ve gotta go, don’t want to be late for dinner. Listen, I’m going to be away at the weekend so if you and mom are going to do it then, I want you to tell me all about it when I get back on Sunday night. A video would be good too … if you can.”
“You have to be joking.”
“Only half joking, bro.” She grabs the arm of the chair I am sitting in and spins me around to face her. I am wearing trackie pants and in a flash, she grabs the waistband and pulls them out, carefully clearing my constant rampant erection (constant when she’s around). My cock stands straight up, almost pointing toward her face. She bends over it and plants a lovely soft kiss on the head of my cock. She slides her lips over the head as if she is about to suck it inside her mouth. But quickly withdraws, “I hope you and my little friend here have a lovely time with mom.”
I watch her near perfect arse in her new brief panties as she skips out of my room. I am jealous of her new boyfriend. I hope he appreciates the quality he is getting in dating – and now about to fuck – my sister.
I am not awake when Courtney comes home very late from her first ultimate intimacy with her new boyfriend. Britt later tells me Courtney didn’t get in until after one.
Friday is a mundane day at work … I find myself thinking of nothing else but how I expect to spend my Saturday at home. On Friday night, I don’t sleep as soundly as I usually do. I’m awake for twenty minutes or more several times through the night. I expect it is nervous anticipation that I am about to engage in an incestuous relationship with my own mother. Notwithstanding the taboo nature of the day ahead, I have a solid boner every time I wake.
I can hear activity through the house, even after Brittany and Courtney have left for the airport. I recall mom telling me that my eldest sister, Ashley will be out all day. I remain in bed until I hear Ashley leaving. She is a lovely young woman, but I am not as close to her as I am to Courtney and Brittany. After all, Ash is 7 years older than me; we don’t have much in common. I wonder if she knows what our mom is preparing to do with me and if she approves or not.
I hear Ashley’s car drive away. So, mom and I are the only two in the house now. I leap out of bed. Yes, the boner is still there, almost painful the way the skin is stretched taut. I am tempted to have a wank but don’t want to diminish the thrills I anticipate I will feel when I slide my hard cock into my mom’s hot vagina.
I slept in just a pyjama top and resist putting the bottoms on, just to appear decent when I see mom in the kitchen. I can smell the aroma of a hot breakfast when I enter. My mother turns to greet me; she is wearing her favourite old dressing gown. “Good morning, sleepyhead, I expected you’d be up before this. Are we still on for today?”
“Sure am, mom, I’m looking forward to it.”
“I thought you might be.” I see her glance down towards my exposed groin, “Oh my god, and you are so ready by the look of that.”
“Yeah, you could say that. It won’t go down.”
“I know of a sure-fire way of deflating it, but only after using it.” She steps forward to me and plants a slightly more meaningful kiss on my lips than she normally would. I mean her lips linger for about five seconds. A thrill surges through my body and the erection jerks.
“Now, Andrew, sit yourself down at the table and eat the breakfast I’ve cooked for you. It’s your favourite and you will need the nourishment. You’re going to be busy for the next few hours. While you eat, I’m going to go and have a shower. When you’ve eaten, you take a shower too and then come to my room. I’ll be in bed, waiting for you. Okay?”
“Yep! Sounds good, mom.”
She leaves the kitchen and I sit down at the table. It is indeed my favourite breakfast … bacon and eggs with sausages and a large glass of orange juice. My anticipation of the day ahead is now peaking so I consume my breakfast quickly. I rush off to the bathroom finding that mom has finished her shower and gone to her bed.
I turn on the water, quickly jump under the spray and lather up all over my body. I am probably in the shower for less than five minutes. I think about stroking my soapy cock to a quick conclusion, just to ease the horniness but decide that I’m better equipped to stay with my rampant seven-inch hard-on that projects out horizontally. I grab my towel and hurriedly dry off.
I leave the bathroom and pause in the hallway, my hand on the doorknob of mom’s bedroom. Is she expecting me to come to her room like this or should I wear some clothes, at least initially, to enter her room? I decide no and open the door. The blind is down, the curtains are drawn, the room is semi-dark despite bright sunshine outside at 9.30 on a Saturday morning. I look to the bed and see only mom’s beautiful face, her head laying back on a pillow, the rest of her under the covers. She has created a love-nest for this special day between mother and son.
I walk buck naked up to the side of the bed and I see her eyes drawn to the prominence of my hard cock that points back at her.
“Oh my god, Andrew, that does look wonderful.” With one hand, she throws the covers off, revealing the top half of her equally naked body. Bare chest, breasts with nipples stiff and aroused – I wonder if she has played with them to get them like that. The sheet still covers her below the waist. “Come and join your mommy in bed, darling.”
