Jacob Camerer woke to his mother's gentle nudging, as usual.
"Morning, Mom." She sat beside him on his bed, wearing a lavender silk robe.
"Good morning, sweetie. Happy Birthday!" she said, gently stroking his cheek. "I put your clothes out on the chair, and breakfast will be ready soon."
Jacob quickly flicked his eyes downward to his mother's chest; her silk robe was doing a poor job concealing most of her breasts. "I'll be down in a few minutes, Mom." He gave her a smile.
His mother reached down and revealed his present, "Well, before you do, open this." Jacob tore off the wrapping paper and opened the narrow box. Tucked inside was handsome red and blue striped tie.
"It's not much, but it's also not your only present," she said with a smirk. "But you'll need it for tonight, so I figured I'd give it to you now."
"Thanks, Mom, it's great!"
"Okay, I'm gonna head downstairs, come down when you're ready." As she left, Jacob watched his mother to see if the bottom of her ass peaked out from the underside of her robe. It didn't, and Jacob let his head fall back onto his pillow with a huff.
You see, Jacob's mother was a bombshell. She was tall, about 5' 10", and trim, but she also had an amazing pair of breasts. If the glamour models he drooled over were any indication, he guessed she had DDs or Es. The ass he'd been trying to sneak a peak of was also to die for: not too big, with plenty of lift and firmness. She had sandy blonde hair, honey brown eyes set above sharp cheekbones, and light pink lips that were quick to smile. Jacob's mother was the stuff of wet dreams.
The great irony was that Jacob was in many ways the opposite of his mother. Jacob was only 5' 2" and had been quite frail for most of his life. This changed as he grew older, he'd filled out a little, but Jacob was very definitely on the skinny side. Where Jacob's mother's body oozed sex, Jacob couldn't help but notice that his penis was nothing special. Like all boys his age, he'd measured his erection, and though he hoped that on his small frame his perfectly average penis would look big on him, the reality was that his dick was just under five and a half inches. Average.
Jacob waited for his average erection to deflate, the result of eyeing his mother's cleavage, and wondered if he hadn't suffered from all those health complications as an infant if his dick would have been bigger. Maybe it was proportional. Maybe if he'd been a healthy baby now he'd be a 6' 3" with an 8" dick. He shook his head, it didn't do to dwell in fantasy, and got up to get dressed.
He found his mother in the kitchen, carefully weighing out strawberries before adding them to a bowl of oatmeal already topped with blueberries. She smiled up at him and brought the food over to the kitchen table. In addition to the oatmeal, Jacob's breakfast consisted of two eggs, fried in cooking spray. It was what he had every morning. He spotted his lunch box on the counter and could already predict it was either an arugula salad with beets, goat, cheese, and walnuts, or a bowl of brown rice with chicken and leafy greens.
"Inspiring stuff," Jacob thought to himself. He chastised himself internally. He wondered if his mother had been this health conscious before he was born. He'd never asked, but he always figured the answer would've been no. How could she be? She was only 23 when he was born, freshly graduated from UCLA. When he was old enough to learn about how sick he was as a baby it helped make sense of everything: the homeschooling, the restrictive diet, the constant doting. He reminded himself of the facts and he found he wasn't upset about his lunch, he was appreciative.
The truth was Jacob was everything to his mother, and she was everything to him. His parents hadn't stayed together after he was born. It must've been too much responsibility for his young father to not only deal with a kid, but a sick one, and he left before Jacob was two. Where other women would've crumbled under the pressure, his mother blossomed. She began day trading to support the two of them. It wasn't anything crazy, but it was enough for a comfortable life. It also gave her enough time to home school Jacob.
Jacob had only started going to public school at the start of his junior year. It took a lot of persuading, but his mom finally relented. Jacob kind of regretted it. He'd expected to find friends going to public school but joining as late as he did meant that most people had a solid group, and they weren't looking for new members. On top of that everyone thought he was a freshman because of his size. The whole experience was isolating.
"Where have you been?" his mother asked.
"Oh, sorry. Just daydreaming." Jacob offered his mother a sweet smile.
"So, here's the plan for today. I'll pick you up from school and we'll come back here, you'll be able to wash up. Then we're going for a drive, and you need to be dressed up, okay?"
"Okay."
School moved slowly. In English they finished reading Oedipus Rex as part of their Greek unit. Because he was homeschooled and didn't get it there, Jacob had to attend his Health class, where they were covering sexual health. Like most American sex ed, it was light on substantive content, mostly about avoiding getting sick, and nothing about pleasure. He looked around the classroom and wondered how many of his classmates were fumbling their way through sex or, at the very least, having oral sex. He figured many of them must have been fooling around long enough that they actually had some idea of what they were doing. Here he was, eighteen, a virgin, and with very few--rather, no--prospects.
He hoped college would be different. Maybe with all the change everyone was going through he'd be able to find someone who wanted to really get to know him. After Health, he suffered through History, Math, Physics. It wasn't that Jacob wasn't smart or was a bad student, he just really wanted to get back home to his mom.
The final bell rang, and he went out to the parking lot where his mom was waiting for him.
"How was your day, honey?"
"Oh, you know, the usual," he said. He looked over at his mother as they rolled out of the parking lot. His mother was wearing an emerald green silk romper with long sleeves and a plunging neckline. It showed off her long, tan legs. Her seatbelt ran across her chest and was settled between her breasts. He realized his mother wasn't wearing a bra and saw the entire profile of her breast. If the romper shifted over less than half an inch Jacob was sure he'd be able to see his mother's nipple. For now, he'd have to settle for the subtle impression her nipples made on the delicate fabric.
When they got home his mother told him to shower. "I'll be up in a few minutes, okay?"
