A Night in Vegas
By BigCatSmallDog.
Jordan, Melissa’s tall, slim, dark-haired best friend, trailed slightly behind, her eyes wide with excitement. Her shy nature didn’t quite match her beauty, but she had always been a loyal and trustworthy companion to Melissa.
Steve and Melissa are 28 and have known each other practically for years. They were best friends throughout elementary and middle school until one day in high school, Steve mustered up all his courage and confessed his feelings to Melissa. Melissa was pleased and confessed she had feelings for him, too. The two have been inseparable in love ever since.
Melissa met Jordan at work during college. They bonded over their loathing of waiting tables at a popular apple-themed chain restaurant. The two became very close friends during that time. The three of them eventually started hanging out as a group. Jordan started a little shy around Steve but eventually opened up after the two discovered their love for similar types of video games. Steve and Jordan would semi-frequently play games together, with plenty of competition and friendly trash-talking.
About a year and a half into their friendship, Jordan confessed that she was nervous but needed to tell Melissa a secret. Jordan revealed they were transgender women. Jordan confessed she had wanted to say something for a while but was scared of how the couple would react. Melissa and Steve reassured her they had no idea, but this didn’t change anything between them. They were still great friends all the same.
Steve had worked extra long hours for the past few years to get his business off the ground. The extra hours and the stress caused him to fall out of shape. He wasn’t obese, but he was stepping into the overweight category. The new demands meant he had also been spending less time with Melissa. It was challenging for both of them, but the two would always make the best of the time they could. Melissa became closer with Jordan during this time, with the two going to the gym together and taking more girls’ days. Steve was just happy Melissa had such a good friend during this time. He was working hard to provide for both of them.
A few months before this trip, Steve finally started to see the fruits of his labors, and his business was starting to take off. With his newly acquired extra time and money, he wanted to plan a special treat for Melissa’s birthday to thank him for being patient with him. He booked this trip for Melissa and brought Jordan as a surprise guest.
The three of them had been sipping on cheap cocktails, the alcohol coursing through their veins like liquid courage. As the night grew later and the drinks stronger, their laughter grew louder, their smiles wider, and their inhibitions lowered.
Melissa leaned into Steve, whispering something in his ear that made his cheeks flush and his pulse quicken. He nodded, the thrill of the unknown sparking a wildfire in his chest. Before Melissa could protest, Steve slapped a stack of chips on the roulette table, betting all $7000 Steve had won that night. The wheel spun, the little white ball dancing around the numbers, and for a moment, time stood still. Steve’s eyes bulged with disbelief when it landed on black, and the room erupted in cheers. He had just doubled their winnings.
Melissa’s eyes widened, a mix of shock and excitement. She had never seen Steve take such a risk, and the adrenaline was as potent as the drinks they’d consumed. The croupier pushed the chips back to Steve, and the pit boss approached them with a gleaming smile, offering them a complimentary upgrade to their luxury suite, which they eagerly accepted.
The three returned to their rooms to grab their belongings and headed to the newly comped suite. Their excitement was palpable as they opened the door.
As they stumbled into the suite, the grandeur took their breath away. The plush king-sized bed beckoned, the velvet curtains drawn back to reveal a sprawling view of the city lights. Luxury scent filled the air, a heady mix of fine fabrics and subtle, expensive perfumes. Melissa giggled as she flopped onto the bed, her breasts jiggling with the movement.
The suite featured a smaller adjoining room where Jordan went and set her belongings down before returning to the main room. In the main room, a large Jacuzzi tub was prominent. Melissa looked over at the tub and exclaimed, “Ooh, Im so sore after the long day I could go for a soak!” Jordan sighed and agreed with her friend, “Yeah, it’s been a long day, and Im sure Mr. Moneybags over here could use a soak, too.” she grinned at Steve. Jordan twisted the knob and began to fill the tub.
Steve hesitated, his cheeks flaming red. The alcohol had loosened his tongue but not his insecurities. “But we didn’t pack bathing suits,” he protested weakly, his gaze darting between the two women.
Melissa giggled; her cheeks also flushed from the drinks. “We’re all adults here, Steve. Besides, it’s just us,” she said, her voice soothing as she unbuttoned her dress. The fabric slithered down her body, revealing her lacy lingerie.
Steve grew more nervous and aroused at what was happening before him. Steve had always felt insecure about the size of his member, as it only reached 3.5 inches on a good day. Steve had voiced his insecurities a few times around his small penis to Melissa, but Melissa always reassured him that she loved him, size didn’t matter, and she always had an orgasm with him. However, doubt would creep into Steve’s mind, and he wondered if she was lying because Melissa was usually pretty reserved and quiet when they had sex. He also thought that maybe she could just be unaware because he had heard small penises didn’t feel as good as large ones, and since she had never been with anyone else, she wouldn’t truly know if size mattered. However, he convinced himself the woman he loved wouldn’t lie to him like that, and he usually pushed those thoughts to the back of his head.
He had also never been naked in front of anyone but Melissa before, as they were each other’s one and only. So, his insecurities made him nervous about the thought of being naked in front of someone else. Still, the alcohol gave him the liquid courage he needed to quench those feelings as he reassured himself that since Jordan was a woman, he probably had a larger member than her anyway.
Melissa’s dress fell to the floor, revealing her luscious figure in all its glory. Her bare, pale skin was intoxicating, and Jordan’s gaze lingered longer than necessary, taking in every detail. “Wow, Mel,” Jordan murmured, her voice a mix of amazement and arousal. You’re gorgeous.”
Melissa giggled, blushing at the compliment as she approached the bubbling Jacuzzi. “Thanks, Jor,” she said. She then whipped off her bra, and her large tits recoiled from the sudden removal. Then in another swift motion, she pulled off her panties, revealing a recently neatly trimmed bush along with her huge, pale ass. “Ta-da!” she exclaimed, raising her arms and bouncing a few times. It seemed the alcohol was giving Melissa more confidence, too. She then turned on the jets and climbed into the Jacuzzi.
