The Crazy Things We Do For Family

With a suspended string of pre-cum now linking the bottom of her lip to his tilt, she raised her chin to make eye contact. "Don't cum in my mouth," she implored, still massaging his balls with her right hand, and then opened her maw, bobbed her head down his cock and popped him out of her oral-canal once more. "On my face, sweetie," she added as she raised her eyebrows, and then took his member into her mouth again.

As his mother continued to work her way up and down his post, while making increasingly noisy, moist and mushy sounds as she did, Dylan inevitably reached his boiling point. He had been fighting his orgasm off ever since she first locked her lips around his crown, because he didn't know if this was going to be a once off thing or not. Similarly, he didn't want the incredible experience to ever come to an end.

But the physically stimulating sounds her salvia overflowing mouth was making were absolutely too much for him to handle. "Mom..." he groaned, "I'm about to cum."

In response, she quickly popped him from her mouth and then tilted her head back. "Do it," she gritted her teeth. "Ejaculate on your mother's face," she added with fire in her eyes.

That was all he needed to hear. With the use of his right hand, he promptly took a hold of his slobber coated cock, and given that her words excited him, his other hand snatched a strong handful of her hair. The abruptness of that impulsive action naturally made her flinch as she let out a faint cry.

As his testicles tightened, and as his cock began to violently pulsate, his first thick rope of hot cum rocketed out of his hoes and hit her dead square in the face, breaking into little miniature ropes of jizz on impact. His second stream of mayo plastered her partially opened lips, seeped through them and settled on her teeth. "Do you like the feeling of my cum on your face, Mom?" he grunted, as he recollected on his countless fantasises about this particular moment.

Those words were followed by more gut-retching dirty-talk that featured the word "Mom," as he continued to mark his brand new spot of territory, by spraying her with numerous amounts of wild jizz spurts, of which landed in her hair, on her forehead, cheeks, chin, eyelids, chest, neck and everything in between. Oddly enough, one of the squirts even managed to work its way up her left nostril.

After his last squirt, which dropped on her cheek, he released her hair and commenced on huffing and wheezing in an attempt to recover from experiencing his rampant ejaculation. With her son's spunk now sliding down her face, Karen felt as dirty as ever! Also feeling her eyes starting to well up, she quickly got to her feet and speeded off for her bathroom, leaving her contented son behind her as she suddenly departed.

Once inside, she flicked the light switch and shut the door, and as she hastily approached her bathroom's sink, the imminent tears dwelling within her eyes started to flood down her face. She hurriedly turned the taps of the sink on, quickly picked up her bar of soap, and then started on manically washing the semen off of her coated face.

"I can't believe I just did that," she splashed water onto her face. Karen hysterically reiterated that phrase over and over again, as she continued to sob and cleanse herself. But a few moments later, the knock she heard on her bathroom's door brought her bellyaching to an abrupt halt.

"Mom!" cried Dylan, with clear concern in his tone. "Are you okay in there?"

"I'm fine sweetie!" she cried back, trying to make her own tone sound convincing. "Just go to your room. I'll be there after I finish in here."

"Are you sure you don't want me to..."

"I said I'm fine! Now just go!" she snapped at him.

On the note of that testy bark, he backed away from the door, picked up his black top and placed it over his head and shoulders. He then exited her bedroom and walked down the hallway to enter his room. Thereafter, he lied down on his bed, placed his hands behind his head and stared at the ceiling as he started to deliberate on everything that had happened in the past few minutes.

Now as he was doing so, he felt a strange combination of bitter-sweet emotions. On one hand, he felt unbelievably contented, because he had just lived out one of the many fantasises he had about his super hot, MILF of a mom. However on the other hand, he felt like utter shit, because he also saw and heard how she reacted to it all. The last thing Dylan wanted to do, in any shape or form, was hurt his mother, and thinking that he just did, churned his stomach.

"What the fuck just happened?" he muttered, completely bemused with the fresh sequence of events. A little over twenty minutes later, and as he continued to reflect, he heard a gentle knock on his door, which was already open. "Come in, Mom," he sat up and balanced himself against his headboard, as she walked in.

