Three in One (an old story revamped) by Wilderness Cry

Three in One (an old story revamped)
by Wilderness Cry

I’m a horny eighteen-year-old virgin. The classic geeky student who has never had a girlfriend. I haven’t got a clue how to speak to girls, but I’m desperate to have sex. So, it has finally come this. I can’t help it. I’ve got to do it…

It’s a little after midnight. I get out of bed and make my way softly along the landing in the dark in my boxers and tee-shirt. I peek cautiously around her bedroom door. She appears to be sleeping peacefully. I creep into the room and approach the bed. I see the bottle of sleeping pills on the bedside cabinet. She takes one every night and she’s out for the count until the morning. Nothing can wake her.

Still, my heart is thumping as I stand beside her, looking down at her, half expecting her to look at me with a confused expression on her face, even though I know she’s unconscious.

“What are you doing?” she would ask. This is what I’m doing. I reach out and take the corner of the quilt, slowly peeling it away. She’s laid on her back, naked. I gaze at her exposed breasts. They’re big and round, even when she’s lying down. They look so inviting.

I’m feeling even hornier now, and I can feel my erection beginning to grow. I’ve wanted to do this for ages, and tonight my need finally outweighs my fear. I hook a thumb into the front of my boxers and pull them down far enough to set my cock free, tugging on it gently until my erection is complete. I gaze at her breasts, struggling to control my breathing and keep as quiet as possible, though there’s probably no need.

I stand right next to the bed, masturbating. I want to touch her, but I daren’t, just in case.

She looks so peaceful and lovely. I want to kiss her lips. I want to feel her breasts and squeeze them. I want to suck her nipples.

The throbbing begins. Dare I go through with this? I want to, but what if she wakes? The combination of fear and excitement is arousing. I masturbate faster. The throbbing intensifies, and my heart thumps harder. Dare I? Too late now, I’m cumming! At last! Several thick spurts splash across her breasts. I panic and look at her face. No reaction. I feel elated. I’ve done it! I’ve finally found the courage to do it, and I feel great!

I take a few moments to admire my handy work as I enjoy the feeling, then I take the wet wipes and tissues from my pocket and begin to clean up my mess, ever so gently. Still, she doesn’t stir.

The next morning, I’m on tenterhooks, alert for the slightest hint that she knows what I’ve done, but there’s nothing. The relief is immense, and I know I must do it again.

It quickly becomes a nightly event, and after a couple of weeks I progress to cumming on her face, confident now that she doesn’t feel a thing. I even undress and go in naked, already hard, already stroking myself.

It didn’t take me long to kiss her on the lips, and then begin massaging her breasts. They feel amazing. I’ve even started kissing her nipples, though only very gently. I desperately want to suck them, but I daren’t in case I wake her.

I know what’s next. I want to cum in her mouth, but that involves kneeling on the bed. I’m worried that might be enough for her to notice. I put my hands on the bed first, right next to her pillow, and gently apply some weight. As the mattress moves her face turns slightly towards me, but that’s just gravity. She’s definitely out cold.

Feeling bolder, I get onto the bed on my knees. The extra weight turns her face completely towards me. Leaning over her, sideways across the bed, I support my weight on one hand, and touch her chin gently with the other. Just enough to part her lips.

I lean in and feel the tip of my cock graze against her lips and then her tongue. My heart is beating so fast and loud I can barely hear myself think. I cautiously move my hips back and forth, but her mouth is too loose. There’s no real contact or friction.

Balancing on one hand, I masturbate. It doesn’t take long before I’m cumming in her mouth.

I’m cumming in her mouth!

I can hardly believe she still doesn’t stir. No need to clean up after myself either. I kiss her lightly on the cheek and retreat to my own room, my elation reaching new heights. My heart is soaring.

The following morning I am kicking myself for being so stupid. My mind is filled with trepidation as I go downstairs for breakfast. Does she know? Did she taste my cum in her mouth when she woke up?

