Chapter 1: The first time

Helen Price, a 35 old-year busty blonde with a penchant for the extreme, stared at her reflection in the full-length mirror. She traced her fingers over the freshly waxed curves of her hips, the smoothness sending a shiver down her spine. The scent of coconut oil filled the air, a hint of the tropical paradise she had visited and brought home with her. She was feeling adventurous today, craving a new kind of thrill that would make her pulse race and her cheeks flush. Her eyes fell to her wedding ring, a symbol of her love and commitment, yet today, she had something else in mind.

Her 18 old-year son, Mike, unknowingly walked into the room, his eyes wide at the sight of his mother’s barely-covered form. “Mom, what are you doing?” he asked, his voice cracking with adolescent awkwardness. Helen felt a strange thrill at his innocence, a stark contrast to the depraved thoughts swirling in her mind. She had never been one to shy away from a challenge, and the idea of pushing boundaries was a heady aphrodisiac for her. She knew her desires were unconventional, but today, she decided, she would indulge in the most taboo of all.

Mike, still in a daze, took in the array of toys laid out on the bed. There were butt plugs of various sizes, a bottle of lube, and a vibrator that looked more like a dildo than a mere toy. Helen noticed his curiosity and took it as an opportunity. “Sweety,” she began, her voice low and sultry, “you know how I’ve been feeling ... adventurous lately?” She stepped closer to him, her big breasts swaying gently with each step, and placed a hand on his shoulder. “I need your help.”

The color drained from Mike’s face as his mother’s hand slid down to the bulge in his pants. “What ... what do you mean?” he stuttered, his eyes darting from the toys to her face and back again. Helen’s eyes gleamed with excitement. “I’m going to prepare for the night,” she whispered, her breath hot against his ear. “I’ve got a date with Big Daddy, and I want it to be perfect.” She stepped back and gestured to the bed, her hips swaying seductively. “I need you to help me stretch this tight little asshole,” she said, her finger circling her anus, “so it can take a big, black cock.”

Mike’s heart thundered in his chest, his body responding in ways he didn’t understand. He swallowed hard, his throat dry. Helen noticed his arousal and smirked. “Don’t worry, baby,” she said, stroking his cheek. “You’ll get your turn to play.” She bent over the bed, her round ass in the air, the plump cheeks framing the tight pink star of her anus. She picked up a medium-sized butt plug and coated it in lube, the clear gel glistening under the soft light of the room. “You’ve always had the biggest dick around,” she said, her voice dripping with lust. “It’s only fair you get to break me in before anyone else.”

With trembling hands, Mike took the plug from his mother’s outstretched hand. He could feel the heat from her skin, the weight of the moment pressing down on him. He looked into her eyes, searching for a sign that this was all a twisted joke, but all he saw was desire. Slowly, he approached her, his cock straining against the fabric of his pants. Helen’s breath grew shallow as she felt the tip of the plug pressing against her tight hole.

“Relax, Mom,” Mike managed to murmur, his voice thick with a mix of nervousness and excitement. He gently pushed the plug into her, watching in amazement as her body accepted the intrusion. Helen’s eyes fluttered closed, a soft moan escaping her lips as the sensation grew more intense. Her body tensed, then relaxed as Mike began to work the plug in and out, stretching her anus to the limits she desired. The sound of the plug sliding in and out filled the room, a rhythmic symphony of lust that only served to fuel Mike’s arousal.