Chapter 1

For the past six months, Eric’s mother, Lydia, was having trouble sleeping. The problem had seemed to develop out of the blue and it was causing her a great deal of grief. Her work performance at the office had diminished, she had developed a temper, and she constantly felt fatigued. She’d never had trouble falling asleep before, so why was it that now, in her late 30’s, she couldn’t get more than a couple hours of sleep each night? She tried over-the-counter medicines at first, but none of them proved to be effective. And finding a doctor that would write her a prescription for something stronger proved to be impossible with her work schedule and insurance plan. So she was resigned to being miserable.

Eric had noticed changes in his mother’s temperment, as her frustration had trickled down and become his own. None of the doors in their house had any locks, so he found himself afraid to masturbate at night, for fear that his mother was still awake and would catch him. Ever since he was a kid, she had a terrible habit of entering his room, unannounced. This had only gotten worse with her insomnia, since now it could happen at any hour of the night. It was as if she needed someone to take her frustrations out on, so bursting into her son’s room at 2am to chew him out over something he’d done or forgotten to do had become the norm. He would hear her pacing in the hallway at night, stressed at her inability to sleep, and he would hope to god that she wouldn’t find a reason to come and yell at him. If Eric wanted to masturbate, he’d have to do it right after he got home from his newly acquired Summer job, being sure to finish before his mother got home from work. If he couldn’t bust a nut in that small window, he was out of luck, and would remain blue-balled until he could try again the next day. It was maddening, and he hoped it would end soon. After all, who doesn’t want to rub one out at the end of the day? Especially when you’re 18 and not getting any.

One afternoon, while Eric was upstairs in his room, masturbating before his mother got home, there was a knock at the front door. After pulling up his pants, he made his way downstairs and out onto the front porch. There, he saw a brown package waiting for him on the steps. Technically speaking of course, the package was not waiting for him. It was waiting for his mother, as it had her name written on it. Of course, that didn’t stop him from opening it, being the nosy teenager that he was

Inside the box, tightly packed in styrofoam, was a small white bottle labeled “Dozaril” and a small paper booklet marked with the same logo. According to the booklet, Dozaril was a non-prescription sleeping medicine that had been “clinically proven to work at least 85% of cases”. It was likely that his mother had ordered it from the internet in her desperate fit of insomia, and if that was the case, it was even more likely that it was a big scam and she’d paid an obscene amount of money for sugar pills.

After sitting the package on the kitchen table, Eric walked back up to his room to finish the wank session, still reading the booklet, out of curiosity. But once he noticed what time it was, he quickly lost interest, knowing he only had about five minutes left to bust a nut. Knowing that the pills were bullshit, he threw the booklet into the trash bin next to his computer stand and re-opened his porn folder, desperate to cum before his mother got home. Every weekday was a race against the clock to rub one out before she got home from work. Eric had lost that race the past few days, and this little distraction meant that he’d likely be coming up short again today. Everybody knows a time limit always makes things take longer, and being backed up for days didn’t change that.

What it did change, though, was Eric’s behavior. He was waking up harder than usual, and his balls felt full constantly. He tried to rub one out in the shower the previous morning, right after waking up, but it wasn’t long until his mother burst into the bathroom, yelling at him to hurry up, and complaining that “water isn’t free”. Not to mention, everything had been making him horny lately. Rachel Ferg, a girl who had been in his grade and who he now worked with, was, to put it simply, gross. But when she knelt down to grab something off the bottom shelf and Eric caught a glimpse of her ass crack, he popped a boner all the same. It was the most embarrassing kind of boner: one born of desperation.

When Lydia did get home, finding her pills on the table, she was too excited at the prospect of a peaceful night’s sleep to be upset that her son had opened her package. The first thing she did was read the label while she heat up some leftovers from the previous night’s dinner.

“Sorry, I opened your package, Mom,” Eric said, coming down the stairs, having just tucked his boner into his belt, doomed to another evening of blue balls.

“You shouldn’t open a box unless it has your name on it, young man,” she said, unscrewing the cap and taking a single pill out of the bottle.

