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This is story 8 in Jake and Ryan's journey. I suggest reading them in order, just to get the background of the characters, but it can be read as a stand alone story. It is a story about a gay relationship, if that is not your thing, please read something more to your taste. I am trying to develop my writing, so please give me constructive feedback via comments. All characters are over 18. I hope you enjoy reading it as much as I enjoyed recalling and writing it.
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Defining the Rules
Ryan's bedroom was quiet, lit only by the amber glow from the desk lamp. Jake sat cross-legged on the bed, a hoodie keeping him warm, and nothing more other than his boxers. Despite the chill, his face was still flushed from sex. Ryan sat up against the headboard, towel draped over his lap, the outline of his impressive cock, prominent, as the flaccid beast rested. It had done its work.
Jake was fidgeting with the edge of a pillow. "Can we talk?"
Ryan raised an eyebrow, reading the weight in Jake's voice. "Yeah. What's up?"
Jake looked at him. "In the Bathhouse... and with Tom, too... I need to understand. Is this just what we do now? Let other people in?"
Ryan didn't flinch. "You didn't enjoy it?"
Jake hesitated. "I did. That's the problem. It was hot, yeah. But afterwards, I felt--" He searched for the word. "Guilty and confused."
Ryan nodded slowly and sat on the edge of the bed. "You want more boundaries."
"I guess I need to know what we have," Jake said. "What is our relationship? I've only ever had exclusive relationships. If I'm honest, I don't know how to do anything else. All the girls I have been with expected fidelity."
Ryan leaned forward, elbows on his knees. "Do you think I don't care about you?"
Jake blinked. "No. I think you do. But I also think you like... some freedom."
"I do," Ryan admitted. "But that doesn't mean I want to lose you."
Jake exhaled. "So how does that work?"
Ryan looked at him, eyes serious now. "We define it. Together."
Silence.
"Can you love me," Jake asked, voice quiet, "and still want to fuck other people?"
Ryan's response was soft, but certain. "Yes. I already do." Jake's heart clenched, unsure if it was relief or fear.
"Then, yes, I need rules."
"Fair enough," Ryan said. "So let's set them."
Jake nodded. "Okay. First question: can we hook up with others alone?"
Ryan looked thoughtful. "I like the idea of us doing it together. But I know that's not always realistic. So maybe... if we play separately, we talk about it first. Get permission. Full honesty."
Jake looked away for a second, then back. "And what if one of us catches feelings?"
Ryan's jaw tensed. "Then we talk. Immediately. This....." he gestured between them, "..... comes first. If anyone threatens that, they're out. Or we decide it's over."
Jake's throat was tight. "I don't know if I'm wired for this, Ryan. I like the excitement. But sometimes... I wish I could be enough for you."
"You are enough," Ryan said, voice sharp with sudden intensity. "Don't confuse wanting variety with not loving what I already have. Besides, we are both young, you are only just coming out to yourself. We should both be enjoying our student days. We can have the best of both worlds, but it does need honesty. If it stops being fun, then we stop."
Jake's eyes glistened, just a little. "Then I'll try."
Ryan leaned in, touched Jake's knee. "We'll figure it out. Together."
Jake managed a shaky smile. "Okay. So open. But with rules."
Ryan grinned. "Sexy rules."
Jake rolled his eyes. "God, you're such a menace."
Ryan's fingers brushed his thigh. "Everyone should have a sexy menace in their lives, don't you think?"
Jake laughed, half from nerves, half from truth, then let himself fall back on the bed. "Yeah. I kind of do."
Ryan lowered down the bed beside him. " So.. next time, you choose who we invite in."
Jake turned his head. "Seriously?"
Ryan nodded. "You lead. Your pace. Your rules."
Jake exhaled and closed his eyes. The knot in his chest started to loosen. Maybe this wasn't the kind of love he'd expected. But he was already aroused. This was way more exciting than anything else he had ever experienced.
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The Space Between
Jake sat on the couch in Ryan's digs, thumbing mindlessly through his Fluid Dynamics textbook, but not absorbing a word. Ryan had ducked out to grab snacks and drinks for the evening, leaving Jake alone. Alone except for Ryan's housemate, Milo.
Milo emerged from his bedroom like a model stepping out from behind a curtain. He wore a silky lavender tank that draped off one shoulder and a pair of shorts that could've passed for underwear. Barefoot, freshly moisturised, and carrying a carafe in one hand, and a half full glass of red wine that he delicately held by the neck, like he was born to hold it. He glided over and sank gracefully onto the opposite end of the sofa.
If there was a more camp man, anywhere in the world, Jake had never met him. "Miss me?" Milo asked, voice soft and sing-song.
Jake smirked. "I didn't notice you were gone."
Milo placed a hand dramatically over his chest. "Cruel. And here I was about to offer you wine."
Jake chuckled. "Alright. Maybe a little, this is my least favourite topic, I have a Fluid Mechanics exam later in the week, I just can't get into it."
Milo poured him a glass from the carafe, "And that's why I chose Drama."
Jake watched, as Milo poured, "So... How did you and Ryan end up sharing a house?"
Milo's eyes sparkled instantly. "Ah. That little piece of history. He had a fling with a friend of mine in our first year. Back then he was in the closet, like you, and he swore me to secrecy. Over time the two of them went their separate ways, but, Ryan and I just seemed to hit it off, as friends."
"Two very different gay guys living under the same roof, were you two never tempted?"
Milo looked at Jake with pouting lips, "Well a lady never tells, obviously, but there was one indiscretion, on a drunken night in"
"You don't seem to be together, other than as friends, did it not go that well and isn't it awkward between you?"
Milo's smile curled devilishly. "I don't do relationships honey, but he is a demi-god" he paused in mid thought. "If you are asking, was it unforgettable? Completely inappropriate for a platonic friendship? And unbearably painful?"
Jake flushed.
Milo leaned closer, his tone dropping to a near whisper. "It was all of the above. You've seen Ryan naked, I assume?"
Jake swallowed. "More than once."
