The Roommate pt. 3 [cuckold]

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Later, in the privacy of their bedroom, the door barely closed before the pent-up energy exploded. Chuck and Raven were both ravenous, their bodies humming from the day’s events. She pushed him gently onto the bed, her eyes dark with lust as she slipped off her bikini, revealing her pierced nipples fully. “You were such a good boy today,” she murmured, her voice husky as she lowers her pussy on Chuck’s face. Chuck obeyed eagerly, his tongue exploring her with fervor, tasting the slick warmth that spoke of her own arousal. He tries to jerk off as he’s eating her out, but Raven pushes his hand away. “Not tonight for you,” she whispered, a dominant edge creeping in. “You’re not allowed to cum. I want you to stay horny when we go to the gym tomorrow, thinking about what’s goin on.” Chuck groaned in frustration and desire, his body aching with need, but he didn’t protest, knowing this was part of the game they were playing. As he continued, the night stretched on, leaving him on the edge, his submission deepening with every passing moment.

The following morning, Chuck woke up hornier than ever with a raging boner. He noticed Raven was already out of bed so he walks to the living room to see her talking with Wes in the kitchen. There she was, giggling and touching Wes’ arm, her presence as commanding as ever. Raven had opted for a loose sheer crop top that hung off her shoulders, the fabric so thin that it revealed the faint outline of her pierced nipples with every subtle movement. Below, she wore only a pair of cheeky panties that hugged her curves and left her toned legs fully exposed. Chuck froze mid-step, his eyes widening at the sight, a flush creeping up his neck as he processed how brazen she looked as this was the first time she was out in just her panties. “Good morning sleepy head” she said as she looked towards Chuck, her voice light and unaffected, though her eyes sparkled with that familiar mischief. Chuck managed a quick “Morning”, his throat dry, while Wes cleared his throat, trying to play it cool. “Hey man, we’re about to head to the gym if you want to join us” Wes asked. Before he could respond, Raven responded for him. “He told me yesterday he has some more email he needs to catch up on so it’ll just be you and me Wes.” Chuck hesitantly confirmed as Raven headed towards their bedroom to get ready.

As she walks by Chuck, she can feel his eyes eating her up. “What, like my outfit or something?” Raven said with giggle. “It’s not like he hasn’t seen me in that bikini you picked out for me to wear.” Chuck got embarrassed but also horny having Raven share that information in front of Wes. It was intoxicating, seeing her so exposed, especially with Wes right there, but it also made his stomach twist—here he was, the supposed husband, getting hard from his own humiliation.

As Raven went to get ready, Wes used this time to talk with Chuck. He broke the ice by complimenting him on his choice of bikini he had Raven wear. Chuck responded shy and a little embarrassed, “Thanks…I was trying to tease her but I didn’t think she’d actually wear it…” Chuck and Wes have been best friends for a long time. Wes has always been a good friend to Chuck so he wanted to make sure he wasn’t crossing any lines. Chuck, didn’t want to admit it but he’s still horny from not cumming the night before and being teased this morning, so he accidentally let it out. “You’re not crossing any lines. She likes to tease me as much as I like to tease her. She knows which buttons of mine to press if you know what I mean” Chuck says with a nervous laugh. Wes smiles and tells Chuck he’s enjoying himself too as he walks past him to get ready as well. All Chuck can do is smile back silently.

As Raven emerged from the bedroom screaming that she’s ready, her outfit commanded immediate attention: a tight sports bra that when her nipples are hard enough, reveal the subtle pokies from her jewelry. Tiny booty shorts that clung to her curves, the scrunch in the back accentuating the under curves of her firm ass with every step. Chuck froze in the kitchen, coffee mug halfway to his lips, as Raven sauntered toward him with a playful grin. “What do you think of my gym look, babe?” she asked, spinning slowly to give him a full view, her breasts bouncing slightly and the shorts riding up just enough to tease the edges of indecency. She starts playing with her nipples in front of him and Chuck see’s how her pokies become visible the harder her nipples get. He stammered, words catching in his throat as his eyes traced the outline of her nipples and the way the fabric hugged her hips, his 4-inch erection springing to life in his pants almost instantly. Raven’s eyes dropped to the bulge, her smile widening into something wicked. “You’re speechless, huh? But your boner tells it all—you love seeing me like this, don’t you?” She stepped closer, pressing her body against his for a brief moment, her breath warm on his neck before she planted a lingering kiss on his lips, her tongue flicking out teasingly.

