Chapter 1: Day One

The day had finally arrived for Emily’s parents to fly to Hawaii for a two-week stay to celebrate their second honey-moon and take some needed vacation time from their demanding professional lives.

Emily was seventeen-and-a-half years old. Her younger brother, Mason, had recently completed sixteen. School was out for the summer and the kids were old enough to take care of themselves for two whole weeks. Actually, they were considered the atypical big sister and little brother. Despite an occasional quarrel, they got along very well together and were always there for one another. Both were used to doing chores around the house and willing to help. They fit together like peanut butter and jelly, like two musical notes joined in harmony. Mom and Dad were proud of their brood. They weren’t worried or felt guilty, leaving Emily and Mason home alone while they basked on the tropical beaches of Waikiki.

The flight was early in the morning and a limousine was already waiting in front of the house to whisk Mom and Dad away to the airport. Everything had been discussed over-and-over the past several days and again the evening before about what Emily and Mason had to do. All that remained was to give each other a big round of hugs and wishes for a bon voyage. Emily and Mason stood by the curb watching and waving as the limo disappeared around the corner at the next intersection.

Emily swung around and hurried back into the house, while Mason dragged his feet along behind. She galloped straight upstairs to her bedroom to change clothes. She didn’t have to, but it was the beginning of a secret plan to fulfill her biggest desire.

Around Mom and Dad, she usually displayed her secretive nature typical of teenagers. But with her brother, there were no secrets except the one she was about to put into action. They had nothing to hide and would tell each other everything they discovered or that bothered them. They even discussed things that other siblings might find embarrassing. Whenever she got a new bra she had to model it and ask him if they – referring to her boobies – looked okay. He, on the other hand, would showcase every new pair of Speedos to ask her which looked better on him, knowing that she would invariably choose those that did justice to his boy parts.

When Emily turned fifteen, Mom put her on the pill to avoid the risk of making a mistake, although she didn’t want to think about her princess becoming sexually active so soon. Of course, for that to happen, Emily needed a boyfriend. She didn’t have one, nor was she interested in any of the pimply boys in her class. She took the pills anyway just in case and to keep Mom worry-free. There were some boys who tried to ask her out, but she felt they were all jerks, just trying to get their hands into her panties to score so that they could brag about it amongst themselves.

Long before this day, she preferred to spend all of her time with her brother so that no boy her age had a chance to get close enough to her. She wasn’t timid or anything like that, but neither was she terribly interested in going out, except to her friends’ birthday parties. On such occasions, she would drag Mason along. She was very proud of him and jealous, too, making sure that none of the other girls got too friendly with him. He was hers exclusively.

In reality, Emily was quite attached to Mason – a feeling that had been brewing inside her since they were kids and which grew stronger over the years, especially after she got into high school. It was a sentiment that evolved into an awareness from somewhere deep in her soul, one she took seriously, and that told her she loved him more than as a brother.

If she had to give up her virginity, she wanted it to be with someone she could trust and who respected and cared for her, although the pink dildo she was hiding in one of her stuffed teddy bears on top of her bed pretty much took care of that already. The phallus was one-and-a-quarter inch thick and six inches penetrable, made of glass, remarkably smooth and anatomically similar to the real McCoy with a slight curve. Nevertheless, she wanted to feel what it was really like to have a boy’s meaty cock penetrate her, smothering her with affection and filling her pussy with his semen made for girls. After all, Nature designed boy parts and girl parts to belong together.

If she was going to do this, she wanted it to be with Mason. Moreover, there were moments when she could sense his thoughts telling her that he wanted the same, making her a woman and in turn giving him the glory of becoming a man. The ability to know what the other was thinking or feeling was something they shared since they were little. Some said they were telepathic like identical twins; everyone agreed their bond was special.

Although her brother was a year and a half younger, he was a hair taller and his body showed all the signs of virile masculinity, muscular, strong, and well equipped between the legs. She noticed that he had become somewhat flirtatious with her over the past year, but wasn’t sure if he was perfecting his boyhood skills to charm girls, or if he was harboring similar secret feelings for her as she did for him. Either way, he seemed to be enthusiastic every time he got within an inch of her.

Mason would often snuggle up to Emily on the floor or on the sectional couch watching television, or riding in the back seat of the car with their heads together. That’s when she could feel his vibes and they seemed to become clearer over the years. It started out innocently and she always knew in advance when he wanted to make a kind compliment about her hair, her clothes and even the decorations in her room.

Outside by the pool, he would climb into the hammock next to her. It got a little tight, but she didn’t mind. She liked having his body and skin rub against hers. For a long time, she always asked him to turn his body towards her and place a leg between hers. That made things a bit more comfortable and exciting for her.

