Robbie: Chapter One: Robert Meets “Mom” and “Sister”

While waiting to use the bathroom, Robert gets an eyeful of Mom and a run in with sister.

Robbie hurriedly got dressed. He was glad to see this boy had at least some semblance of style and taste in clothing. He selected a pair of blue jeans which he was pleased to see showed off his cock nicely. Next a t-shirt with a picture of some modern music star he didn’t recognize, some socks and his sneakers which were a popular brand though not the brand Robert preferred. He would make that correction later.

Now, how to act like an eleven year old boy. Am I moody? Am I energetic? Am I shy? He tried to search the memories of the boy but found he could not. This disturbed him a bit, but he assumed that since they had done so twice already, the appropriate memories would come to him as he needed them. Now, he just had to act normal.

Do I like my mom? Do I like my sister? She is probably some bratty kid. That would suck as it would make his plans for her more difficult. Here is the moment of truth, he thought as he reached for the handle turning it to open the door to his new life.

As he opened the door, he realized that he had to pee. Awesome, he thought. Another chance to see that magnificent cock. The door opened to a hallway. He remembered that across the hall from his room was the bathroom. Down the hall right next to his room was his sister’s room. Across the hall from there was his mother’s room. He dashed into the bathroom without knocking.

“Hey!” an indignant voice called out from the toilet. Robbie saw a beautiful young girl of about 10 sitting on it. His sister. She was adorable. Long dirty blonde hair to about the middle of her back, dark blue eyes like his and nicely shaped legs. Robbie saw all this in the brief second or two it took him to mutter an apology and quickly close the door. Right now, that would have to do. He will get other opportunities later, he knew. But, after seeing her briefly, he KNEW he was going to fuck her until her pussy was so sore she couldn’t walk straight. Meanwhile, he patiently waited his turn to use the bathroom.

While he waited, the door to his mother’s room opened. A woman of about 30 or so years, Robert judged, came walking out in tight spandex yoga pants, a tight workout style shirt and a towel around the back of her neck draping over her shoulders hiding what Robert could tell were quite nicely sized breasts. Thirty sixes, maybe 38’s, Robert thought. Definitely full C cups and maybe even D’s.

“Hey, quit staring, young man,” his mother teasingly chided him. Without realizing it, Robert had been staring at his “mother’s” breasts as she walked toward him down the hallway. She smiled at him as she passed him.

“I am going to be in the workout room. Make sure you and your sister don’t miss the bus,” she called out as she walked away from him toward the stairs which Robert assumed led to the main floor of the house. Robert was transfixed by her tight heart-shaped ass. Her yoga pants formed to each ass cheek so perfectly outlined by the stretchy material which rode up inside the crack of her butt causing his cock to swell in his tight jeans.

Not hearing a response, Anne stopped at the top of the stairs turning toward her son.

“Okay?” she asked as she noticed him staring at her ass. What had gotten into him this morning? It wasn’t as if she had never worn this outfit before. She wore one similar to it every morning for her daily workout routine. Yet, there he was staring at her lecherously. ‘Oh my god! He has a hard on!’ she realized with shock.

As the thought entered her mind, a strange sensation also appeared. One she hadn’t had in a while. Not since her husband, Frank, had died three years ago. She felt admired.

Admittedly, she knew she had a nice body. Before his death, Frank always adored and admired her body. She was a beautiful woman. After his death, she had let herself go for about a year, putting on weight and generally not caring what she looked like. She had long ago ceased feeling sexy or desirable. She finally started working out to help relieve her stress and give her time to herself to process the loss. Over the years, it became a habit then a routine. And it had the added benefit of bringing back her previous body.

Never did it occur to her that she would be admired by others because of her shape. Intellectually she knew it was going to happen but honestly, she never really flaunted her body. Except for her form fitting workout clothes, she usually dressed casually but not conservatively. She might show a little cleavage and some leg, but never more than was appropriate for the occasion, such as work or when in public places like the grocery store. She just never really considered herself as a sexy and desirable woman after the death of her husband.

Now, here was her own pubescent son staring at her body, as she was sure boys his age typically did. After all, mothers are the first mature woman a boy sees and interacts with on a daily basis. They are bound to notice their mother’s bodies. It is perfectly normal. So, why then, does her pussy have this tingling feeling in it?

“Um, yeah, okay, mom,” the boy responded bringing her out of her brief reverie. She noticed he was still unabashedly staring at his mother’s perfect ass.

Anne smiled at her son, turned away and, walking down the stairs, gave her hips a little extra swing for the boy to fantasize about. She made a mental note to check his sheets the next laundry day. Wait! Did she really just do that? Did she just swing her hips provocatively for her own son? And why did that make her pussy tingle? ‘What are you doing, Anne,’ she chided herself as she proceeded to the workout room. A good workout is what she needed. She is probably just a bit horny and needs to work it off. Not a big deal.

As his mother turned from him, he noticed a little extra swing in her hips as she descended the stairs. He continued to watch her ass until she disappeared around a corner when his sister came out of the bathroom in a hurry running right into her brother. He reflexively reached his arms out to grab her by the waist in a hug to prevent them both from falling, inadvertently cupping her ass with his hand in the process. Emily laughed as she found herself pressed up against her brother’s firm body. She couldn’t help but notice the rather large lump in his pants pressing against her belly or the warmth of his hand on her butt. Realizing what it was she was pressing against, she turned beet red with embarrassment and gently pushed herself away heading down the stairs toward breakfast.