The drive to the gym was electric, with Raven in the passenger seat, her laughter filling the air as she and Wes bantered about their favorite exercises. Inside the gym, the atmosphere buzzed with the clank of weights and the rhythmic thud of feet on treadmills, but Raven and Wes created their own bubble of intensity. They started with warm-ups, Raven bending over for stretches that put her assets on full display, her shorts riding up to reveal more of her under cheeks with each movement. Her sports bra so tight, Wes had to put effort in not staring at her sometimes visible pokies. Wes couldn’t resist commenting, his tone laced with admiration. “You’re making it hard to focus,” he said, stepping behind her to adjust her form, his hands grazing her waist as he guided her into a deeper lunge. She laughed, the sound light and inviting, as they moved to the free weights, joking about their reps and sharing stories from past workouts. Their flirtation escalated with every exercise—Wes whispering encouragement in her ear during pull-ups, his breath tickling her skin, and Raven playfully bumping her hip against his during leg presses, their bodies brushing in ways that left little to the imagination. The gym-goers around them seemed oblivious, but the air between Raven and Wes crackled with unspoken desire.

Back at the apartment, Chuck paced the living room, the silence amplifying his torment. He tried to distract himself with TV, but images of Raven’s outfit flooded his mind—her pierced nipples straining against that sports bra, her shorts hugging her perfect ass. His hand wandered to his crotch almost involuntarily, rubbing at the ache building there. “Fuck it,” he muttered, his resolve crumbling as he retreated to the bedroom, stripping off his clothes and wrapping his hand around his throbbing erection. He stroked slowly at first, picturing Raven and Wes together, her body pressed against his roommate’s as they worked out. The fantasy built quickly, his breath coming in short gasps as he imagined Wes’s hands on her, touching what Chuck craved. It didn’t take long; with a muffled groan, he climaxed, the release both euphoric and laced with guilt.

When Raven and Wes returned, the apartment door swinging open with a burst of laughter, Chuck was back in the living room, trying to act casual. Wes headed straight for the shower, calling out, “That was a killer session—catch you two later,” his voice echoing down the hall. Raven sauntered over to Chuck, her skin glistening with a light sheen of sweat, her shorts still riding low. “Oh, we had such a blast,” she said, her tone dripping with tease as she leaned in close and grabbed Chuck’s dick. “Wes was all over me today, adjusting my form, his hands everywhere—you should’ve seen it. Made me wonder what you were up to while we were gone.” She jokingly said with a grin “Wait, you didn’t jerk off did you? You look all flushed and you’re not getting hard as I’m telling you what Wes did to me. Seems suspicious…”

Chuck hesitated, his face heating up, but the silence gave him away. Raven’s eyes widened in mock surprise, then softened with a knowing gleam. “You did, didn’t you? You little bitch. I thought you might but I didn’t think you actually would.” She shook her head, her voice a mix of amusement and authority. “I’ll have to think of a punishment for that—something to really drive the point home.” Chuck apologized, his heart racing at the prospect, a strange thrill coursing through him as he accepted her words, the tension between them coiling tighter than ever.

After his shower, Wes emerged from the bathroom, and got dressed in his room. He sauntered into the living room where Chuck and Raven were lounging on the couch waiting so Raven can take her shower next. But Raven, her eyes lighting up with that familiar mischievous glint, wasted no time in seizing the moment. “You know, Chuck had this brilliant idea while you were in there,” she said, her voice smooth and casual, though Chuck knew it was a lie meant to twist the knife deeper into his guilt. “He thought it would be perfect if you gave me a massage after our gym session. You know, to help me unwind.”

Chuck froze, his heart skipping a beat as he stared at her in disbelief. He hadn’t suggested anything of the sort; this was clearly a layer of her punishment, designed to humiliate him further by forcing him to watch while she enjoyed the attentions of his more dominant roommate. His mouth opened to protest, but the words caught in his throat—Raven’s earlier dominance had conditioned him to submit, and he found himself nodding reluctantly, his voice barely above a whisper. “Yeah, sure, that sounds… fine.”