Steve’s eyes widened as he couldn’t help but notice a very large bulge beginning to creep from Jordan’s pants as she stared at Melissa. The bulge grew out from halfway down her leg to her crotch. It was straining the fabric of her jeans. He now had severe doubts about his theory of Jordan’s size. The sight sent a peculiar mix of emotions through him – jealousy, arousal, and inadequacy. Despite his apprehension, his curiosity grew stronger with each passing second.
Jordan, seemingly unfazed by the situation, began to undress. She revealed her toned, slender body with each article of clothing that fell away. Melissa cheered, “Get it, girl!” as Jordan pulled off her bra. She had small perky tits, but they looked great with her pink nipples. Then, she pulled down her pants and underwear in one swoop, and the room grew silent. There, in all its glory, was Jordan’s cock – thick, long, and veiny, already beginning to swell with arousal. It was easily twice, probably three times, the size of Steve’s own, and the sight of it made Steve’s three-and-a-half incher seem positively minuscule.
Melissa’s eyes widened, and she couldn’t hold back her gasp. “Oh my God, Jordan,” she exclaimed, her voice a mix of shock and awe. “That’s the biggest I’ve ever seen!”
Jordan giggled, her cheeks flushing a lovely shade of pink. “Thanks, Mel,” she said, her voice airy and playful. “But sometimes, I wish it were smaller and more dainty.” With that, she grabbed her cock and swung it around a bit as if to demonstrate its heft. She slapped it side to side against her thighs, producing loud smacking sounds. Then she helicoptered it around a bit, making whooshing sounds. The sight was both comical and erotic, sending a shiver down Steve’s spine.
Steve couldn’t help but stare, his eyes glued to Jordan’s hand as it toyed with her impressive length and girth. He had never seen a woman play with a cock like that before, let alone one that was so… substantial. His penis twitched in his pants, feeling even more insignificant than usual. Melissa noticed his discomfort and gave him a knowing smile, her eyes sparkling with mischief. After the show, Jordan got in the tub next to Melissa, then both turned their attention to Steve.
“Come on, Steve, the water feels amazing,” Melissa said, her voice a sultry purr. He took a deep breath and let it out slowly, the tension in his body dissipating like the bubbles in their champagne flutes. With trembling hands, he unbuttoned his shirt, feeling the weight of Jordan’s gaze upon him. He peeled off his shirt and kicked off his pants, just in his boxer briefs with a dainty bulge poking through the fabric. Jordan cheered him on, “Wahoo! Take it off, big boy!”.
Steve felt regretful, and as Jordan’s words cut through him, he knew she was mocking him. However, he knew he had come too far now and pulled down his briefs, revealing his erect 3.5 inches in all of its glory. Not only was it short, but thin too, with almost no visible veins. After the reveal Jordan gave, Steve felt like a child.
Melissa clapped her hands, her eyes lighting up. “Yes!” she exclaimed, her cheers cutting through the air as Steve revealed himself. He couldn’t tell if she was genuinely excited or just trying to boost his ego. Either way, it helped him to feel a bit more at ease.
Jordan’s gaze lingered on Steve’s naked form, and he thought for a moment he caught her stifling a laugh. His face turned crimson, but Melissa stepped in, “You’re perfect just the way you are,” she whispered, her breath hot against his ear.
With more liquid courage coursing through his veins, Steve allowed himself to be coaxed into the warm, bubbly water. The sensation of the bubbles kissing his skin did little to alleviate his nerves, but Melissa’s gentle touch helped. She slid in beside him, her soft curves brushing against his side, and he felt a stirring in his loins despite his inhibitions.
They all lounged in the oversized Jacuzzi, the bubbles caressing their bodies like a warm embrace. The conversation grew increasingly playful and suggestive as they sipped on the wine Steve had brought, the alcohol loosening their tongues and inhibitions. Steve watched as Melissa’s hand strayed to Jordan’s thigh, the casual touch jolting him. He couldn’t deny the way his cock responded to the sight of the two of them together and the way it made him feel both excited and inadequate.
Melissa leaned back, her breasts peeking out of the water as she giggled. “So, Jor, tell us about your wildest sexual experience,” she said, her voice teasing.
Jordan took a long pull from her drink, her gaze lingering on Melissa’s chest. “Well, there was this one time,” she began, a sly smile playing on her lips, “with this guy who couldn’t get enough of me.” She paused for dramatic effect, her eyes sparkling with mischief. “I had to ask him to stop because I was so sore. But he wanted more, so I offered to give him a taste of the beast, and he couldn’t resist,” she said as she gripped her massive cock, standing up out of the water and wiggled it around in her hand. Her thick, veiny shaft flopped around as she giggled.
Melissa’s eyes widened with her mouth agape, and she playfully splashed water at Jordan. “You little minx,” she exclaimed, her laughter bubbling up like the water around them. “But seriously, have you ever been with a cis-girl?”
Jordan blushed, sitting back down and taking a sip of her drink. “No,” she admitted, her voice a bit shy. “I’ve never even seen a cis-woman naked before today.” Her eyes were glued to Melissa’s heaving breasts.
Melissa leaned closer, her eyes gleaming with excitement. “Well, why don’t we change that?” she suggested, her hand sliding over to rest on Steve’s thigh. “Let’s all have some fun together and have a threesome. It’s my birthday, after all.”
Jordan’s eyes widened, and she choked on her drink. “Are you serious?” she squeaked, her voice a mix of shock and excitement.
Melissa giggled, nodding her head. “Yeah, I’ve always wondered what it would be like,” she said, her eyes flitting between Steve and Jordan, her gaze lingering on the latter’s cock. “And I know you guys are besties. What’s a better present than having fun with the two people I love the most?”
