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Malcolm - A Boy, his Mom and the Babysitter

3.4k words | 4 | 4.61 | 👁️
Aeron Vale

Malcolm's fantasy comes true as he feels his mom, Rebecca's love, while Melissa, the babysitter who started his journey, joins them to complete him.

Disclaimer: Welcome to a world where forbidden desire is the only rule. This story is part of a collection where all lines are meant to be crossed. If you keep reading, you're already on the other side.
Reader discretion is advised.
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I would advise reading ‘Malcolm – The Girls in a Boys Life’ before reading this story! To find it tap on my name!

I sat at my desk in the library, staring blankly at the textbook. Holly was gone, off with the cheerleading squad on some presentation, and the empty desk beside me felt like a hole in my chest. I missed her, but I knew I couldn't just sit here and mope. I needed to focus on my studies, at least for a little while. I glanced at my backpack, reminding myself I was supposed to be studying, but I couldn't care less right now.
I was buried in a history chapter when I felt eyes on me. I looked up to see Mrs. Gable standing there, her clipboard in hand. She scanned the room, her gaze lingering on me before she walked over.
"No Holly with you?" she asked, a hopeful note in her voice. She was checking to see if we’d broken up. She’d always liked us together, said we were such a cute couple.
"No, cheerleader practice..." I replied. My voice hadn't reached its full depth yet, and the words came out softer than I intended, a stark contrast to the boldness I was about to show. I turned my chair slightly to face her.
That’s when I really looked at her. She had changed. It wasn't just a small tweak; it was a complete transformation. Her hair was styled differently, maybe a little looser, and she was wearing a dress instead of her usual cardigan and slacks. It was a vibrant emerald silk that clung to her figure, the color making her pale skin glow. The neckline plunged just enough to reveal the swell of her décolletage, the silk whispering against her skin as she moved. The whole vibe was less "old librarian" and more "attractive mature woman." She was making a serious move back into the category of being noticed by men, shaking off that frumpy, unappealing look she’d had for years.
"You look beautiful, Mrs. Gable," I said, meaning it. I almost called her Elanour, but I caught myself. It wouldn't be appropriate, given where we were.
Mrs. Gable lit up. She wasn't expecting that from me. Even though I knew she had secretly hoped I noticed.
"Well, thank you, Malcolm..." Her smile made my pulse skip a beat. "You made this old dear feel alive again—so thank you." She looked around, her eyes darting nervously, hoping no one else had heard our conversation.
I stood up, stretching my arms, and scanned the room to make sure we were alone. Then I walked over to her. I could almost feel her heart hammering against her ribs.
The look in her eyes begged to know what did I plan to do? She was terrified, but she didn't step back.
I stepped right up to her and kissed her. Even though I was tall for my age, I still had to tilt my head back to meet her lips.
She was frozen on the spot. She should stop this; it was wrong, wasn't it? But then I felt it—my tongue pressing against her lips. The taste was surprising, a hint of peppermint and something sweet. Her lips were soft, trembling. She didn't push me away. Her hands, which had been hovering awkwardly near her chest, slowly moved to my shoulders. She intended to push me away, but then her hands slid around my waist, pulling me closer. She surrendered, and we made out right there in the quiet library, her being nearly a third my age. I could smell the faint scent of vanilla perfume mixing with the dust of the books. A dizzy rush of adrenaline shot through me, and for a second, I felt lightheaded.
When I finally pulled back, my lips tingling, I looked her in the eye.
"I’m sorry, but you look incredible, and I wanted to kiss you, as you are, before anyone else does!" I said. The charm felt like a mask, but it was a mask I was learning to wear well.
She let out a short, surprised laugh. "You’re such a charmer!"
Her face was flushed, and I could see the goosebumps on her arms. She was wet, I could tell. "Do you want to be the next person to kiss me also?" she whispered, her voice trembling.
I looked around one last time. "Definitely," I said. "My parents are away, and my... guardian is coming over around 8. Melissa is going to be home when I get there, so I’ll text to let her know I’d be late."
"That sounds great," she breathed, looking at me with wide eyes. "But please come in through my garage entrance... I have a nosy neighbor who spotted you leaving last time." She looked around them one more time, stepped up to me, and gave me a quick, nervous kiss before turning back toward her desk.