Wes’s face broke into a wide grin, his eyes roaming over Raven’s form with unabashed appreciation. “Hell yeah, I’m in. You’ve got some killer muscles from the gym; I can help with that.” Raven stood up, her movements deliberate and teasing, as she hooked her fingers into the waistband of her shorts. With a sly smile directed at Chuck, she slid them down her legs, leaving her in just a skimpy thong that barely covered her curves. Chuck’s breath hitched, his eyes widening at the sight of her smooth skin. Not stopping there, Raven reached for the hem of her sports bra, pulling it over her head in one fluid motion. She crossed her arms over her chest, shielding her boobs just enough to maintain a veneer of modesty, though the action only heightened the eroticism of the moment.

She walked over to the couch and lay down face first, her body stretched out invitingly, the curve of her back and the swell of her ass on full display. Wes didn’t hesitate, his arousal evident in the growing bulge straining against his boxers as he knelt beside her. He warmed his hands by rubbing them together, then started at her shoulders, his strong fingers kneading into the taut muscles with expert pressure. “Damn, you’re tense,” he murmured, his voice low and appreciative, working his way down her spine with slow, deliberate strokes. Raven let out a soft moan, her head turning slightly to glance at Chuck, who sat rigid in his chair, his hands clenched in his lap. “See, babe? This was such a great idea of yours. Wes has magic hands—feels amazing. We should make this a regular thing after every gym session.”

Chuck swallowed hard, his mind a whirlwind of jealousy and unwanted excitement. “I guess… if he’s ok with it,” he managed, his tone laced with reluctance, though the words tasted bitter on his tongue. Wes chuckled, his hands now gliding over Raven’s lower back, inching dangerously close to the edge of her thong. “Absolutely, I’m down for it. Nothing like a good massage to cap off a workout.” As Wes continued, his touch grew more intimate, tracing the contours of her thighs and calves, his breath steady but quickened by the situation.

After a few minutes, Raven shifted positions, rolling onto her back while keeping her arms crossed over her breasts. “Okay, now the front,” she said, her voice husky with pleasure. Wes paused, his eyes flicking to her covered chest and then to Chuck, who was staring in stunned silence. “Uh, I can’t really get to everything properly with your arms like that,” Wes pointed out, his tone matter-of-fact but tinged with eagerness. Raven nodded, a wicked smile playing on her lips. “You’re right.” Slowly, she lowered her arms to her sides, exposing her full breasts to the room, the piercings glinting in the soft light.

Chuck’s world tilted, shock washing over him in waves as he took in the sight—Raven’s nipples hardened, her body arching slightly under Wes’s gaze. She was clearly aroused, a damp spot forming on her thong that made her squirm with anticipation. Wes resumed the massage, his hands gliding over her collarbone and down to her stomach, carefully avoiding the most sensitive areas but coming tantalizingly close. “God, you’re incredible,” Wes said, his voice thick with desire, his own erection now impossible to ignore.

Raven’s eyes locked onto Chuck’s, her teasing words cutting through the haze. “Look at how good this feels, Chuck. Isn’t this exactly what you wanted?” He nodded mutely, though inside he was a storm of emotions—humiliation mingling with a perverse thrill that only fueled his submission. As Wes’s hands worked their magic, Raven’s breathing grew heavier, her body responding with increasing wetness, the room pulsing with unspoken tensions that left everyone on the edge of something more.

Wes eased his hands away from Raven’s shoulders, the last strokes of his massage lingering on her skin like a promise. She lay there on the couch, her body relaxed and her eyes half-lidded with satisfaction, the faint sheen of oil making her pierced D-cup breasts glisten in the dimming light. “Damn, that was something else,” Wes said with a chuckle, wiping his hands on a nearby towel as he straightened up, his muscular frame towering in his boxers. “Think it’s my turn for a little attention? You owe me one after that show.”

Raven laughed, a light, melodic sound that cut through the room’s heavy air, her dark hair spilling over the cushions as she propped herself up. “Oh, Wes, I’m terrible at massages. My hands are more for fun than finesse,” she replied, her voice playful yet laced with mischief. She glanced at Chuck, who sat in the armchair, his chest still bare and his mind reeling from the earlier events. His body was a mix of exhaustion and unwanted excitement, the memory of Wes’s touch making his skin tingle. Raven swung her legs off the couch and sauntered over to him, her thong riding low on her hips, and leaned down to whisper in his ear, her breath warm against his skin. “What do you think, babe? How about I give Wes a handjob? Just a quick one, to make things even. It’s only fair after what he did for me.”

