One day, Tim wandered into the living room and found his sister looking all bookish and sultry. She was laid out on the couch wearing a mid-thigh-length black skirt and a white blouse with a book in one hand and a sharpened pencil in the other. Her glasses were low on her nose and her hair covered one side of her face.
Tina beckoned to him with her finger and Tim obeyed, sitting at her feet on the couch.
"Do you want to play therapy with me?" Tina asked her little brother, when they were sitting together.
"Okay," said Tim, "how does that work?"
"Well, I'm a sex therapist and you have to pretend to have a sex problem. So, what's your sex problem?"
Tim felt a little embarrassed by his sister's proposition, but at the same time, he was still excited by their last play session. After a moment, he said, "So, I have this sister, and she makes fun of me every time I jack off. Now, I get so anxious about it and I can't do it anymore. Every time I try to get hard, I remember her scolding me and laughing at me and I just can't. Can you help me, Miss Therapist?"
"Certainly, young man," his sister said, in character, "I can help you with that problem. I will need to examine your cock, and have you masturbate in front of me. I might even need to touch your cock and manually stimulate it. Do you agree to these treatment conditions?"
"Yes, ma'am," Tim said, trying his best to affect the character of a therapy patient.
"But first," she said, "I need to ask you some questions. What do you fantasize about when you pleasure yourself?"
"Well, naked women, I guess."
"Can you be more specific?" Tina probed, looking over the top of her glasses.
Tim looked thoughtful for a moment, and said, "I guess I like brunettes with glasses who seem prim and proper but who are really sexy in a domineering sort of way."
"Oh, I see," she looked him in the eye, "you are attracted to librarians and therapists."
Tim nodded slowly, "I never really thought about it, but now that you mention it . . ."
"Let me ask you this," she continued, "have you ever fantasized about your sister? Sexually?"
"No! Of course, not. That's gross."
"Tell me the truth, young man. Therapy does not work if you lie."
"Okay, okay. Sometimes."
"Very good. Now we are getting somewhere. Have you ever pleasured yourself while fantasizing about your sister?"
"No way."
"You have never once thought about her with your hand on your throbbing cock, thinking dirty thoughts about your beautiful sexy big sister while you stroked up and down on your dirty dirty little cock until you got big and hard? Not even once? I find that hard to believe."
"Okay, maybe once. Or, twice. But, she made me. She made me play with her and touch myself and I came and got it on her and she got mad at me and scolded me, then she played with me again and tickled me and I came on her again and she made fun of me. It's not my fault!"
"It's okay young man," Tina leaned forward, putting her hand on Tim's thigh, "you are in safe hands, now. You are in my hands, and this is a safe place. Do you trust me?" she asked as her hand moved further and further up her brother's thigh.
"Yes," he gulped.
Her hand found his special place and she squeezed gently, "I am a professional sex therapist and you have no reason to feel uneasy. I am going to teach you to overcome your shame about your body and your sexuality. I will help you learn to feel good about playing with yourself again. Are you ready to show me your beautiful cock, young man?"
Tim nodded, his breathing shallow as his sister gently fondled him.
"Good. You must be proud of your cock. I insist upon it," and with that, Tina undid her brother's pants, opening his fly, and, finding his frightened penis, she pulled it out into the open. "Such a shy little cock," she smirked, "but we are going to teach it to be big and proud, aren't we young man?"
Tim nodded again as his sister caressed a finger tip along his shaft.
"Now," she said pulling back, "I want you to show me how you pleasure yourself, how you rub one out. Can you show me that, so I can see your technique?"
"Seriously, I mean I know we're just playing but you don't seriously want me to just jack off right here do you? I'm your brother. You don't think that's gross?"
"Shut up! We're playing. I'm not your sister. I'm a sex therapist. And, you're not my brother. You're my patient. So it's perfectly fine. We are pretending we aren't related, so there's nothing wrong with it. Now play right or don't play at all. You can stay in character and let me watch you masturbate or you can just go to your room and wank off all by yourself."
"Fine, I'll stay in character," he sneered and bending to his sister's demand, he put his hand on his dick and stroked it a few times. "I don't think it's working," he said, finally.
"Nonsense," she retorted. "You are not giving it enough time and enough love. You must love yourself as well as the object of your fantasy. Tell me, what are you fantasizing about?"
"I don't know. Nothing, I guess. This is kinda weird, so it's hard to concentrate."
"That is the problem. Young men should have an active sexual fantasy life. Maybe if I show you how I pleasure myself, it will inspire you to do better. Do I have your permission to play with myself? To teach you better?"
"Yeah, absolutely," Tim brightened suddenly.