Her behaviour is perfectly normal. I guess she didn’t.

The next night, I hold her chin, applying just enough pressure to get some friction from her mouth. I can thrust into her now. I’m fucking her mouth! Still no reaction from her. The reaction from me comes far too quickly, and I cum hard. As I withdraw, some of my cum dribbles out of her mouth and I have to carefully wipe up the mess.

I can’t believe this is happening. I never thought I’d have the courage, and I never thought the sleeping pills would be that strong.

For several nights in a row I have fucked her mouth, sometimes cumming in her mouth, and sometimes on her face. She isn’t always laid on her back. Sometimes I find her lying on her side with her face close to the edge of the mattress, which means I can face-fuck her standing up. I have to spread my legs wide to get to the right height, but I enjoy the variety.

I know what I want next, but can I get away with it? Dare I actually do it? I want to fuck her. Properly. I want to cum in her. Surely, she would know the next morning, wouldn’t she? I could use a condom, but I don’t want to. That would spoil it. I want to be inside her properly. I want to cum in her, but wouldn’t she feel all sticky when she awoke? That’s my biggest concern, apart from her waking up while I’m still fucking her, of course. But I expected her to notice I’m cumming in her mouth. I thought she would taste it the next morning, but it seems not. It must dry up during the night.

Dare I take this all the way?

Yes. I must. I can’t resist the temptation. She just lays there sleeping. All lovely and available, as if she’s inviting me. Waiting for me.

The following evening, I creep back into her bedroom as she sleeps. I’ve left it an hour later than usual, hoping the sleeping pills will have taken her even deeper asleep by now, because I’m going to have to move her tonight.

Naked, with my erection in hand, I approach her bed and peel the quilt all the way off her. I can see her completely naked for the first time now in the dim half-light. She’s laid on her back with her thighs slightly parted. I gaze between her legs and resist the temptation to masturbate until I cum all over her. She’s clean shaven, which surprises my slightly, though I don’t know why. Why wouldn’t she be?

I very carefully move her knees further apart until she’s fully exposed to me with her legs bent and her hips open. I climb onto the bed between her feet and lower my face towards her groin. She smells fresh and clean. A hint of the apple-scented soap she likes to use. I imagine she has washed herself especially for tonight, as if she subconsciously knows what is going to happen and welcomes it. She wants me.

I kiss her lightly on the neat little folds of her labia and inhale her scent again. Then I gently run my tongue all the way up her crease. No response. I avoid her clitoris. As much as I would love to lick and suck it, I daren’t risk overstimulating her and waking her up.

Parting her lips with my fingers, I get plenty of saliva on my tongue and lick inside her, penetrating her very slightly with the tip. She lays still. No change in her breathing. Lying flat on the bed between her legs, I do it again, my tongue penetrating deeper this time. I do it several times before getting to my knees again. Then I suck the middle finger of my left hand, so it’s as wet as I can make it. Stroking myself with my right hand, I ease my finger inside her, almost painfully slowly, watching for even a hint of a reaction from her. There’s nothing.

I withdraw my finger and wet it again. I can taste her. I like it. I gently penetrate her again, this time slowly sliding my finger in and out of her a few times. She continues to sleep, but she feels ready for me now.

I lick my fingers and wet my cock several times. I want to penetrate her easily, so I don’t wake her.

I move into position, wetting my cock once more, and guiding the tip to her entrance. I swallow hard. This is the most critical moment so far. My heart is thumping like crazy. My fear gives me all the resistance I need to avoid plunging myself deep inside her and fucking her in a frenzy.

I push the tip into her and feel the natural resistance of her body. I pause, then push again, feeling her part for me, and my shaft slides into her, just a little. My heart is racing as I pause again, then I gradually ease myself all the way in.

The whole time, I’m studying her face for the slightest response, and listening to her breathing, but there’s no sign that she’s stirring.

