Chapter 7: The Deflowering
Jason, as usual, was fast asleep when I woke, and I must have been tired because it was already light and the sun was already radiating the warmth of the day.
I got up and walked downstairs, my nightshirt hanging loose, covering my morning wood, to make breakfast when I heard the knock at the back door. I was going to ignore it when Jason appeared behind me wearing a matching nightshirt. "Perhaps it's Billy," Jason suggested.
"No. Can’t be. It's way too early," I replied as Jason answered the door.
Billy stood there, shifting from foot to foot, wearing a floral dress that came down to his knees. "I hope you don't mind, but I wanted to look like you guys today, but I didn't have a nightshirt. I could only find this that my mother left when she moved out."
Jason blinked. "Billy, it's seven in the morning."
Billy's sandal-clad feet scuffed the doorstep, his toes curling into the soft leather. "I know. Couldn't sleep," as his fingers plucked at the dress's frayed hem, yellow daisies on faded cotton, stretched awkwardly across his shoulders. "I kept thinking about... yesterday, how it felt. Not just the...." he gestured vaguely toward his groin, "But after. When Sarah handed me those Hanes briefs, like I was a normal part of the family."
His throat worked. "Never had normal before and never had a family like yours. You are all just so… relaxed with each other."
Jason leaned against the doorframe. "So, you raided your mom's wardrobe at dawn, or what was left of it?"
Billy smiled at Jason's challenge. "I did, but she had taken everything when she left. I was lucky she left this. Probably didn't like it.... I guess because it was behind the shoe rack, crumpled on the wood."
Billy looked up at Jason before saying, "If it's not alright, I can come back later."
Jason didn't hesitate, stepping aside. "No, stay and come in. As for the dress, you look....," his pause wasn't hesitation, just assessment. "Good in that dress, although I'm not sure about the colour."
"Come on, Billy, let's have a look at you." I requested.
Billy stepped into the kitchen and gave us a twirl, the dress flaring out around his thighs before settling back against his body in a surprisingly flattering way. The floral pattern danced with his movement, the frayed hem brushing against his bare knees as he spun. There was something unexpectedly natural about the way the fabric draped over his lean frame, the neckline slipping slightly off one shoulder to reveal a collarbone still pink from yesterday's sun.
Jason whistled low under his breath, crossing the room in three strides to adjust the slipping shoulder strap with a tug that lingered just a second too long. "Well, now I see why Sarah keeps stealing our shirts," he murmured, fingertips ghosting down Billy's arm. "Some things just... fit better when they're borrowed."
"Do I look okay?" Billy asked.
Jason circled him slowly, fingers brushing the fabric where it stretched across Billy's lower back. "Better than okay," as his voice dropped when he leaned in. "Though I can tell you're not wearing anything underneath."
Billy's blush spread from his cheeks down to his collarbones, visible where the dress gaped. He bit his lip, fingers twisting in the hem. "Just... just like you guys," he stammered, hips shifting unconsciously, whether from nerves or remembered pleasure, wasn't clear.
Jason exhaled cigarette smoke through his nose, gaze fixed on the way Billy's thighs pressed together under the floral fabric. "Gonna have to get you a proper nightshirt," he mused, tapping ash over the porch rail. "Something that won't..." His free hand made a vague gesture toward the gaping neckline.
I handed Billy his coffee, watching his fingers curl around the mug, those same fingers that had trembled around Jason's cock yesterday. Steam rose between us as I settled into the rocking chair. "So," I said, blowing on my own coffee, "you like wearing that dress?"
Billy tucked one bare foot under his thigh, the dress riding up to reveal a pale sliver of inner thigh. "Yeah," he admitted, voice barely above a whisper. "Feels... free. Like your nightshirts," as his fingers plucked at the faded cotton. "When the wind catches it, I can feel air everywhere.”
Taking a pause, Billy changed the subject. “Last night I browsed Amazon, looking at lightweight kilts in bright colours, but... I'm not sure if I prefer dresses or kilts, but I tell you, I love the feeling of the wind running past my nakedness underneath."
Jason's coffee cup paused halfway to his lips. The morning sun caught the gold flecks in his eyes as they darkened. "Careful," he murmured, setting the cup down with deliberate slowness. "Talk like that makes me want to take you back to that stream," as hContacis thumb brushed a drop of spilt coffee from Billy's wrist. "See how that dress looks wet."
We all laughed at Jason's comment, and I used the moment to suggest, "Why don't you show us what you were looking at on Amazon?"