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Later, I cycled my bike to the house. The garage door was open, and I slipped inside, parking my bike behind her car. I dropped my bag—which still had my gym uniform inside—and headed upstairs.
I heard the water running as I entered her bedroom. She was in the bath, steam curling up from the clawfoot tub. I didn't hesitate. I stripped out of my clothes and stepped into the bathroom, sliding into the tub with her.
It was a big tub, but it was snug. We fit perfectly together, our bodies pressed close. She reached down, her hand finding my semi-hard cock. She wrapped her fingers around it, stroking it gently. The gel was thick and slippery between us, the glide effortless, sending jolts of pleasure through both of us. I groaned, leaning my head back against the tub wall as it grew harder in her grip.
When I was fully hard, she moved, straddling me. She sank down onto me, taking me inside her. We moved slowly, kissing deeply, our tongues tangling in the steamy air. The water sloshed around us, creating a rhythm that matched our slow, deliberate fucking.
But after a few minutes, the tub got a little too cramped. We both started laughing, the tension breaking.
"We're like sardines," she giggled, climbing out of the tub.
I followed her out, grabbing a fluffy towel. We toweled each other off, the touch being incredibly sensual. Her hands ran over my chest, then down to my stomach, while I dried her legs and back. It was intimate, electric.
We headed into her bedroom. She climbed up onto the bed on her hands and knees, looking back at me over her shoulder. She was already wet again, glistening in the dim light. She didn't need to say a word. I didn't need an invitation.
I climbed up behind her and entered her from behind. This time, there was no holding back. I fucked her hard and fast, the bed squeaking beneath us. She moaned with every thrust, her nails digging into the sheets.
"Malcolm, please..." she gasped, looking back at me, her body trembling as she came. "Cum in me!"
I slammed into her one last time, burying myself deep as I released, filling her with everything I had. We collapsed together, panting, bodies slick with sweat.
We cuddled and kissed for a few minutes till we came up for air. She kissed my cheek.
"You are such a sweet young man... You are no boy anymore." she said to me.
"I better get going before I get a call." I told her as I rolled off the bed, grabbed my clothes.
"See you at school" and I returned to my bike and headed home.
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Malcolm got home the house seemed empty. He walked into the living room and found Melissa sitting on the sofa, a movie playing softly on the TV. She looked up as he entered, and a smile lit up her face. They kissed, a familiar, hungry press of lips that tasted of coffee and anticipation. But Malcolm pulled back, his body demanding release.
"I’m going to grab a shower," he said, his voice rough.
"You do stink!" she laughed, leaning back into the cushions as he turned to head upstairs.
He was halfway up the stairs when he heard the movie stop. A minute later, he heard footsteps. He walked into the bathroom, turned on the shower, and waited for the steam to fill the small room. He was just soaping up his chest when the door opened. The steam curled around his ankles as Melissa slipped inside. Her hair was damp from the shower, water droplets clinging to her skin. She watched him for a long moment, her eyes tracing the water droplets sliding down his skin, before she reached out and opened the shower door. I had to crane my neck to look her in the eye.
"I was wondering if you were just going to perv on me, or join me..." Malcolm said, stepping up to her, capturing her mouth in a deep, demanding kiss. She melted against him, her hands tangling in his damp hair.
"Fuck me!" she gasped against his lips. She pulled away, turning her back to him, bending forward until her face pressed against the cool shower wall.
Malcolm didn't need any further instruction. He took his hard cock, slick with soap, and rubbed it against her wet pussy. She gasped, arching her back, and then he slammed in, filling her in one swift, hard stroke. They moved together, the water sluicing over them, his hands gripping her hips as he fucked her against the tile. They switched positions, him holding her up against the wall with her legs wrapped around his waist, lifting herself up, then slamming down on his cock as he pumped into her. The angle allowed him to drive deeper than he had before, and he watched the water cascade down her back. Then they changed back, he took her from behind, the sound of the water hitting her skin mixing with their cries of pleasure. The shower stall was small and cramped, but the intimacy was electric.