Jacob went to the bathroom and stripped out of his clothes. As he let the water run and warm up, he looked at his body in the mirror. He could count his ribs and looked at the gentle suggestion of abs on his belly.
"It's better than being a little fat, I guess," he thought to himself. Still, he looked at himself and wished he looked like the other eighteen-year olds at school.
He hopped in the shower and was washing up when he heard his mother enter. "I'm here when you're ready, honey."
Jacob finished washing and stepped out of the shower, where he saw his mother waiting for him with a towel. She walked over and began to dry him, starting with his arms, before kneeling to dry his lower body. He felt her hands quickly grip his dick and balls through the towel before moving on to his legs. Those brief moments were heavenly; his cock swelled at her touch.
Next, she pulled lotion out of a drawer and moisturized his skin. Jacob was prone to rashes, he had a number of allergies, so soothing his skin was a necessary part of his daily routine. She warmed the lotion in her hands before running her hands over his body. She started with his arms again before asking him to turn around. She ran the lotion over his back before wrapping her arms around his torso to moisturize his chest and stomach. She added more to her hands and then quickly ran her hands down to his hips, quickly sweeping her hands inward to reach his perineum. His mother was precise, somehow managing to avoid touching his penis or balls. He wanted to groan out in displeasure, "Please just touch me there, this is torture," he thought.
He felt her kneel down behind him as she ran her lotioned hands over his bottom and then his legs. When she finished, she stood up and watched him to make sure he applied to lotion properly to his penis and balls.
"Good job, sweetie," she said. "Now, go get dressed, we'll leave soon."
He went to his room and saw the suit and shirt his mother had laid out for him. He got dressed and put on his new tie. He went downstairs where his mother was waiting for him.
"Oh, look at you, my little gentleman." He walked over to her and she gave him a quick peck on the lips. "Let's get going."
They drove an hour and a half out to the foothills and arrived at the restaurant. It was at a well-respected vineyard, with outdoor seating so patrons could enjoy the sunsets. His mother had picked it not only for the ambiance, but also because the restaurant did a good job of listing all the possible allergens.
The meal was delicious, and Jacob was able to order anything he wanted, a rare treat. At one point towards the end of their meal his mother excused herself to use the restroom. Jacob looked around at the other guests at the restaurant. They were all couples. At one table he could see a young woman running her foot up her partner's leg. Another table was tucked away into the corner of the courtyard with a couple sitting side by side. There, the man leaned over and whispered in the woman's ear. She giggled, and he noticed she looked down towards his crotch, then she did a quick scan of the courtyard. Jacob pretended he dropped something and bent over beneath the table. He looked over and confirmed that she had fished the man's cock out of his pants and was playing with him.
"Everybody's getting some!" he grumbled to himself. It put him in a sullen mood.
His mother must have noticed because when she returned to the table she asked if everything was alright. Jacob didn't really answer.
Jacob's mood persisted and the ride home was unusually quiet.
"Go get ready for bed, sweetie, I'll be right up."
Jacob went up to his room, he wanted to close his door and be removed from the world, but his mother didn't like having closed doors in the house, something about "there might be an emergency." It made it difficult for Jacob to get any sexual relief, actually. He'd tried waiting until he knew his mother was asleep and then rushing to the hallway bathroom to take care of himself there. Often, though, he fell asleep before he was sure. He regularly had wet dreams and woke up to a sticky mess.
So, he stripped out of his clothing. His mother required that he sleep naked, apparently it was good for the health of his sperm. "Not that it matters at all..." Jacob would think to himself.
His mother came to his room, back in her lavender robe, just as he was hanging up his suit. Now that she'd seen him naked, he knew he could hop into bed. Once he was under the covers his mom came over to his bed and sat by him.
"Did you have a good birthday, honey?"
"Yeah!" It was strained. He was trying as hard as he could to sincerely be appreciative, but he couldn't.
"What's wrong honey?" She sounded very concerned.
Jacob struggled to put into words what he was feeling. He started feeling overwhelmed, like he might cry, and he rolled away from his mother.
"Jacob. Sweetie, what is going on? I thought you had a good day."
Jacob rolled back over, tears in his eyes. "I don't know, Mom."
"Was it something at school?"
"I mean..." Jacob was so embarrassed. How do you complain to your mother that you're being driven crazy by how horny you are all the time? How do you explain that you feel unbelievably lonely, all the time, despite all the care your mother gives you?
His mother got up from the bed and sat in the armchair that lived in the corner of his room. "Honey, come here."
Jacob got out of bed and went over to his armchair and sat in his mother's lap. She wrapped her arms around him, one around his shoulders, one gently cupping his bottom. He nestled his head against her bosom
"Tell Mom what's going on."
"I guess. I'm really lonely at school, Mom. I don't have a girlfriend, or friends..."
"Oh, honey, I know that's hard." She held him in silence before asking, "Do you want to finish up high school here? With me?"
"Maybe...but that's not everything."
"What else is going on?" She was using her thumbs to gently stroke Jacob where she held him.
He buried his head in shame as he said, "I'm so horny."
"Sweetie, I couldn't hear you."
"I said I'm so horny, okay?!" Jacob tried not to raise his voice but couldn't help it. His mother looked shocked.
"I go to school and I sit in health class and I listen to everybody talking about sex, and I think 'what am I even doing here, no one looks at me that way!' And then I think, well maybe things will change in college, but then I get worried cuz what do I know!? And then..."
"What?!"
"Well, and then...there's you!" He said it as if it was self-explanatory, but his mother was confused.
"I don't know what you mean, Jacob. What have I done wrong?"
"It's not--that's not." How could he put this into words? "Mom, you have to know how you look." He could feel her begin to respond and then stop herself. He kept going, albeit haltingly, carefully. "You're every man's dream, and then, I mean. You dry me with a towel and then run your hands all over me after I shower, and I'm completely naked in front of you, and I just want you to grab me...and...give me what I want! I don't know..."