“Well don’t be too upset if it doesn’t work, mom. You know you can’t trust everything you find on the internet.”

“I know, honey. But at this point, I’d be willing to try anything to get a decent night’s sleep,” she replied. She really was desperate at this point. Desperate enough to order a strange pill from the internet with no FDA information and, as far as she knew, one that didn’t even include an information booklet in the box.

“I know mom. I just don’t want you to get your hopes up too much,” he told her.

“I can handle myself, Eric. I know,” she told him sternly, rolling the pill between her fingers and examining it for any numbers or letters that might indicate what exactly she was about to put into her body.

She hadn’t meant to act so cold towards him recently, she was just irritable from lack of sleep. She had been so easily upset these past few months, and her irritability, coupled with how easily she found herself getting confused due to sleep deprivation, had strained her relation with her son. She had been acting like a real bitch, and she knew it. She hoped that this new medicine would do the trick, and she hoped that she could make it up to him soon. She’d received two tickets at work to a new indoor water park that had opened up just an hour away, and she wanted to surprise him as a way of apologizing, but that took a backseat to her main priority: getting some sleep. Until she knew if the Dozaril would work or not, all she could do was hope. With that hope in mind, she crossed her fingers and popped the pill into her mouth.

About an hour later, Lydia went upstairs to her room to put on her nightwear. She didn’t feel sleepy at all yet, but she was trying to be positive.

“Tonight she would have the best night’s sleep that she’d had in months and it would be all thanks to Dozaril,” she thought to herself, though it was more of a plea than a statement. Once she was undressed and re-dressed for bed, she layed down on her mattress, waiting for sleep to embrace her.

In the next room, Eric was mulling over whether he should attempt to finish masturbating before bed. While he didn’t believe that his mother’s new pills would work, he DID believe in the placebo effect, so it was possible that she’d fall asleep at a reasonable hour, if only for the first few nights she tried the Dozaril. Plus, since he hadn’t been able to finish himself off earlier that day, he was really desperate to justify a second attempt. He figured he’d give it an hour or so before going to check and make sure she was asleep, and if she was, he was home free.

“It’s official! The pills didn’t work!” his mother shouted, loudly flinging her son’s bedroom door open, scaring him half to death. “I’m going to go watch tv” she said with a tinge of sadness in her voice. If he had been afraid to try jerking off again before, he was terrified now.

She was very upset that the pills hadn’t worked. It would be another sleepless night spent watching crummy re-runs of old sitcoms for Lydia Turner. And it would be another night of being too afraid to masturbate for her son. He almost felt sorry for his mom, if she hadn’t been so miserable to live with for the past six months. He decided to head down to the kitchen and grab a snack as a sort of consolation prize.

Of course the pills didn’t work. They were obviously a scam, as he had originally thought. They were probably just sugar pills that were sold under various names for various purposes to unsuspecting people all over the country. Dozaril was your garden variety internet scam and Eric just knew that his mother was going to make that his problem. But just as he had that thought, Ehe heard a thud from the living room and decided to go see what it was. What he saw was almost like a miracle; his mother had passed out on the couch. She hadn’t even turned the TV on yet. The loud thud had been caused by the remote, which she’d dropped onto the floor.

The pills had actually worked! She was finally getting the sleep that she’d been wanting for so long. And he’d be able to do what he’d been wanting to do since earlier that week. Eric clapped his hands together in excitement, immediately regretting it, worried that he might wake his mother from her long-awaited slumber. But, glancing over at her, he saw that she didn’t take notice of his clap, whatsoever. She was out cold. Deciding to test the waters before he ran upstairs to fap, he clapped once more, even louder this time, but still there was no response. This was great! Not only was she asleep, but she’d stay that way, giving him plenty of time to do his business. But glancing over at his mother, he saw her sitting on the couch with her head slumped forward and decided to do one good deed before going up to his room to do a naughty one. He decided he’d carry his mother up to bed. It was the first time she’d slept this well in a long time, so it should be in her own bed, at least. She’d be less likely to wake up that way, too.

