With no summer job, college out, and his parents away for a week on vacation, Kevin Johnson lazed on the lounger by the pool. He was fully intent on letting the day drift away while studying his chess book and occasionally dipping in the cool water.
However, his plans quickly changed when Maya, his nineteen-year-old sister, and her best friend, eighteen-year-old Mia, chose to join him and work on their sun tans.
With the two near-naked girls, each clad in only the briefest of bikinis, lying there just across the deck, Kevin found it impossible to relax. He harboured a secret desire for Mia, and even a book on chess couldn’t hold his interest.
As they lay there, Kevin’s eyes couldn’t help but appreciate the girl’s teenage bodies. Then, as they chatted about guys, his ears joined in, and he listened to what they were saying as they exchanged whispers and giggles, discussions about boys and sexual experiences.
The longer the girls lay there, the more it felt to Kevin like they were purposefully teasing him.
At college, the students commonly referred to Maya and Mia as the two M’s; being both sporty and social, they were part of the college’s popular set, which set them apart from Kevin. He was more of a loner who preferred his own company and only had a small, tight group of friends. He spent his evenings playing computer games, D&D, or chess, a game he excelled at.
Returning to his book, Kevin found himself repeatedly reading the same line; the small-string bikinis of his sister and her best friend were a constant distraction. But that was not the only thing—their long, sexy legs, the defined curve of their backs, a side hint of an escaping breast, and their pert bottoms facing his way.
He couldn’t help it, but his eyes now strained behind his dark sunglasses as he took in the two teenage bodies, each dressed in the smallest swimming attire he had ever seen.
Maya glanced around and teased, “Kev, are you still perving us?” She giggled and turned back to her friend.
Kevin thought, “Busted,” and briefly attempted to refocus his eyes on his book. However, his ever-hardening cock continued to urge him to take another look; the written content now didn’t seem so captivating.
Despite Kevin’s limited understanding of girls, something in Maya’s words led him to believe that his sister and Mia were purposefully teasing him. This realisation prompted him to roll over, desperately trying to conceal his ever-growing erection.
As Kevin rolled onto his front, there was a burst of giggles from the girls, which gave their game away. They both knew that they had given Kevin an erection. He had been right; it was part of a little game they were playing.
Maya and Mia had wanted to see if they could give Kevin a hard-on, then watch him get uncomfortable and try to conceal it.
While neither had seen Kevin’s cock, the two M’s had admired the impressive bulge he supported in his swimming shorts. Both of them had heard the rumour that had been circulating among the girls at the college, which was that Kevin was exceptionally well-endowed.
He tried not to, but Kevin’s eyes continued to feast on the two teenage girls’ bodies, his cock now ploughing into the sunbed material. At eighteen, he knew it was time for him to have a girlfriend, and he wanted it to be Mia, but he knew she was out of his league!
There was another giggle, and he glanced at his sister as she knowingly adjusted her already too-small bikini bottom, the orange material now sinking deeply into her buttocks crack.
“Getting warm over there, Kevin?” Maya giggled, knowing it wouldn’t be long before he would need a dip in the swimming pool to cool off.
Kevin looked up and noticed Mia had joined in the teasing. She was slowly opening and closing her legs as she lay there. The small blue string of her bikini rear was now pulled tight, yet it was just doing enough to cover her hidden treasure.
It was as though the three of them knew that this was some sort of unspoken mischievous adult game—the girls teasing and trying to get a reaction from Maya’s brother as they wondered how large his cock was.
Kevin eyed the cool water of the swimming pool, its blue inviting ripples calling to him. His sister was right; he would soon need to move and get some relief from the hot sun. Yet, without looking, he knew his cock was currently an embarrassment, tenting like a circus marquee in his trunks.
Kevin’s relationship with his sister had always been close; they even shared a birthday, hers to the day, one year before his. However, in a way, that was where the similarity stopped. He had never had a girlfriend, while Maya seemed to always be seeing someone, floating effortlessly from one guy to the next.
Although he was well aware that his sister slept around, Kevin did not view her as a slut but rather as simply popular. The truth was, he genuinely liked Maya and often wished he could be more like her.
However, it wasn’t his sister that Kevin was romantically interested in; that was the other half of the two M’s.
Her eighteen-year-old best friend, Mia, was a girl whom Kevin had admired from afar ever since he first met her nearly two years ago. He thought she was the most perfect woman he had ever seen, with a pretty face, long, fair hair, and a figure that matched any model that he had observed in his dad’s Playboy magazine.
Earlier, he had watched her walk across the rear yard to the sunbed, every step graceful, matching his heart’s beat. He had been transfixed by her large breasts, each long deliberate stride causing them to bounce and stir his cock. As she passed him, Mia had given him a knowing smile, and in return, he offered an abortive wave, not knowing what to do or say.