Jacob's mother brought her hand up to Jacob's face, "What is it that you want?"
"Relief?" Jacob couldn't bear to be more explicit than that, it was too humiliating.
"Jacob, I don't know what that means. Tell me what you want, baby."
Jacob couldn't take it anymore, and with frustration he said, "I want to cum. I want someone else to make me cum. Are you happy?!"
"Jacob, sweetie, settle down. It's okay."
Jacob struggled against her and tried to break away. The last thing he needed was to be told to settle down, it was so condescending. But Jacob's mother was too strong, and she held Jacob to her body until he stopped squirming.
"Jacob."
"What?"
"Please stop huffing, it's not attractive." She took a breath, and pulled his head closer to hers and said softly, with a slight chuckle, "I'm glad you told me what you were feeling, though, okay?"
Jacob didn't know what was going to happen, he didn't think he was going to get what he wanted, but he did feel bad about how he spoke to his mother.
"I'm sorry, Mom."
"I forgive you, sweetie."
Jacob sat for a moment thinking as his Mom held him. A thought occurred to him.
"Mom, well, I'm eighteen now. Um, maybe we could hire someone...?" He looked up expectantly at his mother. His enthusiasm was met with a cool smirk from his mother.
"No, I don't think that's necessary."
Her cool dismissal enraged Jacob again. How could she react so callously when he had been so forthright? He began pushing against her again, finally fed up with her attitude.
"Let go of me!"
"Jacob, settle down!" His mother's voice was stern and steady.
Jacob continued protesting when he felt his mother's hand shift off his bottom. The next thing he knew his mother had his balls in the palm of her hand. She gripped them gently and kneaded them between her fingers.
Jacob shuttered, and his breath ran ragged out of his body. He'd never had this kind of prolonged, definitely sexual, contact with his balls before. Those brief moments through the towel were nothing compared to this.
His mother spoke softly to him as she continued to massage his balls. Jacob felt powerless in the hands of his Amazonian mother. "You think I would trust anyone else to take care of you? You think a working girl could give you what you need? No, sweetie. You are my baby, and I will take care of you."
She withdrew her hands from his balls and pulled her silk robe open, revealing her gorgeous breasts. They were the sun kissed caramel with milk chocolate nipples, Jacob wanted nothing more than to dine.
"Suck on mommy's nipple, baby, and I will take care of you."
Jacob didn't need any further bidding. He reached up and grabbed his mother's breast in both his hands, reveling in their softness. He brought his mouth to her nipple and began to suck. As he did, he felt his mother's hand on his cheek before moving to his cock.
"I'm gonna go slow so you can enjoy it, baby." True to her word, she used slow strokes to jack him off.
"Is this what you wanted, baby?"
Jacob whimpered his assent from his mother's breast.
"Your lips and tongue feel so good on mommy's breast, Jacob. Will you flick your tongue over mommy's nipple? That's what mommy likes." Jacob did as he was asked and managed to elicit a soft moan from his mother.
"Yes, baby. Tell mommy when you're going to cum."
"Mom, I'm gonna cum!" Jacob's mother made one last stroke downward and held it there. Jacob felt a tugging sensation on the head of his cock. His cock had a monster spasm and a thick rope of warm cum shot out of his cock and landed squarely on his mother's right breast. After the first rope she began slowly jerking him off again. Jacob couldn't believe the deep pleasure he felt in his body. There was the tickling pleasure in his cock as his mother ran her hand up and down his cock, rubbing the head of his cock with her thumb, swirling his cum over the sensitive head of his cock. But there was also the feeling of satisfaction that coursed through his entire body.
Jacob lay cradled in his mother's arms, the only sound in his room the gentle panting from both him and his mother. Still in a daze of pleasure, Jacob looked up and took in the sight of his mother's hand still gently squeezing his cock, and his cum covering his mother's breasts and his stomach.
"Let's get you cleaned up," his mother said.
Jacob dumbly nodded and stood up. He watched as his mother carefully pulled her arm through her silk robe before letting it fall to the floor. She stood in front of him in almost all her glory. Jacob eyes tried to soak in as much as he could. He looked at her gorgeous breasts, the right one sporting a rivulet of cum inching its way downward. Further south her flat tummy had a band of sweat running across it, likely from the heat of Jacob's body pressed against it. Sex, if you could call what just happened that, was messier than Jacob realized. Below that was hidden by a pair of panties. Jacob could see the impression of her pubic hair pushing against the fabric.
He followed his mother out of his room and into the hallway bathroom. His mother reached into the shower and turned on the water before stripping out of her panties. Jacob wished she would turn to face him, but she stepped into the shower instead.
Jacob waited patiently for his mother to finish, but after a minute his mother poked her head out and asked, "Well, aren't you gonna come in?"
Jacob scurried into the shower and stood behind his mother as she continued to wash herself. As beautiful as she was dry, Jacob found that the sheen of her wet skin only heightened her sex appeal.
"You're not gonna get clean standing all the way over there," she said. She still had her back turned to him. The gentle twist of her spine as she looked over her shoulder was incredibly seductive.
He shuffled forward and slid past his mother, his torso sliding against hers as he went. His penis brushed her thigh, and Jacob felt a tingle move through his body as his penis was briefly pinched between their bodies. He stood in the stream of the warm water and closed his eyes as water ran over his face and through his hair. He felt his mother steady herself with one hand on his shoulder as she brought a soft brush around his body and began to scrub his chest. Her breasts pushed against his upper back.
There we go, that's better," his mother said. The brush fit in her hand and she scrubbed tight circles, slowly moving down to his pubic hair. "You were very messy, that was quite a lot."