Billy's breath hitched, his fingers tightening around his phone before he exhaled sharply and unlocked it with trembling hands. "Promise not to laugh when I show you," He demanded as the screen flickered to life, illuminating his flushed face as he scrolled through his browsing history.
Jason leaned in, his shoulder pressing against Billy's, warm and solid. "Wouldn't dream of it," he murmured, though the corner of his mouth twitched when Billy finally landed on the image, a vibrant rainbow kilt flaring mid-spin on some grinning model, the pleats catching the light like stained glass.
"This one, I like," Billy declared.
"Nice and bright," I responded, "Just like you. Any other colours take your fancy?"
Billy's fingers danced across the screen, pulling up another tab, this one showing a deep emerald kilt with subtle Celtic knotwork along the hem. "This one felt... right," he admitted, biting his lip. "Like something you'd wear, Steve."
"I get that," I responded as Jason chuckled low and warm as he reached over, swiping to reveal the next image, a scandalously short black utility kilt with buckles that made Billy's breath catch.
"Now that," Jason murmured, tapping the screen, "would look perfect hiking up around your waist while you're on your knees."
Billy's blush ignited from his cheeks down to his chest, the pink spreading beneath the dress's neckline like spilt wine. His thighs pressed together reflexively, whether to hide his growing arousal or contain it, wasn't clear, but the way the thin fabric of his dress tented between his legs betrayed him.
Jason's chuckle deepened, rough from sleep and smoke, as he plucked Billy's phone from his shaking hands. "Let's see what else our boy's been browsing," he mused, scrolling with deliberate slowness. The screen reflected in his eyes, kilts with deep pleats, silk robes, even a scandalously sheer nightdress tagged 'bridal lingerie'. Jason's thumb paused over a search for *how to wear a kilt properly*, the suggested videos below it growing increasingly explicit. "Billy Peabody," he murmured, dragging a calloused finger down Billy's bare arm, "you've been doing some serious research."
"You could say," Billy replied as he stood up to stretch his legs, looking towards the mountains. "Sorry again about the early start. I was just excited and had to share it with you guys."
"It's not the only thing you're sharing with us on the porch," I said as Billy's dress tented ridiculously.
Billy followed my gaze downward, his cheeks flushing crimson. The morning breeze chose that moment to gust, lifting the hem of his dress dangerously high, revealing thighs still marked faintly with yesterday's fingerprints. Jason made a sound halfway between a cough and a groan as Billy scrambled to press the fabric down, too late.
"Christ, Billy," Jason breathed, his own nightshirt doing little to conceal his reaction. He reached out, catching Billy's wrist mid-fluster. "Don't." His thumb was rubbing circles over Billy's pulse point. "Let me see."
Billy froze, the protest dying on his lips as Jason tugged him closer by that ridiculous daisy-print hem. The dress fluttered, caught between them, Jason's calloused fingers brushing bare thigh, Billy's shaky exhale warming the space between their chests. I stayed rooted to my chair, coffee forgotten, watching Jason's pupils dilate as the morning light revealed what the dress had tried to hide, Billy's cock, hard and twitching against the cotton, the head already glistening.
Jason didn't tease. He leaned forward, tongue darting out to catch that first bead of arousal before swallowing Billy down whole, his nose pressing into the bush of his pubic hair.
Billy's knees buckled, his hands flailing before finding purchase in Jason's hair, too tight, too desperate, as Jason hummed approval, the vibration dragging a choked cry from Billy's throat. My nightshirt rucked up over my hips, fingers stroking in time with Jason's bobbing head, watching Billy unravel in real-time, his toes curling against the porch boards.
Billy's hips stuttered, his mouth forming silent syllables, as Jason's fingers dug into his thighs, holding him open. The dress pooled around Jason's wrists like discarded petals, Billy's arousal undeniable in the golden light. I matched Jason's rhythm, my grip tightening just as Jason hollowed his cheeks, Billy's back arching beautifully, all desperate grace, as Jason dragged him to the edge with ruthless precision.
Sarah's voice cracked through the moment like a gunshot. "Jesus Christ," she hissed from the doorway, apron strings twisted in her grip as she stood in her nightie with black knickers clearly visible beneath. Jason didn't pull away, just glanced up, lips stretched obscenely around Billy's cock, daring her to intervene.
Billy whimpered, hands flying to cover himself, but Sarah's glare wasn't disgust; it was exasperation. "At least take him inside," she snapped, storming past to snatch Jason's abandoned coffee cup. "The neighbours have binoculars."
