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Women's Underwear And Sibling Bond Part 5

"Leo gets caught by his college roommate, and enjoys more underwear sessions"

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Leo lounges in his dorm room, the morning sun filtering through the thin curtains like a lazy haze. He spins idly in his desk chair; the wheels squeaking softly against the worn linoleum floor. It is one of those quiet days on campus—no classes until mid-afternoon, no pressing assignments screaming for attention. The silence feels heavy, almost oppressive. He glances around the cramped space: posters of indie bands peeling at the edges, a stack of textbooks gathering dust, and his bed unmade as usual. 

When Leo first moved into the residence hall, he and Ben had clicked decently. They weren’t best buddies or anything—different programs, clashing schedules—but they’d chat about random stuff: weekend plans, campus drama, the latest video game drops. Lately, though, Ben was a ghost. Leo sighs, leaning back in his chair. He knew college was about education first, not socializing. But damn, it got lonely sometimes. 

The dorm feels smaller these days. Leo misses the easy camaraderie of high school, where friends were just a hallway away. Now, it was all about carving out time between lectures and late-night study sessions. He runs a hand through his messy hair, staring at the ceiling fan whirring lazily above.

Then a smile creeps onto his face as memories flood in—recent fun with Chloe and Mia. He was lucky he could hop on a bus home every few weeks, crash with the family, and dive into those wild sessions. 

And Chloe? Who would've thought their sibling bond would tighten after he left? Video calls, phone chats—they kept it real. That crazy Chloe, he thinks, chuckling. Their mutual love for underwear had turned into this secret world, and now Mia was in on it too. What a trio. 

It started innocently enough—Chloe stumbled upon a bra in Leo’s luggage, then she stumbled upon another. And then Chloe started gifting them to him. Chloe had always been the bold one, unafraid to push boundaries, and Leo found himself drawn into her orbit.

Mia, with her playful energy, fit right in, turning their duo into a dynamic group. He reaches for his phone to video call her, fingers hovering over the screen, before remembering: she's probably knee-deep in math class right now. Not the best timing.

Frowning, he scans the room again. His eyes land on his dresser drawer, and excitement sparks in his chest. He has tons of bras and panties stashed away—gifts from Chloe, impulse buys online, a growing collection that made him feel alive. 

He bounds over, yanks the drawer open, and just stands there, admiring it all. Lace, satin, silk—colours from soft pastels to bold reds and blacks. Thongs, boyshorts, push-ups, bralettes. It was like a treasure trove. "Jackpot!" he says aloud, grinning ear to ear. 

Each piece holds a story: the pink thong from his first online order, heart pounding as he unwrapped the discreet package; the red satin bra Chloe had snuck into his suitcase before he left for college, with a note saying "For when you need a reminder of home." The collection had grown over months, a private rebellion against the mundane grind of campus life.

He rifles through, selecting a sexy lace set: a black bra with intricate floral patterns, sheer cups that promised teasing glimpses, and matching panties—high-cut bikinis with delicate lace panels that hugged the hips just right. The fabric feels luxurious against his fingertips, cool and smooth. He strips off his T-shirt and sweats, heart racing with anticipation. 

First, the panties: he stepped into them, dragging them, savouring the way the lace whispered against his skin. They settled perfectly, the front pouch cradling his groin with a gentle embrace, the back seam nestling between his cheeks for that intimate fit. He adjusted himself, feeling the subtle friction that sent a shiver up his spine. The lace was fine and intricate, like delicate spiderwebs woven with black thread, the floral motifs blooming across the fabric in elegant swirls. The high-cut legs elongated his thighs, making him feel taller, more graceful in the mirror's reflection.

Next, the bra. He clasps it around his torso, hooking it at the front before spinning it around; a trick he'd perfected. The straps slid over his shoulders, and he adjusted the cups. But it needs filling. He grabs a pair of clean socks from the drawer, rolling them into soft balls and stuffing them in. 

There—now the bra has shape, the lace stretching taut over the makeshift curves, creating a feminine silhouette that made him feel bold, sexy, transformed. He turns to the mirror on the back of the door, posing a little. The black lace contrasts against his skin, the floral designs intricate and alluring. The panties ride high on his hips, accentuating his legs, while the bra pushes everything up just so. 