Milo gave a teasing shiver. "Then you know. That man is not travel-size. And being quite slight in frame, I........ let's just say I was overly optimistic."
Jake laughed before he could stop himself.
Milo continued, pleased. "We were both tipsy, it was late, and I may have encouraged it with a little light begging. At first it was fun, hot, all that smouldering Ryan energy focused on me. But by the time he was halfway in, I was clinging to the bed frame and screaming for divine intervention."
Jake raised an eyebrow.
Milo winked. "I'm exaggerating... a little. But let's just say I didn't sit on hard surfaces for a weekend. Worth it, though. That kind of thing? You don't forget."
Jake laughed again, nervous but hooked. "You're seriously okay talking about this?"
Milo tilted his head. "Why wouldn't I be? Unless..." He leaned in again, close enough that Jake could smell the wine on his breath, something dark and rich and mildly floral. "Unless it makes you uncomfortable."
Jake's eyes lingered a bit too long on Milo's lips before he looked away. "It doesn't. Not really. Just... kind of messes with my head."
Milo didn't move away. "Because you're thinking about me and Ryan together? Or because you're thinking about me and you?"
Jake's pulse jumped. "Urrrm......." There was a pause, no jokes this time. Just the low thrum of tension in the air.
"I see the way you look at me," Milo said, softer now. "Not sure if you're curious, conflicted, or just trying not to stare at my thighs."
Jake gave a breathless laugh. "All three, maybe."
Milo's hand found Jake's knee, a gentle touch, not pushing, just there. "You ever done anything with someone like me?"
Jake met his gaze. "You mean... feminine?"
"I mean like me," Milo said grimacing. "I'm not a label. I'm an experience." With a dramatic flick of his head for extra effect.
Jake exhaled slowly. "No. I haven't."
Milo's thumb moved slightly, not up, not down. Just enough. "Well," he whispered, "firsts are important. They stick with you. Like Ryan does."
Jake's breath caught. Then the door opened. Ryan strolled in holding a six-pack and a grin. "You two behaving?"
Jake leaned back instinctively, Milo's hand slipping away. Milo smirked up at Ryan. "Define behaving."
Ryan paused mid-step, then shot a look at Jake. "Good talk?"
Jake's voice came slower, quieter. "Yeah.... good talk."
Ryan narrowed his eyes just slightly, as if reading the shift in the room. "Milo, are you corrupting my boyfriend?"
Milo held his wine glass up in mock innocence. "Moi? Never. We're just bonding."
Jake stood and cleared his throat, heat still buzzing under his skin. "I'm gonna grab some water."
As he passed Ryan, their shoulders brushed. Ryan murmured low, "Everything okay?"
Jake glanced over, his voice unreadable. "Yeah. Just... thinking."
Ryan nodded, his brow slightly furrowed. Behind them, Milo reclined like a satisfied cat, sipping his wine, eyes half-lidded, and absolutely delighted by the tension he'd stirred up.
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Steam and Signals
The bathroom was thick with steam, the mirror already fogged over. Jake stood under the hot spray, head bowed, water cascading down his shoulders and spine. He'd come in here hoping to clear his head of Milo's teasing, and Ryan's unreadable glances. Clear the swirling thoughts he couldn't untangle. He reached for the soap when he heard the soft creak of the door opening.
"Shit, sorry!" Milo's voice, light and amused. "Didn't realize you were in here!"
Jake blinked against the water. "Uh, yeah. Sure you didn't." With a strong sarcastic tone.
There was a pause, but no retreat.
"Mind if I use the mirror?" Milo asked. "I've got a thing tonight. Just need five minutes. Won't peek. Promise."
Jake hesitated, then shrugged, realising Milo couldn't see that. "Sure."
The door swung open fully, and Milo drifted in on bare feet. He wore a silk kimono that barely skimmed the tops of his thighs, loosely tied and patterned in cherry blossoms. His hair was freshly tousled, and he moved with languid ease, it seemed that every gesture was just for show.
Jake turned his body slightly toward the frosted glass of the shower door, careful, but not exactly shy. He knew Milo could see his outline clearly through the steamed-up screen. His shoulders, chest, and the long taper of his torso, deliberately displayed.
Milo stood at the sink, unfazed, flipping open a small makeup bag. Jake listened to the soft zip, the quiet clink of products, he watched as Milo started tracing a line along his lower eyelid.
"Where are you off to tonight?" Jake asked, voice echoing softly off the tile.
Milo glanced at the glass, then back at his reflection, steadying his elbow on the sink. "Mmm. House party. Arty crowd. Very loose definition of 'attire.' I planning to make an entrance."
Jake smiled faintly. "You always do."
Milo's lips curved. "Have You been watching?" He switched to the other eye, applying his eyeliner with practiced precision. "Don't worry," he added lightly, "I won't be meeting the man of my dreams and dropping out of the 'free market.' I'm more into... variety."
Jake turned slightly, letting the spray hit his back now, body more exposed in silhouette. "I'm not buying from the free market, and I'm not worried."
Milo uncapped a sleek lipstick tube, deep, glossy red. He glanced at the shower with a glint in his eye. "Do you think this colour suits me?"
Jake hesitated. "Honestly?"
"Always," Milo purred.
Jake peeked around the side of the shower screen and smirked. "Yeah. It does."
Milo turned slightly to face the mirror in profile, so Jake could see the motion. He pressed the stick to his lips, slowly dragging it across his lower one, exaggerating the curve. Then the upper. His eyes flicked to the shower door. "I always find this part... intimate," he said softly. "Like undressing, but in reverse."
Jake swallowed. Milo leaned in, pressing his lips together with a gentle pop, then turned and caught Jake's shadowed figure in the glass again. "Do you want me to leave?"
Jake didn't answer right away. He reached to rinse the soap from his chest, slow and deliberate. "I don't mind," he said at last. "Unless you're the one that's uncomfortable."
Milo took a slow step toward the door, still holding his lipstick. "Me? Uncomfortable? Darling, I live for moments like this." He stood closer now, just outside the glass, close enough that Jake could feel the energy shift. Aware that Milo's eyes lingered, following the movement of his silhouette, like he could see every inch in detail. Jake turned, slightly angled, letting the water trail down his hip, back, thigh. His outline shape bold in the backlit fog.