"I doubt they will see this through the trees," I declared as Jason released Billy with a wet pop, grinning at the way Billy shuddered.
"Told you yesterday, she's cool, didn't I?" he murmured to Billy, his thumb swiping Billy's leaking tip before standing, the dress falling back into place, ruined with spit and precum.
I rose, my arousal tenting the nightshirt shamelessly, catching Sarah's eye as she pretended not to look. "Porch play is off the menu, boys," I muttered, but the flush creeping up her neck betrayed her. "Nice to see you, by the way, Sarah. Did you drive like that?"
"Nothing wrong with driving like this," Sarah responded. Had the window open and enjoyed the breeze, as I'm sure you can imagine. Besides, cooking breakfast doesn't require formal dress," as Jason winked, steering a dazed Billy into the house, his fingers already toying with that daisy hem again.
"Breakfast," he called over his shoulder. "We need breakfast, mum."
Sarah rolled her eyes, turning back to the kitchen. "Breakfast in ten minutes."
True to her timing, she placed plates onto the table with unnecessary efficiency. Scrambled eggs, toast, bacon, all perfectly arranged, all radiating domesticity that clashed with the musk still clinging to Billy's dress. Billy sat gingerly, the cotton catching under his thighs when he moved, flushed skin peeking through the fabric's worn weave.
As Billy helped clear the table, I grabbed a couple of cigarettes and handed one to Sarah. "Fancy joining me on the porch, Sarah? And Jason, do you and Billy fancy chopping wood for the fire?"
Jason grinned. "Wood splitting?" as he arched an eyebrow at Billy. "You ever swung an axe, Flower Boy?"
Billy blushed at the name but answered, "Yes, of course."
Jason laughed as he patted Billy on the bottom. "Come on, Flower Boy, let's go, and you can let me show you how it's done, just in case."
Billy walked beside Jason, the dress riding up his thighs as he climbed the gentle slope towards the woodpile. The morning sun warmed his skin, the fabric fluttering with each step, catching on the occasional long grass. Jason paused to adjust the dress that was slipping off Billy's shoulder again, fingers lingering just a moment too long on his collarbone.
"Ever split wood in a dress before?" Jason teased, tossing Billy a pair of work gloves.
"No, this will be a first," Billy replied.
Jason looked at Billy and his yellow daisy dress. "Steve and I always chop wood au natural. Fancy doing it like that?"
"Uh, what's au natural?" Billy asked. "I've never heard that way before."
Jason smiled at Billy, as Sarah and I watched them while drinking our coffee and smoking, guessing there was a conversation going on that we were not party too.
"Billy," Jason started, “when someone mentions au naturel, they are generally using a playful euphemism for chopping wood while naked."
"Oh," Billy responded, smiling. "Not that I've done that before, but I like that idea," as he pulled his dress over his head, throwing it down on the ground. Jason followed suit, picking up the axe that lay on the chopping block.
Sarah and I rolled our eyes in unison, seeing the boys naked already, and it wasn't even after nine o'clock. "I think it's going to be one of those days," I said to Sarah, exhaling cigarette smoke toward the cloudless sky. She snorted, crossing her legs at the ankle, her gaze flicking between the coffee cup and the spectacle unfolding by the woodpile.
Jason handed the axe to Billy, standing close enough that their bare hips brushed. "Like this," he murmured, guiding Billy's grip on the handle, their combined movement sending the blade cleanly through a log with a satisfying crack. The vibration travelled up Billy's arms, his muscles flexing, his cock bobbing with the effort, and Jason's approving chuckle warmed the nape of his neck.
Sarah's spoon clinked against her cup. "They're learning," she deadpanned, though her fingers tightened around the handle. I smirked, watching Jason's hands slide down Billy's back to correct his stance, fingers lingering just above the swell of his ass. Billy bit his lip, shifting his weight, and the way his thighs tensed told me he was enjoying the lesson far more than the actual wood-splitting.
The next swing went wide, the axe thudding into the dirt as Billy overbalanced, Jason catching him by the waist, their bodies pressed flush. Billy's breath hitched, his arousal undeniable against Jason's thigh, and Jason's grin turned wolfish. "Need a break, Flower Boy?" he teased, palming Billy's hip. Billy's nod was almost imperceptible, but Jason didn't miss it, steering him toward the shade of the oak tree with a hand on the small of his back and lower.
Sarah sighed, shaking her head as the two disappeared behind the tree. "At least they're not on the porch this time," she muttered, though her gaze lingered a beat too long on the discarded daisy dress fluttering in the grass.