I can hardly believe it. My rock-hard cock is finally balls-deep inside her. I’m supporting my weight on my arms and I look down and admire her beautiful body laid beneath me. She seems perfectly relaxed and comfortable with this. I know she’s completely oblivious, but she seems happy with it.

I begin to move my hips, sliding in and out of her, but still taking care to avoid any pressure or direct stimulation on her clitoris. If she wakes up now, I’m dead meat.

She fits me like a warm, wet glove, and I can feel her inner ridges massaging my cock as I glide in and out of her. It’s a feeling I can’t describe; a feeling beyond words; a feeling I have never experienced before. I realise with elation that I am no longer a virgin! I know I’m not going to last long. I speed up a little, but it still feels frustratingly slow.

It’s enough. I feel the first pulse, and I know I’m on the way. I continue at the same pace, feeling my cock pulse again and again, the urge to thrust harder growing stronger inside me.

I speed up again, fucking her as fast as I dare, which is still aggravatingly slow and gentle, but I’m so turned on I don’t need more. I hold myself still, buried deep inside her, mashing my teeth together to stifle the urge to groan aloud, as I cum hard, emptying spurt after spurt into her.

The feeling of triumph and delight comes in a rush. I’ve finally done it! I’ve fucked her at last! I’ve cum in her!

When I’m done, I very carefully withdraw, and kneel between her legs. I reach for the wet wipes and tissues I always bring with me, and cautiously clean her up as much as I can. Then I slid off the bed, replace her quilt, and return to my room.

I hardly dare show my face the following morning. This is crunch time. Am I dead meat now, or what?

Nothing. Not a hint that’s she’s remotely aware of what I did to her last night. I got away with it! If she hasn’t noticed once, she won’t notice again. I can do her every night, now!

The second time I fuck her, she’s laid on her side, with one knee bent in front of her, so I straddle her straight leg. I prepare her with a wet finger, as I did the night before, then ease myself back inside her. She feels tighter in this position, so I’m extra slow and careful. Eventually, I’m balls-deep inside her again, and I begin to rock my hips.

My biggest fear now is that I’ll get too enthusiastic and wake her up, and it’s a real struggle to keep my pace slow and gentle. At least taking my time means I can enjoy her, but that just scrambles my brain. Part of me wants it to be over in a flash so I don’t get caught, part of me wants to enjoy myself as long as possible, and another part of me just wants to fuck her in a frenzy and cum hard and loud, deep inside her.

Anyway, it doesn’t take long before I feel the tell-tale throbbing, slowly gliding all the way in and out of her as I cum in her again, my body shaking as I struggle to control my thrusting and stay silent.

On the third night she’s laid flat on her back again, but like a starfish, legs splayed as if she’s expecting me. I wonder if, subconsciously, she is.

I enjoy slow-fucking her again, taking my time, and admiring her body as it rocks slightly in rhythm with my gentle thrusting. I feel my orgasm building and increase my pace just a little. Just as it builds to a crescendo, a moment before that surging release, she suddenly wraps her legs around mine, locking me in. She bear-hugs me, pulling me down onto her as she grinds her hips in rhythm with mine.

“Oh god yes!”, she cries. “Fuck me! Cum in me!”

I panic, but I’m trapped, and it’s too late anyway. I cum hard, as she grabs my head and kisses me forcefully on the lips, still bucking her hips as I continue to unload in her.

The moment she releases me I leap off the bed and back up against the wardrobe, my heart hammering like I’m about to have a heart attack. I can’t breathe. I’m a dead man walking.

“No, it’s okay, honestly!” she cries, holding a hand out towards me. “It’s okay!”

I can’t move. I can’t speak. I’m frozen to the spot.

“I know you’ve been doing this to me for a while. I can taste it. I can feel it the next morning. I don’t mind. I really don’t! I didn’t take my pill tonight. I wanted to experience what you were doing to me. I liked it. Tomorrow night, I won’t pretend to be asleep. We can do it together properly.”

