Steve walked into the neon-lit casino with a spring in his step. Tonight was Melissa's birthday, and he had promised to give her a night to remember. Melissa, his girlfriend of three years, a petite, pale, redhead with a voluptuous figure that drew eyes like a magnet, her ample ass and large breasts a stark contrast to her modest height. Her laughter, a melody that filled Steve's soul, echoed through the grand lobby as they approached the roulette tables.
Jordan, Melissa's tall, lanky, 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 both 28, with the pair having known each other practically their whole lives. They were the best of 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 elated and confessed she had feelings for him too. The two were inseparable in love ever since.
Melissa met Jordan at work during college. They bonded over their shared 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 out 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 between the two.
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 a transgender woman. Jordan confessed she had wanted to say something for a while, but feared how the couple would react. Melissa and Steve reassured her they had no idea, but this didn't change absolutely anything between them. They were still great friends, all the same.
For the past few years, Steve had been working extra-long hours to try and get his business off the ground. The extra hours combined with the stress caused him to fall out of shape a bit. 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, but the two would always make the best of the time they could. Melissa became closer with Jordan during this time, with the two of them 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.
A few months prior to this trip, Steve finally started to see the fruits of his labors, with 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, as a thank you for being patient with him. He booked this trip for Melissa and brought Jordan along 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 became 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 wildfire in his chest. Before Melissa could protest, Steve slapped down 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. When it landed on black, Steve's eyes bulged with disbelief, 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 of course they eagerly accepted.
The three returned to their two separate rooms to grab their belongings and headed over to the newly comped suite. The excitement was palpable as the three of them opened the door.
As they stumbled into the suite, the grandeur of the place took their breath away. The plush king-sized bed beckoned, the velvet curtains drawn back to reveal a sprawling view of the city lights. The scent of opulence 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 movement.
The suite featured a smaller adjoining room where Jordan went and set her belongings down in, before returning to the main room. In the main room, a large Jacuzzi tub was prominent. Melissa took a look over at the tub and exclaimed, "Ooh I'm 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 I'm 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 began to unbutton her dress. The fabric slithered down her body, revealing her lacy lingerie.
Steve began to grow 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 doesn'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 wondered if maybe she was just simply unaware, because he had read small penises didn't feel as good as large ones and given 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 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, but 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 has a larger member than her anyways.