Jason's tongue traced the underside of Billy's cock with the same precision he'd used splitting logs, savouring the salt-slick heat as Billy arched beneath him. The boy's thighs trembled, still unaccustomed to this much sensation in one morning, his fingers tangling in Jason's hair, not guiding, just clinging. Jason hummed around him, the vibration wringing a broken whimper from Billy's throat as his hips jerked involuntarily.
"Easy," Jason murmured, pulling off just long enough to watch Billy's face contort with desperate pleasure. "You'll get splinters in your ass if you thrash like that," as his thumb swiped over the leaking head, spreading wetness down the shaft before swallowing him whole again, nose buried in coarse dark curls.
Billy's breath came in shallow gasps, his back arching off the grass as Jason's fingers dug into his hips, pinning him down on the grass while his mouth worked relentlessly. The contrast was dizzying, rough hands holding him still while Jason's tongue worshipped him with slow, filthy strokes that left Billy's toes curling into the dirt.
Sarah tapped her cigarette ash into the saucer with unnecessary force. "Should we... intervene?" she asked, though her voice lacked conviction.
I smirked, watching Billy's abandoned dress billow in another gust. "And deprive him of proper instruction?" The choked-off cry from behind the oak answered for me. Sarah's lips twitched despite herself as the rhythmic wet sounds grew more urgent, punctuated by Jason's occasional gruff encouragement.
Billy's thighs tensed, his entire body bowing off the ground as Jason redoubled his efforts, one hand sliding beneath to cup his balls with just the right pressure. The boy came with a sound halfway between a sob and a shout, his fingers tightening in Jason's hair as his hips stuttered helplessly. Jason drank him down with obvious relish, only pulling off when Billy whimpered from oversensitivity, licking his lips with exaggerated satisfaction.
Sarah exhaled sharply through her nose. "At least he's thorough," she conceded, though her knuckles were white around her coffee cup.
I reached over, covering her hand with mine. "You're amazing," I confessed, my thumb brushing her pulse point. "The way you don't judge... hell, the way you watch," as her fingers twitched beneath mine.
Sarah exhaled a shaky laugh, gaze fixed on where Jason was wiping his mouth with the back of his hand, Billy sprawled boneless in the grass. "Sometimes," she murmured, so low I almost missed it, "I wish it wasn't just..." Her fingers tightened around her coffee cup. "That it wasn't just them putting on a show."
My pulse jumped. The porch boards creaked as I shifted closer, our knees brushing. Sunlight caught the gold flecks in her eyes when she finally looked at me, really looked, her teeth worrying her lower lip raw. "I used to watch my husband pleasure himself, and I loved watching him when he reached his climax. Not seen a mature man climax since he left."
The confession hung between us like smoke, heavy with unspoken invitation. Sarah's fingers twitched around her cup, but she didn't pull away when my thumb traced the delicate blue veins on her wrist.
The boys were still hidden behind the oak tree, Jason's muffled laughter punctuated by Billy's breathless giggles, but suddenly, the distance between Sarah's chair and mine felt charged. I exhaled slowly, watching her gaze dart from my face to where my nightshirt tented obscenely over my lap.
Sarah cleared her throat with a cough and then declared in a whisper, "I'd like to watch you, Steve," she admitted, fingers loosening around her cigarette. "If that's something you'd...."
The morning breeze carried the scent of her shampoo, something floral, like the honeysuckle tangled in the fence, mixed with woodsmoke and the musk still clinging to the porch from earlier. "How did your husband perform for you?" I whispered.
Sarah exhaled sharply through her nose, her gaze flicking to the boys, who were still hidden behind the oak tree, Jason's low murmurs blending with Billy's breathless giggles. "He'd kneel," she said, her fingers tightening around the cigarette. "Right on the porch at home," she nodded, "His knees spread wide, his cock already hard, stroking slow at first so I could see every vein."
Her tongue darted out to wet her lips. "He'd tease himself, dragging his thumb over the head until his thighs trembled, but he'd never rush. Not until I climaxed using my vibrator."
"I can perform for you if you really want, but I don't have a vibrator."
Stubbing out her cigarette, she responded. "I do. It's in my bag."
I was slightly shocked at her confession, as she stood up and walked into the kitchen, the hem of her nightie fluttering around her thighs. I watched her slip her knickers down under her nightie, the black lace pooling at her ankles, before she stepped out of them with a deliberate slowness that made my pulse jump. She returned with the rabbit clutched in her hand, its ten inches of black silicone gleaming in the morning light, still slightly damp from her earlier use.
