My Girlfriend’s Sister

The Forgotten Haircut

Chris ran a hand through his thick, overgrown hair, sighing as he looked at himself in the mirror. It had been at least two and a half months since his last cut. Sara usually took care of it — she wasn’t a pro, but she was surprisingly good with the clippers for someone who learned from YouTube and practice. They always made an afternoon out of it: him in the chair, her focused and bossy, teasing him as she trimmed him down to a neat, short cut that showed off his sharp jawline. But lately, life had gotten in the way.

Sara had been swamped with work and weekend commitments. The haircut never made the to-do list, and Chris never pushed it. Until now. His hair was starting to curl at the edges, puff up on the sides, and he hated the way it looked in the mornings.

“You need a haircut,” Sara said casually one morning while they were getting ready. She was looking at him through the bathroom mirror, toothbrush in hand. “It’s getting kind of…poofy.”

“I know,” he replied. “You going to fix me up this weekend?”

“Definitely. Saturday.” She leaned over and kissed his cheek. “Back to looking like my sharp, clean-cut man.”

Chris grinned and gave her butt a little slap as she walked out of the bathroom. But Saturday came with a twist.

They had barely finished lunch when Sara’s phone buzzed. She groaned. “Shit. Emergency meeting at the office. I must go in.”

Chris raised an eyebrow. “On a Saturday?”

“Client freak-out,” she said, already grabbing her keys. “I’m sorry, babe. I know I said I’d cut your hair today…”

“It’s fine,” he replied, not wanting to sound disappointed. “We can do it tomorrow.”

Before Sara could answer, Riley strolled into the living room, barefoot and in a loose tank top that hugged her chest, shorts riding high on her thighs. She lived nearby and dropped by often. Too often, in Chris’s opinion — not that he minded the view.

“I can do it,” Riley offered with a bright smile, leaning on the back of the couch. “I’ve watched you do it like, ten times. I can buzz his head. Easy.”

Sara blinked. “You think?”

“Totally,” Riley said. “It’ll be fun.”

Chris opened his mouth to say something, but Sara was already halfway out the door. “Okay. Just don’t mess it up too bad,” she called, tossing a wink over her shoulder. “Love you!”

The door shut.

Chris stood there, facing Riley, suddenly aware of how quiet the apartment was. Riley still had that playful smile on her lips as she moved across the room and picked up the clippers from the drawer.

“Well,” she said, her voice playful but with something else layered beneath, “ready for your haircut?”

Chris hesitated. “I don’t know if Sara would—”

“Oh relax,” Riley interrupted, plugging the clippers in. “It’s just hair. And I’ve been dying to see how you’d look if we took it even shorter.”

She glanced at him as she said it, her eyes locking onto his. Something about the way she said “we” gave Chris a strange chill of anticipation.

Clipped Boundaries

Chris sat down slowly in the chair they always used for his haircuts, a sturdy kitchen stool with an old towel draped over the back. Riley was already behind him, tying a fresh towel around his shoulders like she’d done it a hundred times.

“You’re tense,” she said, fingers brushing the back of his neck as she tucked the towel in. “Relax. I’m not going to butcher you.”

He chuckled nervously, unsure where to place his hands. “Just don’t give me a mohawk or something.”

Riley smirked, switching on the clippers. They buzzed to life, loud in the quiet apartment. “No promises,” she said playfully, though her tone had a strange, teasing edge to it.

Chris watched her reflection in the kitchen window — the way her eyes studied him; the confident way she handled the clippers. She looked different somehow. Not just the usual flirty, troublemaking little sister vibe. She was focused. Intent.

He expected her to snap on the #3 guard, like Sara usually did for the top. But instead, Riley picked up the guard less clippers and clicked the blade down to the tightest setting.

“Uh…that’s shorter than normal,” Chris said, craning his neck slightly.

“I know,” Riley replied, walking around to stand in front of him. “Trust me. You’ll look hotter this way.”

Before he could argue, she stepped between his knees, nudged his thighs apart slightly with her hip, and pressed the clippers to the centre of his forehead. The teeth kissed his skin — and with one slow, deliberate motion, she dragged them straight back.

Zzzzzrrrrp.

A thick trail of hair fell away, exposing a strip of nearly bare scalp down the middle. Riley let out a quiet, almost involuntary sound — a soft, breathy moan — as she watched the hair fall.

Chris swallowed hard.

She leaned in close to his ear. “God, that looks good. I always wondered how you’d look buzzed down to nothing.”

He stared straight ahead, not sure what to say. The clippers buzzed again, and Riley carved another strip next to the first, the two paths widening into a highway of bare skin down the centre of his head. Her body was brushing his now — chest close, her breath warm on his cheek.

She adjusted her stance, sliding one bare leg between his knees, her thigh brushing up against the crotch of his shorts.

Chris stiffened — in every sense of the word.

Riley noticed immediately. Her eyes flicked downward, and a wicked smile curled her lips. “You like this, huh?”