"Damn," he murmurs, running his hands over the fabric. It is empowering, this secret indulgence. No judgments, just pure sensation. The bra's underwire provides a subtle lift, the sheer cups allowing hints of skin to peek through the lace, like forbidden secrets waiting to be uncovered. He twists side to side, admiring how the straps crossed delicately over his shoulders, thin yet sturdy, digging just enough to remind him of their presence.

An hour later, Leo is back at his desk, but the vibe has shifted. Dressed in his lace set, he feels electric. He leans back, eyes drifting down to admire himself again—the way the panties outlined his growing arousal, the bra's straps digging slightly into his shoulders like a reminder of the thrill. His hand wanders, fingers tracing the lace edges before pressing against the front of the panties. 

The fabric is thin, responsive; he rubs slowly at first, building heat, his breath quickening. Moans escape his lips as he loses himself in the rhythm, the lace providing just enough texture to heighten every stroke. The floral patterns seem to dance under his touch, the sheer material growing warmer, more pliant with each pass of his hand.

But just as he is ramping up, teetering on the edge... a noise at the door. Keys jingling, the knob turning. "Oh, shit!" Leo whispers, freezing. No time to strip, no time to hide under the covers. The door swings open, and there’s Ben, cheerful as ever. "Hey, bud! Long time no see. I guess both of our programs are keeping us b—"

Ben's words die mid-sentence, his eyes widening as he takes in the sight: Leo in lace lingerie, hand still poised awkwardly. "Wait! What are you doing wearing lingerie? Not judging your fetishes; you do you. Unless you found yourself a girlfriend... Did you get lucky, man? Nicely done!"

Leo's brain scrambles for an out. He laughs, forcing it to sound casual. "Yes, my long search is over lol. Remember the red-haired girl from my lecture I mentioned the other week? Well, turns out she’s had her eye on me for a while. We started chatting… and next thing you know, she’s taking off her underwear in my room lol. She’s a keeper lol! What I didn’t expect was her leaving said underwear behind."

Ben blinks, processing, then bursts into laughter. "And now you’re jerking off in her underwear?! That’s… bold. Well, don’t let me stop you lol. I’ll head back out and let you finish. It was good seeing you, though!" He shakes his head, still chuckling, and closes the door behind him.

Leo exhales sharply, slumping in his chair. Relief washes over him like a tidal wave—and with it, a warm trickle. He feels himself pee a little into the panties; the lace absorbing it quickly, a mix of embarrassment and adrenaline. No way could he spill the actual story to Ben: Chloe gifting him underwear sets, their video calls where they'd strip down and chat in bras and panties, that wild mutual masturbation session with Mia joining in. 

It wasn't anything extreme—no actual sex, just shared vulnerability—but society? Yeah, that'd be a minefield. He peels off the damp panties, cleans up, and changes back into sweats, his heart still pounding. The incident replays in his mind, a cocktail of mortification and thrill that left him buzzing for hours.

A few days later, during their weekly video call, Leo spills it all to Chloe. After catching up on school drama and life updates, he dives into the dorm incident—from the boredom and loneliness to Ben bursting in mid-rub. 

Chloe's eyes go wide, then she explodes into laughter. Not mocking, but that sibling solidarity kind—pure, infectious. "Are you serious?! He enters the dorm just as you were getting ready to cum in your undies?!"

Leo nods, grinning despite himself. "Yeah, total panic mode. I made up this whole girlfriend story to cover. Sort of what I told you, actually"

Chloe wipes tears from her eyes. "Oh man, that's gold. But hey, you're not alone in the embarrassment club. Mom walked in on me the other day while I was... you know, handling business." She explains: it was the morning of her big math test, nerves frayed. To relax, she'd slipped her hand into her panties, pants around her ankles, lost in the moment. The door flew open, and there was Mom with a laundry basket in hand. Awkward apologies all around. 