Sarah sat down on the porch chair, the wood creaking under her shifting weight as she lifted her nightie, spreading her legs wide enough for me to see the glistening arousal already coating her inner thighs. "What are you waiting for, Steve?" she asked, her voice low and rough, as she inserted the rabbit into herself with a practised twist of her wrist, her breath hitching when the tip breached her.
The toy disappeared inch by inch until only the flared base remained, pressed snug against her, the twin ears of the vibrator already buzzing against her clit as I knelt before her, the rough wood of the porch biting into my knees as I tugged my nightshirt over my head and tossed it aside.
Naked, knees apart, my cock already hard and twitching against my belly, I wrapped my fingers around the base and squeezed, watching Sarah’s gaze dart from my face to my cock with a hunger I’d never seen in her before. "Like this?" I murmured, dragging my thumb over the leaking slit, smearing precum down the shaft in a slow, deliberate stroke that made her thighs tremble.
Sarah moaned, her hips rocking forward as she adjusted the rabbit’s angle, her free hand gripping the chair arm so hard her knuckles whitened. The toy’s buzzing pitch climbed higher as she turned it up, the sound nearly drowning out her shaky exhale. I matched her rhythm, twisting my wrist on the upstroke, my balls tightening when she bit her lip hard enough to leave marks. Her climax built in sync with mine, her thighs shaking as the rabbit worked her over, her toes curling against the porch boards.
"Christ, Steve," she gasped, her back arching off the chair as the vibrator’s relentless stimulation pushed her toward the edge. "Don’t stop"
Her words dissolved into a choked cry as her orgasm hit, her body seizing with the force of it, her thighs clamping around the toy as wetness slicked her inner thighs. I groaned, my hand flying over my cock, my own release surging up my spine as Sarah’s pleasure crashed over her in visible waves, her head thrown back, her nightie rucked up around her waist, her body utterly surrendered to sensation.
I came with a hoarse shout, stripes of cum painting the porch between her splayed legs, my hips jerking through each pulse as Sarah watched through half-lidded eyes, her fingers still working the rabbit inside her, milking every last aftershock.
Sarah exhaled a shaky laugh, her fingers finally stilling as she pulled the toy out with a wet sound, its surface glistening in the sunlight. "Well," she murmured, her voice wrecked, "that was.... a hell of a show. Thank you."
Behind us, the oak tree rustled as Jason and Billy emerged, their flushed faces and grass-stained knees telling their own story. Jason’s grin was wolfish as he took in the scene of his mum sprawled in the chair, while I was still kneeling between her legs, both of us spent and sticky. "Damn," he drawled, nudging Billy’s shoulder. "And here I thought we were the exhibitionists."
Sarah tossed the rabbit onto the table with a wet thud, her smirk victorious despite her trembling limbs. "Payback’s a bitch," she said, and the boys’ laughter carried into the woods beyond.
Jason picked up Billy like a rag doll, carrying him back to the woodpile. Billy’s dress lay forgotten in the grass next to Jason's nightshirt. They were still laughing, carefree, but my own laughter caught in my throat, my skin prickling with restless heat. Watching Jason’s muscles ripple beneath the morning sun as he swung the axe, his cock swinging heavy between his thighs, sent a bolt of need straight to my gut.
Sarah announced she was going, and she picked up her Rabbit and knickers and strode towards her old banger of a pickup. "See you later, boys. I'm working the evening shirt today, by the way."
I watched Sarah depart and, going via the kitchen, I picked up the tube of lube and strode toward the boys, my bare feet kicking up dew-soaked grass, my arousal undeniable. Billy noticed first, his eyes widening before darting away, pretending to adjust his grip on a log. Jason, though, turned, axe frozen mid-swing, his gaze dropping to my cock, then back up, slow and knowing.
"Billy, I think this might be the next phase of your training," Jason declared. "I can tell, Steve wants me to fuck him, and you get to watch."
"Jason, I want you. I need you inside me," as I dropped onto all fours with the chopping block under my stomach.
Jason took the tube of lube and applied ample liquid while Billy went very quiet, watching as his cock hardened at the same time as Jason's eight inches became fully aroused. "Jason," Billy asked, voice cracking, "are you going to...slip that all the way in? It's huge," as his erection twitched against his belly as Jason slicked himself with slow, deliberate strokes, the sheen of lube catching sunlight.