"Still not peeking?" he asked.
Milo tilted his head, unapologetic. "Not even pretending anymore."
Jake gave a breathless laugh and reached for the towel. "Good to know."
He opened the shower door slowly, steam billowing around him. Milo didn't flinch. His eyes moved openly over Jake's naked body, before Jake slung the towel around his hips, water dripping down his chest.
"Nice view," Milo said, licking the inside corner of his red-stained lips.
Jake met his gaze. "Thanks."
A pause.
Then Milo smiled, not the teasing one, but something softer, sharper. "Just so you know... if you ever want to try this shade on yourself, I think it'd look stunning all over you!"
Jake raised an eyebrow. "Are you saying you'd apply it for me?"
Milo stepped back with a little flourish. "Only if you promise not to flinch when I get close."
Jake smirked. "I don't flinch."
Milo turned toward the door. "Maybe I could just smudge it on you directly from my lips, you can decide where you want it applied!"
He left with a satisfied smile, swaying slightly, the door clicked shut behind him. Jake stood still in the fog, towel dripping, cock at full mast.. He hadn't made a move on Milo. But he hadn't stopped anything either. They both knew it.
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Morning Heat
The following morning, the apartment was quiet except for the gurgle of the coffee machine and the occasional creak of old floorboards. Sunlight streamed through the half-open blinds, casting warm stripes across the kitchen floor. Jake stood barefoot in a pair of loose gym shorts, shirtless, still flushed from the night before. His muscles ached, in all the right ways. Ryan had kept him up half the night. Every surface of the bedroom had been tested. More than once, Jake had forgotten to muffle his noises.
He smirked to himself as he poured two mugs of coffee. He was just reaching for sugar when the sound of the door opening made him freeze. Milo minced in, barefoot and radiant. He wore fitted white linen pants, low on his hips, and a billowing sheer top that shimmered faintly when it caught the light. It was unbuttoned and loose, showing a smooth, toned chest and two delicate chains that danced across his collarbones. His red lipstick was perfectly reapplied, bold and teasing. He must have been up early to be so meticulously preened at this early hour. And where does a student get the money for so many flamboyant outfits?
"Well good morning, lover boy," Milo purred, leaning against the counter with theatrical flair. "Didn't sleep much, did we?" Emphasis on the 'we'.
Jake cleared his throat, trying not to laugh. "Sorry if we kept you up."
"Oh, don't be sorry," Milo said, lips curling. "I was up. It was better than my usual late night fantasy. Far more real. I just laid back and listened to the symphony of headboards and muffled moans. Honestly, it was kind of hot."
Jake rolled his eyes and turned back to the coffee. Milo sauntered up behind him and reached for the cupboard, right above Jake's head. "Excuse me," he said, brushing far closer than necessary as his bare stomach pressed lightly into Jake. Washed, moisturised and fragrant skin, against Jake's sweaty, soiled and unwashed bare back.
Jake stepped aside, but only slightly. "You ever heard of personal space?"
"Not before caffeine," Milo sung sweetly, pulling down a mug and letting his fingers 'accidentally' trail across Jake's shoulder. "You smell like sex and sweat. It's a good combo."
Jake smirked, but didn't turn around. "And you smell like perfume and trouble."
"Also a good combo." Milo moved past him to grab a spoon from the drawer--and brushed their hips as he passed.
Jake gave him a side-eye. "You ever just... walk around someone like a normal person?"
Milo looked genuinely puzzled. "What would be the fun in that? And who on earth wants to be normal?"
Jake bent slightly to reach into the fridge for milk. As he did, Milo walked behind him again, another 'accidental' brush of hips, a feather light hand grazing too close to the curve of his ass. Jake stood up slowly. "You're not very good at pretending those are accidents."
Milo sipped his coffee, red lipstick smudged his cup, pursed lips smirking. "Didn't say I was pretending."
Leaving his comment in the air, Milo sashayed out of the kitchen, with half of a cup of coffee untouched.
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When is a Door Not a Door?
Later, as the sun went down, the glow of the television flickered across the dim living room, casting shadows on the walls and illuminating bare legs tangled under a shared blanket. Jake and Ryan sat on the couch, the volume low, the mood thick. The movie was one of Ryan's picks, a European indie flick, sultry and slow-burning, unmistakably erotic.
On-screen, two men lay breathless in bed, limbs entwined, hips grinding in slow, hypnotic rhythm. The camera lingered, sweat, lips, the arch of a back, and Jake's pulse followed every frame.
He shifted slightly under the blanket. Ryan noticed. His fingers slid along Jake's thigh beneath the fabric, inching higher. Jake didn't stop him.
"You into it?" Ryan whispered, lips grazing Jake's ear.
Jake's breath hitched. "Yeah."
Their mouths met--soft at first, then hungrier. The kiss deepened, and Ryan shifted, pushing Jake back against the cushions, sliding a hand under his shirt. Jake arched into the touch, hands moving to Ryan's hips, tugging him closer. They were lost in the moment, breath synchronised, hips grinding. Jake let out a quiet moan as Ryan pushed a knee between his legs. The blanket slipped off them, revealing bare torsos, jeans undone, skin pressing together in the flickering half-light. The boys were too engrossed to notice Milo's door creaking open down the hall.
He stepped out quietly, rubbing his eyes, a silk robe tied lazily around his waist. He'd been studying all evening, and his brain was buzzing, he needed a break, a drink, something to shake off the fog.
Padding lightly toward the kitchen he paused when he heard something in the living room, a low, throaty moan, just audible over the hum of the fridge.
The door was ajar. Milo's head tilted. Curious.
He stepped silently toward the opening and leaned in just enough to peak. There, illuminated in the soft blue light of the screen, were Jake and Ryan, caught in their own little world. Ryan's shirt was on the floor. Jake's hands were in his hair, pulling him closer. They kissed like they couldn't breathe without it. Jake's head tilted back, lips parted, eyes fluttering shut as Ryan kissed his throat, then lower.