Steve felt his heart hammer in his chest. Sharing Melissa with anyone, not Jordan, was a twisted knot of emotions. Jealousy, fear, and a strange, pulsing arousal that he didn’t quite understand. He took a deep breath and nodded, his voice weak. “Okay,” he managed to say, his voice strained. “But only I get to be inside of Melissa’s pussy.”
Melissa’s grin grew wider, her eyes glinting with excitement. “Deal,” she said, leaning in to kiss him. Her soft, wet lips pressed against his, and he felt a thrill run through him. Pulling away, she turned to Jordan and whispered, “But you can watch.”
Steve’s eyes darted to Jordan, watching as she licked her lips and nodded in agreement. He felt the beginnings of an erection, his small penis standing tall in the face of his fear and arousal. When they climbed out of the Jacuzzi, the cool air hit his skin, and his erection grew more pronounced. As they dried off, he couldn’t help but sneak glances at Jordan’s massive cock, which was now fully erect and bobbing slightly with each movement she made.
Jordan caught Steve’s gaze and smirked, her eyes traveling down to his semi-hard member. “Looks like someone’s happy to see me,” she teased her voice a low purr that sent shivers down his spine. She took a step closer, her erection brushing against his thigh, her impressive, meaty cock mere inches from his own pathetic, smooth one. The disparity between the two is almost comical, a giant bulging sausage next to a little cocktail weenie. Steve felt a strange mix of humiliation and excitement as he stared down helplessly. However, the condescending look in Jordan’s eyes only fueled his desire to prove himself, to show that he could satisfy Melissa just as well as anyone else despite his size.
Melissa giggled, her hand sliding down to grasp Steve’s penis firmly. “Let’s see what we’re working with here,” she said, her eyes sparkling with mischief. She leaned in and took him in her mouth, her warm, wet tongue swirling around his shaft. Steve’s eyes rolled back in his head as he groaned in pleasure, the sensation overwhelming him.
Jordan watched intently, her arousal growing as she took in the sight of her friend with Steve’s cock in her mouth. She knelt beside Melissa, her larger cock standing tall between her legs. “Here, let me help,” she offered, her voice thick with desire. She took Steve’s cock between her two fingers, stroking it gently as Melissa continued to suck. After a minute, Jordan stopped Melissa, “My turn,” she said.
Steve’s eyes widened as he felt Jordan’s warm, wet mouth envelop his tip. She looked up at him, her eyes filled with amusement and challenge. Her lips pursed as she took him in completely, her teeth grazing his sensitive skin in a way that was both painful and exhilarating. He couldn’t help but let out a low moan, feeling more exposed than ever before.
Melissa giggled, watching the exchange with a knowing smile. She leaned in, her tongue tracing a line along the length of Steve’s shaft before taking him into her mouth alongside Jordan. The two of them worked him in tandem, their cheeks hollowing with each bob of their heads. Melissa’s eyes met his, filled with love and reassurance, while Jordan’s gaze remained fixed on the task at hand, her grin never wavering.
After a minute of the back and forth, Steve’s breath hitched as Melissa climbed on the bed, her round ass bouncing slightly as she positioned herself on all fours. She looked over her shoulder at him, her eyes gleaming with excitement. “Come on, baby,” she whispered, her voice thick with desire. “Let’s make this night one to remember.”
Jordan sat back on the edge of a nearby chair, stroking her long, thick cock with a casual ease that made Steve’s stomach clench. Melissa’s eyes never left Jordan’s cock as Steve approached her from behind, his three-and-a-half-inch penis feeling like a toy next to Jordan’s impressive length. He lined himself up with Melissa’s wet entrance, feeling a strange mix of excitement and inadequacy. As he pushed inside her, Melissa let out a faint gasp, her eyes never leaving Jordan’s cock.
Melissa’s juices coated Steve’s cock, making it easier for him to glide in and out of her. Each stroke was a silent declaration of his love for her, a silent challenge to Jordan’s dominance. He watched as Melissa’s gaze remained transfixed on Jordan’s cock, her own hands reaching back to spread her ass cheeks apart for him. The sight was intoxicating, and Steve couldn’t help but feel a pang of jealousy as he pumped into her. He knew she was watching Jordan, but he couldn’t deny the thrill it gave him, the way her eyes glazed over with desire as she took in the sight of her best friend’s erection.
Suddenly, Melissa’s hand shot out, beckoning Jordan closer. “Come on,” she urged, her voice a sultry whisper. “I want to see how this monster feels.”
Jordan smirked, her long cock bobbing with excitement as she strutted over. Steve felt his heart race as she positioned herself in front of Melissa, her cock hovering just above Melissa’s pretty face. Melissa licked her lips, her eyes wide with nerves and anticipation. Steve couldn’t believe this was happening – he had never imagined his girlfriend would be so open to something like this, and the sight was both thrilling and terrifying.
Melissa took Jordan’s cock in her hand, stroking it gently as she looked up at her best friend. “You’re so big, it feels so heavy…” she whispered, her voice filled with awe. Jordan leaned down, her cock lightly slapping against Melissa’s cheek as she whispered, “Open up, sweetie.”
Melissa’s eyes widened as she took the head of Jordan’s cock into her mouth. The girth was unbelievable, and she had to stretch her lips to accommodate it. Steve watched, his cock pulsing with each of Melissa’s movements, as she began to suck in earnest. Her cheeks hollowed, and her eyes watered slightly as she took more and more of Jordan’s length. She had to use her hands to guide the massive shaft, her mouth too small to take it all in.
The contrast between Melissa’s usual ease with Steve’s modest size and her current struggle was stark. Steve felt a strange thrill at watching his girlfriend attempt to pleasure someone so much larger than him. His insecurities flared up, but the sight of Melissa’s mouth stretched around Jordan’s cock was too arousing to ignore. He couldn’t help but compare his size to Jordan’s, feeling his three-and-a-half-inch penis shrink even further in his mind.