I accept her invitation and clamber into bed, sliding my legs down under the covers. I am unsure whether to immediately place my body on top of hers or lay alongside. She lays flat on her back, and later I work out why she does when she rolls onto her side, and I see that makes her breasts sag heavily down toward the bed. At mom’s age, they can never be perky anymore, but on her back, they at least don’t sag quite as much.
I pass on laying on top of her yet and choose to lay on my side, folding one arm across her body, my hand gripping her arm above the elbow. My head drops onto the pillow alongside hers.
“Are you nervous, Andrew?” mom asks.
“Yes, I am, mom.”
“I am too, honey. I have done many things that my friends may have disapproved of, but that’s me. I’ve always been a bit different … but this is going to a new level. I’ve never contemplated anything like this. But I see my dear son suffering and I will do anything to make your life easier. Even this, Andrew! I’m a bit nervous, so why don’t you start at my breasts. I always loved the feel of your tiny lips suckling when you were a baby … my baby all those years ago.”
I eagerly comply and begin to softly kiss her nearest nipple, raising the temperature gradually from a sweet kiss an intense sucking. Her nipples feel good between my lips and the tension in the room rises as my mom begins to moan sexually. One of her hands folds over the back of my head and after a while, that hand steers my face over to the other nipple and I treat that one similarly.
I feel her other hand fold around my rampant erection and begin to gently tug on it. She does it only slowly, probably mindful that her caressing touch could be a trigger to set me off to a quick finish in no time. Pre-cum is leaking from the eye of my cock onto her thighs.
“Ummm! Feels so nice, Andrew. I can’t understand why you’re having trouble getting laid. You’re good at this. Did Courtney teach you on her lovely tits?”
I briefly pull my lips away to answer my mother, “No, Court won’t let me near hers.”
“For god’s sake, why not? Oh, she doesn’t know what she’s missing.”
“She said something about it being too intimate for her.”
“Then what does she let you do, Andrew?”
“She gives me blow jobs and I go down on her.”
“Oh, that’s right, she did tell me that. I’m becoming forgetful in my middle-age. She was full of praise for your ability to lick pussy. I do like you on my titties but why don’t you slide down there and show me what else you can do?”
I love the taste of Courtney’s pussy … I wonder if mom’s will be similar. I slide my lips off her breasts, pass down over her waist and belly until I encounter a thin strip of fine pubic hair. My head and shoulders are now beneath the covers where it’s much darker.
Even so, my face has no trouble in finding her pubis and I slot in between the tops of her thighs. I reach my tongue out to trace along her outer lips. Her naked body almost levitates up off the bed, accompanied by an expressive “Ummm!” I think she likes this.
To improve the angle for my face to fit between her upper thighs, I shuffle my legs and feet between hers. Now I can use my outstretched tongue to paint her outer labia from bottom to top and use my lips to grasp a hold of her clitoris. My mother’s moans begin to intensify, and she humps her hips up for her pubis to better contact my lips and face overall.
I get a rhythm going and maintain that. Soon my mom is reacting just as Courtney does to my licking. Mom clamps her thighs firmly around my head, mashing my ears, making it harder to hear her excited squeals and moans. But I can still manage to identify an approaching orgasm. I feel the excitement! From just my lips and tongue, I am about to bring on an orgasm in my mother’s lovely body.
“Yes! Yes!” I hear her shouting. Just as well that my siblings are all out.
My mom cums loudly, her thighs squashing my head, her hips wildly humping on the bed. She seems almost out of control, commanding me, “Oh fuck, Andrew, quick, I want you inside me … come on, honey, while I’m still cumming. Oh, this feels so good. Come on, hurry, get inside me before it all fades.”
I reluctantly pull my face from the inverted vee of her thighs and clamber up between her legs until my body is fully above hers. I say reluctantly only because I pictured my very first full-on sexual encounter – with my mom – would be slow enough to appreciate all of the intense pleasure that everyone -my buddies and Courtney – have assured me would be unreal. The tip of my cock brushes her tender pussy lips, and she continues to utter guttural moans. Her hand is back around my erection, and she steers it between her inner labia now.
She is so wet. I feel her hand position my bulbous cockhead at a bodily opening that is obviously her vagina. I feel the knob of my cock sucked into a wet vortex. “Push now,” my mom screams in my ear. Obediently, I do, feeling at least half of my shaft enveloped within, gripped all around by her wet velvety passage. On instinct, assuming I haven’t reached the pinnacle, I push firmly again and feel my whole shaft sucked in compactly.
“Yes, oh that’s so good, Andrew. Do it, go on, do it now … fuck your mummy with your wonderful cock.”