"Well, it felt really good." It was an understatement, but Jacob still felt embarrassed saying anything more specific than that, it felt too vulnerable to say, "I could have stayed on your breast for the rest of time." It also felt a little melodramatic.
"Turn around sweetie." Jacob turned and finally got to see his mother completely naked. He followed trails of water that originated at her collar bone all the way down to her crotch, where they became droplets caught in her honey-colored hair. He stared at his mother as she shampooed his hair, admiring the gentle bouncing of her breasts. Their gentle motion drew him in like he was in a trance, and without much thought he leaned forward and put his mouth back over her nipple and began to suck and lick again.
"Young man," his mother chided with a giggle, "I'm not done here! We need to get you cleaned up so you can go to bed."
"Sorry, Mom, they're just...they're wonderful."
"Thank you, sweetie." She guided his head back under the stream of the water so the shampoo would wash out, and then began conditioning his hair. As she massaged it into his hair Jacob looked down and continued looking at her pussy. He knew from diagrams in class vaguely what it looked like, but he had never seen one up close. What did it feel like?
"Mom?"
"Yes, sweetie?" She guided him back under the stream and angled his head, so he was looking up at her face. He felt shy again looking her in the eyes.
"Would it be alright if I...touched you...down there?"
She seemed to consider for a moment before asking, "Why do you want to do that?" It wasn't a challenge.
"Well, I guess, I'm curious? I've never seen one," he offered.
"I suppose that would be alright. Here," she took his hand and guided it down to her pussy. "Take your middle finger and gently run it back and forth along the surface." Jacob slowly ran his finger along his mother's pussy. He was surprised at how easily his finger glided.
"It's kind of slimy," he said, more to himself than to his mother.
"That's not very polite, Jacob." His mother grabbed his hand and stopped him. "You shouldn't say that about a woman, it could make her self-conscious."
"I'm sorry, Mom." She released his hand, and Jacob tentatively began to caress her again.
"If you really want to comment, you can say a woman is 'wet,' but always be sure it's clear that this is a positive."
"Sorry, Mom. You are very wet, though."
"Well, that's because I'm aroused, Jacob." Jacob's heart began to pump faster when she said this.
"Is that because of me?"
"Yes, honey," she said with a small smile. She closed her eyes briefly, and he noticed her eyelid flutter.
Jacob enjoyed exploring his mother's pussy, he noticed that towards the front there was a little bud and occasionally when his finger would brush over it his mother would twitch. She reached behind him to turn off the water, and the two of them stood in the shower. Jacob's mother's hands tangled in his wet hair and she closed her eyes again. Jacob continued to slide his finger. Then, his mother grabbed his hand and moved it until his finger was touching the bulb.
"Keep your hand here and do this with your finger." His mother demonstrated on his knuckle the tight circle she wanted him trace. Jacob did as he was told and was rewarded with a look of ecstasy on his mother's face. She scrunched her eyes and bit her lip.
"Sweetie, come lick my nipple again, do what you did earlier." Jacob was happy to accept. He stepped a little closer and wrapped his lips over his mother's nipple and flicked at it with his tongue. He barely had to lean down to reach them.
"Mmmm." She shuddered out with a breath, her grip firmer on his head, pulling his head into her chest. The pressure was almost too much for Jacob. His mother gasped loudly, and her body shook with a violent tremor followed by several smaller ones. Jacob felt the pressure on his head ease, but he continued to play with his mother's bulb.
His mother twitched several times before softly asking Jacob to stop.
"Sorry, Mom."
"No, that's okay, thank you for that." She leaned down and gave Jacob a gentle kiss on the lips.
She stepped out of the shower and grabbed a towel and Jacob followed. It felt funny as he stepped out and looked down to see he had a stiff erection jutting out from his body. It had been only 30 minutes since he came all over his mother and he was surprised to see he was erect again.
His mother looked down and seemed surprised as well, but also pleased.
"Do you need some 'relief' again?"
Jacob didn't want to impose; he felt a little embarrassed that he was so aroused again. "Oh, no, that's okay, Mom."
"Honey." She said it with heavy skepticism.
His mother dropped the towel and knelt in front of him and put her hand on his hip, mere inches away from his cock. She looked up at him and raised her eyebrows inquisitively. Jacob bit his bottom lip in anticipation and nodded with trepidation. His mother closed her hand around his cock and started to jerk him off.
"I'm going to go a little faster, sweetie, because you have school in the morning." Jacob nodded again as he blew an overwhelmed breath out. He looked down at his breathtaking mother and nearly lost it as she moved her face even closer to his cock, stuck out her tongue and used the tip to play with the bottom of his cockhead. She used quick lapping motions in concert with fast strokes and though he tried his best, Jacob couldn't hold out any longer. He tried to warn his mother but all he could muster was a quick "oh fuck," as cum shot out of his cock and onto his mother's waiting tongue. He watched in awe as cum pooled quickly on her tongue. His mother made sure she got all of it out before swallowing it down.
His mother stood up, grabbing the towel, and began to dry her boy. When he was dry, she looked down at him and pulled him in for a hug.
"Alright," she said. She followed Jacob back into his room and grabbed her robe. "Look at that, not a drop on it," she said as she slid it on.
Jacob got into bed and his mother came to sit on the mattress.
"Sweet dreams, honey." She kissed him on the forehead.
"They will be!" His mother laughed at that as she walked out of the room.
Jacob lay in the dark, basking in the events of the evening. He'd cum twice! And he was pretty sure he'd made his mom cum too. A faint whisper snuck into the back of his mind, "What does this mean? Will it happen again?" the voice said. He did his best to shut it out, focusing on the vivid images of what had happened. Before long the voice was gone, and Jacob drifted off into sleep.
Jacob woke to his mother's gentle nudging, as usual. Except his room was a bit darker than he expected.