Now wearing her white bathrobe, Karen sat down on the edge of his bed. And instead of facing him, she gazed off in the direction of his untidy desk. "I suppose you want to know why I got so upset," she said, in a dejected manner.

"Well..." he lifted his hands off his lap for a second. "Yeah!" he added sarcastically. "I thought you wanted us to... do... what we just did."

"I did," she replied, as she turned her body to face him. "It's just that... that was a bit more difficult than I thought it would be," she shifted her body to move closer to him.

"Mom, look," he said firmly. "I'm really sorry if all of this was some kind of test you set up, which I failed miserably. I would never intentionally do anything... that I knew... would hurt you," he sighed. "I guess what I'm trying to say is; if I knew you were gonna react the way you did, I would have never..."

"Sweetie, please..." she interrupted him. "And I cannot stress that word enough, please, please do not beat yourself up about my little meltdown. It had absolutely nothing to do with you hurting me, and I can guarantee you that there was absolutely no test."

"Then what was all the crying about?" he asked with understandable concern.

Karen let out a sigh and looked downwards to think about his question for a few seconds. "I really don't have a good answer for you, sweetie," she replied, making eye contact with him again. "But I can promise you this... I'm okay," she added, leaning forward, and emphasised those last two words.

"Are you sure?" he asked, as he tilted his head to the side.

"Absolutely," she replied with a convincing nod, which made him believe that she really was 'okay'. "Enough about that now," she continued. "Did you enjoy yourself tonight?" Karen asked with a subtle smile.

He wasn't expecting her to ask him such a question, so he answered her truthfully. "Yeah," Dylan replied with a bashful smile of his own, dropping his head, as his face became rosy.

"Aw, you're so adorable when you blush," she said smiling, as she placed her index finger under his chin, to lift it and show his face. "Dylan..." she proceeded, placing her hands onto her lap. "You might find my next question a bit strange, but... Are you up for doing it again tomorrow night?"

He felt like leaping off his bed in order to do back-flips around his room as a result of hearing that unexpected question. But you wouldn't know that if you were looking at him, because out of concern for his mother, he wore a very serious expression on his face. "Mom, I'm really not that comfortable with... doing what we just did again, after I saw how you reacted to it all."

"Thank you, sweetie," she replied, placing her hand on his thigh. "I really appreciate how much you care about protecting me... you've always had that trait. But, I'm a grown woman. And you might not believe this, but I can take care of myself."

"I know that Mom, it's just..."

"Wait, let me finish," she raised her hand. "And if you're worried about me breaking down again, I can promise you this; it will not happen. Fair enough?" she concluded.

"Yea," he nodded. "But here's another thing. I also feel kind of selfish. Don't you want me to like... you know... go down on you or something?" Dylan shrugged. The turn of phrase confused her, and he could see that, so he gave her a hint by looking at her pelvic area for a quick second.

"Oh..." her eyes widened, as she now knew what he was trying to convey. "Good heavens, no!" she said, in a slightly dramatic fashion.

"Mom, come on. You don't have a boyfriend or anyone in your life right now. And I'm a grown up now. So I know that..." he said, now using his hands to talk. "Women need... to have their.... needs... met to," he concluded, and made her burst out with laughter.

"Don't worry about my 'needs' Dylan," she replied, wiping the joyful tears from her eyes, once she composed herself. "All of this is about me... making you happy."

"Yea, but, Mom..."

"No buts," she quickly cut him off. "Now, as fun as this conversation is getting, I really need to get to bed. I've got work tomorrow," she added as she got to her feet.

"Yeah, it is pretty late," he said, and then reached for his bed stand to pick up his phone. "Five past twelve, to be precise."

"Do you wanna come with me tomorrow to visit your sick uncle?" she asked him, on her way to his door.

"Ah. Well... me and Justin aren't going to the gym tomorrow, so... sure."

"Justin and I," she corrected him, as if he were one of her students, now standing in his doorway. "I'll pick you up from school at three."

"Goodnight, Mom."

"Goodnight, sweetie," Karen replied and then turned to leave.

"Oh yea, before I go," she turned back. "Dylan. Absolutely no more masturbating," his mother added firmly. "That's the part of our new arrangement that you need to uphold. And I'll take care of you every night... starting today," she shrugged.