She was heavier than he thought she would be, despite her relatively slim figure. Lydia had large breasts, and while Eric hadn’t paid them much attention before, he immediately noticed how top-heavy she was when they were squeezed against him. As he carried her, she shifted around a bit, and soon his hand had slid high up her bare thigh. It felt smooth and thick, and his fingers sunk into her soft flesh. Maybe it was because his needs hadn’t been met recently, or maybe it was a latent Oedipus complex, but it was around this time that an erection started building in Eric’s pants for the umpteenth time that day. He blushed, ashamed to be sporting a boner while carrying his mother up the stairs. Making his way into her room and sitting her down on the bed, he looked down at his mother and admired how attractive she was in her night clothes. Her shorts were VERY short, and left very little of her legs to the imagination. Her thighs were thick and pale, exactly how Eric liked them. His eyes traced upwards from her legs to her chest, and Eric realized that his mother’s button-up blouse had popped open, baring her bra-clad chest to the cool, air-conditioned room.

This was bad. If she woke up with an unbuttoned shirt in another room of the house, she might think that he had done it on purpose. He would have to button her back up before he left, but the thought alone was scary enough. He didn’t even want to think what would happen if she woke up while he had his hands all over her open top and a boner in his pants. But if she was still asleep after the entire trip upstairs, it should be ok. Steeling his resolve and adjusting the erection, Eric went to work.

He leaned down and grabbed the bottom button in one hand, and the opposite flap of his mother’s silky blue shirt in the other, accidentally grazing her stomach with the back of his hand as he did so. He held his breath as he threaded the needle and managed to fasten the button. One down, two to go. The next one was a little higher, around the bottom of her bra, which made it a scarier target. But just like the first, he managed to fasten this one with relative ease. The last one would be the scariest, as it would need to be fastened over his mother’s cleavage. Worst case scenario, he could just leave the next button undone and get out. Maybe she’d just think she hadn’t buttoned the top one before bed, or that It had come undone in her sleep. But the panicky Eric wasn’t thinking clearly and didn’t want to take any chances. He leaned slightly further over his mother’s sleeping body, determined to fasten the next button, when he heard her sigh out loud. He froze, his hands on both sides of her shirt, staring at her face, looking for any signs that she was awake. Was that the sigh of someone waking up, or was this just a natural noise that a woman might make while she’s sleeping? He was frozen there for what felt like ages, just staring at his mother in the semi-dark room, the only light coming through the open door from the hallway, behind his back. He watched her lips to see if she’d sigh again, but the longer he waited, the more afraid he was that the next one was just around the corner. He breathed slowly and quietly, not wanting to make a sound. He must have watched her for three full minutes before his anxious mind started to calm down. As his heart rate returned to normal, he couldn’t help but notice how attractive his mother was, lying there. He’d always known she was a pretty woman, but she had always just been his mom, and nothing more. For most of Eric’s life, she had just acted like a mom to him. She took care of him like a mom, she made him food like a mom, and when he deserved it, she scolded him like a mom. But all the bad experiences he’d had with her in the past six months had made him start to resent her.

She had made his last six months of high school much worse than they needed to be. Her irritability at home had increased his stress tenfold. Studying at home with his mother in the house was like trying to study with a bear in the other room. She had embarrassed him several times by losing her temper with him in front of his friends and girlfriend. And, unable to jerk off at home, he found himself thinking with his dick way more often than he should have. Eric made a lot of dumb decisions in an effort to lose his virginity before graduating, ala American Pie. Ok, so maybe it wasn’t entirely his mother’s fault that he whipped his hard dick out in front of his prom date and made her cry, but he was a victim here, too. It was the Summer after graduation and he was still a virgin. Stifler would have been so disappointed. But the worst part was that her irritable nature had made her much harder to go to for advice. Sometimes he needed a mom and she wasn’t there for him.

Lately, he hadn’t really thought of her as a mom, but rather as just some bitchy woman he was forced to live with. Specifically, she was a woman who had a terrible habit of ruining his jerk-off sessions. So right now, looking down at her not as a mother, but as just some sleeping woman, he felt a lot more objective in judging her looks. Surely his already raging hard-on had nothing to do with it.