Then, as Mia lay down, her perfect ass facing him, he noticed how small her pale blue bikini was. It had no rear, just a string that flossed her pert bottom. As he tried to hide behind his dark sunglasses, he thought that seeing that would be a moment forever engrained in his memory.
Despite his secret attraction for Mia, Kevin knew he was faced with two issues.
There was her black jock boyfriend, Tony, a member of the defensive line on the college football team; his build was short, compact, and full of well-defined muscles. Tony’s physique stood in stark contrast to Kevin’s. He was white, and the only sport he participated in was swimming; it kept him fit, but everyone knew he was a six-foot-three nerd.
However, the worst thing Kevin experienced was his lack of confidence when Mia was around. Every time he attempted to express himself in her presence, he would mumble, his tongue tripping over his words. He hoped that one day things would change, just like they did on the day he lost his virginity.
That day had started like most summer Saturdays—working in the rear yard of Mrs Betts, a former neighbour. She was in her mid-forties, married with two children, and the pure definition of what a MILF should look like.
That Saturday, despite his extreme shyness, Kevin struggled to keep his eyes off her. However, he soon realised he didn’t need to worry when, unusually, Mrs Betts insisted on him calling her Tanya. She then told him that her husband was away. It wasn’t long before she had her hands all over Kevin, seducing him into her bedroom. He didn’t leave the room until the evening, during which time she expertly drained his balls three times.
That was the day Kevin lost his virginity to Mrs Tanya Betts.
However, as soon as Tanya discovered what Kevin was packing—his big white cock—it became a turning point in their relationship. Mrs Betts or as it was now, Tanya, wanted to experience a lot more of Kevin.
That scared him, so Kevin stayed away, and he became nervous about being around women, except of course his family. It came as quite a relief when he heard not long after that Mr and Mrs Betts had moved away. The memory of that lustful afternoon quickly faded away; despite losing his virginity, it was something that Kevin was not proud of, and he kept what had happened to himself.
“Time for a swim, Mia,” Kevin heard his sister say as his eyes quickly focused once again on the bottoms of the two bikini-clad girls.
Maya looked at Kevin and then knowingly removed the orange bikini material from between her athletic bottom cheeks before standing and looking at her friend, grinning.
It was Mia’s turn to put on an unspoken show. As she did so, she glanced at Kevin and then, with a knowing smile, carefully extracted herself from the sun lounger.
“Are you coming in?” Mia soothed as she held her hand out for Kevin, inviting him to join her.
A meaningful smile spread across each girl’s face, while the air of panic crossed Kevin’s. He had little choice but to take his dream girl’s hand. With his other hand, he attempted to conceal the ten inches of embarrassment that proudly protruded from the front of his swimming shorts.
The girl’s eyes locked onto Kevin’s large tent in front of his trunks as he swiftly launched himself into the pool.
A burst of knowing giggles accompanied the water splash as both girls realised the college rumours were true—Maya’s brother really did have a huge cock!
*****
Later, with Mia having gone home and the humid heat of the night taking over, Maya and Kevin lingered by the pool, still dressed in their swimming attire. With the sibling’s parents away on vacation for the week, they had the run of the house, the only stipulation being—no parties!
Earlier, the teasing had died down as soon as they were all in the pool, though Kevin struggled with confidence around Mia. It was a fact that didn’t go unnoticed by his sister.
With the second bottle from their parent’s wine cellar opened and a takeout meal eaten, the siblings relaxed on the decking. Their light conversation suddenly ended when Maya asked, “You like Mia, don’t you, Kevin?”
It was a question that caught him by surprise.
“She’s your friend,” he stuttered, trying not to blush or give the game away.
Maya wickedly smiled. Kevin’s hesitation had once again given her the urge to tease Kevin. She stretched out her long, bare legs toward her brother and then sipped her wine to cover her grin.
“So do you like her? Do you want to go out with her?”
Kevin froze; did it show that much, he thought?
“She has a boyfriend,” he muttered, his heart pounding inside.
“They’re not serious; she likes you, Kevin, but…” Maya let her words trail away, feeling suddenly wicked and hoping that her brother would bite.
It didn’t take long.
“She likes me?”
“Yes, but you need to be more assertive. No girl wants to go out with a bumbling man who cannot string two sentences together.”
Maya’s words were harsh but accurate. She then swung her bare legs around and rested them on her brother’s thighs.
His eyes widened as he realised that if they moved closer, he would be between his sister’s outstretched legs. He gulped his wine and looked up at Maya.
“Kevin, I hope you feel as naughty as I do—I want to help you gain confidence and win Mia. But in return, there is something I want to know.”
Maya giggled to herself, the wine loosening her inhibitions. She moved her foot and naughtily began to rub her brother’s crutch.
Maya instantly felt his cock stir and impishly said, “In return, I want to know how big your dick is.”
A flustered Kevin didn’t know what to do, especially as his cock was growing fast under the soft caresses of Maya’s touch. His eyes dipped down between his sister’s legs; the small orange slither of material suddenly became the centre of his attention as his brain tried to grab the right words.