Ever the obliging, respectful son, I respond as directed and begin to push and pull my rampant erection in and out of her gripping vagina. It is tighter and hotter in there than I expect for a 47-year-old woman who has been around. I don’t mean to suggest that my mother is a slut or sluttish. It’s just that she always admits to us kids that she’s had quite a few men during her sexually active years.
The movement of her hips is compelling. I feel like I have to keep up with the pace of the sex we are having. But I know I am losing control … maybe I never even had any. This is all too quick. Thrusting inside mom’s vagina is turning me on big time. I can read the signs … I feel as I do when I have the need to wank off in a hurry. The semen has left the testes. I sense this is going to be way quicker than I’d hoped for … probably a lot quicker than my mom is expecting. Surely, she will hear it in my breathing.
“Oh my god, Andrew, are you getting close?” her voice sounds panicky, “No, you can’t cum yet. Oh, please don’t, please hold on for me!”
But even as she implores me to hold back, I can feel my cock spasm within the tight hot confines of her body, sending splashes of my cum spitting from my jerking hard cock. In the euphoria of cumming, I suddenly realise that my cock is sending my potent sperm into my own mother, who is not menopausal yet. “Oh fuck, mom, should I be cumming inside you? I didn’t think, we never talked about a condom.”
“A bit late to think of that now, Andrew.” Mom doesn’t sound as concerned as me and she quickly allays my fears, “Don’t worry, I have maintained birth control all these years, even though there’s been no man in my life for some time.
Overcoming my momentary fear of creating a taboo pregnancy, I turn to reflection. Is that all there is to hot sex? I have been inside mom for no more than a minute and now my body collapses onto mom’s. What went wrong? I have been told how good it can be by those that I dared to tell of my virgin-like status.
I look down into mom’s face, but her head is turned to one side. I see disappointment. “I’m sorry, mom, I know that was too quick.”
She turns her head around to look up into my eyes, “No, Andrew, it’s me that should be sorry. It’s not your fault at all, looks like I suck as a sex tutor. It’s been so long since I had a nice young body with a strong hard cock like yours, I lost it, completely forgot what I was here to do, to help you through a difficult time. I became greedy, thinking only of my own pleasure. I needed to go slow, to let you enjoy that initial first time of sliding into a woman’s hot cunt. I am so sorry, Andrew. Let’s just rest for a bit and then we’ll see about you getting it up again … and this time we’ll do it properly?”
“It’s ok, mom, I’m sure I’ll be hard again soon.”
“We have all day, darling. Pull out now and you lay on your back and mummy will look after you the way I should have.”
I withdraw my deflating cock from the heat of her body and lay down as directed. She immediately raises up, resting her upper body on one elbow while using her free hand to caress my cock shaft. After a minute or two of that, she leans forward with her upper body. She turns her head to give me a lovely smile and then closes her mouth over the head of my cock, still smeared with a coating of her internal juices and my cum.
She gives me a blow job to rival the intensity of Courtney’s. It only takes about ten minutes, and she has expertly restored my erection. Mom takes her mouth away and flops back down on her back on the bed alongside me. “I’m sorry about the first time, Andrew. Now, let’s do it the way I should have had you do. Come on, get back on top of me, but this time we’ll take it slowly.”
I move my legs between hers again and I lay down on top of mom’s body. She steers my cockhead again into the wet groove of her labia. But this time she encourages me to ever so gently slide up and down. At the top of each stroke, my cock tip grazes her clitoris, and she emits a little squeal of delight each time.
We do that for quite a long time. I do know that my entry was way too quick the first time, but mom has already owned that mistake. All the while that my cock slides around in her wet pussy region, she whispers advice in my ear, like, “You need to not think about how good this is feeling, Andrew. Try to think about other things to help you hold back … maybe think about going to the football game with your buddies tomorrow or even something you need to do at work this week.”
When she at last gives me the green light to centre my cockhead at her vaginal opening and slowly begin gentle thrusting to get back inside her, it is hard to think of anything other than how great this feels. But I do manage to get my whole erection back inside of her without feeling like I’m about to cum.
This is what I expected the first time might be like. Incredible sensations that buddies have told me about as the inner lining of a tight wet hot vagina completely encircles my shaft. I gradually increase the pace each time she suggests. So different to last time, now it is my mom’s heavy breathing that is signalling an oncoming orgasm. She seems to build into it nicely. I can feel myself succumbing to the pleasures of the flesh and I can see how this fucking thing is going to take a lot of practice before I can be unleashed on a young woman of my own age at the end of a date.