She’s smiling at me now. This is insane. She motions me to join her. “Come on. Get back on the bed and give me a cuddle.”

I still can’t move, though my heart has just about stopped trying to punch a hole in my chest to make its escape.

“Come on,” she whispers, smiling again. “Come and cuddle your mother.”

I finally relax a little, and nervously climb onto the bed. She holds out her arms, and I lay next to her as she cuddles me into her.

“I’m pleased and flattered that you find me so attractive,” she whispers, “though I’m not surprised really”.

I know what she means, and she’s not being arrogant about her looks, even though she is stunning. Most people would think a young guy fancying his own mother is fucked up, even if she is as hot as mine, but my family take ‘fucked up’ to a whole new level. You see my mother isn’t just my mother. She’s also my sister. Well, half-sister, technically. My mother’s father was my father, too.

How did that happen? My mom was the only child of a normal happy couple, but she was only thirteen when her mom died. It hit her and dad really hard. She couldn’t sleep unless she cuddled up to him every night. They became physically close at an age when she was changing. Her body was rapidly transforming from girl to very shapely woman. Mom told me they clung onto each other for emotional survival, and things gradually became intimate from a deep mutual need. She was fourteen when she fell pregnant, and fifteen when I was born. They remained a couple ever since.

Fucked up, like I said, and I guess I’ve inherited the incest gene. It was inevitable perhaps, because it’s on both sides of my parentage. Which is actually the same side.

I started fancying Mom as soon as puberty kicked in. For some reason I was always able to see her the way my friends did, as the hottest milf in the school. She was younger that everyone else’s mom of course, which helped. And drop-dead gorgeous with big boobs, skinny waist, and a curvy ass.

Discovering the joys of masturbation, my hot-milf mom was a natural inclusion in my fantasy bank alongside popstars, celebrities, and pornstars.

When her dad, our dad, died about eighteen months ago, it really messed her up. I had never been that close to him, partly because of the age gap, and partly because he had to work very long hours in low-paid work to make ends meet while Mom caught up on her education. I rarely saw much of him. I came to terms with his death quicker and easier.

Fortunately, Mom found work as a real estate agent after graduating and was starting to do well financially when he died, so we were okay on that score, but she fell apart for a while emotionally.

The doctor prescribed sleeping pills for her, and that was the beginning of a fantasy inspired by porn videos I had seen of drunken women getting fucked in their sleep, often by their father, brother, or son.

At first it was just a fantasy I would masturbate to before sleeping, but it grew too strong and so, here I am, lying in my mother’s arms after she caught me fucking her.

The next thing I know it’s morning. I open my eyes and last night rushes back. I’m instantly wide awake. I glance over at mom. She’s facing me but still sleeping. She looks so beautiful I could cum all over her face. First, I need the bathroom.

I slide back into bed carefully, not wanting to disturb her, and lay looking at her. I lift the quilt to gaze at her awesome body and quickly develop an erection, which I slowly stroke.

She opens her eyes, and smiles when she sees me. She has such a beautiful smile. Her whole face lights up and her eyes sparkle. I need to cum on her. Or in her.

She rolls away from me and tells me to snuggle into her. I pause for a second. How will she react to my erection poking her in the back? After last night, I hope she won’t be too phased. I slide across towards her, putting an arm around her and making body-to-body contact.

“Oh my! You’re not the only one who’s awake early!”

“Sorry, Mom,” I quickly reply, pulling away.

“No, it’s fine. Let me go to the bathroom, and then we’ll sort it out for you.”

I can’t believe my ears. She gets out of bed, naked, and smiles at me as she heads for the bathroom.

I watch her sexy body with a stupid grin on my face, and an idea blossoming in my mind. I kick off the quilt and lie on my back with one arm behind my head, masturbating slowly. I can’t believe a have the nerve to be so brazen. What has happened to me?

Mom gasps, and then giggles as she walks in and sees me.