Robbie watched in wonder as she descended the stairs. He knew she had to have noticed his hard on. By her reaction, it was obvious. He also noticed she said nothing about his hand grabbing her pre-teen ass. Probably because she was embarrassed about feeling his hard on. Either way, he was fine with it. He went into the bathroom to take a pee.

Finishing his business in the bathroom, Robbie headed toward the kitchen to eat breakfast. He noticed his sister would not look directly at him. He also noticed her glancing periodically at his now deflated cock. He smiled to himself. This was going to be easier than he had expected.

The two siblings finished breakfast and ran out the front door toward their bus stop yelling out good byes to their mom as they scampered off.

Anne heard the children leave while she was on the treadmill. Generally she would jog on it for about five miles then do some light strength training to keep her muscle tone. Today was thigh day. She would be working with her Mister Thigh that was developed and sold by that blonde actress who made her name in show business by playing a bimbo on a popular sit-com decades ago. She sat on the edge of her workout bench with the device between her wide-spread knees. As she was facing a mirrored wall, she noticed her reflection and thought, not for the first time, how erotic this particular exercise was. As she clamped her knees closed, she noticed that feeling in her pussy again.

“I really must be horny today,” she laughed out loud to herself as she continued to spread then close her thighs watching herself in the mirror. The tingling in her crotch continued to grow until it demanded her attention. Sighing, she put her thigh device down, laid back on her bench placing her fingers down the front of her yoga pants. When they arrived at her pussy, she was surprised to notice how wet she was. So much the better. She began to slowly make circles around her clit with her fingers. As the urgency between her legs grew her motions became more rapid, her fingers rubbing her clit more vigorously. Closing her eyes, she imagined it was another hand rubbing her off to ecstasy.

Enjoying the fantasy she continued rubbing her clit. But it wasn’t enough. Lifting her hips, she pulled her yoga pants off one leg spreading her thighs far apart revealing her pink shaved pussy to the open air. Using one hand, she rubbed her clit while with her other she slid two fingers into her soaking wet cunt imagining it was a hard cock. As her orgasm grew closer, she was violently finger fucking her hot quim thinking of hard cocks. No matter how vigorously her hands worked her wanton pussy, she just couldn’t get over the edge. Without warning, the image of her son’s bulge intruded on her imaginings. Suddenly, she forced her fingers in her twat as far as they would go as her other hand brought her clit to its climax causing her to squirt stream after stream of cum juice all over her workout bench her body convulsing in pleasure like she had never experienced before.

The world went grey. She could not see straight. Her mind could not focus on coherent thought for what seemed like eternity but was only about a minute. When color returned to the world and she could think and see normally, she sat up wondering at the power and magnitude of her orgasm. It was only after she thought of her son’s cock that she was finally able to bring herself to release. And what a release it had been. An explosion of pent up sexual fury released by a single taboo thought. Why that thought, though? Was she some kind of sexual deviant for having this thought of her son’s cock.

Admittedly, it appeared to be much larger than she would have expected of a boy his age.

‘What am I thinking?’ she wondered. ‘That’s my son. These thoughts are highly inappropriate.’ Pushing those thoughts from her head, she looked at herself noticing for the first time the mess she had made all over her bench and her clothing. Removing her workout pants from her other leg, she used them to wipe up the cum she had squirted before walking half naked toward the laundry room. No matter how hard she tried, she simply could not get the image of her son’s hard cock inside his jeans out of her mind.

No time to worry about that right now, she thought to herself. Time to get ready for work. Her job as an administrator at the hospital would certainly keep her mind off her son’s cock. It had to. Otherwise she would never get any work done and people’s lives depended on her doing her job.

Davin sat in the recliner he had placed in his garage facing the window which looked out on his neighbor Anne’s property. Next to it was a small table with a towel and a bottle of lube. Keeping the lights off to ensure that he could not be seen by the woman on whom he was spying. Anne worked out at the same time almost daily which created a joyous hour or so for Davin. From this vantage point, he could see directly into her workout room window. He would spend the hour jacking his not inconsiderable cock fantasizing about fucking Anne while she performed various exercises or stretched in yoga poses.

Today was a special treat for him, though. It was one of those rare days when she would diddle her twat after her workout. Today, though, it seemed that she was taking a little longer than usual to reach her climax. Not that Davin was complaining, he just continued to jack off while talking dirty to her as if she could hear him.

“Yeah, slut, cum for me. You know you like to watch Davin’s cock explode all over your tits! Davin can’t cum until you do. Whoa!” he exclaimed as he saw her intense orgasm. She really squirted! Over the past many months that he had been watching her, she had never done that before. The sight of it pushed Davin past the point of no return. He spewed stream after stream of cum all over his chair, hand and the floor. He continued to watch and jack his cock while she recovered. ‘You know you were thinking about sucking Davin’s thick cock! That’s why you came so hard!’ he thought to himself.

When she finally recovered he continued to watch as she cleaned up her workout area to ensure he got every single second of her bare ass and shaved pussy engraved in his memory. Then he cleaned up his own mess.

“See you tomorrow, baby,” he said out loud as he turned from the window.

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