“If you are not going to tell me, wait until I tell Mia how much you like her,” Maya teased.
Kevin was shocked; his eyes jolted to Maya’s. “You wouldn’t!” he exclaimed, not knowing.
“Try me,” Maya threatened, and then she softly added with a wicked grin. “I will show you mine if you will show me your erection—pinky promise.”
Kevin relaxed slightly when he heard his sister say, “Pinky promise.” It was a childhood pact they made when they wanted to share a secret with each other. To do this, they would hook the little fingers of their right hand together and utter those two words.
“I don’t know its size, Maya; does it matter? All I know is it’s embarrassing when I get hard.”
Maya smiled and then untied one of the strings to her bikini bottom, letting the small piece of triangular material just rest there, still covering her sex. She was teasing again, and this time they both knew it!
“If we make a pinky promise, I will fully remove the bikini, and you get to look. But in return, I get to measure the length of your embarrassment. I also promise to help you with your confidence around women, particularly Mia.”
Kevin was trying and failing to cover his erection, though his eyes remained locked on the flimsy orange material.
“You will help me win Mia’s heart?”
“I will help you, Kevin, but in the end, it will be down to you. But first, here is a bit of advice on Mia: think of winning her in the same way you would plan a game of chess. Think ahead and make one move at a time.”
Kevin thought about it for a moment and then weakly said, “Okay, on a pinky promise.”
The brother and sister locked their little fingers and made the promise. Then they broke apart and paused in expectation. Neither of them moved as their eyes devoured their sibling’s body and a nervous smile formed on each other’s lips.
It was Maya who broke the brief lull by reaching behind her and untying the bikini top, causing the two small orange triangles to fall away. For the first time, her large D-cup breasts were exposed for her brother to see.
“Kevin, have you seen real breasts before?”
“Yes,” her brother truthfully replied, “but yours are much nicer.”
Maya was a little surprised by her brother’s reply, as the way he acted around girls had made her assume that he was still a virgin. “Whose have you seen?” she inquisitively asked.
“I can’t say.”
Maya knowingly smiled. “Well, at least you said mine are nicer; you should always compliment any girl that you are interested in. So, let’s call that girl lesson two.”
“Can I touch them?” Kevin tentatively asked, hoping.
“Only after you have shown me your dick, I will let you touch me anywhere after that,” Maya replied.
Exposing herself to her brother was increasingly turning her on. For the first time, she was considering going all the way with him, especially if his cock was as large as his swimming shorts suggested.
Without hesitation, Kevin moved his hands away from his groin area and let his sister contemplate the impressive tent his dick had produced. As he took in his sister’s breasts, Kevin knew his cock was firmer than it had ever been.
As nothing but naughty, lust-filled images flashed through Maya’s head, she leant forward, her breasts hanging just like the small triangle of orange material between her legs. Her unsteady hands grabbed her brother’s swimming shorts, and then, with an insistent tug, she released his large column.
Kevin groaned; Maya gasped—his cock was huge!
The moment stood still in time as their bodies posed like statues. Kevin felt the breeze on his manhood and the ache in his swollen family jewels, while Maya gawked at her brother’s dick.
Maya’s eyes scanned the monster; she had seen quite a few but never one nearly as large as this. She knew she would have to measure it, but first, she just wanted to visually take it all in.
From the two heavy balls that hung below it, the light, sparse, yet unkempt pubic hair at its base to the large veins that ran along the shaft to the bulbous head that crowned its top, a drop of precum was just visible. Maya was surprised that Kevin was not circumcised; she had never been with a man who still had his foreskin, and that added to her fascination.
Kevin was relieved that his cock had been released; it had been painful trying to conceal it as his sister teased him. His gaze continued to linger on his sister’s bare breasts, her tan lines, and the hard brown nipples that crowned them. Then they darted to the small, playful piece of orange material that concealed her sex. He was now also hoping that she would use her hand and give him some sexual relief.
“You’re big,” Maya whispered, to break the stillness of the moment. “And thick, too!”
“I’m not thick,” Kevin muttered, not thinking, “I am on for a 3.9 GPA at college.” It was a comment that broke any tension as the siblings chuckled on realising what Kevin had just involuntary mumbled.
“Come on, Kev, how long is it?” Maya questioned, her brother now completely naked, his impressive column standing like a totem pole between them.
“I’m not sure; you are going to have to measure it; all I know is having a penis this big is embarrassing. I am always trying to hide it!”
Maya tried not to giggle. She didn’t know what to say to Kevin; she thought back to when she proudly got her boobs. If a guy had a big cock like her brother, surely they would want to let them hang out in the locker room, she concluded.
“Look, Kevin. I am sure Mia will love the size of your cock when she discovers it. But first I need to measure it!”
“And remove your bikini bottom,” Kevin mumbled.
Maya nodded as she used their mother’s sewing tape to measure Kevin’s cock,…
