Disclaimer:
All characters in this fictional story are 18 years old or older.
Fortune Favours The Bold
Dillan couldn't help himself. They were right in front of him, slowly rising and falling with the steady breath of his mother. He had tried not to stare at them when his mother had entered the living room after her shower, only wearing her body clinging, blue silk robe. When she had sat next to him on the couch to watch the movie he had put on, he had resolved to just glue his eyes to the screen. As the flic had progressed though, he had discovered it to be harder and harder to hold to his resolution. Especially when his mother had lent against him for comfort, only for her eyes to gently flutter after a while, then slowly close.
Now, he couldn't stop staring at them. His mothers head rested on his shoulder, her legs laid on the sofa, as she continued to steadily breathe, giving him the vantage of his lifetime. Her breasts were large, but natural, and were only just covered by the blue silk garb. She wasn't wearing a bra, Dillan could tell, the outline of her nipples was slightly visible through her robe. After what felt like an hour, he couldn't hold back any longer and finally made his move, the movie all but forgotten.
Slowly, as to not wake her, he raised his arm, which he had draped around her before to hold her, and gently tugged on the silk band that kept his mother's robe tied together. He held his breath as it came lose and slowly released the knot at her waist. With a final slight tug, he managed to loosen it completely, making one half of her robe slide to the couch, revealing one perfectly rounded breast. He held his breath, marvelling at it for a moment, waiting for a sign that he had woken his mom. But no, she was still sound asleep.
Slowly he exhaled. Then, with steady fingers, he carefully pulled away the rest of her robe, exposing her other perfect breast as well. He suddenly felt light headed as he stared at his mom's boobs. Conflicting thoughts were running through his head. He knew he was not supposed to do this. And if he got caught.... He shook his head and tried not to imagine the consequences. All the while a voice deep inside his head whispered to him to touch them, squeeze them, bury his face in their perfection. His dick began to rise at the thought and without realizing he began to gently caress himself over his underwear.
As the voice slowly gained the upper hand, he began to reach out, almost trancelike, and gently cupped one of his mom's tits, as he continued to caress his cock. The boob was soft and round, everything he had imagined it to be. For a moment he just sat there, breathing shallow breaths, and held her in his hand. Then, the voice finally took full command and he whipped out his cock properly, beginning to stroke it while simultaneously massaging his mom's breast. It felt surreal but amazing. The possibility getting caught at any moment only spurred him on even more and he began to steadily pump his shaft.
After a few minutes of jacking off, he was almost ready to blow his load. His movement became jerkier. As he came closer and closer to climax his body twitched with excitement, accidentally nudging her. He froze, petrified, as his mom suddenly slumped forwards, her head slowly sliding down his chest and stomach. Panicked and unable to stop her momentum Dillan let go of his cock and her boob, raising both hands above his head like in surrender. His heart pumped heavily as her head came to rest right in his crotch, her lips gently grazing his shaft. He could feel her warm breath on his member.
For a moment he was unable to move. His dick pulsed, releasing a dollop of precum. His eyes were transfixed on it as it leaked from the tip of his cock and began sliding down its side. He couldn't blink as it slowly made its way down his member, leaving a glistening trail. It felt like time had slowed. Then, in slow motion, it reached the point of contact, where his mom's lips were touching his cock. He watched, unbelieving, as it touched her upper lip, then moved across it and finally vanished in her mouth.
He didn't move a muscle. Then, his mom moaned something unintelligible in her sleep. She licked her lips unconsciously, accidentally grazing the base of his shaft with her warm, moist tongue, and smiled faintly. There was no way of holding back Dillan then, as the voice in his head screamed for satisfaction. Before he could consider his next move, he was carefully pushing his hips forward, while gently lifting her head to rest it higher on his stomach. Then, he positioned his cock right in front of her slightly opened mouth and gently pushed it against her warm lips.
It felt amazing, the warmth of her breath right on his head, and her moist lips gently sliding over it. Finally, with the help of one hand, he managed to gently part them and smoothly slid his dick into his mother's mouth. The feeling was incredible and he revelled in the forbidden act as he began to slowly push his cock in and out of her. It wasn't a blowjob per se. He was just sliding his cock into a warm and moist cave. But the thought of fucking his mother's face did the trick anyways.
He moaned as he felt his mom's tongue graze his cock and he began to shove his cock into her mouth faster and deeper. With one hand he held her head steady, while simultaneously playing with her exposed nipples with the other. As he was getting closer, he felt his mom's body stiffen and shift under his grasp and he stopped in his movements, his heart beating in his throat. Had he overdone it? But no, it was just her adjusting her arm unconsciously, resting it on her stomach.