He noticed that her lips were full and pink, but she wasn’t wearing lipstick to bed. She was a just beautiful woman with naturally plump lips. Eric shook his head, wondering why he was thinking about her that way, attempting to snap himself out of it. But before he could refocus his attention on the button that he’d been trying to take care of, he found himself losing his balance. Naturally, he stuck his hand out to catch himself, to prevent him from falling on top of his sleeping mother, but when he caught his balance and noticed where his hand had ended up, it was worse than he could have imagined.

Eric’s wrist was between the flaps of his mother’s shirt, and his fingers and palm were wrapped firmly around one of her tits. Well, to say that he was wrapped around a breast so big wouldn’t exactly be truthful. It was more like he was grabbing her boob, and his fingers were sinking into her tit flesh. He quickly jerked his hand back in recoil, throwing off his balance for a second time and sending him toppling onto his mother’s sleeping body.

It took him a second to realize what had happened and what the strange sensation was that he felt on his face. The texture felt soft, cool, and almost rubbery, and after a few seconds he realized exactly where he was. Eric was on top of his sleeping mother and his face was now buried between her knockers. He pulled back quickly and leapt off the bed, before shouting,

“I’M SORRY I’M SORRY I’M SORRY!”

But there was no response. Even after all that commotion and yelling, Lydia was still out like a light. Those pills had really done their job.

“What the fuck?!” he exclaimed, relieved but also realizing that all of his worrying had been for nothing. He chuckled to himself and looked at her again. He looked over her milky white chest, which had come completely uncovered again in all the commotion. He climbed onto the bed once more to button her up. As he fastened the bottom button again, he found himself staring at her sleeping form. His mom really was a good looking woman. And there was something so peaceful about her sleeping form. It was such a stark contrast from the irritated, sleep-deprived look he had grown accustomed to. She had a cute face, but in a mature way. Her nose was small and cute, but her mouth was mature and sexy. She had very pretty lips. They were the kind of lips a guy couldn’t wait to get around his cock. Or at least get them latched onto his own lips. Eric absentmindedly felt around for the next button while he got lost looking at his mother’s face and neck. It felt strange to look at his own mother like this, but he convinced himself he was just being objective and not creepy. At least until he looked down and realized that he’d been fondling her tit in his left hand for the past minute. Eric recoiled, embarrassed that he was so horny as to be reduced to molesting his mother in her sleep.

After fastening the final two buttons, Eric closed his mother’s door and ran to his room, fishing the Dozaril booklet out of his trash bin, worried that maybe his mother had taken something dangerous.

Reading further into the booklet than last time, he learned that the pills were designed to take effect two hours after consumption, with the “deep sleep cycle” effects lasting another eight hours after that. However, upon knowing that he had all night to himself, once again Eric was distracted from the booklet by his urge to masturbate. Finally able to relieve himself of all the tension he’d built up that afternoon, he got to work. But it wasn’t just the tension from that afternoon that he was relieving himself of. A few times that night, Eric thought about the feeling of having his face buried between his mother’s tits. He thought about the sensation of her thighs in his hands as he carried her up to bed. He thought about her thick lips and the nape of her neck. When he finally came, he was watching his favorite porn star suck cock, but a little part of him was still thinking about how good his mother’s tit felt in his hand while he watched her sleep.

The next morning, Lydia felt amazing. She woke up in her bed feeling refreshed and renewed. But wait ... could that be right? She was waking up from a full night’s rest? And in her own bed, no less. She asked her son what had happened and he filled her in, leaving out plenty of details. He told her what time she’d fallen asleep, and how he’d carried her up to bed. She told him how he was such a good boy to worry about his mother like that, oblivious to everything else that had occurred. He also didn’t tell her about the booklet, for fear that she’d yell at him for taking it. To be fair, he originally took it because he thought the pills were a scam. Eric figured when she inevitably ordered another month’s worth of pills, the new bottle would arrive with a booklet and she’d read it then. She would probably just think that they’d simply forgotten to send one the first time. Everything would work out fine.