Melissa’s cheeks bulged as she took Jordan’s cock as deep as she could, her eyes watering with the effort. Steve watched as Jordan’s hips began to rock slightly, her pleasure evident in the way her breath hitched with each bob of Melissa’s head. Melissa’s hand wrapped around the base of Jordan’s shaft, her fingers not touching, as she tried to keep up with the pace that Jordan had set. Steve’s cock twitched, a mix of arousal and humiliation coursing through his veins.
The sight of Melissa struggling to accommodate Jordan’s size was new for Steve. Usually, when she took him into her mouth, she could take him with ease, her throat never gagging, her eyes never wavering. But now, with Jordan’s cock, she was working hard, her face flushed with the effort. Steve couldn’t help but feel a strange thrill at watching this, his mind racing with thoughts of what it would be like to have Melissa look at him like that, to have her struggle with his cock.
As if sensing his thoughts, Melissa looked up at him, her eyes wide and glistening with tears. She pulled off Jordan’s cock with a pop, gasping for air. “Your turn,” she murmured, her voice hoarse from the exertion. Steve felt a rush of excitement mixed with fear. He knew he couldn’t match Jordan’s size, but maybe, just maybe, he could show Melissa that size didn’t matter.
Melissa took Steve’s penis in her mouth once again, her tongue swirling around his tip. She was trying to make him feel good, to give him the attention she knew he craved, but the comparison was unavoidable. Steve watched as Jordan’s hand moved to her cock, stroking it gently as she watched Melissa work on him. The teasing smirk on her face grew wider with each of Steve’s shallow thrusts.
Melissa could feel Jordan’s eyes on her, and she knew what was coming next. She braced herself as Jordan leaned in, her hand still wrapped around her cock. “You know, Mel,” she began, her voice thick with lust, “it feels so much better when it’s thicker.” She didn’t have to say it, but the implication was clear. Steve’s cock was tiny in comparison to what Melissa was now used to.
Melissa pulled away from Steve, her cheeks flushed with arousal and embarrassment. She sat back on her heels, watching as Jordan stepped closer, her large cock standing proudly beside Steve’s small, make-one. Jordan reached out and gently wrapped her hand around Steve’s penis, her fingers dwarfing his girth. “Look at that,” she said, her voice filled with mock amazement. “It’s like a little pinky next to a banana.”
Melissa’s eyes widened at the sight, the reality of the difference in size stark and undeniable. She had always known Steve was smaller than average, but seeing it side by side with Jordan’s massive cock was something else entirely. She felt pity for him and a strange thrill she had never felt before. She had always assured him that size didn’t matter, but now she couldn’t help but wonder if she had lied to herself.
Jordan chuckled, her grip on Steve’s cock tightening slightly as she began to stroke it. “Look at this,” she taunted, her voice low and sultry. “It’s so… adorable.” She held it up next to her own, the contrast making Steve’s look almost comical. The head of her cock was as big as the entire length of his, and the shaft was thick and veiny, a stark contrast to his thin, delicate one.
Melissa couldn’t help but stare, her eyes going wide at the sheer size of Jordan’s penis. It was like nothing she had ever seen before, and she couldn’t help but feel a strange sense of awe mixed with arousal. “Wow,” she murmured, reaching out to touch it tentatively. “It’s so… much.”
Jordan chuckled, her grip on Steve’s cock tightening as she brought it closer to her own. “Yeah,” she said, her voice smug. “It’s more than what you’re used to.”
Melissa’s eyes were glued to the sight before her, the excitement clear in her gaze. She licked her lips, and Steve felt his heart drop as she leaned closer. “Could you… Would you show me?” she asked, her voice a breathy whisper.
Jordan smirked, her eyes never leaving Melissa’s. “Of course,” she said, her voice dripping with confidence. She stepped closer, climbing onto the bed and positioning herself behind Melissa. Steve watched, his heart racing, as Jordan’s cock hovered above Melissa’s ass, the head a dark red with arousal.
With a gentle but firm hand, Jordan guided Melissa onto all fours, positioning her plump ass in the air. Melissa’s breathing grew shallow; she looked back, her eyes never leaving the massive shaft that was about to claim her. Steve’s cock twitched in anticipation, despite his fears and insecurities.
Jordan took a moment to appreciate the view before her, the contrast between Melissa’s tight, untouched hole and her own thick, throbbing erection. With her hand, she gave a firm smack against Melissa’s glorious, pale bottom. The sound ricocheted off the walls, and a red handprint appeared. She then took her massive tool in her hands and started to smack Melissa’s bottom with it. It made deep thud, and smack sounds as she bounced it off her ass. After some time of teasing her new conquest, Jordan leaned in, her cock head nudging at Melissa’s entrance. “Are you ready to have your life changed? Because once we do this, there’s no going back.” she breathed into Melissa’s ear, her voice a mix of excitement and lust.
Melissa took a deep breath, her eyes squeezed shut. “Yeah,” she murmured, her voice trembling slightly. “But go slow, okay? I don’t know if I can take it all…”
“Oh, you will,” Jordan whispered, her hand moving to the base of her cock as she aligned herself with Melissa’s tight, untouched hole. As she had her monstrous cock, positioned just touching the outside of Melissa’s inviting pussy, she looked at Steve with a mixture of smugness and pride. “Make sure you get a good look too, little Stevie; let me show you how to properly fuck a woman.”
She took her time, pushing in inch by torturous inch, watching as Melissa’s body stretched to accommodate her size. Steve’s eyes were wide with a mix of shock and arousal as he watched his girlfriend take Jordan’s cock. He had never seen her like this, never imagined her with someone else, especially someone so much larger than him.
Melissa’s breath hitched as Jordan’s cock breached her entrance, the pain a stark contrast to the pleasure she usually felt with Steve. She bit her lip, her eyes squeezed shut as Jordan’s thickness filled her. “Oh God,” she gasped, her body trembling with the effort. “It’s so big.”