"What time is it?" he asked groggily. His mother was wearing a white tank top with buttons that were undone, coyly revealing some of her cleavage, and faded orange cotton shorts that hugged her hips. Her hair was up in a messy bun.
"About 6:00, I know it's a little early, but I just wanted us to have time to talk about last night before you went to school. I think it will be less distracting for you."
Jacob's heart began to sink. "Last night was all it ever will be," he thought to himself.
"Honey, last night was...special." It didn't sound like a good thing. "Last night you made clear to me that you were in a lot of emotional pain, and I wanted to help you as best I could, and that's why it happened."
"Ok." Jacob tried not to sound sullen.
"But you also said something last night that I think we need to address. I heard a lot of anxiety about sex, about your body, about whether you are attractive. Would you say that's accurate?"
Jacob didn't know where this was going. "Yeah. Yeah, I suppose it is."
"Oh sweetie, you're very handsome and there is nothing wrong with you." She said it with such kindness.
"Well, you have to say that. You're my Mom."
"What do you think is wrong with you, honey?!"
This conversation was beginning to get embarrassing again, and he started to think they could've had this talk later in the day.
"I'm. Small. I'm taller than maybe ten girls in my whole senior class, and not by much. I just know that's not what girls want."
"Honey," she stroked his cheek as she spoke to him, "attraction isn't as simple as that. For one, not all women are the same. I know plenty of women, myself included, who are attracted to both tall and short men. So don't take yourself out of the game before you've started playing. You are handsome, and the women worth your time will see that. Secondly, women won't be attracted to men who are apologizing for existing. You've got to have confidence. That's what makes a man sexy. Being confident, being kind, and being intelligent are what makes a man sexy. You are kind and intelligent, we just have to work on your confidence."
"Easier said than done," Jacob thought. "Well, you know, I'd be a lot more confident if I had a bigger dick," he said with a scowl.
His mother smiled and shook her head at him. "And why do you think you need a bigger dick, sweetie?"
"Everybody knows that if it's bigger it feels better!"
His mother sighed with a mixture of frustration and exasperation, "Where you'd get that idea? Pornography?"
Jacob could tell from how she asked that if he answered "yes" she'd explain why that was silly. "Well, I know what you're gonna say, but you don't get it, you've got the body of a..." he was going to say pornstar but thought she might not appreciate it, even though it was a compliment.
His mother cocked her eyebrow up. "You have a great body, Mom. I don't think that's a secret."
"Well, thank you. But let's use me as an example. I get the feeling you like my big boobs, right?" She said this with a smirk.
"...Yeah."
"But I imagine there are girls at school that you are also attracted to, do all of them have big boobs? As big as mine?"
"Well, no. But that's different isn't it? That's got nothing to do with how sex ends up feeling."
"That's true, but my point is that even if you have a preference for one thing or another, you'll find yourself attracted to people who are different. It all depends. Also, honey," she put her hand on his chest and ran her thumb back and forth, "are you forgetting what happened last night? You made me orgasm without even using your penis."
Jacob could feel the blood rushing to his penis as his mom spoke about last night.
"I won't lie and say that penis size doesn't matter at all when it comes to penetration, but honestly, it's really only significantly below average penises where you start to have some issues. But you're much bigger than that. I've seen and held your penis, Jacob, and I can tell that what you have would fill me up plenty."
More blood rushed to his cock, he could feel it stiffen and lift off his torso, pressing into his comforter. His mother kept going.
"But vaginal penetration is just one part of sex. If you love giving oral sex a smaller penis is much more manageable, and with anal. Well, I would never do anal with a penis bigger than yours."
Jacob's mother clearly didn't realize the effect her words were having on her son.
"Mom, why are we talking about this?"
"I'm going to help you with your confidence. Think of it like sex-ed, but homeschooled. I realize that by sheltering you as much as I did that there are some gaps in your education. I also realize that what you're being taught in sex-ed at school leaves something to be desired."
"I'm a little lost, Mom."
"I want to teach you about pleasure, Jacob, so that this year, or when you go to college next year, and you have your first sexual experience, you'll feel ready. And not only that, but you will make your partner feel respected, you'll turn her on, and you'll make her want even more."
"I mean, I guess that sounds good. But, how's it gonna work?"
"Well, it'll be a little bit like last night," she said playfully. "But last night was your birthday, so it was about you. Some 'lessons' will be about you finding out about you, about finding out what you like and how to communicate that. But other lessons, those will be about me. How does that sound to you?"
Jacob couldn't really believe what he was hearing. "Um, I think that sounds pretty good." Jacob couldn't suppress his grin.
"Oh, good!"
Her response made Jacob realize that she had been kind of nervous proposing this idea to him. If only she knew.
"Thank you, Mom. Thank you, thank you!" Jacob sat up in his bed and gave his mom a hug. Her breasts crushed up against his chest. His sitting up also moved his comforter down his body and when they separated the comforter remained, revealing part of his erection. His mother looked down at it.
"It seems all this talk got you a little excited." She pulled the comforter further down a revealed his entire penis.
"Yeah," he said sheepishly.
"Well, I was going to start our lessons this evening. Buuuuuuut," his mother reached down and surrounded the head of Jacob's cock with her fingers, and as she spoke, lightly dragged her fingernails over his sensitive crown, "I did wake you up early so you weren't distracted with last night hanging over your head. And this seems very distracting."
"I think it would be," said Jacob. His mother's seductive torture made Jacob spasm.
"Well, then, I suppose I should take care of this." She moved her hand down to squeeze Jacob's balls. "We can use this as a learning opportunity, but I'll warn you, other lessons won't be like this. Unless I say otherwise the expectation will be that for every orgasm I give you, you have to give me one back. Understood?" At her question she tugged down on his balls, it was uncomfortable, but in a way that Jacob enjoyed.