Jason smirked, pressing a lubed finger against my entrance without warning. "He'll take it," he assured Billy, working the tight ring of muscle in circles. My gasp echoed through the clearing as he pushed in to the knuckle, my hips jerking backwards instinctively. "See, Billy?" as Jason crooked his finger, making my knees wobble. "He's already begging for it."
Billy's breathing grew ragged as Jason added a second finger, scissoring them deep. My choked moan sent a visible tremor through Billy's thighs. "Fuck," the boy whispered, hand drifting to his cock. "Doesn't that.... hurt?"
Jason's laugh was dark with promise. "Not the way Steve likes it," as he withdrew his fingers with a wet sound and gripped my hips.
The blunt pressure of his cockhead against my hole made us both shudder. "Watch closely, flower boy. This is how you open someone up properly."
The initial breach burned gloriously, Jason's thickness stretching me beyond the point of resistance. I dug my fingers into the chopping block, wood splinters biting my palms as he bottomed out in one smooth thrust. Billy's gasp mingled with my groan, the boy's hand moving frantically over himself now.
"Jesus," Jason hissed, hips flush against my ass. "Still so fucking tight," as he pulled out slowly, making me feel every ridge, then slammed back in. My cry startled a flock of birds from the nearby trees. "That's it," Jason growled, setting a punishing rhythm. "Take it. Show Billy how good it feels."
Billy's knees gave out. He sank to the grass, transfixed, his precum dripping onto the daisy dress crumpled beneath him. Jason's thrusts grew erratic, his fingers bruising my hips. "Gonna fill you up," he warned, and the raw possessiveness in his voice tipped me over. I came after his cock grazed my G-spot, my climax wringing Jason's release from him with a roar. His spend flooded me, hot and thick, as Billy whimpered through his own orgasm, watching me shoot cum onto the chopping block.
The scent of sex and split pine hung heavy in the clearing. Jason withdrew with a filthy sound, his hand smoothing over the mess dripping down my thigh. "Lesson learned?" he asked Billy, who nodded mutely, his cheeks stained crimson. Jason's grin turned feral. "Good. Because this afternoon...." he paused, hauling Billy up by the wrist, pressing the boy's palm against my still-twitching hole. "I'm going to deflower you."
Billy's gasp sent another shudder through me. His fingers trembled as they traced my rim, smearing Jason's semen. "I-I don't," he admitted, but his cock jerked against my thigh, betraying that he wanted it.
Jason's laughter was dark with promise. "Oh, you will," as he guided Billy's fingers deeper, making us both groan. "Rest up, flower boy. You'll need the stamina."
By noon, sweat and pine sap glued us together in all the wrong places. The woodpile stood neatly stacked, but Billy kept glancing toward the house, his erection flagging only to surge back whenever Jason stretched, muscles rippling in the sunlight. I pretended not to notice from my study window, the manuscript forgotten as my own neglected arousal throbbed between my thighs.
Three hours had passed when Billy whispered to Jason, "Do I have to wait any longer?" His fingers plucked nervously at the damp hem of his discarded dress, where it lay tangled in the grass. The boy’s voice cracked, half desperation, half terror, as Jason wiped sawdust from his chest with deliberate slowness.
"Keen are we?" Jason asked.
Billy swallowed hard, his fingers twisting in the crumpled fabric of his dress. "Yes," he whispered, then louder, "Yes," as if convincing himself. His cock twitched against his thigh, betraying the conflict between fear and desire.
Jason grinned and took Billy's hand, leading him to a soft patch of grass dappled with sunlight. "Lie down," he murmured, pressing a kiss to Billy's knuckles before releasing him. Billy obeyed, his breath hitching as he settled onto his back, the blades tickling his bare skin. Jason knelt between his thighs, uncapping the lube with a soft click that made Billy flinch.
I looked out of the study window, watching events unfold. This was an important moment for Billy, and I was content, watching everything from my study, leaving Billy in the care of Jason.
"This part might feel strange," Jason admitted, smoothing slick fingers along Billy's inner thigh. "But trust me." The first touch against his entrance drew a sharp gasp from Billy, his hips jerking away instinctively. Jason chuckled, catching his hip with his free hand. "Easy. Breathe."
The initial breach was slow, just the tip of one finger pressing in, the tight ring of muscle resisting before yielding with a soft groan from Billy. Jason worked with him with patient circles, watching the tension melt from Billy's body as he gradually relaxed around the intrusion.
"Good," Jason praised, adding a second finger, scissoring gently until Billy's whimpers turned to ragged moans. "Now straddle me."