Once he merrily gave his verbal agreement to that peculiar stipulation, she blew him a kiss, said "goodnight" once more, and then exited his bedroom to head for her own.

The very next night, Karen was back inside her bathroom, fixing herself up for their next encounter. Now unlike the night before, she was dressed in a white blouse, a grey pair of formal trousers, and had a black pair of heels on. In addition, she also had on her watch, a gold chain, and a set of hooped earrings. This appropriate type of outfit was the kind she would wear when she would go to work.

In fact, that's what she was wearing earlier that day, as she taught her class of fourth graders. She did change into a more comfortable attire when she arrived back home, but for some reason, she changed back into the clothes she wore to work. She unbuttoned and removed her white blouse, and then unhooked and removed her white bra.

Subsequently to that, she placed her shirt back over her shoulders, but, she didn't button it up again, she simply left it open like that. Karen then picked up her I-phone and noted that it was four minutes to eleven. She then took a brief moment to prepare for their up and coming session, by staring at her reflection in the mirror. "No crying tonight, girl," she implored herself as she exhaled.

She then switched off the bathroom's light and entered her bedroom. From there, she placed her phone down on her dresser, and then walked over to her bed, where she took a seat on the edge of it and waited for her son to arrive. And about two minutes later, he announced his arrival by knocking on her door.

"Come in," she replied, and with that, he pushed the door open. As he walked in, she got to her feet and stood by her dresser, where she beckoned him with the use of her right index finger.

"Why do you want to do this at eleven again?" he asked with interest, now standing in front of her.

"Oh... I just prefer to do it at this time," she shrugged. "It's one of the... few quirky traits you didn't know I had."

"Alright," he replied, raising his shoulders up by a smidge. He then brought his hands up and placed them on the sides of her face as he moved his own face in for the all elusive kiss. But just like the night before, she rejected his attempt.

"No..." she said, pulling his hands down. "No kissing."

"Why not?" he asked out loud this time.

"Do you want us to do this or not?" she replied with a dead serious expression on her face.

Dylan could very much sense that his mother was being extremely weird about all of this. She would suck his dick and allow him to cum on her face, but she wouldn't allow him to kiss her. What the fuck? However, he wasn't about to pass up on the opportunity to receive sexual favours like blow-jobs and cum-shots, a combined act that most guys wives or girlfriends would never in a million years consent to, just because she preferred not to kiss him. Fuck no. He could live with that.

Although, he did let out an exasperated sigh before he replied. "I do," he said, disappointed with how easily he caved in.

So as to reward his submission, Karen parted her white blouse, which of course, revealed her heavy set. She then let the piece slide down the smooth skin of her back and arms, before it fell to the carpeted floor beneath them. His cock quickly cultivated into a rock hard state, as he took in the jaw-dropping sight of his sexy-ass topless mom. She was now left wearing only her jewellery, formal grey trousers and black heels.

She took the opportunity to remove her footwear, as he simultaneously pushed down his khaki pyjama bottoms and his Superman themed underwear. Accordingly, she got down on her knees. With his rigid manhood now only a few inches away from her face, and as she recollected on the many BJ tips Vivian gave her earlier that day, she lifted her right hand, and then spat into her palm a several amount of times.

She then placidly locked her hand around the centre of his wood, opened her mouth and moved her face in. Tilting her head to the left, she placed the topside of her tongue under the lean of his crown. Slowly, she then commenced on sliding her tongue down the underside of his shaft, and simultaneously started jerking him with her saliva drenched right hand.

"Ah," he moaned softly, as he closed his eyes and took it all in. Once her tongue passed the crux of his manhood and made contact with his sack, she took a testicle in her mouth and began on massaging it with her oral-canal. This was an action that made him moan and praise her a little louder in response. "Uh... Mom," he whispered, and gently placed his right hand on her cranium.

As she continued to stroke his cock with her right hand and massage his nut with her tongue, she took his second testicle in her mouth and started giving it the same tender loving treatment as she gave the other. And after a little while of doing this, Karen slipped his gonads out from the warm confides of her moist mouth, but replaced it with her inactive left hand, which began massaging them on contact.