"Yes, mom."
She maintained her grip and said, "During lessons you will call me mommy. Understood?"
"Yes. Mommy."
"Good." His mother withdrew her hand and stood up, pulling down the comforter to his ankles. She pulled her tank top over her head and hopped onto the bed in between Jacob's legs. She leaned over his cock and dropped a dollop of spit on it, which she spread with her hand before beginning to stroke her son.
Jacob luxuriated in the feeling; he could get used to this. He looked at his mother and noticed her nipples were poking out. He sat forward and began to play with him, but his mother pushed him back.
"No, no, sweetie. This handjob is already turning me on, if you start playing with me I'll have to finish and we don't have time." She smirked at him. "Don't worry, I'll get mine later."
"Okay, Mommy."
"For now, we're going to work on dirty talk. Do you like what I'm doing right now?"
"Yes, Mommy."
"Tell me about it; encourage me."
"Um," Jacob struggled to think straight with his mother's hand gliding up and down his cock. "Um, I really like it when, whoo, when your thumb goes over the sensitive part on the underside of my cock."
On her next stroke his mother swiped her thumb. "Yeah, yeah, right there. That feels great."
"Very good, baby. You don't need to be graphic, but being able to say what you like, and make your partner feel like she's doing a good job at the same is a turn on for her, and it will make sex more enjoyable."
"Okay, Mommy, whatever you say."
"Open your eyes sweetie, don't you want to see mommy's breasts?"
Jacob admired his mother's bouncing breasts and the way they moved with her strokes as she gradually increased the pace.
"Mommy?'
"Yeah, baby?"
"I, I really like it when you play with my balls. Can you do that while you jerk me off?"
"You want mommy to play with your balls?"
"Yes, Mommy, please." Her mouth twisted into a devilish grin as she began to massage his balls.
"Does that feel good, baby?"
"Fuck, that feels really good. I think I'm pretty close."
His mother lowered herself down until her head was just above Jacob's cock. "Do you want to cum in mommy's mouth again? Did you like that? Filling my mouth with cum?"
The way she was talking was pushing Jacob to the brink. "Mommy, I'm about to cum!"
His mother stopped stroking him, and tightly gripped the base of his cock. She jutted out her lips and formed a tight 'O' and lowered it down over the head of Jacob's cock. She quickly moved her head up and down and drew her lips inward each time she neared the tip of his cock, keeping a tight, wet seal on his cock. Jacob's hips began to rock and a second later his mother began to slurp his cum down her throat. All told Jacob shot four ropes of cum out before his mother began to slowly stroke his shaft again, coaxing out every last drop.
As she lifted her head up Jacob looked at his cock, there was only the sheen of his mother's saliva. His mother crawled on top of him and gave him a deep kiss on the lips. There was a funny taste Jacob didn't recognize.
"Ugh Mom, what was that taste?"
"That was your cum, Jacob," she said suggestively, as if it were obvious. "One day your mouth will taste like my pussy when you kiss me. Fair is fair." She gave him another kiss and hopped off the bed. She grabbed her tank top off the floor and left his room.
"Time to get dressed, I'll get breakfast on!" she called from the hall.
Niamh Doherty raised her hand and Jacob peeked at her midriff. Niamh was the prettiest girl in Jacob's year as far as he was concerned. She had dark brown hair, bright blue eyes, and fair skin. She was also around Jacob's height, only a little taller. Jacob kept looking at the band of skin between her sweater and her skirt until it disappeared as she lowered her hand. The sweater hugged her petite frame, and Jacob wondered what it would be like to reach up her sweater and squeeze one of her cute, small breasts.
Catching himself in his daydream, Jacob sat up as Niamh finished giving her answer. Jacob found her Irish accent endearing. Niamh had moved to the area a few years ago, and despite being pretty, the popular girls in school decided not to include her. Jacob often saw her in the library at lunchtime.
"How fun would it be to fool around somewhere in all those bookshelves?" he thought to himself. "Wow, what a difference a day makes." Jacob realized how little shame he felt after his daydream. This was new for him. Whereas before his birthday he would feel intense shame about how unrealistic his fantasies were, thanks to his mom, Jacob no longer felt like it was completely out of reach.
"How was your day, sweetie?"
"Good," Jacob got in his seat and his mom began to pull out of the school parking lot. Jacob spotted Niamh as they rolled away from the school and his head followed her until she was out of sight. Jacob turned back to see his mother smirking.
"What?" he asked, blushing.
"Well, who was that?" she said with a laugh.
"Oh, um. That's Niamh."
"She a friend of yours?"
"Um, not really, I guess. We'll wave at each other in the library at lunch sometimes, but I've never really spoken to her."
"What's stopping you?"
"I'm shy I guess."
"I think you should say hi the next time you see her in the library. Just go up to her and ask her about something from class. See how it goes, the worst that could happen is you have a short conversation."
"I'll get the dishes, Mom." Jacob stood and grabbed his plate and went to grab his mother's.
"Thank you, sweetie." She kissed Jacob on the cheek. "Just rinse everything and throw it in the dishwasher. I'm going to change into my PJs but meet me on the couch."
Jacob entered the living room and found his mother lounging on their couch. She'd changed into a set of navy linen pajamas. The top was short sleeved with a collar and buttons, and the bottoms were drawstring shorts, leaving most of her smooth tan legs visible.
She looked up at her son, "Are you ready for your lesson, tonight?"
Jacob gulped in anticipation, "Yeah."
"Good, I was a little worried you'd be tuckered out tonight. Come give mommy a foot rub."
Jacob sat on the end of the couch and placed his mother's foot on his leg as he began to knead it.
"Thank you, baby. Tonight's lesson is going to be about foreplay. Do you know what that is?"
