Chapter One: Watching and wondering
Alison stared into the crack of the door. Her two inch window into a whole different world from where she was. Her breathing was heavy and labored as she watched intently. The only thing illuminating the darkness of the room was the light coming from sunrise through the open window. It was barely enough to make out colors and exact definition but she wasn’t interested in that anyway. Her tan skin was covered in a thin layer of sweat, small droplets formed at the corners of her brows and slowly trickled down her cheeks and onto the pale carpet below. Her large 36-C breasts swung back and forth as she knelt on the floor leaning into the door frame. Her right arm was firmly pressed between her legs as she fingered her pussy. Her thin slender fingers slid effortlessly along her sopping wet pussy. She swirled her thumb around her clitoris in agonizingly slow circles. Her long pink labia dripped with fresh precum that was soaking her fingers. Her long chestnut brown hair was plastered to her forehead which was pressed into the open door. Her blue eyes remained unblinking as she watched what was unfolding before her eyes. For nearly eight months this had become her morning routine. She’d fall asleep before ten and be up before six and masturbate outside of her twenty year old son’s bedroom as he too masturbated. She watched her son rise out of bed and as he did, his cock rose too.
~~~~~
Henry sat up on the edge of his bed and yawned. Henry was an exceptionally fit young man. Ninety five percent of his body was muscle which was surprisingly well spread out for being six-foot-three. He had the ‘Y’ physique of a male model that most men would be jealous of and most women wanted to explore. His waxed body rippled with toned muscles that he worked hard to maintain. His broad pectoral muscles shifted as he leaned up and looked down at his penis. His large vein covered dick stood straight out from his pelvis like some flag pole. It had a large rigid head with a strong high peak. From tip to hairless bottom, his cock stood nine solid inches long and had a thick girth. He reached under his pillow and withdrew a piece of black fabric and it around the tip of his cock and slowly he started pumping. Right hand over left, he pumped his cock.
~~~~~
Alison began sliding her middle and ring finger deep into her aching dripping pussy as she watched her son masturbate. Even in the dim lighting she found it incredible that he could wrap both hands around his cock and still have room. It only made her want to feel his cock more. Alison’s breathing turned into whines as she watched her son begin to climax himself. For over five minutes he pumped and stroked himself.
‘Oh god that’s right baby!’ She thought to herself as her own climax rose up. ‘Cum for mommy. Let mommy see you cum.’ She pleaded silently. She rocked her hips and let out a soft whine as she orgasmed. A steady drip of cum puddled at the carpet between her thighs as she breathed heavily. Alison never took her eyes off her son as she heard him grunt out his orgasm. She watched his thick cut abdomen muscles contract and watched his massive penis throb. Each throb released a thick spurt of semen that was caught by the fabric wrapped around his tip. Alison desperately desired to know what it would feel like to have his cum inside her. To feel it deep in her holes. Before she could get too lost in the fantasy she watched him get up and lay the fabric down in the basket of dirty clothes. Even as he walked across his room his cock was still hard and thick.
~~~~~
Henry collected his clothes for the day and walked across the room and headed for the shower. As he walked out of the room, his bare feet touched a seemingly fresh, wet and cold puddle of liquid on the carpet. He didn’t pay it much mind though and just walked over to the bathroom which was adjacent to his room and next to his mother’s room. Henry shut the door and started the shower.
~~~~~
Alison hid behind her door and waited to hear the sliding of the shower curtain. Once she did, she hurried over to his room and grabbed the fabric in the laundry basket and sure enough as she had expected, it was a pair of her panties. Alison had noticed her panties disappearing a week prior and when she went looking for them, she discovered why they were disappearing and what they were being used for. She also learned something even more incredible. Henry, her only child had a monstrous cock that ejaculated equally monstrous loads. Where most men unloaded a tablespoon or two at best. Henry unloaded half a cup of semen. The thick creamy white cum had filled her panties completely and as she held them she could feel the warmth still. She raised the panties to her face and licked the fresh cum. There was something exotic about his semen too that made him stand further apart from other men. Not only did he ejaculate copious amounts, his cum tasted sweet. Like vanilla cream frosting, warm and melted. Over the course of the last week since she had started actively collecting his cum, she found herself almost addicted to it. Alison slid the cum covered panties on and pressed them against her soaked pussy. She moaned with delight as she felt his warm cum spread between her thighs. She only wished she could have more of it. She pressed her hand against her pussy and pushed as much of the cum covered panties inside herself as she could. It was the closest thing to having her son inside her as she could get. Just then she heard the curtain slide back open and she rushed back into her room and closed the door.