Billy hesitated, his legs trembling as he shifted to kneel over Jason's hips. Jason guided his waist, his other hand positioning himself beneath Billy. "Slow," Jason reminded him, watching Billy's face as he lowered himself inch by inch.
Billy's mouth fell open on a silent cry, his thighs shaking as he took Jason inside for the first time. The stretch burned, too much, too fast, but Jason held him still, letting him adjust. "There you go," Jason murmured, stroking his sides. "Just like that."
When Billy nodded shakily, Jason rocked up into him, drawing a choked sob. Then, suddenly, pleasure started to replace pain as Billy's back arched, his cry turning to a moan as Jason hit that perfect spot inside him. Jason grinned, gripping his hips. "Told you," he breathed before thrusting up again, watching Billy unravel above him.
Billy's fingers dug into Jason's chest, his thighs trembling as Jason's cock dragged against his prostate with each slow, deep stroke. The boy's mouth fell open on a silent scream, his body torn between pushing down for more and pulling away from the overwhelming sensation. Jason caught his hips, forcing him to take it all, pressing their bodies flush together.
"You're doing so good," Jason murmured against his throat, feeling Billy's pulse race beneath his lips. His hands slid up Billy's sides, thumbs brushing his nipples, teasing them to stiff peaks. Billy gasped, his cock leaking between them, his entire body alight with unfamiliar pleasure.
Jason rocked up into him with deliberate precision, watching Billy's face as he was stretched, filled, and owned. The boy's whimpers grew louder, his fingers twisting in the grass beside Jason's head. "I.... I can't...." Billy choked out, his hips jerking erratically.
Jason smirked, slowing his thrusts to a torturous pace. "You can," Jason promised, sliding a hand between them to wrap around Billy's cock. One stroke, two, Billy came with a broken cry, his body clamping down around Jason as pleasure ripped through him.
Billy had never seen so much cum flood from his body as ropes of his seed landed on Jason's chest and stomach. Jason groaned, his climax hitting hard as Billy milked him through it, their sweat-slicked bodies trembling together in the afternoon sun as Billy continued to shoot cum while Jason pumped his load deep into Billy.
The scent of sex and crushed grass hung thick in the air, mixing with the musk of Jason's exertion and Billy's sweet, overwhelmed whimpers. Billy grinned as he collapsed onto Jason, boneless and spent, his fingers tracing idle patterns in the mess on Jason's stomach. "Jesus," Billy breathed, his voice wrecked, eyelids fluttering as he struggled to stay awake.
Jason chuckled, running a hand down Billy's spine, feeling the way his muscles jumped at the touch. "Told you you'd take it like a champ."
From my study window, I exhaled sharply, shaking my head back to reality as cum leaked from me, demanding satisfaction, but I decided to relax and watch.
Jason rolled them gently onto their sides, keeping Billy tucked against his chest, pressing lazy kisses to the back of his neck. Billy murmured something incoherent, curling into Jason's warmth, his spent cock twitching weakly against his thigh. Jason's smirk was smug as his hand drifted lower, fingertips tracing the curve of Billy's hipbone, a silent promise that this was just the beginning.
Billy's breath hitched when Jason's fingers dipped between his legs again, teasing his oversensitive rim. "You're insatiable," Billy groaned, but arched into the touch anyway, his body betraying him. Jason nipped at his shoulder in response, his own arousal already stirring again. I bit my lip, watching Jason's fingers slide deeper, Billy's thighs trembling as Jason murmured, "Lesson two starts now, flower boy."
Billy's answering whimper sent heat straight to my neglected cock, but patience had its own delicious ache as I continued to watch, knowing Jason was going to take Billy again.
Jason guided Billy onto all fours, his hands lingering on the boy's trembling hips. The grass beneath them was crushed into a makeshift bed, the scent of earth and sex thick in the afternoon air. Billy's back arched beautifully as Jason positioned himself behind him, his cock already hard again, glistening with a fresh sheen of lube and the remnants of their earlier coupling. "Billy," Jason murmured, voice rough with promise, "I'm going to take you like this. It'll feel different and deeper."
Billy nodded, his fingers digging into the soil as Jason lined himself up. The initial push drew a sharp gasp from Billy, his body still loose and pliant from before, but the stretch was no less intense. Jason slid in with deliberate slowness, savouring the way Billy's muscles fluttered around him, the boy's groans shifting into broken moans as Jason bottomed out, hips flush against Billy's ass.