That night, a similar scenario played out, with his mother falling asleep on the couch, only for her son to carry her up to her room. Hopefully after two nights of falling asleep two hours after taking a pill, his mother would be smart enough to realize what time she should get into bed. Tonight, Eric had the booklet with him as he carried his mom upstairs. His urgency to masturbate wasn’t nearly as high as the previous night and he decided he wanted to read on and make certain that the pills weren’t dangerous. After gently sitting her down, careful not to pull open her shirt by accident, he sat on the edge of her bed and read more of the pamphlet.

It told him that the sleep effects induced by Dozaril were very powerful, so it should not be taken by people who live alone, as it would be dangerous during an emergency. In the event of a fire, he’d likely have to carry her out of the house. She’d definitely want to know this information. But what this also meant was that it would be nearly impossible to wake her up for at least the next six hours. He turned and looked at his mother in her night clothes. She looked so peaceful and serene compared to how he was accustomed to seeing her in recent months. After last night, he was also hyper aware of how attractive his mother was. She had a large bust, and a curvy figure. Her thighs were so soft and plump. Her lips were thick and full. For the second night in a row, he shook his head, knowing full well that he shouldn’t think like that. She was his mother, for god’s sake.

Without warning, his mother let out a long sigh, just like she had the previous night. Eric was startled, but much less so than before, knowing that she’d be asleep for a long while. The pamphlet said that a long, deep sigh was a common sign that the medicated person had entered what it described as the “deep sleep cycle” and would remain there for six to eight hours. Eric would have dismissed it as pseudoscience if he hadn’t seen it for himself, two nights in a row. And see it he did. When she sighed, he noticed how her soft breasts shifted in her shirt, jiggling slightly then returning to the same position they had been in at the start. He couldn’t take his eyes off his mother’s cleavage.

Since she’d fallen asleep on the couch again, she hadn’t had a chance to take her bra off, but there was still little left to the imagination. Some of the material wasn’t fully opaque, and while he couldn’t fully see his mother’s nipples through her powder blue bra, he could definitely see a vague shape and some pink coloration. The whole time he was staring, Eric had been inching closer to her on the bed and he now found himself hovering over her chest, trying to get a better look.

He knew he shouldn’t be thinking about it, but he couldn’t help but wonder what color her nipples were. His mother was a fairly conservative woman and growing up he’d never caught an accidental glimpse. Of course, he wasn’t actively trying to get a look back then.

“She’s not gonna wake up, no matter what you do,” he said out loud to himself, almost like he was trying to convince himself to break the rules. But that was the wrong thing to say. Once he had that thought in his mind of “no matter what you do”, his imagination ran wild. Dirty and vulgar thoughts ran through Eric’s mind, all about things he could do to his sleeping mother without her ever knowing. Half of the perverted thoughts were of things that Eric didn’t even want to do. He wasn’t a deviant or anything, was he? He just wanted to see his mother’s nipples. That was it. No more, no less. At least that was what he told himself as he reached up and began massaging her tit.

Her breast felt so good in his hand. It wasn’t the first one he’d touched, but it was definitely the biggest. He rubbed it around, not really knowing what he was doing at first, just enjoying how it felt to touch her. When his mother let out a little half moan, half sigh, he paused for a second, but remembered the bit in the pamphlet about the “deep sleep cycle”. That moan reminded him of his original goal, though. He just wanted to get a good look at her nipples and then he’d run off to his own room to masturbate. It was supposed to be a simple mission. No casualties, just in and out. He really wished he hadn’t just thought the phrase “in and out”, though.