~~~~~
Henry got into his black four door sedan with black interior lining. He tossed his black gym bag in the back seat and started the car. Henry was a meticulous and neat person. He liked things a certain way and he enjoyed things most when they were organized. Some might have called him OCD but he knew what he enjoyed and he was happy with it. He drove fifteen minutes across town which was fairly free of traffic at six in the morning. He pulled into the side parking lot of a mall right behind the lower entrance of the store he worked at. He got out and headed across the parking lot and over to a steel door which had the numbers one-eight-eight printed on them. Henry wore a pair of black cargo pants and a tight black skirt that accentuated his bulging biceps and pectoral muscles. His high trapezius muscles caused the shirt to ride up slightly but it no longer bothered him. He pushed the black door bell button and a few moments later the door swung open.
~~~~~
Valarie was an average looking woman in her mid forties though she looked about a decade younger. Her short black hair was curled and pinned to the side. Her pale skin made her blue eyes stand out even more. The black dress she wore hugged her hips hutch flared out from her size three waist. She swung open the back door of her business and looked up at the mountain of muscle that towered over her by early a foot.
“Good morning Henry.” She smiled and looked him up, then down and back up again. “Looking handsome as always.”
“Thanks Val. You’re looking lovely as ever.” He replied.
“Oh please. You’re just trying to get into my panties-“ she chuckled. “-which of course I’m not wearing any.” She laughed and pushed open the door and walked away. Henry smirked and walked in after her and closed the door tight. Valarie was a well known woman in several communities, LGBTQ+ respected her greatly since she was bisexual and leaned ever so slightly more to women. The kinkster community respected her since she hosted two different gatherings a month. The exotic and alternative community loved her for opening up a store that catered to the alternative in every way. The entire store had deep black walls with white tile floor that was splotched with red making it look as though blood had been splattered. In the back of the store were a pair of strobe lights and a fog machine that pushed out a thick burst of fog when someone walked by. Hardcore metal music played on the stereo system but only just enough to know the song and feel the beat. The entire store was cut into sections making it easier to shop. There were five rows that split up the store. The row and the wall across from it on the right was all clothes. Shirts, pants, dresses and other items. The second row over was all jewelry and accessories for fashion. The third row was all miscellaneous items that people enjoyed browsing. Keychains, horror and gore stuffed animals that were both terrifying and cute. Small little knickknacks that were hard to resist buying. The next row over from that was spiritual items for the alternative beliefs that most places didn’t seem to want to offer up. The fifth row and the wall next to it was all kinky. Toys, clothing, movies and other lifestyle accessories. All the way in the back right corner of the store was where Henry worked. Three chairs sat lined up neatly outside his office.
“I’ve already gotten a couple calls this morning for appointments.” Valarie said as she walked with him to his room.
“How many?” He asked.
“Two. I have a feeling you’ll have more as the day goes on.” She winked. “I’ll let you set things up. Give a call if you need anything.” She smirked and walked away. Henry opened the door to his room which he had done up for his own purposes. Henry had studied for two years after high-school to receive his certificate for massage therapy and acupressure. Nearly eight months into schooling he received a permit for practice and Valarie had cleared out the storage room for him to set up in. The room was roughly three hundred square feet which allowed him plenty of space. The walls were painted a deep red and the dim light of the room set a relaxing mood. In the middle of the room was a single bed with a black on red comforter set. In the right corner of the room stood a metal rack with two pairs of thick cuffs and a small velvet circular seat. In the left corner sat a black leather spanking bench with leather restraints and a small motorized fucking machine. Against the walls across from the bed were small shelving units which contained various types of oils. Some for massage, some for aroma-therapy. Others for sex and play. Across from that was a shelf that held dozens of sex toys. Dildos, vibrators, floggers and so on. Henry specialized in two things; massage and BDSM. The combination of the two had made him one of the most well known people in the communities. He advertised through word of mouth only which brought him a good amount of money. All the money he made he split with Valarie sixty forty. At the end of each day he walked out with at minimum five hundred dollars. He undressed and folded his clothes and set them in a small dresser tucked in the front left corner of the room. In exchange he redressed in a silken black robe and a pair of compression shorts with a front flap that unbuttoned. He made sure everything was where it needed to be and then he heard a knock at his door. He walked around the bed and opened the door to find a young woman with long brunette hair in a long red sundress at his door.
“Good morning miss.” He said.
“Good morning. I am here for a massage. You are the one who does it right?” She asked.
“I am indeed. Do you have the form?” He asked as he closed the door behind her. She set down her purse and looked around the room. It was far more than she had been anticipating and much more…exotic. She reached into her purse and withdrew a folded paper and handed it to Henry who she looked up at. He was a massive man and she suddenly felt like she was in some sort of massage dungeon. Henry looked over the form which was a basic information form and questionnaire. Each customer needed to fill it out so he knew precisely what they were there for.