Mom is making sounds of an impending orgasm the way I see and hear women on porno videos do but it seems to be a long time coming. Is she holding back to prolong the pleasure. I try to maintain the rhythm of my strokes while resisting how good it feels. At last, her orgasm crests and I feel proud that it was my thrusting rhythmic strokes inside her body that has brought her the pleasure I can see etched on her beautiful face.
“Okay, honey, I’m all good for now. You just go for it, let yourself cum whenever you want.”
I am aware I cannot hold back much longer, so it is a huge relief when mom gives me the go ahead. I stop trying to think about distractions immediately and just concentrate on the great feelings that emanate in my cock as it slides in and out of the tight wet confines of my mom’s vagina. Once I commit to cumming, it takes only another ten strokes and I’m there, blasting another load of cum out of the tip of my cock and into mom’s protected reproductive system.
I am all done for now and mom bears my weight as I collapse on her fine body beneath me. We are still linked with my again deflating cock clinging to the inside depths of her vagina. What a treat! At last, I have experienced the wonder of coitus between a man and a woman, even if, for me, it has meant returning as a guest to the pathway of my birth.
We still have hours of free time ahead of us, so we slumber a bit, then take time for a deep and meaningful mother-and-son chat about all manner of things, including the unusual aspect of us becoming lovers. Around midday, mom suggests that she get out of bed (she assures me only briefly when I pull a face expressing my disappointment). She says she wants to go to the kitchen to prepare some lunch. I offer to go with her to help, or to at least eat in the kitchen, but mom insists on bringing our snack back to bed where we sit up with pillows propped behind us and enjoy our small feast.
When our hunger is satisfied, I get up to clear away the plates and glasses (we enjoyed a bottle of wine together too). When I return to mom’s bedroom, I see her eyes drawn to my groin where the enlarged state of my cock signals that I am ready for more.
She has me lay down, telling me that she will take the lead this time. She lowers her body onto my stiff upright cock and sits astride me, riding me cowgirl. Taking on board mom’s previous advice to try to think of mundane things to best distract myself from succumbing prematurely to how good it all feels, I do much better than the first time.
Mom controls the action and dictates how often she orgasms … plenty it seems. So much more aware and in control of my own cumming, our third interlude seems to go on forever. It’s the best one we’ve had yet and when mom calls time at 3pm, I go back to my room a very happy and contented young man, now knowing how it feels to have my hard cock buried deep in the wet warmth of a woman’s vagina. I am now seriously ready to embark on the dating scene.
That Saturday was a few weeks ago now. Courtney has become besotted with her new boyfriend after rapidly elevating their relationship to intensely sexually active, so she has ceased her late-night visits to my room. With me not yet finding a girlfriend, mom suggests that we spend another Saturday in her bed, just to make sure that I am ready to start dating young women of my own age. I think she must have got something out of our hot sex the first time.
But attempting to repeat the occasion becomes somewhat a disaster after our first time went so well. All three of my siblings are home this particular weekend but mom assures me not to be perturbed by that. She says she only needs to close the bedroom door to guarantee our privacy. It’s not like my sisters don’t know what mom and I are doing in there, yet you wouldn’t believe how many times they knock on her door to ask ridiculous questions.
Each of my three sisters have queries of mom that, to them, can’t wait, so they knock on mom’s door and shout out their question. It is bad enough when mom and I are laying in the sexual afterglow, cosying up together after a lovely session of sex. But it’s much worse when we are both high energy, proverbially in heat.
I have just taken mom’s body to new heights, my best effort yet. She is coming down from back-to-back consecutive orgasms for the first time with me. Having controlled my own release superbly to achieve this milestone, I am cresting towards my own huge finish. Just a few more strokes will get me there. I am thrusting my hard cock into mom at a rapid pace when we are cruelly interrupted by loud banging on the door, “Mom … mom, can I come in. I’m going out and I can’t find my blue jeans. Did you wash them? Mom … mom? It can’t wait … I have to go, and I need my jeans N-O-W.”
Mom hugs my body tighter and implores me, “Ignore her, Andrew! Come on, darling, don’t stop now! Just let yourself cum!”
I do try but Courtney’s insistent knocking continues, “Mom, this is urgent, I need those jeans, help me out here.” I feel myself losing it. So close, I was hovering on the verge of what would have been a massive release, but all concentration is gone from the sudden intrusion. That really puts a guy off his stroke. I have to pull out of mom, she gets out of bed and goes off to help Courtney find her precious fucking jeans. I thought Courtney was sympathetic to my situation.
When mom returns, she uses all her guile to bring my erection back to full strength and twenty minutes later, I manage to cum. It’s not quite the same. The resulting cumming is pleasant, but I reflect on how intense it would have felt to have it as a culmination to peak right on top of mom’s two wild orgasms. I swear there and then that mom and I will never again try with my siblings in the house.
The End
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