Steve watched, his penis in his hand as he stroked himself half-heartedly. He knew Melissa was in pain, but he couldn’t deny the twisted excitement he felt as he watched his girlfriend take another woman’s cock, especially one so much larger than his own. Melissa’s eyes found him, and she gave him a pleading look. He stepped closer, his three-and-a-half inches feeling even more insignificant than before.
“Open up, baby,” he murmured, his voice strained as he pushed his cock into Melissa’s mouth. She took him in with a sigh, her eyes rolling to the back of her head as the other woman began to thrust slowly, allowing Melissa’s body to adjust to the intrusion. Steve watched how Melissa’s cheeks hollowed out with each movement, and her eyes watered as Jordan pushed deeper. He had never seen her look like this, desperate for relief and filled with need.
It didn’t take long for Melissa to forget about Steve’s penis as she could only focus on herself. Melissa’s moans grew louder with each inch, Jordan claimed, the sound of their bodies coming together echoing through the suite. Steve felt a strange sense of detachment, his pleasure secondary to the spectacle unfolding before him. He stroked his cock in time with Jordan’s movements; his eyes glazed over as he watched the woman he loved take another woman’s cock.
Jordan’s hips began to rock with more vigor, her strokes growing longer and deeper. Melissa’s body shuddered with each thrust, her breasts bouncing with the rhythm. Steve felt his orgasm building, his strokes becoming more erratic as he watched his girlfriend’s face contort in a mix of pleasure and pain. He had never seen her look so wild, so lost in ecstasy.
Melissa’s moans grew louder, filling the suite with the sound of her pleasure. Her eyes squeezed shut, she threw her head back, and with a guttural cry, she climaxed hard around Jordan’s thick cock. Steve’s orgasm washed over him, his cock pulsing in his hand as he watched Melissa’s body convulse with the most intense orgasm he had ever witnessed her have.
With a loud popping sound, Jordan pulled out, her cock glistening with Melissa’s juices. “Your turn,” she said, her voice a sultry challenge. She stepped aside, revealing Melissa’s soaking wet pussy, still quivering from her climax. Melissa looked up at Steve, her eyes glazed with lust. “Go ahead, baby,” she breathed, her voice barely above a whisper. “I want to feel all of you.”
Steve’s heart was racing as he approached her, his cock standing at full attention despite his earlier performance. He knew Melissa was loose from Jordan’s earlier comments, but seeing it firsthand was entirely different. He positioned himself, his small penis looking even more insignificant against Melissa’s stretched opening. He pushed inside her, barely able to feel her walls in a way they never had before.
The sensation was strange, almost too much for him to handle. Melissa’s pussy felt like it could swallow him whole, and he couldn’t help but feel a mix of arousal and inadequacy. He thrust, trying to match Jordan’s intensity, but it was difficult. With each stroke, he felt like he was disappearing inside her, his size seemingly insignificant in the face of what she had just taken. Steve’s heart broke as Melissa said, “Put it in and fuck me, Stevie!”
Jordan chuckled, watching Steve with a knowing smile. She stood up, her cock still hard and gleaming with Melissa’s love juices. She stepped closer, her erection bobbing as she approached. “Let’s see how you measure up,” she said, her voice filled with amusement.
Steve’s stomach clenched as she took his small penis in one hand and her own in the other, holding them side by side. The difference was stark – Jordan’s thick shaft towered over his own, the head a dark red from Melissa’s formerly tight hole. “Looks like I’ve got you beat,” she said, her voice filled with mock pity. “But don’t worry, size isn’t everything.”
The words stung, but Steve couldn’t help the arousal that flooded through him as he watched her stroke her cock, the motion mesmerizing despite the humiliation. He had never been so acutely aware of his inadequacies, and yet the sight of Melissa’s swollen pussy, so recently filled by Jordan’s massive cock, was driving him wild.
Jordan’s hand wrapped around his cock again, her grip almost painfully tight. “Look at this,” she said, her voice a purring taunt. “It’s like a toy next to mine.” She squeezed it, and Steve’s knees nearly buckled at the feeling. “I’ve been in places you couldn’t even dream of, Steve,” she continued, her eyes locked on his. “I’ve felt things you never will. And yet, she still takes you.”
The room was thick with tension as Melissa watched them, her breathing heavy and ragged from her recent orgasm. She reached out a hand, her fingers brushing against Steve’s thigh, a silent comfort. But her eyes remained on Jordan’s cock, the memory of its size and girth still fresh in her mind. “It’s true,” she murmured, her voice a mix of wonder and awe. “It’s so much more… intense with you.”
Jordan’s smug smile grew wider as she stepped closer to Steve, her cock still in her hand. “Let me show you what you’re missing,” she purred, eyes never leaving Melissa’s. She leaned in, her cock brushing against Steve’s, the stark difference in size making his penis look like a mere accessory. “Look at this,” she whispered, her breath hot against his ear. “This is what a real woman needs.”
With that, she slapped her cock against Steve’s, the impact making his entire body jolt. The sound was like a wet slap, echoing through the room as Steve’s cock bobbed in response. He felt a bead of precum form at the tip of his penis, a testament to his arousal despite the humiliation. Melissa’s eyes went wide as she watched, a strange mix of curiosity and arousal playing across her features.
Jordan stepped back, her grin widening as she watched Steve’s reaction. “See?” she said, her voice smug. “It’s like you’re not even there.” She took another swing, her cock smacking against Steve’s with more force this time. Steve couldn’t help but let out a whimper, the pain a strange turn-on.
As Jordan’s cock made contact again, Steve felt a jolt of pleasure shoot through him, and with it, a bead of cum leaked from the tip of his penis. It was a tiny, almost pathetic amount, but it was undeniable proof of his arousal. Melissa’s eyes went wide with shock, and she reached out to touch it, her fingers coming away sticky with his cum. “Oh my God,” she whispered, her eyes meeting Steve’s in surprise and excitement.