Milo's eyes widened, his breath catching softly in his throat. He didn't move.
Jake let out another quiet moan as Ryan's hand slid down his chest, disappearing beneath the open waistband of his jeans.
Milo leaned against the doorframe, pulse rising, robe slipping slightly off one shoulder. His eyes drank in the scene. Jake's muscular, flushed chest, the way he lifted his hips, Ryan's firm grip, their unspoken rhythm. He bit his lip, transfixed. The moment felt intimate, illicit. His was hooked.
Jake arched again, this time murmuring Ryan's name under his breath. Milo exhaled slowly, one hand brushing down the front of his own robe without thinking.
Then Jake's eyes fluttered open.
For a split second, they fixed directly on him. Milo didn't flinch. Didn't hide, but his pulse quickened. Heat passed between them.
Jake didn't move he only blinked, lips parted, pouty and breathless, the slightest hint of a smile, imperceptible to most, but Milo knew his face, he had studied his mannerisms.
Ryan shifted, mouthing at Jake's neck, unaware.
Milo lingered a moment longer, then, silently, sensually, he turned and disappeared into the kitchen, hips swaying as he went.
Jake exhaled slowly, body still tingling, unsure if he'd imagined it. But knowing he hadn't. Milo had watched them. And now that image, those eyes, that robe, that knowing smile, were seared into his brain.
Jake wasn't sure who he was more turned on by anymore. But the intensity had escalated.
He suspected there would be more. His eyes were fixed on the doorway. The back lighting, seeping from Milo's room extinguished, the hall beyond the door was plunged into complete darkness.
He should've said something. Told Ryan. Shut the door. Done anything, really. But he hadn't. He didn't even know why. Something forbidden and electric had started, the intensity hummed around the room.
He had seen Milo. Seen the shimmer of his robe, the shape of his body outlined by the faint hallway light, the glint of curiosity in his eyes.
And Milo had seen him.
Jake's cock throbbed at the thought. Ryan slid lower, kissing across Jake's stomach before his fingers tugged open the last button on Jake's jeans. "God, you're gorgeous," he murmured, brushing his lips along the V of Jake's hips.
Jake exhaled shakily, head tilted back against the sofa, but his eyes flicked toward the cracked open door again.
Was Milo still there?
Was he watching now?
Ryan pulled Jake's jeans down to mid-thigh, fingers grazing bare skin as he leaned in. Jake's breath faltered as Ryan's tongue flicked teasingly along the shaft before his lips wrapped around him, slowly taking him in. Jake let out a soft groan, hips lifting into the warmth. One hand clutched the edge of the couch, the other still tangled in Ryan's hair.
Uncharacteristically eyes wide open. Watching. Waiting.
From the darkness, the slightest hint of movement. Nothing clear. But Jake could feel it, that electric sense of being watched. Not threatened. Not judged, but seen.
Ryan bobbed his head slowly, tongue tracing deliberate lines, working Jake with skill and confidence. Jake gasped, his legs tensing, fingers tightening around the cushion. The sensation was overwhelming, but the voyeurism added a charge that made it impossible to fully let go.
He looked again, this time more brazenly. Nothing. Just dark shapes. But his skin prickled as though Milo's gaze was still there, hidden just out of sight.
Jake whispered Ryan's name, half a moan, half a warning. Ryan looked up, eyes glazed with lust.
"Is this okay?"
Jake nodded quickly. "Yeah. Just....... don't stop."
Ryan smirked and returned to his task, doubling down with slow, deep strokes. Jake's head fell back, eyes fluttering closed for a moment, just a moment, before opening again, staring at the doorway.
He pictured Milo. Bare feet on the floor. Robe slipping off one shoulder. Lips parted. One hand moving slowly beneath the fabric. Jake moaned, louder this time. He couldn't help it. He was being eaten by one man, and maybe, just maybe, he was being devoured by another's gaze.
The thought pushed him closer to the edge. He clutched Ryan's hair, groaning deep in his throat, hips bucking slightly. His orgasm crested, hot and sudden, leaving him shaking as Ryan swallowed him down, slow and purposeful.
Proud that he had satisfied his man so quickly, Ryan crawled up and kissed him, breathless and horny. Jake kissed back, tasting himself on Ryan's lips and breath, but his eyes slid one last time to the door.
Still cracked open. Still quiet. But he swore, swore, he saw the tail of a silk robe flick out of sight just as his eyes landed there. Jake's heart thundered
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Three on the Floor
The music pulsed through the apartment like a heartbeat, low and heavy, saturating every corner of the dimly lit party, thrown by Milo and Ryan's mutual gay friends. Coloured lights flickered through artificial haze--deep purples, golds, the occasional burst of red that made everything feel a little dreamlike. The host had pulled out all the stops to give the party a nightclub vibe.
Milo stood between Jake and Ryan on the edge of the sitting room / dance floor, nursing the remnants of his third drink, body warm and loose. Bobbing from foot to foot in rhythm with the music, he had too much energy. He looked dazzling tonight, in skin-tight black pants, a largely transparent, black, fish net crop top, clearly showing his pierced nipples, replete with his signature red glossy lipstick that made his smile look like sin.
He turned to Jake with a sway of his hips. "Darling," he cooed, "you've been standing far too long looking like a snack someone forgot to unwrap."
Jake laughed. "Maybe I was waiting for someone to unwrap me."
"Be careful," Milo said, tracing Jake's chest with a manicured finger tip, "I have been known to take a bite, and my appetite is ravenous."
Ryan interjected. "Are you playing nice Milo?"
"No," Jake responded. "I'm not sure he knows how to play nice."
The music dropped into something deeper, more sultry. Milo turned, pressed his back to Jake's chest, and started to grind, slow and deliberate circles, his body moving like a rhythmic snake. Jake's hands found his hips, guiding, pulling him close. Ryan pressed in from the front, one hand sliding around Milo's waist, making a Milo sandwich.
Ryan whispered in Milo's ear. "You like being the centre of attention."