Lately, however, the hammock seemed to have gotten smaller, and she would spoon her body with her back against his, taking his arm and wrapping it around her waist. She wasn’t sure, but sensed that the bulge in his Speedo would always stiffen and poke her butt. The sensation was naughty, but delightful. If their heads made contact, she could read his uninhibited thoughts, making her pussy tingle with anticipation.

Emily was fully aware that having sex with her brother would be an act of incest and was considered a social taboo. She was also concerned that her attempt to have sex with her brother could cause him to reject her, not to mention the possible psychological damage. Just asking him in a wrong way could potentially harm their relationship forever.

Despite the pill, she knew she could get pregnant, but all that was carefully thought out in her plan. First, she would sexually tease him so that he would get a hint from where she was coming. Then, she would provoke him by stoking his sexual urges and eventually his sexual desire to want to take her. By then, she would be days away from her period and safe.

It was now or never and she was certain that the joy of having sex with him would outweigh the sin.

The clothes Emily changed into consisted of a tight, midriff-baring crop-top, no bra, and a short mini-skirt over a G-string thong. She went over to Mason’s bedroom to search for some DVD’s.

Mason was surprised to see her in such attire, showing off her flat tummy and swirly belly button. Around the house, she usually wore loose-fitting shorts and T-shirts. Whenever she wore something new, he would complement her on the color, the print or the combination. This time, he was speechless; he lacked the words for what he saw and felt. His dick, on the other hand, stirred and spoke for him.

His silent, yet graphic expression said everything she needed to know. Each time she bent down to grab or replace a DVD, which she did quite often and deliberately, Mason focused his eyes on her bare buttocks. When she came over to sit next to him on the bed to see what he was reading, he could make out her nipples pushing against the tight fabric, including the dark halos around them which were a perfect match to the size of her supple breasts. He had seen his sister in panties and bras, as well as bikinis, often enough to recognize the contours and curves of her feminine body. But, this was quite revealing and provocative, too. He forced a dry swallow and tripped over his tongue as he read to her the title of the book.

Emily scooted off the bed to head downstairs to the kitchen to make them some sandwiches. When Mason arrived, she was sitting with her feet propped on the edge of the chair and her knees spread apart. Through the translucent white sheer of her G-string, he could recognize the dark triangle of her hairy pussy – her beaver. The G-string didn’t contain the entire crop of hair. He could see a few curly, kinky pubes poking out along the sides. He froze in his steps and she could see his eyes suddenly pop wide open in amazement. She immediately sat up straight and pointed to the platter of sandwiches on the breakfast counter. She didn’t want him to get grossed out and needed to direct his mind back to food.

Later in the afternoon, Mason went to the basement where Dad had installed a fitness area. Like all boys his age, he wanted to build his muscles, prove that he was strong and athletic. He was lean with a well-developed chest, biceps and abs. Emily would show up occasionally to watch him lift weights and comment on his physique and big muscles. He would allow her to squeeze his biceps; she wanted to squeeze more than that.

This time, before she went to join him, she changed into a tight-fitting, misty gray, cotton jersey biketard with no underwear. The lime green straps and hems gave sparkle to the piece. But, it was the way the fabric adhered to her body that captured his attention. It accentuated every crease and crevice, outlining the folds of her pussy, revealing a form that he had never really noticed on his sister before. Sometimes, he could see a crease in her bikini bottom formed by the cleft of her pussy. But the biketard gave her kitty a whole new charm. Again, he said nothing and every breath he took was shorter and deeper.

When Emily laid down on the bench to press some light dumbbells, her legs were splayed and Mason could distinguish her Venus mound and the dimple of her vaginal opening. He was in such awe that he lost count of the number of dumbbell curls he was doing for his biceps. She walked for a few minutes on the treadmill and then started back upstairs. As she was leaving, she couldn’t help but notice how her brother was turning into an Adonis. His face had the same boyish handsomeness of Dad, with dark brown ruffled hair, deep blue, romantic eyes and an alluring smile.

Emily took a quick shower and changed into a midriff-baring crop-top and a pleated, tartan mini-skirt, the kind girls typically wear as uniforms to private schools. However, this skirt was prohibitively short, showing about two inches of her butt cheeks and barely covering the white thong below, while the top showcased her pointy nipples.

She waited until Mason also took a shower and then as he came out of the bathroom wrapped in a towel she passed him in the hallway to go downstairs. She was going to tidy up the family room, but needed his help with a special task.

As Mason entered the family room, Emily was playfully spinning around, making the skirt flare and showcasing her bare buttocks like half-moons. Even when she was standing, he could see her lovely fanny. However, each time she reached down to pick up some popcorn from the floor, he had full view of her sassy ass. And then something else caught his attention. Between the cheeks of her behind he could see the white thong in the shape of a triangle with a dimple in the middle. There was nothing private about this attire.

Chapter 2 »