Jordan chuckled, watching the scene before her with an amused expression. “Maybe you should have been the girl,” she said, her voice low and teasing. “You seem to enjoy this just as much as she does.”
Steve’s face flushed with embarrassment, but the taunt only served to heighten his arousal. He watched as Jordan positioned herself behind Melissa once more, her cock still glistening from their earlier encounter. Melissa’s body was flushed and trembling, her eyes still fixed on Steve’s small penis as if it was a treasure she hadn’t quite figured out. “Is that all you’ve got?” Jordan whispered, her hand stroking Melissa’s hair. “You want more?” Melissa nodded, her voice a breathless whimper. “Yeah,” she murmured, her eyes still on Steve. “More.”
Jordan’s chuckle grew into a full-blown laugh as she pushed into Melissa with renewed vigor, her thick cock sliding in and out of her with ease. Melissa’s eyes rolled back in her head, lost in the sensation of being filled so completely. Steve watched his cock in his hand, feeling like a bystander in a scene that was playing out before him.
Melissa’s body was a symphony of sounds, her moans, and gasps echoing through the suite as Jordan claimed her with every thrust. Her walls clenched around Jordan’s shaft, her hips pushing back to meet each powerful movement. It was as if Melissa had been waiting for this all along as if she had been craving the feeling of being so utterly dominated. The sounds she was making were unlike anything Steve had ever heard from her before – raw, primal, and uninhibited.
Jordan’s cock filled Melissa, stretching her in a way that Steve had never been able to. Her cries grew louder, her body writhing and bucking as Jordan hit spots inside her that Steve had never known existed. Steve watched in awe, his hand moving in time with Jordan’s thrusts as he stroked his now almost-forgotten penis.
The sight of Melissa’s body, usually so in sync with his own, now moving so wildly with another’s was like nothing he had ever experienced. Her breasts bounced with every thrust, her ass cheeks clenching and releasing as Jordan’s hips met hers. The sounds coming from Melissa’s throat were guttural and unrestrained, unlike the quiet gasps she usually made with him. She had been unleashed, a creature of pure need and desire.
Jordan’s powerful strokes filled the air with the wet sounds of flesh on flesh, punctuated by Melissa’s cries of pleasure. Steve’s hand moved faster on his cock, his mind racing with thoughts of his girlfriend being claimed so fiercely by someone with such a massive, powerful member. He had never seen Melissa so lost in the throes of passion, her body moving almost involuntarily with the force of Jordan’s movements.
“Melissa,” Jordan’s voice was strained with effort, “are you ready for the big finish?” She didn’t need to specify what she meant; the urgency in her tone was clear. Melissa’s eyes snapped open, meeting Steve’s briefly before returning to Jordan. Despite the fear of the potential consequences, the desperation in her gaze was unmistakable.
“Yes,” she breathed, her voice barely a whisper. “I need it.”
Jordan’s eyes flashed with triumph, and she pulled out of Melissa, her cock slick with the evidence of Melissa’s desire. “On your back,” she ordered, her voice commanding. Melissa complied, her legs shaking as she laid down on the plush hotel bed, her thighs spread wide.
Jordan climbed over her, her cock standing tall and proud, and in one swift, powerful motion, she pushed herself back inside Melissa, filling her. The sound that left Melissa’s lips was a keening wail of pure pleasure that Steve had never heard from her. It was a sound of complete and utter surrender that seemed to resonate through the suite’s walls.
Steve watched, his hand still moving over his cock, as Jordan’s hips pistoned into Melissa, each stroke more intense than the last. The sight was mesmerizing, a dance of desire and dominance that he could never have anticipated. He felt his climax building, his body responding to the raw sexual energy in the room despite the sting of his inadequacies.
With a final, powerful thrust, Jordan buried herself to the hilt inside Melissa, her cock pulsing with the force of her climax. The sound that ripped from Melissa’s throat was unlike anything Steve had ever heard before, a primal scream of pleasure that seemed to shake the very foundations of the hotel. Jordan’s cry was equally as feral, a roar of triumph as she filled Melissa with her hot cum.
Melissa’s body convulsed around Jordan’s cock, her pussy spasming as wave after wave of pleasure washed over her. Her eyes were squeezed shut, her mouth open in a silent scream as Jordan’s orgasm seemed to last forever, each pulse sending a jolt of electricity through her. It was as if she had been waiting for this, for the feeling of being so filled and dominated.
When it was over, Jordan collapsed on top of her, both of them panting and sweaty. Melissa could feel Jordan’s cock still twitching inside her, the warmth of her cum spreading through her. For a moment, she didn’t move; she just enjoyed the feeling of being so completely claimed by someone so much larger and more powerful than herself.
Jordan pulled out slowly, her cock slipping from Melissa’s pussy with a wet sound that seemed to echo through the room. She lay beside Melissa, her chest heaving as she caught her breath. “That was…” Melissa began, her voice trailing off as she searched for the words. “Amazing,” she finally managed, her eyes glazed with pleasure.
Steve watched them, his cock still in his hand, his orgasm forgotten amidst the intensity of what he had just witnessed. He felt a strange mix of emotions – anger, jealousy, but also a deep, burning arousal that he couldn’t quite explain. He had never felt so insignificant, so utterly useless, and yet his body responded in a way that was impossible to ignore.
Melissa turned to him, her eyes still clouded with lust. “Steve,” she murmured, her voice a soft purr. “Come here.” She held out a hand, and he approached, his small cock still erect despite the humiliation he felt. He climbed onto the bed, his body shaking with fear and excitement.
Jordan sat up, her cock still hard and covered in their combined juices. She reached out, taking Steve’s cock in her hand once more. “Look how hard you are,” she said, her voice filled with mock amazement. “It’s like watching a little puppy trying to be a big dog.”
Melissa’s eyes flicked up to Steve’s face, watching the play of emotions there – the anger, the embarrassment, the arousal. She felt a thrill run through her at Jordan’s power over them both, how she could so easily manipulate and control their desires.