Chuck’s stomach twisted at the suggestion, a surge of jealousy and protectiveness rising in him. He shook his head slightly, his voice coming out strained as he met her gaze. “I don’t know, Raven. That feels like crossing a line. We’re already in deep with this stuff.” His words hung in the air, but he could see the determination in her eyes, that dominant spark that always pushed him further than he thought he could go.

She pouted, her fingers tracing lazy circles on his arm, her touch both soothing and manipulative. “Come on, Chuck, it’s just a handjob. Not like I’m sleeping with him or anything. Think of it as a massage for a massage—tit for tat, right? And let’s be real, you already got yours earlier, remember? You were jerking off while thinking of us, and now Wes is left hanging. Don’t you think he deserves to unwind a bit too? It’s not fair to leave him out.”

Her words hit him like a wave, guilt mixing with his arousal as he recalled the moment he’d given in to his urges during the earlier chaos. Chuck shifted in his seat, his face flushing as he wrestled with the idea. Raven’s eyes bore into his, her expression a perfect blend of innocence and insistence, and he felt his resolve crumbling. “Fine,” he muttered finally, his voice barely above a whisper. “Doesn’t sound like I have a choice anyways.”

Raven’s face lit up, a genuine smile spreading across her lips as she planted a quick kiss on his cheek. “You don’t, but thank you, baby! You’re the best,” she said, her excitement palpable as she turned back to Wes, who had been watching the exchange wondering what they are whispering. “Looks like you’re in luck. Let’s make this quick and fun. Go sit down on couch.”

Wes raised an eyebrow, his confidence unwavering as he leaned against the wall, his arms crossing over his broad chest. “Sure think, sounds like this is going to be fun” he joked, his tone casual, though his eyes betrayed a flicker of anticipation. She waited for him to sit on the couch and Raven knelt down in front of him. Her hands moving with deliberate slowness as she reached for the waistband of his shorts. Chuck watched from his chair, his heart pounding, a strange cocktail of emotions swirling inside him—envy at Wes’s composure, arousal at the sight of Raven taking charge, and a deepening sense of submission that made his own body respond despite his protests. She pulled down the fabric just enough to free Wes’s impressive nine-inch length, and Chuck couldn’t help but stare, the size difference a stark reminder of his own inadequacies.

“Relax, Wes,” Raven purred, her voice dropping to a sultry whisper as she wrapped her hand around him. She spit on his shaft and started with gentle strokes that quickly built in rhythm. Her other hand rested on his thigh, steadying herself as she worked, her pierced breasts swaying slightly with the motion. Wes let out a low groan, his head tilting back as he surrendered to the sensation, his muscles tensing under her touch.

Chuck sat frozen, the scene unfolding like a vivid dream—or nightmare—before him. He could hear the soft, rhythmic sounds of Raven’s hand gliding over Wes, punctuated by Wes’s occasional murmurs of approval. Raven glanced over at Chuck, her eyes locking with his, a silent challenge in them that made his pulse race. “See, this is how we keep things balanced,” she said breathlessly, never breaking her pace.

As the moments stretched on, Wes’s breathing grew heavier, his body arching slightly as Raven intensified her efforts. “Fuck, that’s good,” he grunted, his hands gripping the couch cushions. Chuck felt a twinge in his own pants, his small four-inch erection stirring unbidden, but he stayed put, bound by the agreement and the thrill of watching. It wasn’t long before Wes reached his peak, his release erupting in thick ropes that splashed across Raven’s chest, coating her pierced nipples and dripping down her cleavage. She let out a satisfied laugh, slowing her strokes as Wes caught his breath. “God you cum a lot,” she said, wiping her hands on her own stomach.

Wes chuckled, pulling his shorts back up as he relaxed into the couch. Wes joked, “That felt amazing, going to need that more often.” Raven responded, “Anytime, only fair you get a massage whenever you ask if I get a massage whenever I ask.” Raven giggled then turned to Chuck, her expression still flushed with excitement, and grabbed his arm firmly. “Now, it’s shower time. Come on, help me clean up.”


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