Chloe describes the scene in vivid detail: her favourite cotton panties, soft and worn from countless wears, providing just the right comfort as she circled her fingers in slow, deliberate motions. The interruption had been like a bucket of ice water, Mom's eyes darting away as she mumbled about privacy.

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Leo burst out laughing too. "Karma's a bitch, huh? Like brother, like sister."

They chat more—about classes, friends, the usual. Then Chloe's face lights up. "So, when's your next visit home? We gotta plan something fun. Maybe matching sets for you, me, and Mia? Underwear session deluxe."

Leo's pulse quicken. "Hell yes. I can't wait." The thought of it sent a spark through him— the three of them, synchronized in their indulgence, sharing that electric energy.

Fast forward to the weekend. Leo steps off the bus, backpack slung over his shoulder, the familiar suburban streets welcoming him like an old friend. Chloe greets him at the door with a tight hug, her energy buzzing. "Parents are out running errands," she whispers conspiratorially, winking. "And you know what that means, don’t you?"

Leo grins, dropping his bag. "Prime time for some catching up... and fun." After the last session with Mia—stripping down, mutual compliments, the shared ecstasy—he is eager. And yeah, seeing Mia in her bra and panties? Bonus. The house smells of fresh coffee and faint lavender from Mom's diffuser, a comforting contrast to the stale dorm air.

Chloe is already on her phone, calling Mia. "Hey girl, Leo's home. Parents out. You in?" Leo overhears Mia's excited squeal through the speaker. "On my way!"

Soon, the three gather in the basement—their unofficial sanctuary. Plush couches, dim lighting from string lights, a sense of privacy away from the world. Chloe locks the door for good measure.

 "Alright, let's do this," she said, stripping off her shirt and jeans. Underneath: a matching set in emerald green satin—bralette with thin straps, cheeky panties that shimmered under the light. Her bralette is soft and unstructured, made from luxurious satin that draped elegantly over her curves, the thin spaghetti straps crossing delicately at the back for an added touch of allure. 

The fabric has a subtle sheen, catching the string of lights and reflecting a deep, jewel-toned green that complemented her skin tone perfectly. Her cheeky panties; cut high on the sides, with a playful ruffle along the edges that add a flirty bounce. The satin feels silky smooth, hugging her hips and rear with just enough give to tease, the low-rise waistband sitting comfortably below her navel. As she moves, the material whispers softly, a sensory delight that makes her feel both empowered and sensual.

Leo follows suit, revealing his own emerald ensemble: the bra hugging his chest, stuffed subtly for shape, while the panties clung perfectly, the satin cool and slick. His bra is a demi-cup style in the same emerald satin, with underwire for support and lace overlays along the tops of the cups for a touch of elegance. The straps are adjustable, thin but padded for comfort, and he had filled the cups with rolled-up socks to create a gentle swell, the satin stretching taut and shimmering under the lights. 

His panties are boyshorts in matching satin, with a comfortable pouch front that accommodated him nicely, the legs cut short to show off his thighs. The fabric is incredibly soft, almost slippery, providing a constant reminder of its luxury as it shifted against his skin. He feels a rush of confidence as he stands there, the green hue making his eyes pop and his body feel transformed.

Mia goes last, peeling away layers to show off hers—same green, but a push-up bra that stressed her curves and high-waisted panties with lace trim. Her push-up bra is a masterpiece of engineering, with padded cups that lifts and enhances her bust, the emerald satin overlaid with intricate lace patterns that formed floral motifs across the decolletage.

The underwire provides firm support, while the wide straps distribute weight evenly, preventing any dig. The back clasp is secure, with three hooks for adjustability, and the overall design creates a stunning cleavage that draws the eye. Her high-waisted panties are equally detailed, rising to her midriff with a lace trim along the top and leg openings. 

The satin body is smooth and forgiving, hugging her waist and hips while the lace added a textured contrast, soft and itchy in the best way. The high waist offers a retro vibe, cinching her in gently and making her feel both covered and exposed. As she adjusts the waistband, the lace flutters slightly, adding to the visual appeal.

They stand there, admiring. "Damn, we look good," Chloe says, twirling. "Love how the green pops against your skin, Leo." She reaches out to trace the strap of his bra lightly, her fingers lingering on the satin. "This fabric is so smooth—feels like liquid silk. And the way it hugs you? Perfection."