"Fuck," Billy choked out, his thighs shaking as Jason began to move, each thrust dragging against his oversensitive walls. Jason's grip tightened, pulling Billy back onto his cock with a snap of his hips that sent the boy scrambling for balance, his cries echoing through the clearing.
From my study window, I could see the exact moment Billy's resistance melted into pure, writhing need, his back bowing, his fingers clawing at the grass as Jason fucked him into trembling submission. Jason's rhythm was relentless, his own groans mingling with Billy's as the boy's body yielded to him completely.
Billy's cock hung heavy between his thighs, dripping, his pleasure so intense he couldn't even reach for it. Jason grinned, leaning down to bite at Billy's shoulder. "That's it," he growled, "take it all."
Billy's answering sob was muffled against his own arm, his body shuddering as Jason's thrusts grew erratic, his climax building with brutal efficiency. When it hit, Billy's scream was raw, his body clamping down around Jason as he came untouched, his release splattering the grass beneath him. Jason followed with a groan, his hips stuttering as he filled Billy again, their combined panting the only sound in the sun-dappled clearing.
Jason collapsed over Billy's back, pressing a kiss to his spine. "Told you," he murmured, smug. Billy just whimpered, boneless, spent and exhausted.
From the window, I exhaled, my own neglected arousal a sweet, aching weight as I grabbed my cock and started to massage my shaft.
It didn't take me long to cum, but cum I did, shooting my semen so high that it landed on my face and chest. I sighed, wiping strands of sticky release from my eyelashes with the back of my hand. The taste of salt and musk lingered on my lips as I licked them clean, savouring the rawness of it.
Stepping outside, the afternoon sun warmed my skin as rivulets of my own semen traced lazy paths down my torso. The boys were sprawled in the grass, Billy's head pillowed on Jason's thigh, both of them streaked with sweat and spent. Jason's fingers carded absently through Billy's hair, his smirk widening as he took in my dishevelled state.
"You two are quite a sight to behold," I remarked, swiping a thumb through the mess on my collarbone before sucking it clean. Billy's gaze darted to my mouth, his cheeks flushing anew. Jason just chuckled, stretching like a satisfied cat.
"I suggest we go to the river and clean ourselves," I said, watching Billy's eyes widen at the implication. Jason hauled him upright with effortless strength, Billy's legs wobbling as he staggered against him.
The path to the river was dappled with sunlight, the air thick with the scent of pine and crushed ferns underfoot. Billy limped slightly, wincing with each step, but the way his fingers tightened around Jason's wrist betrayed more than discomfort.
The water glinted silver-blue ahead, the current swirling lazily around moss-slicked rocks. Jason wasted no time, striding in waist-deep before turning to drag Billy after him. The boy yelped as the cold hit, but Jason's hands were already smoothing over his skin, washing away the afternoon's evidence with deliberate strokes.
I lingered at the bank, watching Jason's fingers trace Billy's hipbones underwater, the boy's breath catching when Jason murmured something against his throat. The sun dipped lower, gilding their tangled limbs as the river carried away the last of their sins.
"Coming in, Steve?" Jason called, his grin sharp as Billy blushed beneath his hands.
I stepped into the current, the water cool against my overheated skin. Billy's gaze flickered to me, then away, but not before I caught the hunger there, raw and new and utterly intoxicating.
Jason's laughter rippled across the surface as the current pulled us together, and we kissed with a renewed passion that signified we were good. We were good after everything I had agreed, could happen, and we were still very much happy and in love, and Billy would just be a shared moment in our relationship.
Dripping with water, we returned home, rivulets tracing paths down our backs as we crossed the threshold. The kitchen smelled of garlic and rosemary, the remnants of Sarah's earlier preparations clinging to the air. Billy moved gingerly, wincing as he reached for a knife to chop vegetables, his thighs still trembling from earlier exertions. Jason's hand brushed mine as he passed me a bundle of herbs, his fingertips lingering just long enough to make my pulse stutter.
The scene must have looked absurd, three naked men bustling about, Billy’s cheeks flushed as he stirred a pot, Jason’s muscles flexing as he hauled a cast-iron skillet onto the stove, my own half-hard cock betraying my distraction. But the rhythm was effortless, our bodies slotting into place like we’d done this for years. Jason pressed against my back, his lips grazing my ear as he murmured, "You wait until I get you in bed tonight," his voice low enough that Billy couldn’t hear over the sizzle of onions.
"I should be so lucky," I responded, smiling at Jason. "I can't wait."
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