Jordan took a moment to catch her breath before sitting up, her cock still erect and gleaming. She took Steve’s small penis in her hand again, holding it up alongside her own. “Look at this,” she said, her voice filled with amusement. “It’s so tiny.”
Melissa watched as Jordan held her cock just above her face, the tip brushing against her cheek. She felt excitement, embarrassment, and something else she couldn’t grasp. “It’s not fair,” she murmured, reaching out to touch Jordan’s cock once more. “It’s so much bigger than yours.”
Jordan’s laugh was low and throaty as she took Steve’s penis between her thumb and forefinger, flicking it lightly. “Isn’t it, though?” she said, her eyes dancing with mischief. “But that’s what makes it so much fun, don’t you think?” She leaned in closer, her breath hot against Steve’s ear. “You’re like a little man trying to play in the big leagues.”
Her cock remained hard, the size of it seemingly unphased by the recent exertion. She flicked Steve’s penis again, her cock still glistening with cum. “You’re like a little clit,” she whispered, her voice teasing. “So small and sensitive. It’s adorable.”
Melissa watched as Jordan’s hand moved away from her cock and reached down to Steve’s. “It’s your turn,” she murmured, her eyes flicking to Steve’s cock. “Let’s see what you can do.”
Steve felt a surge of arousal and fear as Jordan’s hand wrapped around his erection. “What do you mean?” he asked, his voice hoarse with lust.
“It’s your turn,” Jordan repeated, her voice a seductive purr. “Let’s see if you can handle a real woman’s needs.”
Before Steve could protest or even process the words, Jordan had flipped him onto his stomach; his cheek pressed into the plush hotel comforter. He felt a thrill of fear and excitement as her hands gripped his hips, her thick cock pressing against his ass. The reality of the situation hit him like a ton of bricks – he was about to be penetrated by a woman, and not just any woman, but one who had just made his girlfriend scream with pleasure.
“You think you can handle this?” Jordan’s voice was a low growl, the anticipation thick in the air. “You think you’re man enough to take a real woman’s cock?”
Melissa watched with wide eyes as Jordan positioned herself behind Steve, her cock still rock-hard and covered in their combined arousal. Steve’s body was rigid, his small penis pressed against the bed, his eyes squeezed shut tight. “Yeah,” he managed to choke out, his voice strained. “I’m ready.”
Jordan leaned in, her breath hot on Steve’s neck. “Good boy,” she murmured, her voice filled with satisfaction. “Now, let’s see if you can handle what a real woman can give you.” With a swift motion, she lined her cock up with Steve’s tight entrance, her hands gripping his hips firmly.
Melissa watched with a mix of excitement and trepidation, her arousal spiking as she took in the scene. She had never seen Steve in such a vulnerable position, and the thought of Jordan taking him so completely was intoxicating. Steve’s body tensed as Jordan pushed into him, the thick cock stretching him in a way he had never experienced before.
Jordan began to move, her strokes slow and deliberate, savoring every inch she claimed. “You’re so tight,” she murmured, her voice filled with lust. “Just like a little pussy.” The words sent a shiver down Steve’s spine, the humiliation mixing with the intense pleasure that was beginning to build.
Melissa watched, her eyes glued to the spot where Jordan’s cock disappeared into Steve’s ass. She had never seen a man take a cock before, and the sight was fascinating and incredibly arousing. She could see the strain on Steve’s face, the way his body was tense.
Suddenly, Steve’s body began to spasm, his hips bucking against the bed. A strangled cry escaped his lips as his cock shot a tiny stream of cum onto the comforter. The sight was almost comical, but Melissa couldn’t help but feel a twinge of pity for him. He had come so quickly, almost as if his body had betrayed him in his moment of humiliation.
Jordan’s eyes lit up with amusement as she watched Steve’s orgasm, her grip on his hips tightening. “Look at that,” she said, her voice filled with mock amazement. “You’re such an eager little thing, aren’t you?”
Melissa couldn’t help but giggle at the sight of Steve’s small release, his body convulsing with pleasure despite his clear embarrassment. She leaned over, her breasts pressing against his back, and whispered in his ear, “It’s okay, baby. You can still make me feel good.”
Jordan chuckled, her cock still lodged deep inside Steve. “Looks like I’ve got some competition here,” she said, her voice filled with amusement. She gave Steve’s ass a gentle pat, her hand coming away sticky with their combined juices. “But let’s be real, I’ve got the goods she wants.”
With that, Jordan began to move again, her thick cock sliding in and out of Steve with a slow, deliberate rhythm that seemed to taunt him. Steve’s small penis lay limp between his legs, a stark contrast to the powerful shaft that was still embedded in his body. Each movement sent waves of pleasure and pain through him, a heady mix that he couldn’t seem to get enough of.
Melissa watched, her hand slipping down to her still-throbbing clit as she felt her arousal building once more. The sight of Steve being taken so completely was a turn-on she had never expected, and she found herself eagerly awaiting the moment when Jordan would claim her again.
As Jordan continued to fuck Steve, her hips moving in a steady rhythm that seemed to shake the very bed, Steve’s small penis began to harden again. Melissa’s eyes widened in surprise as she watched the tiny shaft swell with each thrust, the tip becoming a dark shade of red with need. Despite his humiliation, his body was responding to the raw power and dominance that Jordan exuded.
Melissa’s arousal grew as she watched the scene unfold before her. Her hand drifted down to her still-sensitive clit, her fingers circling the swollen nub as she felt the beginnings of another orgasm. She watched as Jordan’s cock slammed into Steve, the sound of skin-on-skin echoing through the suite. It was a sound that seemed to speak to something primal within her, a sound that made her want to be the one in charge.
Jordan’s strokes grew more aggressive, her hips slapping into Steve’s ass with a force that made him grunt with every impact. “You like that, don’t you, little man?” she whispered, her breath hot on his neck. “You like being my little fucktoy.”
