Stories of Moon 2 (A Moon Story)

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    Being his assistant was more demanding
    than just being one of his lovers.
    Setting aside the leather harness as she sat
    down on the bed again, he shook his head
    and walked over to his sex toy drawers.
    When he returned, he handed her a thick
    and squat black silicon dildo with deep
    grooving on the sides for her to look over.
    The rounded head and smooth surface of
    the material contrasted with the squared off
    edges of the shaft’s furrows. When she was
    done rolling it back and forth between her
    hands, he offered her a second dildo. This
    one was long and fleshy, a pale skin tone
    shaft with a slightly pink glans, and it was
    clearly meant to be a man’s cock despite
    the overt thickness and length. It bowed in
    her hand as she squeezed the two toys to
    compare their firmness. She set the shorter
    black dildo down and stroked the length of
    the phallus before swapping to explore their
    surfaces with her fingertips. The black
    silicon was blatantly rigid and inflexible,
    and it promised to be very demanding. The
    realistic cock was flexible enough to
    slightly crush in her hand, but it was
    clumsy and constantly moving due to its
    length and weight.
    She was thinking through how they might
    feel against her lips when his persistent
    gaze interrupted her thoughts. She looked
    up to him, and he smiled with a nod.
    “Choose,” he requested.
    He usually wore his moods on his sleeve,
    but he’d been holding back something all
    day. She knew him well enough to be
    cautious of his request. “Why?” she asked
    slowly and deliberately while determining if
    it was something that she had done or just
    something that he needed.
    Gesturing with upraised palms, he
    reiterated details that he’d been whispering
    to her for weeks while she was in the
    throes of orgasms. “For the next couple of
    months, we will train your pussy to
    perceive one of these as the cock it prefers
    and craves.” He shrugged. “We’ll keep
    going so when you handle a cock, when
    you feel a cock in your sex, when you see
    a cock… then you will compare it to the
    pleasure and sensations of the toy that you
    choose today.” He was being completely
    logical which was never a good sign.
    She took the time to examine the toys
    again, setting them side by side and noting
    the differences in their thickness and
    lengths. Her hands caressed the surface of
    their shafts, and she knew that it would be
    easy to immediately tell them apart even in
    the dark. Despite its more jagged shaft and
    thicker girth, she judged the black silicon
    sex toy to be much easier to start with than
    the long soft cock. Mostly decided, but
    pondering his state of mind, she looked up
    asked, “How?” He liked explaining things,
    and it was a good chance to uncover his
    motives and expose the emotions that he
    was suppressing.
    He pointed toward the harness that they
    had been fitting to her pelvis and hips
    earlier. “The plan is to have you regularly
    fuck and wear the dildo you chose. With
    orgasms as rewards, frequently playing
    with your cock comes with great
    incentives. The harness will hold it in place
    so you can also enjoy it thoroughly and
    passively while you’re home. We’ll keep
    working on your double penetration
    training but with your cock in your pussy
    and me in your ass. We’ve made good
    progress and will keep pushing forward on
    hollowing out your vagina, but with your
    cock inserted before and after.” He stepped
    closer and sighed while running a hand
    over her bare thigh. “Open, wet, and
    fucked, my lovely assistant. And using one
    of these will assure me that you are being
    fucked properly and often even when I’m
    She suspected that he wasn’t be honest
    about his intentions. Despite occasional
    requests to know what she was enjoying
    while he was working in other cities, he
    didn’t really seem too concerned about her
    other male partners so long as it didn’t
    interfere with his fun. “Do I have other
    options?” Sometimes he was very
    inflexible, and she wasn’t always clear
    why. Maybe this was just a test of some
    His smile turned into an evil Cheshire grin.
    “Of cour.

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