Her tongue then slowly made its way back up the underside of his shaft, and once she reached its tilt, she pulled her head off and spat out three gooey gobs of salvia mixed with pre-cum, of which landed on his wood as her right hand continued to stroke him.

She then leaned forward a bit, to take his crown in her mouth, and commenced on swiftly bobbing her head up and down the top quarter of his rigid member, while her right hand worked its way up and down the rest of his shaft, whereas her left hand continued to massage his jizz containers.

"Oh my fuck," he emphasised the phrase with his eyes shut, as he tilted his head back from being in utter ecstasy.

Hearing that, Karen pulled her head back and popped him out from her jaws. "Dylan, don't swear," she said with a frown, her motherly instincts now kicking in, despite the contradictive fact of her doing something extremely un-motherly.

"I can't help it..." he exhaled loudly. "You're so good at this."

Realising that he merely cussed on impulse, and that she was being silly, she brushed off the profanity and placed his saliva encrusted crown inside her mouth again. After a few more swift bobs of head, she widened her jaws, removed her right hand from his shaft, her left hand from his sack, and placed them on his hips. She then began on slowly shoving her head downwards.

Inch by inch, centimetre by centimetre, she gradually took him into her oral-passage, as if she was chugging down a large pint of beer, making him moan and groan louder and louder the lower she got, up until her forehead finally made contact with his taut abdominal muscles and her bottom lip made contact with his sack.

"Holy shit," he whispered loudly, falling into knee wobbling ecstasy as he took in the magical experience of the first girl who ever managed to get the entire length of his cock inside her mouth. What a majestic moment this was for Dylan.

With her son's cock now virtually inside her throat, her gag reflexes kicked in and she felt the burning sensation of wanting to throw up. Hence, she quickly pulled her head back up and ejected his manhood from her throat. She shook her head, took a deep breath and exhaled before she slowly made her way back down his cock.

As if she was chugging down a second large pint of beer, she slowly swallowed his member, up until her forehead made contact with his abs again. And as she felt herself gagging once more, which made her want to pull back up, she also remembered the tips that Vivian gave her on 'what to do' if such an instance should come up. So she remained calm and in place, and carefully breathed through her nose.

However, and after a few more moments of thoroughly deep-throating him, a wayward idea crept into her mind. As a result, she pulled her head back and popped him out of her mouth to make eye contact. "Sweetie," she said with mischief in her eyes, as she placed her hands on the sides of her heavy set. "Hump my boobs," Karen added, lifting them up a bit as she offered him her tits.

"Okay," he nodded eagerly, and then placed his hands on the backs of hers. He then bent his knees, arched the small of his back, and positioned his tip so that it perched underneath and in between her milk-makers. As he raised his hips, his saliva and pre-cum encrusted member pierced through the minuscule gap that separated her tits. And as it did so, he pressed both of their hands in a little harder, which produced a little more silky soft friction for him.

Once the crown of his cock emerged from the crest of her, abundant in natural tissues, set of breasts, he dropped his hips and started the entire stimulating motion all over again. In addition, Dylan gradually picked up the pace as he sawed his manhood up and down the supple cleft that was created by her melons.

"Yes, cum for mommy," she purred repeatedly, looking downwards, as she watched her son's tilt emerge and submerge, from and into her cleavage.

With sweat now running down his face and with his orgasm furiously approaching, Dylan frantically started fucking her chest. His balls contracted, his cock started throbbing, and as Karen opened her mouth to say "cum for mommy," he vigorously trusted his hips upwards and let out a hoarse grunt, as his first thick rope of jizz launched out from his hoes and flew directly into her mouth. It was almost as if he had timed the times she opened her lips to speak.

As soon as his bitter spunk entered her oral-canal, she lifted her head, and then his second rope shot out and splashed under her chin. His violently pulsating cock continued to pump out copious amounts of warm and thick male-mayonnaise, of which landed on her neckline, on her upper chest, and of course, on her busty set of twins.

After swallowing the gob of jizz that was still sitting inside the nest of her mouth, the chuck that was still dangling on her chin, dripped off and landed on her right tit. That thick drop of cum fused with some other spunk that was already resting on her breast, and then that new fused batch of jizz slid past her rose-pinkish areola before it landed on her grey trousers.