“Well, aren’t you looking cock-sure this morning! And why not? That’s a cock to be proud of. It’s very impressive.”

She gets back on the bed and turns to face me.

“Let me take care of that for you,” she whispers, pushing my hand away and curling her fingers around my erection. My turn to gasp, as she slowly pumps her fist up and down the full length of my rigid cock. I watch in disbelief. No-one has ever touched me there before, and now my own mother is masturbating me! It feels amazing. I groan in satisfaction.

“Let me take care of this quickly for you, son. Then you can relax. At your age it won’t take you long to recover, and then we can take our time and really enjoy ourselves.”

I just nod, dumbstruck. This is unreal. She speeds up and in moments my cock begins to throb like a lighthouse. My body tenses, my hips jerk involuntarily, and I moan loudly. As my orgasm erupts, Mom leans down and takes the tip of my cock between her lips. Her timing is perfect, and I yell loudly as I explode in her mouth, repeatedly, for several seconds.

My head collapses back onto the pillow. I’m breathing hard. This is mental. Mom getting me off is a way bigger turn-on than doing it myself while I watch her sleeping had ever been.

She drains my balls and licks my cock clean, swallowing all my cum before she lays beside me with her head on my chest, and one leg across mine. I am too overwhelmed, and satisfied, to speak.

Mom knows I have zero experience with girls. Is that why she has forgiven me, and is now helping me out?

“Now that everything is out in the open son, I can teach you how to do things to please a girl as well as yourself. Would that be okay?”

“Of course, Mom. I want it to be good for you too,” I manage to reply, honestly.

She looks up at me, puts her hand on my face, and kisses me softly on the lips. Rolling on top of me, she begins kissing me properly, pushing her tongue into my mouth, and I learn how to respond in kind. Our hands begin to roam as we explore each other’s bodies.

She straddles my waist and sits up, so that I can admire and touch her big heavy breasts. She teaches me how to play with her nipples and gasps in delight as I master the skill. I marvel at how hard her nipples become. She moves and leans over me so that I can suck each nipple as I continue to feel and squeeze her breasts, and she is soon cooing and moaning in pleasure.

She is stroking my cock and I realise it is rock-hard again.

“The way you play with my boobs and nipples turns me on, son. Feel how wet you’ve made me,” she whispers. I reach down between her thighs. Her labia are wet. I slide one finger inside her. She is much wetter than I have ever felt her before. Wet with her own juices rather than my saliva.

“I want you,” she whispers. “I need you. Now.” I nod eagerly.

She straddles me again and, holding my cock with one hand, she slowly lowers herself onto me. We both gasp with pleasure as she takes my full length inside her in one graceful movement.

Sitting up straight on top of me, she tells me to lie still, as she begins to roll and circle her hips slowly. I cannot describe how good it feels. I marvel at the sight of my mother’s beautiful, sexy, naked body as she rides me.

Her pace gradually increases as she begins to moan and breathe harder. She leans forward over me, supporting her weight on her hands, and tells me to play with her boobs again. I feel her grinding herself rhythmically against my pubic bone and her moans grow louder.

“Squeeze my boobs hard, baby,” she urges me as she grinds her hips into me harder and faster, moaning even louder.

“Harder baby. Make your mom cum!”

I squeeze her boobs and pinch her nipples as hard as I dare. She gasps and squeals, her pace becoming frantic as she rides me harder and harder until she almost screams, and I know she is cumming. My mother is cumming on my cock!

She collapses onto me, breathing hard.

“Thank you, baby. Thank you. I needed that. I thought my sexual urges had gone, but you’ve reawakened them. Coming into my room and using my body for sex every night has turned me on again.”

She kisses and cuddles me, breathing hard through her nose as she recovers. My hands travel down to her ass, and I squeeze both cheeks as I begin to roll my hips beneath her, feeling myself sliding in and out of her. She moans again.