Milo moaned quietly. "The centre of your attention." Meaning you plural. He rolled his hips harder into Jake.
"You've been fantasizing about this." Added Ryan. Milo felt his breath was hot on his neck. "Say it."
Milo groaned, purring now. "Two big strong football boys, it's enough to make anyone gay. Which one of you is shooting tonight? You might both score if you're lucky."
Jake was enjoying the attention, the alcohol melting away any inhibitions, his cock was already rigid, and squashed between Milo's ass cheeks. Milo grabbed Jake and Ryan's' hands and dragged them into the centre of the dance floor. Being a drama student, he was completely comfortable in centre stage, unlike Jake and Ryan. But they were in a like minded group of friends. Jake, in particular, relished the opportunity to be himself, without being judged, and without having to worry about animus, or whether the crowd cared if he was out, or not.
With all the flamboyance of a drama 'student' (queen), Milo hit the floor with all limbs flailing. Oh course he could dance well, and he looked good, dominating the floor. Jake could move, but in comparison to Milo, he was relatively a foot shuffler. Ryan was an actual foot shuffler, he had 'dad dancing' nailed, but anything beyond that was out of his league.
Not to worry, if he couldn't move, Milo could use him as a stationary prop. He dropped to a squat, his face level with Ryan's crotch. The crowd cheered as he mimed a blow job. Ryan's endowed reputation preceded him, so Milo's exaggerated action amused their fellow dancers. Everyone probably assumed that Milo would have detailed insight to Ryan's pelvic area. In reality, he had seen it only once, and felt it once.
In a rhythmic vortex, Milo's ass swayed in time with the beat upwards and back towards Jake. His head rooted to Ryan's crotch. Jake saw Milo's hand beckoning him in, as his ass presented itself to him, at the right height.
To Jake, Milo looked stunning. Tight jeans accentuating his peachy ass, as it wiggled temptingly in front of him. Milo's back arched low, to offer his assets. His fishnet tank top revealing enough to show his tiny waist, and slender back and shoulders. He looked almost feminine in comparison to both Jake and Ryan's Alpha Male bulk.
Jake pushed in behind Milo. He knew his obvious excitement would not go unnoticed. As Milo twerked his buns on Jake's erection, Jake slapped his right ass cheek, with slightly more force than he intended. The crack audible above the deep base. The assembled crowd cheered in delight as Milo yelped dramatically, and pushed back extra hard to show Jake his appreciation.
Jake squeezed Milo's firm buns. Their bulk out of proportion to his slight frame. He held Milo's butt firmly as he tried his best to match Milo's exaggerated dance style, all the time grinding hard into Milo's ass.
Jake was leaking. He could feel the wet, slick patch in his boxers.
Days of flirting had elevated the sexual tension between them. Just a few thin layers of clothing separated him from the goal he needed to score. He needed to fuck Milo. and he needed it now!
His fingers combed through Milo's curls, and he grabbed a handful of hair, pulling Milo harder onto his erection. Milo milked the attention, moving his arms backwards to grab Jake's hips and pull him firmly against his ass cheeks. Ryan's hands drifted down Milo's chest until his thumb and index fingers found Milo's bejewelled nipples, tweaking them through the material of his tank. Milo theatrically yelped again, and bit lightly on Ryan's trouser clad bulge in retaliation. Milo was ready to take them both, right here on the dance floor. He circled his hips around Jakes pelvis, and manoeuvred Jake's erection so that it was pressing against his puckered hole. Only clothing material blocking its entrance.
Jake cracked first. "OK you two, its time for you both to take me home. I need to fuck you." he said, with desperation in his voice. Ryan squeezed his waist.
"Are you sure, you definitely want this?"
Jake nodded. "I want it. No more teasing. No more pretending."
Milo turned, pressing his red lips to Jake's cheek. "Time for me to smudge lipstick all over you, and I mean, everywhere"
Jake's answer was in his eyes. Milo took his hand. Ryan took the other. The crowd fell away and they were out amongst the streetlights, marching back to 9 Richmond Road.
As they burst through the doorway, a passionate three-way kiss ensued. Every tongue exploring every mouth. Milo broke the embrace. "It was your room last time, this time its mine. Give me two minutes to freshen up then come in," He slipped away. Jake and Ryan continued their kiss, until Ryan broke it. "Look, I wasn't going to have anything physical with Milo again, this was your call." Ryan held Jakes face tenderly as he spoke. "Milo isn't as experienced as he portrays himself to be. It's all a big facade, he is vulnerable and fragile, not just physically, but emotionally too. Be careful. Last time I could feel him shivering with nerves, he was out of his depth. He tried hard to satisfy me, but I was worried I would break him. He is a special friend to me, I didn't and don't want to do anything to spoil that."
Jake tried to interject, "I will,,,,,", but Ryan closed him down,
"Let me finish. I am going to sit back and watch you two. You have a chemistry, it has been arousing to watch you spark together. I might join in at the end, lets see how it goes."
"Are you sure you are okay with that. I promise to be careful. I value Milo's friendship too. I wouldn't do anything to spoil that, and if you want me to stop, just say. Our relationship always comes first, agreed?"
"I love you Jake,"
"I love you too."
Jake held Ryan's hand as he opened Milo's bedroom door, and they entered together.
The room was lit by a hundred candles, scented with tea tree oil and lemon grass, soothing music played in the background, and Milo stood beside his perfectly made bed. Not one thing was out of place like a show house bedroom. Except there is no atmosphere in a showroom, whereas the heat of expectation hung in the warm air in this boudoir.
Milo had removed his jeans, revealing the skimpiest of black 'G-string' panties, and matching lacy toped nylon stay-up stockings, un-supported. His fish net tank still in place. His cheeks were flushed. Jake wasn't sure whether the colour was from embarrassment, or arousal. Probably, it was both.
Ryan lifted Jakes hand and offered it to Milo, "You are both very special to me, play nicely, I love you." He slipped back into the corner seat, and made himself comfortable.
Jake looked into Milo's eyes, "You look beautiful" and he meant it.
