Too many options
A sissy maid must has many options to dress in front of his Mistress. This is important to please his Mistress in the best way.
"Well, what do we have here?" a stern, yet playful, female voice echoed through the dimly lit hallway.
The speaker, a woman in her late thirties, clad in a figure-hugging red dress that screamed dominance, leaned against the velvet-covered doorframe. Her piercing blue eyes swept over the room's newest addition, a young sissy maid dressed in a frilly black maid outfit, complete with a lace apron and a set of black stockings that stretched up his slender legs. He was sitting, surrounded by an array of wigs.
The sissy maid looked up, his heart racing in his chest. The woman, known only as Mistress, was a force of nature, and he knew better than to disappoint her. "I was just choosing the perfect wig to match the lingerie you picked for me," he replied in a soft, slightly trembling voice.
Mistress stepped into the room, her high heels clicking against the marble floor. She sauntered closer, her gaze raking over the assortment of wigs. "And which one do you think will satisfy me the most?" she asked, her voice dripping with the sweetness of honey and the sharpness of a stiletto.
The sissy maid swallowed hard, his eyes darting between the wigs. Each one held a different promise, a different facet of femininity to embody. He picked up a short blonde wig, feeling its softness between his fingers. "This one," he murmured, holding it against his cheek, "It feels so elegant and... obedient."
Mistress arched an eyebrow, a smirk playing on her lips. "Obedient, is it?" She took the wig from his hand, gently brushing his cheek with the back of her knuckles. "Let's see if it looks as good as it feels." With a flick of her wrist, she placed the wig on his head, her movements deft and practiced. She stepped back to admire her work, tapping a manicured nail against her teeth. "Turn around," she ordered, her voice firm but not unkind.
The maid obeyed, his body moving with the grace of a ballerina as he pirouetted. The blonde wig fell into place around his shoulders, framing his delicate features. His eyes, wide with anticipation, searched Mistress's face for approval. She took her time, her gaze lingering over his outfit, his posture, and the way the wig accentuated his feminine side. "Very good," she finally said, her smirk growing wider. "Now, tell me, what other surprises do you have for me today?"
The maid felt a thrill of excitement run through him and starrt to modelling for his Mistress, twirling and posing with the grace of a seasoned fashionista. Each step in his high heels was deliberate, the clacking sound echoing in the room like the beat of a metronome, setting the rhythm for his performance. He knew that she enjoyed watching him, and the thought of her approval was intoxicating.
"I've also picked out some stockings," he said, his voice still soft but growing in confidence. He gestured to a pair of fishnet stockings with a seductive smile. "They're not just for looks, Mistress. They make me feel... naughty."
Mistress's eyes lit up like a neon sign, and she nodded in approval. "I can see that," she purred, stepping closer to run her hands along the seams of the stockings. "But tell me, how do they make you feel?"
The sissy maid took a deep breath, his cheeks flushing. "They make me feel... vulnerable, yet submissive," he admitted, his voice dropping to a whisper. "As if I'm hiding something... but also flaunting it at the same time."
Mistress's eyes narrowed, and she tapped her chin thoughtfully. "Vulnerable, yet submissive," she repeated, her tone musing. "I like that." She moved closer, her own stockings whispering against her thighs. "And what else, my dear?"
The maid's eyes fell to the floor, and he shuffled his feet nervously. "I've chosen a garter belt and some... matching lingerie," he mumbled, his cheeks burning.
Mistress's smile grew into a full-blown grin. "Now we're getting somewhere." She took the garter belt and lingerie from his trembling hands, holding them up to inspect. "Let's see if they fit your pretty little body," she said, her voice taking on a teasing lilt.
The maid rose from his chair, his legs wobbly in the heels, and allowed Mistress to help him into the lingerie. She was surprisingly gentle, her touch almost affectionate as she helped him fasten the garter belt and slide the stockings up his legs. The feeling of the fabric against his skin made his heart race even faster, and he couldn't help but let out a soft gasp of pleasure.
Once he was dressed to her satisfaction, Mistress stepped back, her eyes gleaming. "You know," she said, her voice a low purr, "I think it's time for a little test run. I want you to serve me dinner tonight, and I expect nothing but perfection."
The sissy maid nodded eagerly, his excitement palpable. "Of course, Mistress. It will be my honor," he replied, dropping into a deep curtsy.
