Robin's laugh carried a sadistic tone. "You're a quick learner, slave." She pushed Jim's face up to meet hers with the tip of her crop. "But mewling imbeciles like you have limited use."
"B-but, Mistress!" Jim pleaded. "I--"
Jim was cut off by a brutal slap that sent him to the floor. His face burned with the pain inflicted by Robin's hand. He rolled over onto his back, and then watched in horror as Robin stood over him, one high-heeled foot raised over his crotch.
The high-pitched shriek of pain Jim let out as Robin ground her foot into Jim's cock and balls was music to his mistress's ears. "Honestly, slave, you sound like a ch1ld when you scream like that." She smiled. "Do it again!"
Robin pressed her foot down again, harder, and reveled in delight as Jim could do nothing but scream and cry in agony. "Does it feel good, slave?" Robin asked. "Does it feel good to make your mistress happy?"
Finally, Jim was allowed back on his knees. He bowed humbly. "Yes, Mistress!" His voice cracked under the lingering pain in his brutalized balls. "I, I live to make you happy!"
"As do all other boys in this filthy school, I'm sure." Robin sneered. "But from now on, school will never be your priority."
"Mistress?"
Robin pulled a costume from a nearby hanger. "Put this on, my little slut. Put it on so that you can parade around and demonstrate your loyalty to me."
Jim examined the garment he had been given. A black dress with a short skirt, white lace frill, and a white, frilly apron. "A, a maid uniform?"
"How observant of you, slave," Robin sneered. "Now strip!"
"Yes, Mistress!" Jim responded in falsetto without thinking as he quickly removed his clothes. As he prepared to dress, however, Robin stopped him with a blow from her crop. "Ow!"
"Slave!" Robin hissed. "What idiocy is this?" She gestured to Jim's briefs.
"It's my underwear, Mistress!" Jim replied.
"You dare wear men's undergarments in my presence? Off with it. Now!"
Jim yelped in pain from another blow as he tore off his underwear. Perfectly nude, he once again prepared to dress, and received another blow. "Ow!"
"Slave, you are filthy!" Robin brushed her crop along Jim's, legs, chest, and crotch. "All of this unsightly hair. Do you think yourself a man, slave?"
"N-no, Mistress!"
"Then be rid of it!" Robin shouted. "All of it! I don't want to see a single strand below your neck. Not a hint of stubble on your face."
"B-but how, Mistress?"
"Must I think of everything?" Robin kicked Jim square in the balls and watched him curl up in agony. She glanced at a make-up station and caught sight of a jar. Hair Removal Cream. She picked up the jar and tossed it to Jim. "Use this!"
The plastic jar bounced on the floor next to Jim. As he uncurled, he picked it up. After a quick examination of the directions, he applied the cream all over his body and his face, leaving only the hair atop his head and his eyebrows untouched. He then used a towel to wipe himself down.
Robin smirked at the results. "Very good, slave. No stubble, no pubic hairs...yes, you have done well, for once. You may dress yourself now.
Jim bowed to his mistress and quickly slipped into the dress and apron. Robin tossed a pair of black pantyhose to him as well, and he slipped his now-smooth legs into them, and also took a moment to adjust the bulge of his cock underneath the nylon leggings.
Dressed, Jim his feet into a pair of painful black pumps, and then adjusted the headpiece in his hair. Once he was finished, he stood and curtsied for his mistresss. "How may this humble maid serve you, oh Mistress?"
Robin shook her head. "Not good enough. There's something missing, slave. Do you know what that is?"
"No, Mistress, I do not."
Jim expected to be slapped for his incompetence, and he was not wrong. As Robin's blow struck his face, she reprimanded him. "Idiot! You expect to be a proper maid with a boy's hair and no make-up?"
"I'm sorry, Mistress!" Jim moaned as she bowed in apology.
"Hmph." Robin pulled a wig of long, black hair from a display mannequin and threw it at Jim. "Put this on."
Jim quickly did so, exchanging the maid's headband for the wig, and then replaced the headband over the top. The long wig draped down Jim's back in a way that Jim found comforting. But before he could do anything else, Robin grabbed him by the wrist and threw him into a makeup chair.
"For me to have to train you how to do such simple tasks as dressing yourself. This is unspeakable!" Robin went to work on Jim's face, coating it in a thick layer of pale foundation that disguised the welts that she had inflicted, and then added deep red lipstick, a rosy blush, blue eyeshadow and a thick mascara.
Taking in his new androgynous appearance, Jim turned to his mistress. "Thank you, Mistress!"
"We aren't through yet!" Robin hissed. She pulled Jim to his feet, and then struck him on the back with her crop. "You simple slut, why didn't you tie the corset on your dress when you put it on?"
"Corset?"
Robin dealt a blow to Jim's ass. As he squealed, she took hold of the strings in the dress's back and began to pull. And pull. And pull. Jim's waist was squeezed tight into a forced hourglass as his mistress tied the corset in place.
Robin whispered into Jim's ear. Her voice at that volume at that range was almost enough to make him jizz in his pantyhose. "Slut, you had better get your act together if you wish to remain as my maid and not become another of my broken playthings."
"Y-yes, Mistress!"
Sun Aug 07 22:06:32 2011