Eric squeezed his dick with his free hand, as a way to acknowledge his boner through his pajama pants and let it know there would be more attention coming soon. But right now, he had a job to do. He let go of the boob he’d been massaging and pulled her shirt open slightly more, reaching both hands up towards her bra. He used both hands and worked his fingers slightly under the top before slowly peeling down the cup of his mother’s bra, anxious to see the treasure that lie beneath. More and more skin came into view and he moved his face closer and closer, now just inches away from her breast. He could have gone faster if he wanted, but there was something so magical in the anticipation he was building for himself. Just ten minutes earlier, he was a son carrying his mother up to bed, but now he felt like he was on the precipice of a life changing event. Little by little, her areola came into view and Eric found himself quivering at the very sight. He kept peeling and soon he was face to face with his mother’s perfect, rubbery nipple.

CLASSIC PINK! Of course! His mother, Lydia Turner, had the most perfect left nipple that he had ever laid eyes on. It was a soft, rosy pink color and looked untouched by the pains of age. This was the nipple of a much younger woman. His face just inches away, Eric looked over his mom’s breast again, now taking in the full picture. He knew she had great tits, but now looking at this perfect, motherly nipple in front of him, he decided they were perfect 10s. Keeping one hand on the left cup of her bra, holding it down, he reached his other hand over and pulled down the right one. Her right nipple was, of course, just as perfect as the left one. These were the best tits he’d seen in his short life. It didn’t hurt that they were the first ones he’d ever seen in person.

Her light pink areola just slightly puffed out from the rest of her breast and around the nipple were several small bumps, adding character to the work of art. And the piece de resistance was of course the protruding nipple in the center. Her nipples were the kind that stuck out just the perfect amount. Not too puffy and long but not flat and wide, either. No, these were the kinds of nipples that beckoned to you. They were the kind of motherly nipples that just begged you to suck on them for hours and hours.

Eric let go of the right cup and the bra slid back up to cover one of his mother’s nipples. It was sad to see one go, but he really needed to give his erection another squeeze. It was getting to be more than he could take. Something was gonna have to give at this point, and he knew just exactly what that something would be, now. His eyes focused on the now singularly exposed nipple in front of his face and took aim. He blew a soft, cold breath out, watching his mother’s nipple get even more stiff in the night air. He let go of his crotch and reached up to take hold of the left cup in both hands again, wanting to get a good grip for what was about to happen.

“Oh mommy,” Eric mumbled, centering his face with his mother’s breast and taking aim. He moved his head forward and opened his mouth wide, ready to take his mother’s nipple into his mouth for the first time since he was a baby.

At least, that’s what would have happened, if Lydia hadn’t chosen that exact moment to sit straight up in bed, startling her son, who lost his grip on her bra and fell completely off the bed.

Lying on the floor, Eric went into a full panic. His life was over. His mom would know that he was a fucking pervert who had molested her in her sleep. He even tried to suck her tit, for fuck’s sake. She’d likely kick him out of the house. He would be homeless. Fuck, where would be go?

He kept asking himself these questions, but eventually realized his mother hadn’t said anything yet. She must have been so mortified at the thought of her own son taking advantage of her in her sleep that she was at a loss for words. Eric decided the best course of action would be a direct apology before it was too late and she started screaming. He lifted his head up and started groveling.

“Mom, I’m sorry. There’s really no excuse for what I did, and I understand that but I just hope that you-” he trailed off when he realized he wasn’t getting a response.

“Mom? Are you ok?” he asked, noticing her eyes were closed, “Are you ... awake?”

He reached over and pushed gently on her shoulder, but there was no response. She just sat there, slouched over a bit in bed. It was like she never woke up at all. She must have been sleepwalking or sleep-sitting, as it were. He pushed her shoulder again, harder this time, but there was still no response. She hadn’t woken up at all. She must have just been dreaming and sat up in bed right as he was about to cross the line.

Eric laughed nervously, realizing just how stupid he was to do what he’d done. If she had really woken up, he would have been dead. He stood up and got in position to lightly push her head back down onto her pillow, placing one hand on her shoulder and slowly helping her lay back down in bed. It was amazing how she seemed to have no reaction at all to his touch. Those pills really would keep her asleep until morning. Eric found himself staring at his mother again, admiring her form in her silky button-up shirt and short shorts. He thought again about how she would stay asleep “no matter what he did” and remembered how tasty her nipples had looked.