When they finally collapsed, breathless and trembling, they climbed out and toweled each other off. It was a slow, sensual process, their fingers tracing paths over damp skin. They moved to the bedroom, the air thick with the scent of arousal.
Malcolm lay back on the bed, and Melissa straddled his face. He didn't hesitate, diving between her legs, his tongue eager to please. She moaned, her back arching as he brought her to a shattering climax. As she came down, she sat up, a mischievous glint in her eyes. She stroked his cock, her hand firm and possessive.
"Sit up on the bed!" she commanded.
Malcolm sat up, and just as he did, the bedroom door creaked open. His mother, Rebecca, stood there in the doorway, looking shocked and flushed. Melissa froze, her hand still wrapped around Malcolm's cock, her eyes wide with shock. But before Melissa could react, before she could let Malcolm know his mother was there, Rebecca made a subtle gesture, a nod of her head that said it's okay. She stepped into the room, a blindfold in her hand, and silently made her way to the bed.
Melissa got the idea immediately. She took the blindfold from her hand and gently placed it over Malcolm's eyes. The world went dark.
"Melissa?" Malcolm asked, his voice muffled by the fabric. "Are you getting back at me for my little torture?"
"Maybe!" Melissa whispered.
Once the blindfold was secure, Rebecca gestured for Melissa to get off of him. She slid away, and then Malcolm felt the shift in weight. His mother climbed onto the bed, straddling him. She leaned down, bending to meet his lips, and kissed him deeply.
"Melissa?" Malcolm asked, his senses confused. He could feel the difference in the weight, the way her hips moved, but the voice was so close to his ear. Was he going crazy?
"Babe, who would you like to fuck the most? Be honest!" Melissa whispered into his ear, but the sound seemed to come from the side, slightly off-balance.
Malcolm decided to play along with the game, the thrill of the unknown making his heart race. "Mom!" he said, the word tumbling out before he could stop it.
"That's my boy!" Rebecca breathed, her voice full of love and desire. "And how much I love the feel of hard beautiful cock inside me!"
Malcolm reached up and pulled the blindfold off. He stared up, dumbfounded, as his beautiful mother rode him. Her breasts were magnificent, heaving with every breath, and he didn't hesitate. He leaned forward, taking one of her nipples into his mouth, sucking hard. She moaned, her hands tangling in his hair, pulling him closer.
"That's my boy—keep going, you gonna make me cum!"
They moved through two more positions before the intensity became too much. First, she rode him facing him, her body pressed flush against his, their lips locked in a deep, passionate kiss. Then, she climbed off and turned onto her back, lifting her legs to wrap around his waist. I reached up, my hands small against her large breasts as I entered her from above, the angle allowing me to watch her face as I moved, her eyes rolling back with pleasure.
Finally, she moved to the edge of the bed, getting on her hands and knees. He took her from behind, his hands gripping her hips as he drove into her, the sound of their lovemaking filling the room. As he thrust, he felt his mother tighten around him, her breath hitching.
"Malcolm... I'm going to cum!" she cried out.
And then, Melissa, who had stayed in the corner of the room, was watching them. She was perched on the edge of a chair, her legs spread wide, her fingers a blur between her thighs. She was masturbating furiously as she took in the sight of her young charge and his mother. The sight of them, so close, so intimate, had a massive effect on all three of them. The contrast between her and the mother was stark—she looked wild, desperate, a look of pure, animalistic lust on her face. They felt the wave of pleasure crashing over them simultaneously.
With a synchronized cry, they both came, Malcolm flooding his mother with his seed, and Rebecca shuddering with a powerful, earth-shattering climax. They collapsed onto the bed, breathless and spent, the silence of the house once again filling the room, but this time, it felt different—filled with the secret they now shared.
The wave of pleasure crashed over them, a synchronized release that left the room vibrating with the echoes of their cries. Malcolm flooded his mother with his seed, his body shuddering as he emptied himself inside her, while Rebecca shuddered with a powerful, earth-shattering climax, her nails digging into his shoulders.
They collapsed onto the bed, breathless and spent, the silence of the house once again filling the room, but this time it felt different—filled with the secret they now shared.