Milo flickered his eyelashes and averted his gaze, coyly, "Thank you." He was more than capable of acting bashful in these circumstances, but this time, he really felt like a princess. But this princess did not want pampering, she wanted to be used.
Jake stepped in for a kiss. Their lips met, and he felt the viscosity of lipstick smudging his own lips. Pouty, bulbous lips, crimson red that he had seen in his fantasies, He grabbed Milo with both hands around the waist, feeling how slender and light Milo's frame was. It was like he was holding a girl. But as their crotches ground together, Jake felt the sizable bulge in his panties. Instinctively his hand was drawn to Milo's cock. He felt it through the lacy cloth, then cupped his balls. The contrast between Milo's slight frame, and his very masculine genitals escalated Jake's arousal.
Milo let out a groan. He put a hand behind Jakes neck, and lowered his lips to Jakes throat, nibbling and kissing alternately. Deep red lipstick marks, on Jakes neck, evidence of his attentions.
It was Jake's turn to groan.
Milo sank to his knees, fumbled with Jake's belt and buttons, dropping his jeans to his ankles. Jake's 7" cock, already fully erect, tenting his boxers, pre-cum staining through, Milo gently bit his cock through the material, and tasted the sweat, saltiness of Jake for the first time.
Like an aphrodisiac, it fuelled his burning desire, he wanted more, he wanted it all. The boxers were also dispatched to Jake's ankles, and Jake stepped out of them. Holding Milo's head by the back of his neck, he guided Milo's lips to the head of his cock. His glands nudged the closed lips, leaving a gloopy string of juice between it and Milo.
Milo didn't immediately yield. He grabbed the base of Jakes cock and spanked his own cheek, feeling the weight and heft of Jake's phallus. He squeezed hard. The cock was turgid, barely deforming under the pressure. But it provoked a deep satisfied grunt from Jake.
Milo took a testicle into his mouth, sucking it gently. He imagined what was inside, and the moment that it would erupt.
Then he switched to the other ball. All the time his hand holding the base, and squeezing.
Jake looked down. He noticed that Milo was shaking, his cock swaying in time with the tiny oscillations. He held Milo's head by the ears and rotated up so that they were eye to eye, "Are you okay, we can slow down if this is too intense," and massaged his scalp in an attempt to put him at ease.
"We are not 'in tents', we are in my bedroom. So stop talking and close your eyes, I'm about to blow your mind" Milo's lame joke an attempt to disguise the magnitude of his inner emotions, which were boiling over. He wasn't shaking with fear, he was shaking because of the overdose of adrenalin, testosterone, and a cocktail of other hormones.
This wasn't just his housemate's boyfriend. This was Jake, the boy he had had a major crush on since he first turned up at their house one cold night a few months ago, looking lost, scared and vulnerable, but also, possibly the most beautiful human being Milo had ever seen.
Their flirting had driven his desire to fever pitch. Watching him receive oral from Ryan, knowing Jake was aware of his presence and sharing eye contact with him. This was more than a crush, it was an infatuation. And now they were here, together.
Jake did close his eyes.
He felt Milo's warm, soft lips envelop his cock head. Light suction, saliva, and the trace of Milo's tongue on his frenulum, causing him to twitch involuntarily. Then the suction increased, an inch of his shaft was sucked inside, sliding easily past Milo's thick, lipstick clad lips. A yearning grew within him, he wanted to thrust, but held back for fear of pushing Milo too far too fast. In the forefront of his mind, he imagined how his boyfriends cock had been here before him. How it probably treated Milo like it had treated him the first time. An assault not far short of rape. He wanted to be gentler, and it was pushing his limits of self control.
He opened his eyes and looked over at Ryan. Ryan was staring at him, pants and boxers removed, and he was fisting his huge cock. Jake mouthed inaudibly, "Are you ok?"
Ryan nodded, his eyes flicking between Jake's eyes, and Milo's cock filled mouth. As Jake held his stare, he increased the pressure on Milo's neck, forcing more of his penis into Milo's accommodating mouth. He felt the resistance as he hit Milo's throat, and paused.
Milo put up no resistance. As the phallus hit his throat, he tried his best to relax, and breath through his nose. Jake's cock was not as intimidating as Ryan's, but it was still big, and if he wanted to push Jake to the edge of orgasm, he knew he would need to swallow it to the hilt. He wanted to swallow it to the hilt.
He withdrew an inch, and bobbed forwards and backwards a few times in quick succession, each time pushing Jake's gland to his throat, not hiding the choking sounds with every stroke. Saliva flowed freely, coating Jake's cock, but also dribbling from Milo's mouth, coating his chin. Jake was being considerate and gentle. That was sweet, and typical Jake, but not what Milo wanted. He wanted to be his slut. It was time to escalate the intensity.
He pulled the cock completely from his mouth, holding the base firmly. Staring directly at Jake, he waited until he had eye contact, then he leant forward and took the entire cock deep down into his throat. Fighting the urge to gag, he held his nose to Jake's pubis for a few seconds. His throat getting accustomed to being stretched. Then with hands wrapped around Jake's perfect muscular buns, he controlled Jake's hips and with full audible throaty gagging noises, he fucked his own throat viciously for a full minute.
Unable to breath, his cheeks turned crimson red, and his head went light.
As much as possible he held Jake's stare, saw the primal urge deep behind his eyes, until his need to breath overtook his conscious actions, and he pulled the cock out of his throat and mouth. Gasping deeply for air, a thick rope of spit still joining them. Ryan let out a gasp, "Whoa, that was fucking intense, I thought you were about to pass out."
Jake chipped in, " I was hoping he would run out of air before I orgasmed, it was a close thing."
"Let's see who lets go first this time" Milo challenged, before stuffing the cock straight back down his throat. This time Jake watched Ryan, unable to disguise the arousal and desire, just letting it all show.
Milo tried his best to win back Jake's attention, but no matter how hard he thrust the cock in and out of his throat, something unspoken was passing between the two other boys, and he was external to that exclusive connection. Despite how much he wanted Jake, he would never be able to compete with Ryan. And that was okay.