Mistress chuckled. "I'll bet it will be." She turned on her heel and swept from the room, leaving the maid to contemplate the evening ahead. The anticipation was almost too much to bear.
The speaker, a woman in her late thirties, clad in a figure-hugging red dress that screamed dominance, leaned against the velvet-covered doorframe. Her piercing blue eyes swept over the room's newest addition, a young sissy maid dressed in a frilly black maid outfit, complete with a lace apron and a set of black stockings that stretched up his slender legs. He was sitting, surrounded by an array of wigs.
The sissy maid looked up, his heart racing in his chest. The woman, known only as Mistress, was a force of nature, and he knew better than to disappoint her. "I was just choosing the perfect wig to match the lingerie you picked for me," he replied in a soft, slightly trembling voice.
Mistress stepped into the room, her high heels clicking against the marble floor. She sauntered closer, her gaze raking over the assortment of wigs. "And which one do you think will satisfy me the most?" she asked, her voice dripping with the sweetness of honey and the sharpness of a stiletto.
The sissy maid swallowed hard, his eyes darting between the wigs. Each one held a different promise, a different facet of femininity to embody. He picked up a short blonde wig, feeling its softness between his fingers. "This one," he murmured, holding it against his cheek, "It feels so elegant and... obedient."
Mistress arched an eyebrow, a smirk playing on her lips. "Obedient, is it?" She took the wig from his hand, gently brushing his cheek with the back of her knuckles. "Let's see if it looks as good as it feels." With a flick of her wrist, she placed the wig on his head, her movements deft and practiced. She stepped back to admire her work, tapping a manicured nail against her teeth. "Turn around," she ordered, her voice firm but not unkind.
The maid obeyed, his body moving with the grace of a ballerina as he pirouetted. The blonde wig fell into place around his shoulders, framing his delicate features. His eyes, wide with anticipation, searched Mistress's face for approval. She took her time, her gaze lingering over his outfit, his posture, and the way the wig accentuated his feminine side. "Very good," she finally said, her smirk growing wider. "Now, tell me, what other surprises do you have for me today?"
The maid felt a thrill of excitement run through him and starrt to modelling for his Mistress, twirling and posing with the grace of a seasoned fashionista. Each step in his high heels was deliberate, the clacking sound echoing in the room like the beat of a metronome, setting the rhythm for his performance. He knew that she enjoyed watching him, and the thought of her approval was intoxicating.
"I've also picked out some stockings," he said, his voice still soft but growing in confidence. He gestured to a pair of fishnet stockings with a seductive smile. "They're not just for looks, Mistress. They make me feel... naughty."
Mistress's eyes lit up like a neon sign, and she nodded in approval. "I can see that," she purred, stepping closer to run her hands along the seams of the stockings. "But tell me, how do they make you feel?"
The sissy maid took a deep breath, his cheeks flushing. "They make me feel... vulnerable, yet submissive," he admitted, his voice dropping to a whisper. "As if I'm hiding something... but also flaunting it at the same time."
Mistress's eyes narrowed, and she tapped her chin thoughtfully. "Vulnerable, yet submissive," she repeated, her tone musing. "I like that." She moved closer, her own stockings whispering against her thighs. "And what else, my dear?"
The maid's eyes fell to the floor, and he shuffled his feet nervously. "I've chosen a garter belt and some... matching lingerie," he mumbled, his cheeks burning.
Mistress's smile grew into a full-blown grin. "Now we're getting somewhere." She took the garter belt and lingerie from his trembling hands, holding them up to inspect. "Let's see if they fit your pretty little body," she said, her voice taking on a teasing lilt.
The maid rose from his chair, his legs wobbly in the heels, and allowed Mistress to help him into the lingerie. She was surprisingly gentle, her touch almost affectionate as she helped him fasten the garter belt and slide the stockings up his legs. The feeling of the fabric against his skin made his heart race even faster, and he couldn't help but let out a soft gasp of pleasure.
Once he was dressed to her satisfaction, Mistress stepped back, her eyes gleaming. "You know," she said, her voice a low purr, "I think it's time for a little test run. I want you to serve me dinner tonight, and I expect nothing but perfection."
The sissy maid nodded eagerly, his excitement palpable. "Of course, Mistress. It will be my honor," he replied, dropping into a deep curtsy.
Mistress chuckled. "I'll bet it will be." She turned on her heel and swept from the room, leaving the maid to contemplate the evening ahead. The anticipation was almost too much to bear.
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