Book 1: The Therapists Sissy Maid: Becoming Her Locked Sissy Maid: Part 5

Alexandra leaned forward slightly, the leather corset creaking as her elbows rested on her knees. "From our last session, I concluded you have submissive tendencies," she said, her voice calm and direct. "And according to your questionnaire, you find confident, bossy women attractive. Is that correct?"

David's face went crimson, his eyes wide like a deer caught in headlights. His erection strained visibly against his pants, the outline unmistakable. He swallowed hard, nodding jerkily. "Y-yes," he croaked, the single word barely audible.

Her smile widened, slow and satisfied. "Good boy, David. Thank you for being honest with me."

The praise made his cock twitch visibly, a fresh bead of precum soaking into the fabric of his trousers. She picked up her pen and made a note on the clipboard, then crossed one leg over the other. The latex slid against itself with a soft, rubbery sound.

"Tell me more about that," she continued, watching him closely. "What does it mean to you when you say you like bossy women?"

David's thoughts scattered. His gaze kept dropping to her crossed legs, the way the latex clung to her thighs, the way her breasts pushed around the tight material. She has to be wearing this for the session, he thought, heart hammering. But why? The conflict made his head spin. He was so distracted by the throb between his legs that forming sentences felt impossible.

"I... I like when a woman knows what she wants," he stammered, voice shaky. "And just tells me directly. So I don't have to guess. So I won't make a mistake."

Alexandra's smile deepened as she wrote that down, her sharp black nails gripping the pen. She couldn't stop the pleased expression that spread across her face. His answer was perfect.

Alexandra's pen hovered above the page as she studied him, the latex creaking softly with each subtle shift of her body. "Does that preference extend to the bedroom as well?" she asked, her tone clinical yet intimate. "I know from your questionnaire that you're a virgin, but hypothetically speaking?"

David's eyes roamed helplessly over her figure—the way the black latex hugged every curve, the sharp black frames of her glasses, the tight blonde ponytail that made her look both severe and impossibly sexy. His cock throbbed painfully, a fresh pulse of precum soaking into the fabric of his trousers. He swallowed hard, voice barely above a whisper.

"Y-yes," he stammered, cheeks burning. "I... I don't have any experience, so I find experienced women a lot more attractive. They can just tell me what to do."

Alexandra's lips curved into a slow, approving smile. “Good boy, David," she murmured, the praise landing like a physical touch.

David's cock jerked visibly, another dark spot blooming across the front of his pants. He cursed himself silently for choosing black trousers instead of brown—every drop of precum showed clearly against the dark fabric.

She wrote something down, her sharp nails tapping the clipboard. "That's very honest of you, David. I'm proud of how open you're being with me." Her gaze dropped briefly to the obvious wet patch spreading across his lap, and her smile deepened.

Alexandra set her pen aside and reached for a small black heart rate monitor resting on the edge of her desk. She lifted it between two fingers, the glossy black plastic catching the light.

"It's time for an exercise, David."

She rose from her chair in one fluid motion, the latex pants creaking with every step as she crossed the room toward him. David's face burned crimson. His cock throbbed, the wet patch spreading further across his lap. Each step brought her closer, and the air filled with the sharp scent of latex, leather, and her perfume—something dark and expensive that made his head spin.

She stopped directly in front of him, her hips at eye level. David could see every curve of her thick ass, the material stretched so tight it looked painted on. His cock pulsed, another surge of precum soaking into the fabric.

"Put this on your arm," she said, handing him the heart rate monitor.

His fingers trembled as he took the device. He fumbled with the strap, struggling to fasten it around his bicep while his hands shook. Alexandra watched him with a small smile, then turned to walk back to her chair.

Her ass swung right in front of his face—mere inches away. The latex creaked softly. David's cock jerked hard, a fresh spurt of precum flooding his trousers. He bit back a whimper.

From the side table, she lifted a stack of photographs and held them in her lap.

"I'm going to show you some pictures," she explained, her voice calm and professional. "You'll rate each one on a scale of one to ten—how much you like it. The heart rate monitor will help confirm your responses."

David's pulse hammered in his ears. The monitor beeped softly, already registering his racing heart. His face felt like it was on fire. Every time he shifted, the soaked fabric rubbed against his aching cock, and the memory of her ass so close to his face made him leak even more.

Alexandra lifted the first photograph from the stack. The image showed a blonde woman who bore a striking resemblance to her—same sharp features, same tight ponytail, same black square glasses. She stood with one hip cocked, a black riding crop dangling from her fingers while wearing black latex. At her feet knelt a naked man, head bowed, shoulders trembling. A flat steel cage gleamed between his legs, the metal locked tight around his cock and balls.

David’s heart rate monitor beeped frantically. His cock jerked hard inside his soaked trousers, pulsing three times in rapid succession. A fresh spurt of precum soaked through the fabric.

"T-ten," he stuttered, voice barely above a whisper.

"Good boy," Alexandra purred, her dark red lips curving into a smile. “Thanks for being so honest with me."

The praise hit him like a physical touch. He shifted in his seat, mortified by how obvious his arousal had become.

She set the photo aside and raised the next one. The same blonde woman in black latex stood with feet planted wide, riding crop in one hand and a thick wooden cane in the other. A naked man was bound to a wooden cross, his back and ass covered in angry red stripes from the cane and welts from the crop. His caged cock hung uselessly between his spread legs, the steel device identical to the first image.

David’s breath hitched. "Ten," he whispered, the word escaping before he could stop it.

"Very good, David," she said, voice warm with approval. "Such an honest boy."

His cock twitched again at the words. The heart rate monitor continued its rapid beeping as his pulse hammered in his ears. He could smell her latex and leather and perfume with every breath, and the memory of her ass made his balls ache with need. The wet patch on his trousers had grown so large it was visible even in the dim light, and he knew she could see it too.

Alexandra lifted the next photograph from the stack. This one showed a naked man and woman tangled together in bed, their bodies pressed close in what looked like a conventional embrace. David's heart rate monitor immediately slowed, the frantic beeping settling into a steadier rhythm.

"Two," he muttered, his voice barely audible.

She smiled knowingly. "I thought so."

The following image depicted a beautiful brunette woman on all fours, being fucked hard by a muscular, dominant man. His powerful hands gripped her hips as he thrust into her.

David stared at it for a moment, then whispered, "Zero."

Alexandra's smile widened with clear satisfaction. "Very good, David."

She set that photo aside and raised the final image. The blonde woman—her own likeness—stood tall in her latex outfit, crop in hand. Kneeling beside her was a man dressed in a black and white French maid uniform, the frilly skirt lifted to expose his steel chastity cage. His cock and balls were locked away in the same metal device from the previous photos.

David's heart rate exploded. The monitor screamed its highest reading yet as his cock throbbed in his soaked trousers, pulsing uncontrollably. "Eleven," he stuttered, the word tumbling out before he could stop himself.

Alexandra laughed, a low, throaty sound. "It's only supposed to go up to ten, David." She set the photo down and leaned forward slightly, her latex creaking. "But I appreciate your honesty."

Her thoughts turned to the steel chastity cage waiting in her drawer. It was time for her to recommend her desired treatment to him.