Ryan could feel his own climax building. Beside the intensity of the live porn show, now he was staring into his boyfriends eyes, seeing his obvious rising lust, yet he still demonstrated the higher importance of their own intimate connection, evidenced by Jake's eye contact now, the care he had shown for Ryan's feelings. Ensuring he had full approval to continue, not to mention the obvious nervousness about expressing any desires towards Milo over the last few weeks of escalating flirtations.
Ryan loved to see his boy in action. A primal urge, deep down, drove his fantasies, and witnessing Jake having wild sex had been his main fantasy since they met. He wanted Jake's gay sexual education to explore as many avenues as they could both concoct. He had taken Jake to the sauna hoping that Jake would break through the traditional 1:1 paradigm that most straight and some gay people live by. The touching up on the tube in London had been a stroke of luck, especially Jake's excited response. The Darkroom had gone exactly to plan.
But, whilst he could dress this up as the sexual education of Jake, in reality he knew, it was actually about his own gratification. He liked the variety of an open relationship, but he also took great sexual satisfaction from watching his man perform with others. He couldn't explain why, but he held deep desires to be cuckolded.
His rising arousal came from the eye contact, and Jake's lustful expressions. He watched Jake once again build to a crescendo, Milo's throaty gagging, the audible backdrop. He knew Jake was close. He knew the signs, the flushing of his cheeks, the involuntary eye movements up behind his eyelids and the short, sharp panting. His fist gripped his own cock harder, and pumped faster, as their mutual arousal levels rose. Their emotions synchronised.
Then Milo ran out of air again, his face almost blue, and soaked with saliva mixed with pre-cum. The lipstick was now a mess all around his lips, like a 4 year old had applied it. The same crimson shade all along the length of Jake's cock, mixed with the sexual fluids of deep throating.
Jake broke his stare as he grabbed Milo's wavy hair and lifted him to his feet. Pushing their lips together, the mess of Milo's face seemed an added attraction to Jake. The kiss was passionate and deep. Ryan saw Jakes hands cup under each of Milo's buttocks. He remembered how that had felt, when he had pinned Milo against his own bedroom wall and fucked him as he screamed.
Another one of those few occasions where, with hindsight, he had probably gone too far, been too aggressive, but in the moment had been unable to control his predatory urge to dominate, despite the consequences.
Jake was not like Ryan. His actions were firm, and leading, but he wanted to satisfy Milo. His own needs were secondary. Jake easily lifted Milo, whose legs wrapped around him, and crossed to hold himself there. As Jake carried Milo towards his bed, Ryan saw Jakes cock had aligned perfectly with Milo's asshole. It was already in position. Milo was slithering lower, trying to get Jake's cock inside him. The cock was firm, and bent under the strain of being between Milo's lowering weight, and the impenetrable hole, that had not yet yielded to the pressure.
Jake threw him onto the bed, rolled him onto his front, then lifted him onto all fours, his knees on the side of the bed, leaving his shins and feet overhanging. Milo's ass was exposed, and eager for more attention, he thrust it high into the air. Jake knelt between his legs and gave both cheeks a firm slap,
Ryan observed the first slap catching Milo by surprise, his loose buttock oscillating with the shock wave, but he tensed for the second, and his firm ass cheek barely moved. The crack of skin on skin was amplified. Ryan could almost feel the sting himself, and involuntarily accelerated pumping his own cock.
Two hand shape red marks blushed into sight on his ass.
Not a single hair could be seen in Milo's ass crack, or anywhere else, other than his head. Jake ran his fingers from Milo's bottom spine, over his exposed ass, along his perineum and depilated balls, and grasped his firm cock, pulling it down below his ass, in full sight of Ryan. The end of his impressive 6" cock was dribbling pre-cum.
Impatiently Milo revolved his hips, like a lap dancer working its customer, the intention here was to offer himself up to Jake, impatiently, his hungry ass wanted attention. Jake stroked his cock a few times, harvested some pre-com from his cock slit, and rubbing it into Milo's puckered hole.
Milo groaned, Ryan groaned.
He watched as Jake licked Milo's ass from bottom to top. Observed Milo's nylon clad skinny legs shaking. Nerves or just sensory overload, he couldn't tell.
Not a single hair could be seen on Milo's rim, or anywhere else on his body, other than his head. He was meticulously manicured. His skinny stocking clad legs could easily belong to a girl. But between his legs swung pure man meat. And it was rock hard. Jake concentrated on rimming Milo, pulling his cheeks apart, giving his mouth full access to his ring, and Ryan an unobstructed view. His tongue pushed inside. Milo squirmed in pure delight. With a thumb either side of the puckered rosebud, Jake opened his hole, and pushed his tongue deeper.
Milo squealed and rocked back his butt smothering Jake's face. Rotating his hips, he milked as much attention from the invading tongue as he could. His head was back, eyes closed, back arched, and ass high. For Milo, nothing felt as good as being rimmed. He was in heaven.
Ryan saw the deep satisfaction written across his face, and the way his firm cock twitched in time with Jakes tongue. Ryan thought Milo might orgasm without his cock even being touched. Milo nearly did. He moved his hand down to his own cock to beat himself to orgasm, but Jake slapped it away. Milo needed relief. He was going to get a lot more stimulation before he got that. Once Jake was happy that the asshole was wet enough, and starting to relax, he pushed a finger inside.
Another groan from Milo
Jake massaged inside, finding his prostate. More groaning, and an appreciative slow, grinding twerk from Milo. Then a second finger joined the first. Jake continued the internal massage, but also spread his knuckles to open Milo up. Milo had no idea how to respond. His cock was leaking, forming one long strand down to his sheets. He held still and let Jake work him. Breathing in short pants his hyperventilating made him light headed. It was like a drug induced high, and if these feelings could be bottled and sold, he would be addicted.
Ryan saw Jakes fingers pull out, and Milo's hole, which was starting to open up, slowly closed. Looking over Jake's shoulder he had a clear view into Milo's ass, untill his sphincter closed shut, showing only his puckered entrance.