Rebecca lay on her back, her chest heaving, her legs tangled with Malcolm’s. She looked down at him, her eyes half-lidded and glowing with a deep, satisfied warmth. She reached down, her fingers trailing through the wetness that coated them both.
"Malcolm," she whispered, her voice husky and breathless. "You did so good."
She pulled him closer, pressing a soft kiss to his forehead. "But now," she said, a mischievous glint returning to her eyes, "I need something else. I want you to make love to me with your mouth."
Malcolm blinked, surprised, but the thrill of her command sent a fresh jolt of electricity through his veins. He pulled back, the connection between them snapping with a wet sound. He saw the glistening evidence of their union on his mother's thighs and on his own chest.
He didn't hesitate. He positioned himself between her legs, his face hovering over her center. The scent of her arousal was intoxicating, a heady mix of musk and sweetness. He lowered his head, his tongue darting out to taste her.
Rebecca gasped, her back arching off the bed as his tongue found her sensitive nub. "Oh, Malcolm," she moaned, her hands tangling in his hair, pulling him deeper into her. "That's it... taste me."
He licked and sucked, his tongue exploring every inch of her, savoring the taste of his own release mixed with her natural flavor. He was a natural, Rebecca realized with a surge of pride. Melissa had done an incredible job.
Just then, Melissa stirred from her spot in the corner. She stood up, her legs unsteady as she walked over to the bed. She looked at Rebecca, who was still panting, her face flushed and wet with Malcolm’s saliva.
"You did a good job," Rebecca said, her voice thick with emotion. She reached out, taking Melissa’s hand and pulling her closer. "You were the one to take his virginity. You educated him on how to please a woman, on how to be a good lover. I couldn't have asked for a better teacher."
Melissa smiled, a soft, satisfied smile. "He was a quick learner," she said, her voice low and playful. "But he has a natural talent."
Rebecca looked down at Malcolm, who was still eagerly eating her out, his eyes closed in concentration. She felt a surge of desire, a fresh wave of heat that she hadn't expected. She looked at Melissa, and then at Malcolm, and a wicked idea formed in her mind.
"Malcolm," she called out, her voice commanding. "Sit up."
Malcolm pulled back, his face glistening, a look of confusion on his face. "Mom?"
"Melissa," Rebecca said, her eyes locking onto Melissa's. "Turn around. Get on your hands and knees."
Melissa didn't need to be told twice. She scrambled onto the bed, positioning herself at the edge, her face down towards the floor, her legs spread wide.
"Now," Rebecca said, her voice trembling with anticipation. "Get behind me, Malcolm. But don't just take me... watch me."
Malcolm climbed onto the bed, his cock already hard and throbbing, aching for release. He positioned himself behind his mother, his hands gripping her hips. He looked down and saw the incredible sight before him—his mother’s face buried between Melissa’s legs, her tongue moving in a slow, rhythmic motion as she ate her out.
He thrust forward, his cock entering his mother’s wet, welcoming heat. He began to move, his hips slapping against hers, the sound of their lovemaking filling the room. Rebecca moaned into Melissa’s pussy, the sensation of her son fucking her while she pleasured her friend driving her wild.
Malcolm watched, mesmerized, as his mother’s face disappeared between Melissa’s legs. The sight was so erotic, so taboo, that it pushed him over the edge. He grabbed Rebecca’s hips, his fingers digging into her soft skin, and thrust harder, faster, deeper.
"Mom!" he cried out, his body shuddering as he flooded her again, this time with a force that left him breathless.
Rebecca shuddered with him, her climax matching his, her moans muffled by Melissa’s thighs. They collapsed together, a tangle of limbs and sweat, the three of them spent, the secret they now shared burning brighter than ever.

Malcolm - 8
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My world is built on shared desires and whispered sins. Now, I invite you to add to the silence. Leave a comment with your thoughts on the story, or offer something more forbidden: a true experience. Let me weave it into the life of a character, giving your secret a new voice. [email protected]

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Comments (4)

  • King: Incredibly hot! I think its time Malcolm brings Holly home to party with Jonathon, Mom, Melissa, Carol and Wendy all together!

    Reply↴ • uid:1d1l8fdepv6n
  • Greg Palmer: Chapter 2 - Nine months later, Malcolm's gorgeous mother, Rebecca, gave birth to a baby son who looked just like Malcolm.

    Reply↴ • uid:1idyje2yxib
  • [email protected]: If only it were real!

    Reply↴ • uid:2o4ajxy20b
    • Aeron Vale: Thank you for commenting.

      • uid:5rhtp0920a