“So, Janice is it? May I call you Jan?” He asked. “You are only wanting the massage?”
Jan looked around the room and it was clear what he was really asking.
“Just the massage…please.” She replied.
Henry shrugged and smiled. “There is a robe to your left and you may undress as far as you want. I’ll give you a few minutes.” He said and walked out.
~~~~~
Alison got dressed in a long blue sundress that hugged her curves. She was not a tiny or petite woman but she had a comfortable size five waist with wide hips that matched her rounded ass and perky breasts. She worked roughly ten minutes away at a local call center where she took calls for customer service. It wasn’t an exciting job but it paid well and had the benefits she needed. It had been her only job after she had gotten pregnant and due to its distance from home and its lack of complexity she felt comfortable and stable there. Twenty years in and she had become the manager of the entire branch which allowed her an officer all of her own. Alison’s office was nothing much. It had a desk, a pair of monitors, a window that looked over the streets behind her and a series of filing cabinets where stored reports and data. As she sat down in her chair she could still feel the thick cum that had dried against her pussy and thighs. It made her wet just thinking about having her son’s semen inside of her. As she logged into her computer her front office door opened and a woman around her age walked in. She had shoulder length blonde hair and a smiling face and a mother’s body after having two children.
“Morning Molly.” Alison said.
“Morning Ali. You won’t believe what happened last night.” She said as she closed the door and leaned against the desk smiling giddily.
“I had sex.” Molly said.
Alison arched an eyebrow and smirked. “Last I checked hun you weren’t a virgin. In fact, I’m pretty sure you had to have sex in order to have your two boys.” She replied sarcastically.
“Well obviously, but I mean I had sex…with them.” Molly said.
Alison’s eyes went wide. “Both of them? Together?”
“Yep.” Molly smiled happily. “It was incredible. Mark was super possessive but Drew sort of, took…back seat and let me take my pleasure.”
“Wait! Hold on. You fucked both your sons? Last night?” Alison asked again.
“And if things go well I’ll probably do it again tonight.” She blushed. “How are you doing on your end?”
Alison blushed and shook her head.
“Why not Ali? You’ve been spying on him for months now. What is the hold up?” Molly asked.
“First off he is my son. Secondly I don’t know how to approach this. What if he turns me down? What if he runs off and doesn’t come back?” Alison asked.
“That won’t happen.” Molly assures her.
“How can you be certain? I’m not even sure if he finds me attractive.”
“Ali honey? Didn’t you say that he’s been unloading in your panties?” Molly asked.
Alison blushed and glanced down between her legs. Molly’s face went rigid with shock.
“Oh my god you’re wearing them right now!”
“Keep your voice down.” Alison scolded. “He came in them this morning and I put them on.”
“Fuck that’s so hot.” Molly said, “I think I should have my boys do something like that.”
“I just don’t know if-“
“If what?” Molly interrupted. “He is using your panties as a cum catcher. What else do you need?”
Alison thought about it and shrugged.
“Ali. Don’t torture yourself. You love your son. Love is as colorful as the rainbow.”
Alison nodded and leaned back in her chair.
“Oh hey, I heard you are getting a new assistant today?” Molly asked.
“Yeah, the corporate wants all the managers to have assistants so that we can focus on quotas and stuff.” Alison replied.
“Who is it? Do you know?”
“Some girl fresh out of college. I think her name is Olivia or something.”
“I hope she works out. Maybe she can assist your son.” Molly said.
Alison shot her friend a glare.
“Well I mean he can’t stay a virgin forever and you won’t take that leap.” Molly goaded with a smirk and opened the door and walked out. Alison sank into her chair and thought it over, she really wanted to tell Henry how she felt but how could she?
~~~~~
Henry walked into the room and found Janice under the covers of the blanket with only her butt and upper thighs covered. She had smooth tan skin that looked tender and delicate.
“Tell me Jan. What is your favorite kind of scent?” He asked.
“I like citrus and oh…cucumber and mint is always lovely.” She replied.
“I like those too.” He said and dropped two drops of fragrance oil into the air freshener. A steady stream of mist drifted up from the top of the room mister spreading the scent of cucumber and mint through the air.
“That smells wonderful. Thank you.” She said and eased into the bed further.
“You are welcome. Just relax and let me ease your stress away.” He said as he rubbed his hands with some blood orange oil. His warm and large hands settled into her lower back and slowly he slid along her skin and moved up her shoulders.
“Is that?” She took another sniff and paused. “Grapefruit? No…orange of something kind?” She asked.
“You know your fragrances. It is a blood orange oil. I hope you like it.”
