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Chapter 37 by Jack36 Jack36

What does she have planned?

Training

As you sat there, helpless and exposed, your mother began to slowly undress, her movements deliberate and seductive. She started by unbuttoning her blouse, her fingers moving with a tantalizing slowness as she revealed the creamy skin beneath. You felt a flutter in your chest as she reached behind her back to unhook the clasp. As the bra fell away, she let out a soft sigh, her breasts rising and falling with the gentle movement. She proceeded to reach for a nearby strap-on harness. The leather creaked softly as she adjusted the straps, her fingers moving with a confident slowness. She grabs an average size dildo. With a gentle smile, she began to attach it to the harness, the sound of the buckle clicking into place echoing through the room. As she worked, her breasts swayed gently, the nipples hardening in the cool basement air.

Your eyes were fixed on the dildo, bobbing as she walked towards you, you couldn't help but feel a twinge of disappointment. The plastic cock was much Smaller than Jimmy's monster. So much smaller you could handle this easy you thought. But your mother's eyes sparkled with amusement.

"You're probably disappointed by the size," she said, as if reading your mind. "but you'll l have to train that ass of yours if you hope to take Jimmy one day." She reached out a hand and gently stroked your now worried looking face, her fingers tracing the curve of your jaw. "Don't worry, you're going to love it." Her hand released your chin, and she stepped back, her eyes never leaving yours. She started applying lube to the dildo, gently smearing it with her fingers.

You feel a mix of fear and excitement as you anticipated the sensation of the dildo entering your asshole. Your mother again sensed your hesitation, because she leaned in close and whispered in your ear, "be a good girl and Just relax, Amber."

She slowly began to push the dildo inside. You couldn't help but wince as it stretched you. As the dildo slid deeper into your asshole, you felt a wave of discomfort wash over you. Your mother's gentle thrusts were slow and deliberate, but they still stretched you in ways you weren't used to. You tried to relax, but continued to strain against the straps.

Tears form at the corners of your eyes as you felt the dildo push past the tight ring of your sphincter, and you couldn't help but let out a small cry of pain. Your mother's hands were gentle on your hips, as she continued to fuck you slowly. Despite her gentle start the discomfort was still there, but it was slowly giving way to a strange, tingling sensation that spread through your body. You tried to relax, just as she had told you to, but it was hard to let go of the pain.

Discomfort mixed with a little pleasure started to spread through your body. You couldn't help but make noise, a low, keening sound that seemed to come from deep within your throat. Your mother picks up her pace.

The pain was too greater than the pleasure. You felt a searing pain that seemed to rip through your entire body. You tried to arch your back, to somehow shield yourself from the invasion, but the straps and your mother's hands held you firmly in place. Her eyes never left yours, her gaze burning with an intensity that made you feel like she could see right through to your very soul.

Suddenly, a loud gasp tore from your throat, a sound that was almost animalistic in its desperation. "I...I can't take it," you say, your voice barely audible over the sound of your own ragged breathing.

Covers your face with her hand, her palm pressing firmly against your mouth and nose. "No whining," she whispers. You feel the gentle pressure of her fingers on your lips as she does.

Your mother then briefly pulls out as she reached for a vibrator and a dildo with a strap at the base. She gently inserted the vibrator into your pussy, turning it on to a low setting. You couldn't help but moan as the vibrations spread through you. As you moaned she shoved the dildo in your mouth, securing the straps and buckling it at the back of your head, muffling your cries.

Your mother's eyes seemed to gleam with a fierce intensity as she spoke, sternly. "It looks like the only way for you to learn Amber, is with a hard fuck." Your eyes widen in horror.

"You need to feel the stretch, the burn, the pain."She emphasized each word, her gaze burning into yours. "That's the only way you'll be ready for Jimmy, you're his pet after all."

You felt a jolt of fear mixed with anticipation, your heart racing in your chest. The vibrator in your pussy seemed to hum louder, the vibrations intensifying as your mother's words hung in the air.

Your mother's grip on the dildo was firm and unyielding as she began to push it inside of you once again. You couldn't help but wince as it stretched you, the feeling both foreign and uncomfortable. The pleasure from the vibrator in your pussy fighting back against the pain, as your mother's thrusts became harder and faster. Your moans of both pain and pleasure are muffled by the dildo secured in your mouth.

Your mother's eyes seemed to gleam with an intense excitement as she continued to fuck you roughly, her movements becoming more aggressive with each passing moment. You couldn't help but wince as she pushed deeper, the sensation both uncomfortable and arousing.

The vibrator in your pussy hummed louder, the vibrations intensifying as she turned up the setting. You couldn't help but moan, the pleasure starting to overtake the pain.

The dildo gag in your mouth muffled your moans. Your mother's hands were like vice grips on your hips, holding you in place as she continued to fuck you.

Your mother's thrusts became even more frenzied, her hips pistoning back and forth as she drove the dildo deeper into your asshole. The vibrator in your pussy humming continuously, the vibrations intensifying as she agains turns up the setting. You felt your body begin to tense, your toes curling with anticipation.

The pain and discomfort were still there, but they were no longer the dominant sensations. Instead, a growing sense of pleasure was quickly building, threatening to overwhelm you.

Your mother's excitement growing as she watched you. She could see the tension building in your body, and she knew that you were on the verge of climax. The dildo gag in your mouth muffled your moans, but your mother could see the desperation in your eyes.

She reaches up and pinches your nipples, her fingers closing around them with precision. She twists them between her fingers, pain and pleasure shoot through your body like sparks of electricity. You feel the pain and pleasure mix together. Quickly they explode sending waves through your body as you climax.

Your mother's smile spreads across her face as she watches you, with pride. As your body trembles with pleasure and pain. She leans forward, her face inches from yours, "Good girl," she whispers as her face nudges you affectionately.

What's next?

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