“Your turn now, baby”, she whispers, and rolls off me onto her back. I scramble between her legs and she guides me back inside her. “Go for it, baby. I’m all yours.”

Supporting my weight on my hands so that I can look down at her, I begin pumping my hips. I don’t need to be slow and gentle anymore. I thrust into her as hard and as fast as I can, as she whispers encouragement between her moans of pleasure.

She lifts her knees up towards her chest and tells me to come up onto my knees. “You can fuck me harder this way, baby.”

She’s right, and I begin slamming myself into her, her body jerking almost violently with each thrust. After several minutes of pounding my mother relentlessly, I’m sweating and breathing hard, but the tell-tale pulsing begins. My orgasm is on its way. I hammer myself into her even harder. She’s squealing and moaning in ecstasy as my orgasm boils over, and I groan loudly as I release myself into her in several powerful spurts. I have just cum in my mother, with her full knowledge and consent!

It’s my turn to collapse on top of her, panting hard from the exertion of fucking her properly for the first time. We kiss and cuddle again as I recover, and then Mom suggests we get a shower together.

Standing close under the shower, we let the warm water cascade over our bodies as we kiss and cuddle again. Then Mom reaches for the soap and we take turns washing each other all over. We take our time, and Mom is amused by how long I take washing her boobs, but she spends the same time washing my cock. Inevitably, I get another hard-on.

“Ready to go again already?” She grins at me. “Well, you’ve already cum in my mouth and my quim this morning, so you might as well cum in my third hole, too. Get the complete set in one go.”

My eyes are wide. “You mean…?”

She grins and nods. Reaching for the bottle of conditioner, she squirts some onto my fingers. “This works well as a lubricant. Put one finger in my butt and work it in and out for a while.”

She cuddles me as I do as I’m told, and she moans. “Mmm, I’d forgotten how good that feels.”

She reaches for the conditioner again. “Two fingers this time, baby. Then three. Then I’ll be ready for you.”

I cuddle my Mom and we kiss again. I rub my hard cock against her stomach, as I enjoy sliding my fingers in and out of her butt for a short while. She moans into my mouth.

“Let me turn around.”

She turns away from me, and leans against the wall, curving her back, and pushing her butt out towards me. I step behind her, and part her cheeks with my thumbs. I pause for a moment and reach for the conditioner, coating my cock with a generous covering. I guide the tip to Mom’s little puckered hole and push gently. Feeling the pressure, she pushes back against me, and I’m surprised how easily I enter her. We both groan with pleasure as my cock slides full-length into her ass. It looks awesome.

I begin to roll my hips and she pushes against me, matching my rhythm. She moans loudly. “So good… so good.”

I realise she’s stroking her clit. She’s getting herself off on her son fucking her in the ass! This is totally surreal, and an incredible turn-on. My thrusting gathers pace, and I feel her clenching her butt muscles to add to the stimulation. I’m shocked how quickly it takes me over the edge.

“Oh, Mom. I’m gonna cum again.”

“That’s it, baby. Fuck me harder. Cum in Mommy’s ass. Mommy’s cumming, too!”

Mom squeals and her knees buckle as she cums. I grab her hips and hold her up as I thrust harder, squirting my cum deep into her ass as she continues to orgasm.

The water is still cascading over us as we kiss and cuddle again. I love making out with my mom.

Our lips part for a moment and she looks up at me. “I would love to spend all day fucking my son, but I’m getting hungry, and you need to eat to maintain your energy. You’re going to need it! Let’s have breakfast. We can fuck again later.”

I can’t believe how enthusiastic my mom is about this. I really thought I was as good as dead last night, but I couldn’t have been more wrong.

We go to our rooms to dress, and I head down to the kitchen to join my mother, my sister, and my lover. I wonder if I’m the only guy in the world who can say that while I’m talking about only one woman. Whatever. I don’t care. Walking into the kitchen I see my mother, sister, and lover standing at the table with her back to me, and I know I’m the luckiest guy in the world to have her.


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