Mia nods, eyes sparkling. "Totally. And Chloe, that bralette is fire. We nailed the matching vibe." She did a little spin, her push-up bra bouncing subtly with the movement, the lace overlay catching the light and creating shadows that highlighted her curves. "I love how the high-waisted ones make me feel so put-together, like vintage pin-up style. The lace trim is my favourite—it's got this delicate scalloped edge that tickles just right."

Leo grins, running his hands over his own set. "Yeah, the boyshorts are killer. Not too tight, but they hold everything in place. And the bra? The demi-cups give just enough lift without feeling restrictive. We're like a coordinated dream team." 

They spend a few minutes posing and complimenting each other, the air thick with appreciation. Chloe points out how the emerald shade brought out flecks of green in Mia's eyes, while Mia admires the way Leo's panties stressed his athletic build. The shared admiration built a warm, intimate atmosphere, turning the basement into a haven of acceptance.

Laughter bubbles up as they settle on the couch, close but not touching. Hands wander—Leo's over his panties, Chloe's slipping under hers, Mia mirroring. Moans fill the air, soft at first, building. Leo starts slowly, his fingers tracing the satin pouch of his boyshorts, feeling the fabric warm under his touch. The slick material provides a minimal friction glide, heightening the sensitivity as he pressed harder. 

Chloe's hand disappears beneath her cheeky panties, the ruffled edges peeking out as she circled rhythmically, her bralette rising and falling with her quickening breaths. Mia leans back, her push-up bra heaving as she works her fingers along the lace-trimmed high-waisted panties, the high rise allowing her to tease herself through the satin before delving deeper.

In between breaths, Chloe gasps, "Can I tell Mia about your roommate catching you? She’ll think it’s hilarious."

Mia, mid-moan, perks up. "Please say yes! It’s got to be a doozy lol." Her voice is breathy, her hand pausing momentarily as she adjusted her position, the lace on her panties brushing against her thighs.

Leo pauses, hand stilling momentarily, then grins slyly. "Alright, go ahead. But only if I can tell her about Mom walking in on you."

Chloe matches his grin. "Deal."

They spill the stories—Leo's dorm fiasco, the fake girlfriend excuse, the accidental pee; Chloe's pre-test rub interrupted by Mom. As they recount, their hands resumed their movements, the tales adding a layer of excitement. Leo describes the black lace set—the sheer cups, the high-cut bikinis—making Mia's eyes widen. Chloe shares how her cotton panties had felt so familiar and comforting in that moment of stress. 

Mia howls with laughter, clutching her sides. "That is amazing! You two really are brother and sister lol. And hey, sometimes our needs get the best of us, right?" She wipes a tear, her push-up bra shifting slightly as she laughed, the satin gleaming.

She pauses, thoughtful, then smirks. "You know… my dad caught me last summer. I was in my room, thinking I was alone, when the door cracked. My hand was down my shorts, full throttle. He barges in to ask about dinner—deer in headlights; frozen stare. He learned to knock after that, thank God." 

She goes into more detail: it had been a hot day, her in simple bikini panties under loose shorts, the cotton soft and absorbent as she explored with urgent fingers. The interruption had been mortifying, but now it was just a funny anecdote.

The room erupts in laughs, the shared vulnerability knitting them closer. Tension easing into pleasure again, hands resuming their rhythms. They encourage each other with soft words—"That feels so good," Chloe murmurs, her cheeky panties bunching under her hand. 

Mia gasps, "The lace is driving me crazy," as she rubs faster, the high-waisted design providing a secure hold. Leo groans, "This satin is unreal," his boyshorts tenting as he builds toward release.

Moans crescendo—Chloe first, arching with a cry, her body trembling as waves of pleasure washes over her, the emerald bralette damp with sweat; Mia next, shuddering, her push-up bra heaving as she clenches, the lace trim on her panties soaking; Leo last, waves crashing over him in release, the satin of his set sticky and warm.

Panting, Leo speaks first. "Best session yet!"

Published 
Written by Hughtheman
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