“I—” he stammered. “It’s just…a reaction.”

“Oh, I know exactly what kind of reaction,” she whispered, her lips just inches from his ear. “I’ve seen how you look at me when you think I’m not paying attention.”

Chris flushed, heart pounding. The clippers buzzed again, and she dragged them around the side of his head, slowly exposing more skin with each pass. Her fingers brushed the back of his neck, lingering just a little too long. She was so close he could smell the vanilla on her skin.

“You’ve been needing this for a long time,” she said, deliberately slow. “I think I’ve been needing it too.”

He tried to push the thoughts away, tried to remind himself that Sara trusted him. That this was her sister.

But the heat from Riley’s body, the vibration of the clippers, the intensity in her voice — it was all hitting him at once.

“You’re playing with fire,” he muttered under his breath.

Riley turned off the clippers and leaned in so close her lips almost touched his. “Then burn with me.”

Crossing the Line

The room felt hotter now, though the only sound was the soft hum of the clippers in Riley’s hand and the occasional clump of hair hitting the floor.

Chris gripped the edges of the stool tightly, staring at his reflection in the oven door across the room. His hair — once thick and messy — was rapidly disappearing, leaving his scalp bare and cool to the touch where Riley had already mowed through it. She worked slowly, deliberately, like she was savouring every stroke.

Riley circled behind him again, and this time, as she buzzed along his left temple, she pressed herself against his back. Her chest brushed his shoulder blades. Her thigh nudged between his legs once more — not subtle anymore. She knew exactly what she was doing.

“You’re almost bald,” she said softly, dragging the buzzing blade along the crown of his head. “You look so fucking good like this.”

Chris’s throat was dry. “This isn’t a good idea.”

“But you don’t want me to stop, do you?” she whispered, her lips brushing the curve of his ear. “You’re so hard right now. I can feel you.”

He didn’t respond. Couldn’t. His cock was straining against his shorts, twitching every time she moved or whispered something sinful in his ear.

“You’ve got no idea how long I’ve wanted to do this,” Riley said, switching off the clippers again and setting them on the counter. “Watching Sara cut your hair, seeing you in that chair, all submissive and still… I used to imagine this exact moment.”

She stepped in front of him, standing between his knees again. This time, she didn’t stop at brushing against him. Her fingers reached out, gently dragging through the freshly buzzed stubble on top of his head. She moaned softly, like it turned her on more than anything in the world.

Chris shivered.

Riley’s eyes were locked onto his, dark and hungry. “You ever wondered what it would feel like to fuck someone who’s completely obsessed with you?”

“Riley…” he warned, barely holding it together.

She dropped to her knees between his legs, her hands slowly sliding up his thighs. “Tell me to stop. Tell me this doesn’t turn you on.”

Her fingers found the bulge in his shorts and traced it lightly, then pressed just enough to make him hiss through his teeth.

“Say it, Chris,” she whispered. “Say you don’t want me.”

But he didn’t say a word.

Riley smiled like she’d already won. She leaned in and dragged her tongue along the curve of his inner thigh, teasing just above the hem of his shorts. Then she looked up at him from between his legs, breathless and bold.

“I’m not stopping now.”

She reached for the waistband of his shorts and began to tug gently, inch by inch. Chris didn’t stop her.

His breath quickened as his hard cock sprang free, and Riley’s eyes lit up at the sight.

“Fuck,” she whispered, licking her lips. “You’ve been holding out on me.”

Her hand wrapped around him, slowly stroking as she leaned in, planting hot kisses along his shaft, teasing, testing the waters. He grunted, hips twitching toward her.

His body betrayed him. Every part of him screamed for this — even as a sliver of guilt stabbed at the back of his mind.

Then she took him into her mouth, slowly, hungrily. He let out a strangled moan, fingers gripping the towel tight across his lap as she sucked him deeper, one hand stroking his stubble as if she couldn’t get enough of the feel of his buzzed scalp.

Her other hand moved between her own legs, moaning as she tasted him.

Chris closed his eyes, lost in the sensation. He knew this was wrong. He knew what it meant. But in that moment, with Riley on her knees, sucking him like she was starving, and the air thick with heat and hair clippings—

—he didn’t want to stop.

Shaved Desires

Chris sat breathless, trembling slightly on the stool. His hands were buried in Riley’s hair, the same hair that had tickled his thighs while her mouth worked him over like she was addicted to every inch of him.

Riley finally pulled away with a wet pop, licking her lips like she’d just tasted something she craved more than air. Her eyes gleamed with lust — not playful anymore, but primal, dangerous.

“You liked that,” she whispered, wiping a bit of saliva from her chin with the back of her hand. “I could feel it. The way you grabbed me. The way you let go.”

Chris exhaled slowly, still gripping the towel across his lap as if it could ground him. “Riley… we can’t…”

She stood up slowly, tugging her tank top over her head, revealing the swell of her bare breasts — full, round, nipples already hard.

“Yes,” she said firmly, stepping out of her shorts. “We can. You already did. And I’m not done with you.”