"Not really."
"Foreplay is the buildup to sex. Most women--not all of them, and not all of the time--need a decent bit of warming up before they're wet and ready to have a cock in them." Jacob felt his cock stir in his pants. "It's not a specific thing, in the way that a handjob or a blowjob is, foreplay can come in many different forms. Honey, do you mind moving to the other foot?"
Jacob grabbed his mother's other foot.
"For instance, last night, the foreplay for me was getting to touch your cock and stroke it until you came on my breasts. That got me very hot and bothered. But foreplay doesn't need to be inherently sexual touch--sweetie can you rub my calves too?"
Jacob adjusted how he sat so he'd be able to reach more of his mother's legs. He reached forward and felt his mother's lightly muscled calves in his hand and began to squeeze and rub them.
"Sometimes touching like this can set the mood enough that you could crawl up here and fill my pussy with your cock. Other women respond especially well to dirty talk. Most of the time though, paying special, sexual attention to a woman's body is what is called for. So, Jacob, for your lesson, I want you try and discover what gets me going, okay?"
"Okay."
"I don't want you to be nervous, if you're having trouble I can always tell you, and there's no shame in a woman telling you what she wants. Some women want unexpected things or will want you to do what you're doing but slightly differently. Don't let that make you insecure; she's telling you because she wants you to make her cum."
"I'll do my best, Mom."
"I know you will, now come up here and make out with your mommy," she said gleefully.
Jacob excitedly crawled up his mother's body, he straddled her with his legs and gave her a kiss. His mom had kissed him on the lips before, but he hadn't made out with her. He kissed her again, firmer this time, and held it. He felt his mother's lips begin to move again and he tried to follow her lead. He did so clumsily at first, but after a few minutes they seemed to find their rhythm.
They kissed for several minutes, Jacob knew he'd need to move on, but he loved even just kissing his mother's delectable lips. Every once and a while his mother would bite lightly on his bottom lip and it drove Jacob crazy. Eventually, though, his mother took his face in her hands and broke their kiss.
"Jacob?"
"Sorry, mommy, I'm just really enjoying this...and also, I don't really know what to do next."
"That's okay, baby, I can give you a hint. Think about last night, what seemed to get me going?"
"Well...you asked me to suck on your nipples?"
"Yesss, baby, very good. Now I want you to think about how you could do that, but build my anticipation for it? Hmm?" Jacob nodded and began kissing her again. As they kissed, he reached one hand down and grabbed his mother's breast. He discovered she wasn't wearing a bra and felt her breast in all it's plump glory. He could feel her nipple poking through the fabric and ran his thumb over the little nub and reveled in the sensation of it firming up under his touch.
But Jacob wanted to get his mouth back onto his mother's breast and thought of the girls he'd see at school with circular bruising on their necks. He figured that must be the result of a boy's mouth and knew what he needed to do. Still playing with her breast, Jacob broke this kiss with his mother, and kissed a wandering path from her mouth, over her cheek, and down to her neck. When he reached her neck and began to kiss and lick, he was rewarded with a short plaintive cry from his mother.
"Mmmmm, very good baby. Mommy also likes it when you kiss her neck."
Jacob continued kissing her neck as his hand found the buttons of her top. Jacob was pleased to find he was able to undo the large buttons with just one hand. Once he undid three of the buttons, he felt his mother grab his hand and pull it up to her mouth. She licked his thumb before drawing it into her mouth, coating it with her saliva before releasing it again.
He brought his hand down to her chest, and snaked his hand inside her top, and began to rub his lubricated thumb over her stiff nipple.
"Baby you are doing such a good job. You are driving mommy crazy." Jacob couldn't help but smile at this. He began kissing down her neck, her collarbone, her upper chest, and finally down her breast, his face pushing the fabric away the lower he went. Finally, his mouth latched onto her nipple and he began to flick it with his tongue.
His upper body was growing tired, so Jacob flattened his body down so that his stomach pressed against his mother's mound. As he continued to play with her nipple, he felt his mother grind her crotch back and forth against him. His cock grew hard pressed against the couch cushion.
"Jacob, baby, you're doing wonderfully. Don't forget to use your hands while you suck on mommy's boobs, keep exploring." Her voice was breathy, barely over a whisper. He lifted his body up to gain access to the rest of the buttons to quickly undo them. He took his mouth off his mother's breast and pulled at her to signal she should sit up. She did so and quickly took her top completely off, throwing it to the floor. She pulled him back in for a kiss. She was even more passionate now, wild almost. Jacob roamed his hands over her body as they made out like teenagers.
Jacob's mother pulled her face away from his and whispered in his ear, "Oh baby, I love how you're playing with me, I'm so fucking wet baby." Jacob took this opportunity to reach up and play with her breasts. "Ugh, you're a naughty boy, Jacob. Lay me back down, and when you're ready I want you to take off mommy's shorts okay? But don't play with my pussy, yet, even if I beg. Remember, anticipation is everything."
Jacob couldn't believe what he was hearing from his mother. He wanted nothing more than to strip naked and shove his cock in her mouth. His cock strained in his underwear and given his current state of arousal it was too much to bear. He hopped off the couch and quickly undid his pants and yanked them down, his cock freed.
He didn't expect this, but his mother reached out and stroked his cock twice before withdrawing her hand, he could see a string of precum spanning from his cock to her wrist as she pulled back.
"Look at my baby with his proud cock, but it's not time for that yet." She pulled off his shirt and lay back down, and Jacob admired how her breasts flattened and spread a bit now that she was on her back. Jacob climbed back on top of her and nursed at her breasts for a few more minutes as his hands caressed his mother's body.