The words stung, but the truth was, Steve did like it. The feeling of being so completely dominated, so utterly used, was something he had never experienced before, and it was a powerful aphrodisiac. His body was responding in ways he had never felt, his cock growing harder with every demeaning name she called him. He could feel his orgasm building once again, a tiny bead of precum forming at the tip of his penis.
Jordan’s strokes grew faster, more demanding, her cock slamming into him with an almost painful force. “That’s it,” she murmured, her voice low and seductive. “Cum for me, little man. Cum like the pathetic little slut you are.”
The words were like a trigger, sending Steve spiraling over the edge into another orgasm. He felt his cock spasm between his legs, a tiny stream of cum shooting out and pooling on the bed beneath him. The humiliation was intense, but so was the pleasure, his body responding to the degradation in ways he had never thought possible. Melissa watched with a mix of shock and fascination, her hand moving faster on her clit as she felt her second orgasm approaching.
Jordan’s climax followed swiftly, her cock pulsing deep inside Steve as she called him every demeaning name she could think of. “You’re just a little bitch,” she grunted, her hips driving into him. “A tiny, pathetic little man who can’t satisfy a woman.” The words were like a knife, but the pleasure they brought was undeniable. Steve’s body arched, his eyes squeezed shut as he felt Jordan’s hot cum fill him up, the feeling of being so completely used sending him over the edge once more.
His cock spasmed again, a second orgasm ripping through him with the force of a hurricane. It was as if his body had been waiting for this as if it had been waiting for the ultimate release that came with being so completely dominated. Melissa watched with wide eyes as Steve’s cock painted the bed with his cum, his body shaking with the intensity of his climax.
Jordan pulled out of him, her cock still pulsing with the aftermath of her orgasm. She looked down at the small, limp member with a smirk. “Looks like you can still cum like a champ,” she said, her voice dripping with sarcasm. “Too bad you couldn’t last long enough to satisfy her.”
Melissa’s eyes were still glazed with pleasure, but there was a hint of something else in them – something that Steve couldn’t quite read. It was as if she was seeing him in a new light, a light that cast his inadequacies in stark relief. “It’s okay,” she murmured, her voice barely above a whisper. “It was… intense.”
Jordan chuckled, her cock still hard and glistening with Steve’s cum. “You know what they say,” she began, her voice a low purr, “size doesn’t matter. It’s all about technique.” She gave her cock a playful shake, the length and girth of it bobbing in the air like a taunt. “But sometimes, a girl just needs a real cock for her birthday.”
Melissa’s eyes grew wide, her breath hitching in her throat. The idea was both terrifying and exhilarating. She had never been with anyone, but Steve and the thought of taking Jordan’s massive cock was something she hadn’t even allowed herself to consider. But here she was, her body still pulsing with the aftershocks of Jordan’s fierce lovemaking, and she couldn’t deny the desire that was building within her once more.
“Go to the adjoining room,” Jordan ordered Steve, her voice firm but tinged with amusement. “Be a good boy and let the women have some fun.”
Steve felt his cheeks burn with a mix of anger and arousal. He knew he had no right to feel possessive after their shared night. With a nod, he slithered off the bed, his small cock still erect despite the humiliation he’d just experienced. Melissa watched him go with a strange look in her eyes, something that was a cross between pity and excitement.
Once in the adjoining room, he lay on the plush hotel bed, his ears straining to pick up every sound from the room next door. The squeaks of the bed, the wet sounds of their bodies colliding, and the increasingly loud moans of pleasure from Melissa were like a symphony playing in his head.
The room felt suffocatingly small, a stark contrast to the grandeur of the suite’s main area, where his girlfriend and her best friend indulged in each other’s bodies without care. He was a cuckold, a mere spectator to the kind of sex he had never been able to give Melissa.
Steve’s heart hammered in his chest as he lay on the bed in the adjoining room, his ear pressed to the wall. Each moan that escaped Melissa’s lips was a dagger to his ego, a testament to Jordan’s superiority in every way that mattered at that moment. He could hear the slap of skin on skin, the unmistakable sounds of passionate lovemaking that seemed to shake the very walls of the room.
And then, it came – a feral scream that seemed to rip through the very fabric of the hotel suite. Melissa’s voice, raw and unbridled, reached a pitch he had never heard. It was a scream that left no doubt in his mind that she was experiencing an orgasm of monumental proportions, one that washed away any doubt that she was truly enjoying Jordan’s much larger cock. The sound was like a siren’s call, beckoning him to acknowledge his new reality – that he was not enough for her, that she needed more.
Steve’s hand tightened around his small penis, his mind racing with thoughts of inadequacy. He had always known that his size was not what Melissa truly desired, but hearing her lose control with someone else was almost too much to bear. He stroked himself in time with the rhythm he heard from the next room, trying to find some semblance of pleasure amidst the painful truth that was unfolding before his very ears.
The sounds grew louder, more intense. Melissa’s moans melded with Jordan’s deeper grunts, a symphony of desire that seemed to fill the suite. Steve could almost feel the mattress shaking through the wall, imagining the powerful thrusts that Jordan was delivering, filling Melissa in a way he never could. His cock grew painfully hard, a stark reminder of his insignificance in the face of Jordan’s dominance.
The room grew hazy around him, the sounds of their lovemaking blurring into a cacophony of pleasure. His hand moved almost involuntarily on his erection, his mind racing with thoughts of what they were doing, what Melissa was feeling. He couldn’t help but wonder if she was truly happier with Jordan if she had been pretending all along when she told him she enjoyed their sex.
As the noises grew more distant, Steve felt his eyelids grow heavy. The humiliation, the anger, the arousal – it was all too much. He curled into a fetal position, his hand still wrapped around his small penis as sleep claimed him. The sounds of their passion became a distant lullaby, a twisted melody that sang him into a fitful slumber.
The End.
*This story has been edited with AI to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story was submitted directly to this website. Thank you so much for sharing your story with us.