Jake's fingers returned, and Milo opened instinctively, pushing his hips back in encouragement. Milo groaned in time with Jakes twisting wrist.
Once again the fingers were removed, Milo's sphincter tightened up again, this time more slowly, dribbling some sticky fluid as it closed.
Jake decided Milo was ready. He lifted himself bolt up straight, and aligned his bulbous head to Milo's wet hole. Teasing it by rubbing around the edges.
Milo squirmed and rocked back in an attempt to mount Jake's phallus. Jake anticipated and stayed out.
Ryan squeezed his own cock tighter, desperate to see penetration, but hoping his own orgasm would not rise, he knew he was on the edge. He had an ideal viewing point with Jake's 7" providing enough clearance for him to see past Jake's left buttock to the point where the glands were nudging Milo's entrance. As he saw the first inch disappear he accelerated his own wanking. Then the head was pulled out. Milo let out a frustrated sigh. "Please fuck me, I need you, I need you inside."
Jake ignored the plea, he pushed the first inch in again, this time less resistance. Milo jerked back impatiently. Jake rolled with it, never allowing the full head to penetrate. "Jake, please fuck me. I need your cock."
Jake oscillated his hips forwards and backwards, penetrating and withdrawing only half an inch with each stroke. Milo's hole squelched as more fluid flowed. He lowered his chest to the bed, pushing his ass further in the air, in a symbolic move of offering. He couldn't plead Jake to satisfy him, so he just needed to wait. Surely Jake would not be able to hold out much longer.
Ryan felt his orgasm grow from somewhere deep in his balls. If he peaked now, he wouldn't enjoy the rest of the show nearly as much. He needed to stop touching himself. He got up from his prime viewing seat, and walked to the bed. Standing behind Jake, from over his shoulder, he watched Jake edging his glands just inside Milo's tight hole.
Whispering in Jake's ear "I think he's ready."
"He has been flaunting this ass in front of me for weeks," Jake replied, "this is my opportunity to pay him back. He hasn't begged nearly enough yet"
Ryan slipped his hand between Jake's thighs from behind and squeezed his balls, he rolled them in his fingers. "Careful you don't waste your orgasm teasing, Milo just might explode with frustration."
"Just fuck me please," Milo added, literally begging.
Ryan moved onto the bed, shuffled over to Milo's side, lifted his head, and offered his big erect cock to his lips. Milo knew what to do. When they first had sex, Ryan had been too much for him anally, almost breaking him. But orally, Milo was much more capable. He had taken Ryan's entire cock down his throat. Probably the best oral sex Ryan had ever had. Certainly up to meeting Jake.
Milo opened wide, and took half of Ryan straight to the back of his throat. He sucked hard, swallowing as he went, and Ryan's cock disappeared inch by inch, until it was all in. Tears streamed down Milo's cheeks.
Ryan tasted delicious.
Milo was glad of the distraction, but he still felt Jake just inside his ass. Now he could concentrate on milking cum from Ryan, his second favourite pastime. He let Ryan's monster slide inch by inch out of his mouth, until it flopped out with a pop. Milo took it back inside, swallowing inch after inch once more. As he approached full insertion, Jake, without warning, thrust his cock deep into Milo's bowels.
Milo jumped in pain and pleasure, and choked on the monster cock in the other end. He spat it out, soaking his bed, and Ryan with a stream of saliva. Jake held his cock fully inside.
Milo purred, in ecstasy.
Taking Ryan quickly back down his throat, he held the pose. Mouth and Ass full of the two most beautiful hunks in College. His dreams had come to fruition.
As if they could communicate on a non-audible scale, Jake and Ryan both started to fuck Milo in perfect synchronisation. Milo would normally rock in time with either motion. But he found any movement just spoilt the rhythm, so he held still, and let the two boys have their way.
Starting with long, slow, deep strokes, they increased tempo, until they were pounding hard and fast at both ends. Milo tried to take breaths whenever Ryan withdrew sufficiently. But it wasn't enough. His head went light again. His mind was a daze. He was tripping on hormone overdose, and oxygen starvation. Stars whirled behind his eyes. His ass was a mess of tingling nerves and flowing juices, his throat numb, and drowning in saliva. He was aware that his orgasm was approaching, and then it hit.
Untouched, his cock and balls twitched and spewed semen. Not just a few spurts, but a volley of spurts, it felt like his orgasm would just keep rolling on. Ryan and Jake were speaking, but his mind couldn't hear. It was just background noise. Then he felt hands on his ears, and Ryan emptied deep down his throat. Between semen and saliva he couldn't swallow quickly enough, and it spewed out of his lips, running down Ryan's cock and balls, and pooled on his bedsheets.
Jake carried on pumping.
Ryan withdrew and rubbed the spunky end of his cock on Milo's cheek. Milo was past caring. All his senses now trained on the cock lighting up the senses in his ass. The initial smart pain was gone, now he just felt an amazing feeling of being full. A dull ache somewhere deep inside strangely drew him to want more of Jake, deeper. He squeezed with all the energy he had left.
Jake grunted and accelerated his fucking. Then with a deep growl, and holding his cock as deeply as it would go, he orgasmed.
Milo felt the rush of warm fluid deep in his bowel.
He smiled a deep satisfaction. He had made Jake cum. He had lived out his number 1 fantasy. And it had been everything he could have hoped for.
With Jake's cock still inside Milo, he kissed Ryan.
"How was that?" Ryan asked,
"Intense" Jake replied, withdrawing his cock slowly from Milo's ass.
As it popped out a stream of semen flowed from Milo's open asshole. Ryan saw his pink inner folds, the sphincter not closing up this time. He looped some of the juices onto his index finger. Milo collapsed onto the bed, not caring that he landed in his own puddle of jism.
Ryan offered his fingers to Milo's lips, "Fancy tasting my boyfriend?
Milo just complied, and sucked the finger, juice and all, into his mouth. He had no energy to resist, and even if he had, he would have accepted it anyway. His throat already burned from Ryan's spunk.
Jakes was sweeter.
His juice was delicious.
Everything about Jake was delicious.
To Milo, he was just about the perfect man.
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