His hands eventually encountered the waistband of her shorts and Jacob decided to get his mother completely naked. He scooched down and tugged at her waistband. In response his mother lifted her hips enough that the shorts could slide down. He pulled them down to her ankles and was greeted with a slight musky smell. He looked at his mother's pussy and could see that it was wet.
Jacob climbed back to continue dining on his mother's breasts, but when he did he felt the head of his cock brush against his mother's wet pussy. The feeling of it was electric and Jacob maneuvered his body to press his cock against her again. When he did it a third time, he felt his mother reach down and grab his cock.
"Not yet, you're skipping ahead. Come lay down next to me." Jacob did as he was told and lay beside his mother, between her body and the couch cushions, his cock pressed up against her thigh. He reached up and began to dine on her breasts again.
"Honey, I want you to reach down and play with me. I need it, you've been teasing me for over half-an-hour now. When you do, though, don't rush straight at my clit, I want you to first rub my body near my pussy, and then near my clit, and I'll tell you what to do after that."
Jacob did as he was told, as much as he wanted to draw this out, he also needed a release, his balls were beginning to feel full and pained. He stroked around her pussy, moving his fingers through her delicate pubic hair, then down onto the mound itself, and then he began to stroke back and forth like he had the night before, careful to avoid her clitoris.
When his mother spoke it was labored, "Jacob, I want you to take two of your fingers and put them in me and press along the top of my pussy as you move back and forth. Please, baby, I need to cum, please don't make me beg anymore."
Jacob didn't want to disappoint his mother, so he found his mother's entrance and pushed his middle and ring fingers slowly into her. He'd never felt anything like it, it was warm and wet, delicate but also firm. He drew his fingers in and out of his mother, increasing the pace when she asked. His mother brought her hand down to join his and she rubbed her clit in tight circles as he pistoned his hand in and out of her pussy.
"Baby, baby, baby, nggghh, nggghhh, nggghhhhh." Fierce contractions emanated out from his mother's stomach, her abs clenching. Jacob looked up at his mother's face, her eyes screwed up in a mask of tension, when her voice ripped through their quiet living room, "Uuuuuuugggghhhh!"
Jacob slowly withdrew his hand from his mother's pussy and marveled at his glistening fingers. He looked up at his mother and though she looked spent, she was undeniably pleased.
"Mommy?" She opened her eyes to look at him.
"Can I taste it?" Jacob asked, referring to his fingers.
"That would be very hot, Jacob."
Jacob slowly brought his fingers up to his mouth, and slowly wrapped his mouth around them. He'd never tasted anything like it. It wasn't quite delicious, but there was something about the flavor that Jacob loved.
"Fuck, baby, that's very sexy. Do you like how mommy tastes?"
Instead of answering, Jacob shot his head forward and kissed his mother again, his tongue snaking out of his mouth and into hers.
His mother laughed, "You clever boy. Now stand up."
Jacob stood in front of the couch and his mother sat up, so her son stood between her legs. She began stroking him with slow, deliberate strokes. The ache in his balls had built and Jacob knew he wouldn't last long at all.
"Where do you want to cum? In mommy's mouth? On mommy's tits? Tell me, baby."
Jacob couldn't really think straight with the gentle pounding of his mother's fist on his cock urging him toward orgasm.
"Umm, I don't know." Jacob was feeling overwhelmed again.
"Well, how about this?"
Jacob's mother sucked his cock into her mouth as she continued to stroke him. It only took about 10 seconds of this before Jacob was warning his mother that he was about to fill her mouth with his seed. On she pumped, and Jacob felt deep relief and pleasure as his cock exploded, the tension and ache in his balls disappeared, and he was drained of cum. He looked down at his mother who carefully removed her mouth from his cock, keeping her lips tight against one another. She locked eyes with her son and opened her mouth, pushing streams of cum and spit out of her mouth and down her chin, before they dropped onto her breasts.
She licked her lips and smacked her tongue before standing up and kissing Jacob again.
"Alright young man, a quick shower and then off to bed."
As his mother dried him off a thought occurred to him.
"Mom...?"
"Yes, sweetie."
"Why are we doing this...like this?"
"What do you mean?"
"I guess I mean, you seem to, I don't know, enjoy it?"
"Why shouldn't I?"
"Well. You're my mom."
"And you're my son," she said, poking at the obviousness of his statement.
"Well, you don't find me attractive!"
"You say that with such certainty."
"Well, do you?"
"Yes, honey."
"But you're my mom!"
"And you're my son..."
"Isn't this wrong?"
"Not to me, does it feel wrong to you?"
"No...it feels really good."
"Well, okay then."
"But it's not like I could tell anyone what we've done, right?"
"Right. People wouldn't understand."
"Right..."
His mother sat back and pulled the towel away from his body.
"Jacob, you won't get in any trouble for how you answer these questions, okay. Do you feel like I've coerced you into what has happened?"
"No, of course not."
"And when we've 'played' with one another have we done anything that made you upset?"
"No!"
His mother paused a bit before she asked the next question.
"And you realize that at some point this will have to end, that you'll find a girlfriend and eventually a wife, and that we won't be able to do this anymore. We'll be a mother and son like everyone else is. Are you okay with that?"
Jacob thought about it. He truly hadn't considered this before, everything that had happened had just been such a rush.
"I hadn't thought about that, but, yeah I think that's okay..."
"Because even when this ends, emotionally things wouldn't be any different," his mother said, there was an urgent quality to her voice, "You'd still be my son, I'd still be your mother, there is no love deeper than that, and that wouldn't have to end."
"Right! Right, then, yeah, I'm okay with that."
"Good." His mother smiled at him, "because you have awoken something in me, and I didn't want to put it back to bed just yet."
She stood up and gave her son a deep kiss on the lips before hugging him. Jacob enjoyed nestling his face in his mother's breasts.
To be continued...