“I really do.” She replied and as he pressed slightly harder down upon her shoulders she let out a soft moan of pleasure. Janice blushed but tried not to let on that she hadn’t really intended for that to happen. However, Henry had massaged dozens of people, men and women of all ages. He had heard plenty of sounds out of them all. He pressed down against her shoulder blades with his thumbs and rolled out a pair of knots. She did her best to breathe through the pleasure without making any sounds but as he swung his hands down to her lower back and up her sides she couldn’t help but moan again. His touch was like a spark that ignited her skin sending pleasure through her in places she didn’t know she felt so sensitive. The soft music that played mixed with the effervescent fragrance made her feel so at ease she had almost forgotten she was naked beneath the blanket. Henry slid his oiled up hands along her spine and up to her neck and started moving in magnificent ways that caught her off guard. She whined surprisingly loud as his fingers pressed into her neck just beneath her ears. She blushed hard and whispered “I’m sorry.”
Henry paused for a brief moment and continued. He leaned down close to her ear and whispered softly; “Don’t be sorry my dear. If you feel pleasure it’s okay to let it out.”
Janice blushed and felt heat rising from between her thighs. Henry moved back down her spine and as he went he began applying pressure on clusters of vertebrae. With each pressure applied her spine shifted and cracked. Janice let out a moan of surprised pleasure as all the pressure and stress she had been holding in her back was released. With each new crack of her spine she felt lighter and more relaxed.
“I’m going to work on your legs okay? Let me know if you feel uncomfortable. Don’t be afraid to let me know if you’re pleased too.” He whispered as he moved to her thighs and started spreading the oil. It had been far too long since anyone had been so close to her. Her own sensitivity surprised her as she felt his hands move to her outer thighs, down to her knees and back up her inner thighs. The sounds of heavy breathing that came out of her mouth were far too close to sounding like a whine. He pressed harder into the deep tissue of her thighs and started moving slowly. Henry noticed her hips begin to shift and he knew where she was feeling the most pleasure. Janice didn’t realize that her hips had started rocking slowly as he began massaging her thighs. Lost in the pleasure of his hands which were closer to her vagina than anything had been in months, she didn’t hear her own whines as she exhaled. Henry didn’t pause his massaging as he slid out of his robe. His cock was firmly pressed against the flap of the shorts trying hard to push free. He slid his hands down her leg and worked out the kinks in her nicely shaped calf muscles and thin ankles. Janice melted into the bed as his skilled hands rubbed her sore feet. As his thumbs dug into the arch of her foot she felt an intense tingling sensation in her clitoris. Like someone had just pulled at the string that connected the two. A moan of pleasure escaped her lips. Henry smirked and pressed down against her foot. Janice moaned once more and felt her own pussy tighten as though she were climaxing.
“Right there.” She moaned.
Henry began pushing and pulling his thumb along the arch of her foot, applying pressure in both directions. Janice had never experienced such strong climax like sensations from her feet but she knew she didn’t want him to stop. Her clitoris ached and her vagina tightened as the arch of her feet got messaged. Then the gentle sounds of the time went off and Henry released her feet. The sensations of the climax dissipated and she opened her eyes and then stopped. She stared at the muscular form of Henry as he walked across the room and turned off the alarm. She stared at his tight thighs and tight ass cheeks and once he turned to face her all her attention went to his crotch. She knew a large and erect crotch when she saw one and it was easy to see he was hard. Janice bit the corner of her lip and hesitated. The feeling of her climax was fading fast and the window of opportunity was closing even faster.
“I hope you enjoyed yourself. I’ll let you get dressed in private and-“
“One orgasm. Please. Just one.” She blurted out. He smirked and turned away from the door. “How much?” She asked.
“It’s usually seventy five but I’ll cut you a deal for fifty.”
She reached for her purse and pulled out two twenties and a five with five ones and laid them on the floor.
“Please. Roll onto your back. You may keep the blanket on you if you’d like.”
Janice rolled over and covered everything up to her waist and blushed. Her thin short labia and hooded clitoris were wet and bright pink. He reached over and pulled off a black vibrator from the shelf and added oil to the head.
“Lean back and relax.” He said and turned on the vibrator to level one. Soft and steady vibrations hummed through her pussy as he moved up and down and around her vagina. Her climax and orgasm deprived pussy ached for release as he moved up to her clitoris and turned up the vibrator one more click.
“Oh yes…oh that’s it. Please don’t stop. Please…oh god it’s coming.” She whined and started moving her hips. “Fuck I’m gonna cum. Please don’t stop! I…shit I’m cumming!” She screamed and bucked her hips twice as she leaked out cum into the sheets. Janice breathed heavily for a few moments and smiled. It had been her first orgasm from someone else in nearly three months. Henry pulled away and cleaned off the toy and put it back on the shelf.