Chris stared, stunned, as she bent over the sink and looked back at him over her shoulder. Her brown hair cascaded down her bare back like a golden waterfall.

“I want you to shave me,” she said, voice low and breathy. “Everything. Take it all off. Make me yours.”

“What?”

She reached for the clippers and held them out to him, blade still warm from his own buzzcut.

“Cut it all off, Chris. Every strand. I want you to see me. I want to feel you shaving me smooth while you fuck me from behind.”

Chris’s cock pulsed at the words. He tried to tell himself this was insane, a mistake, but Riley’s body, the smell of her skin, the memories of her lips wrapped around him — they all drowned reason out like static.

He rose from the stool slowly, stepping behind her, his hand shaking slightly as he took the clippers from her. Riley reached up and gathered her thick brown hair in a ponytail, glancing back with a grin.

“You want this,” she whispered. “You want to see it fall. I can see it in your eyes.”

BZZZZZZT.

He placed the clippers at her nape and pushed forward. Thick golden strands tumbled to the floor in sheets, and Riley let out a long, throaty moan as the vibration hummed against her scalp.

“Yes, baby. Just like that.”

Chris worked in a trance, mowing through her hair strip by strip. Long, heavy locks fell across her back and down to the floor in messy clumps. He buzzed up to the crown, then down the sides, revealing her pale scalp underneath. She looked wilder the more he cut, like some forbidden creature begging to be consumed.

As he finished buzzing her to stubble, Riley shifted, grinding her bare ass back against his crotch. Chris groaned, gripping her hips.

“Shave it,” she said. “Lather me up. I want it smooth. I want to feel every inch of you against me.”

He grabbed the shaving gel from under the sink and squirted a thick line into his palm, massaging it across her nearly bare scalp. She moaned again, head tilted back, eyes fluttering shut. He picked up the razor, and with trembling control, began to drag it across her scalp, carefully scraping away the last bits of stubble.

Each stroke left her smoother, shinier — raw and exposed.

She reached back between her legs, teasing herself as he shaved. “I’m so fucking wet,” she gasped. “I want you inside me the second you’re done.”

As he finished the last pass and wiped her head clean, she looked back at him, completely bald now, gleaming and breathtaking in her boldness.

“Pull my jeans down,” she demanded, “and fuck me right here, right now.”

Chris didn’t hesitate. He dropped his shorts to the floor, gripped her by the hips, and slid into her from behind in one deep, hungry thrust.

Riley cried out, her shaved head resting against the cold porcelain of the sink, her body arching into him.

“Harder,” she moaned. “I want you to ruin me.”

Chris grunted as he thrust into her, the sight of her smooth, bare scalp turning him on more than he thought possible. He grabbed her by the shoulders and pounded harder, deeper, his hips slamming against her as her moans turned to screams.

Her hands gripped the edges of the sink. “Yes, baby, fuck me. Fuck me like I’m yours.”

And in that moment, she was.

The New Normal

Chris stood there in silence, chest heaving, sweat clinging to his skin as he stared down at Riley bent over the sink, her thighs trembling, her freshly shaved scalp still slick with moisture.

She slowly straightened up, turning to face him. Her expression was flushed, satisfied — and dangerous.

Chris stared at her, breathless. “What the hell just happened…”

Riley smirked, running her hand slowly over her gleaming scalp, her fingers tracing her own skin like she was discovering herself for the first time. “That,” she said softly, “was long overdue.”

“I shouldn’t have…” he muttered, reaching for the towel and wiping the sweat from his brow. His body still buzzed from the intensity — the rush, the release, the risk. He felt guilty, turned on, confused… and deeply changed.

“Oh, stop pretending you didn’t want it,” Riley said, stepping toward him, completely naked now, owning her body and what had just happened between them. She reached up and ran her nails gently over his freshly buzzed head, then down his cheek, before dragging them lightly across his chest. “You loved every second. I felt it. You didn’t hold back.”

Chris didn’t say anything. He couldn’t.

She leaned in, pressing her lips to his ear. “Sara will never cut your hair again,” she whispered. “Not after this. That chair? Those clippers? That moan you made when I shaved you. Those belong to me now.”

He stepped back, shaken. “This was a mistake…”

Riley tilted her head, that wicked smile never leaving her lips. “Maybe,” she said, running a finger down his bare chest. “But it’s our little secret now. And I’m already thinking about next time.”

“Next time?” he asked, throat dry.

She bent down, picked up the clippers from the floor, and placed them back in his hand. Her fingers closed around his, her touch deliberate. “Your hair will grow back. So will mine. What do you think happens when Sara’s out of town again?”

Chris stared at her — bald, bare, beautiful and brazen — and realized with a twisted pulse of excitement that she was right. Things had changed. That innocent haircut was a doorway. And now that it had been opened, there was no going back.

Riley turned and walked out of the room naked, hips swaying, calling over her shoulder, “Better sit back down… I didn’t say I was done with your haircut.”