SISSY & FAMILY - 1

IN BETWEEN - 4

You continued reading from your diary, your voice trembling with a mix of shame and defiance. You told Lisa about your first days with Mistress Evelyn, the clothes she chose for you, the way she taught you to walk and talk like a sissy. You told her about the time you had to kneel and kiss Mistress Evelyn's dirty, filthy, sweaty boots, and the way it made you feel, a mixture of shame and exhilaration.

Lisa's eyes were glued to you, a strange mix of disgust and fascination flickering across her features. The hum of the vibrator against her inner thighs became a constant rhythm, a counterpoint to your trembling voice.

She'd let out a moan from time to time, the sound a jarring reminder of her pleasure. It felt like a taunt, a cruel reminder that she was enjoying your humiliation. But even as her eyes narrowed in disdain, a hint of curiosity crept into her gaze, a flicker of something that could almost be described as respect.

You told her about the first time you had to wear a sissy frilly bra and a panty, the way they felt against your skin, the way they made you feel like a different person.

"Oh, my God, you're such a freak," Lisa cackled, her voice laced with a touch of admiration. "I can't believe you'd actually wear those things."

"You wouldn't understand," you said, your voice gaining a bit of strength. "This is about being my true self. It's about letting go of the old me, the me who was trapped in a cage of my own making."

You told her about the silk robes and the high heels, the way your Mistress made you feel so beautiful, so feminine, so powerful. You told her about the punishments, the way she'd use the riding crop and make you jump, and how it made you feel, a strange mix of pain and pleasure.

"You love it," Lisa said, her voice thick with a mixture of amusement and disgust. "You love being punished, you love being dominated."

"Yes," you said, your voice barely a whisper. "And I don't care what you think. I'm happy. I'm free."

Lisa pushed the vibrator deeper into her pussy, the hum of the motor vibrating against her skin. She closed her eyes.

Lisa moaned, the sound a guttural cry of pleasure as the vibrator pulsed against her clit. Her eyes fluttered closed, her breath coming in ragged gasps. Then, she let out a final, rapturous cry, her body convulsing as she came. The vibrator clattered to the floor, and she lay there, her body still trembling with aftershocks of pleasure.

You could see the dampness of her thong beneath her dress, a clear sign of her release. She let out a sigh of contentment, her eyes still closed, and her lips curving into a satisfied smile.

"Oh, God," she breathed, her voice raspy with pleasure. "That was so good."

She sat up, her gaze resting on you. You were still kneeling on the floor, the silk nightgown pooling around your legs.

She let out a low, moaning chuckle, a sound that sent a chill down your spine. "You know, big brother," she said, her voice laced with a hint of amusement, "you're really quite the little freak."

"I'm not ashamed of who I am," you said, your voice firm. "This is who I am now."

"Oh, I know," she said, leaning forward, her eyes sparkling.

Lisa stood up, her babydoll dress swirling around her legs as she adjusted her thong and picked up the discarded vibrator. "I'll be back," she said, her voice laced with a promise of more humiliation to come. "Once all this funeral nonsense is over, I'm going to make sure you pay for what you did to me.", pointing towards her wet thong.

"Go on, then," you said, your voice devoid of fear. "Do what you have to do."

Lisa smiled, a cruel glint in her eye. "You're going to regret this," she said, before turning and heading towards the door.

As she opened the door, a gasp of surprise escaped her lips. Standing there, dressed in a simple yet elegant cream-colored blouse and tailored black slacks, was Sarah. She was back from helping your mother with the funeral arrangements.