Tim smoothed out the lace of his new lingerie, admiring the way it looked hanging in his new closet. The fishnet stockings draped next to it, and he couldn’t help but feel a thrill at the thought of wearing them. He had never felt so excited about his new living situation before.
Just as he was finishing up, he heard a knock on the door. He hurried over and opened it to find his mother, Martha, standing there with a bottle of wine in hand. She looked him up and down, taking in his new feminine appearance, and let out a playful insult, “Well, aren’t you a sight for sore eyes, Timmy. You look like a real-life doll.”
Tim blushed at her comment, but couldn’t help but feel a thrill at being seen as a woman. Martha noticed his reaction and smirked, “Looks like someone is enjoying their new lifestyle.”
Martha entered the apartment and took a seat on the couch, pouring herself a glass of wine. She looked around the room and noticed the hypnosis equipment in the corner. She raised an eyebrow and asked Tim about it.
Tim hesitated but then decided to be honest with his mother. He told her about how he was hypnotized to love cock and how it had led him to embrace his sissy side. Martha listened with a mixture of shock and amusement.
Martha took a sip of her wine and then asked Tim if he’d ever thought about experimenting with men. Tim blushed and admitted that he had, but hadn’t had the opportunity yet. Martha smirked and suggested that she could help him out in that department.
Tim was taken aback by his mother’s suggestion, but couldn’t help but feel a thrill at the idea of being with her. He stammers out a response, but Martha cut him off with a playful insult, “Don’t be shy, Timmy. I won’t bite...too hard.”
Martha stood up and walked over to Tim, taking his hand and leading him to the bedroom. She pushed him onto the bed and climbed on top of him, straddling him and pinning his arms above his head.
Martha leaned down and whispered in Tim’s ear, “I’m going to teach you everything you need to know about being a sissy, and a good little cock lover.” She nipped at his earlobe and then started to grind against him.
Tim moaned and arched his back, feeling himself getting aroused. Martha smirked and continued to tease him, whispering filthy things in his ear and grinding her hips against his.
Martha finally released Tim’s arms and sat up, pulling off her shirt and revealing her lacy bra. She looked down at Tim and said, “Take off your clothes, Timmy. I want to see you in your new lingerie.”
Tim hesitated for a moment, but then did as he was told. He stripped off his clothes, revealing his lingerie and fishnet stockings. Martha looked him up and down and couldn’t help but let out a low whistle, “You look gorgeous, Timmy. I’m proud of you.”
Martha leaned down and started to kiss Tim, exploring his mouth with her tongue. Tim moaned and wrapped his arms around her, pulling her closer.
Martha broke the kiss and started to undo her bra, revealing her breasts. She took Tim’s hand and placed it on her breast, encouraging him to touch her. Tim hesitated for a moment, but then started to explore her body.
Martha guided Tim’s hand down to her panties and encouraged him to touch her there. Tim blushed, but then started to explore her body. Martha moaned and encouraged him, whispering filthy things in his ear.
The chapter ends with Tim and Martha fully embracing their new dynamic, Martha taking the lead and Tim submitting to her, ready to learn everything she has to teach him.
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