Imagine how humiliating it would be to stand in front of your mistress naked, while she just sits there and stares at you. Would your sissy cock start to grow? Would you be embarrassed and shy? Mistress doesn’t care because you’re there for her entertainment and pleasure. In fact she enjoys seeing you squirm not knowing what she is going to do to you. Would she punish you? Well, of course she will. Rather you deserve to be punished or not she’s going to paddle you. Do you know why? Because she likes it. It brings her pleasure as you’ll soon find out.
Posts Tagged ‘Walk Like A Girl’
Mrs Loving has a new sissy to train and feminize and for the first time she has her sissy maid assist in the feminization and sexualization session. Sissy Monika has been in training for over two years now. If you are a member of the site then you have followed her feminization session over the last two years. Mrs Loving has taught Sissy Monika about dressing like a sweet sissy. There is certain way that Mrs Loving like to have her sissies dress. The more pink, lace and frills the better.
Sissy Monika has also been taught to please a women’s pussy and ass and how to please a man by learning to suck his cock and also to take it into her sissy pussy. With all the training Mrs Loving feels the time is right for her to become her maid and help her to train, feminize and sexualize her newest sissy.
This is a picture from the latest session. The full length will be appearing soon.
There’s no need to be embarrassed. Masturbation is a perfectly normal activity for girls, boys or sissy boys and girls. Everybody masturbatesMonday, July 27th, 2009 by Mrs Loving
“I’m going to rub some slippery lotion on your sissy cock. I think you’ll like it.”
It is time to return to a subject we just touched on earlier in the day–masturbation. When I questioned her earlier, she admitted to playing with herself, even hinting at her Momma teaching her how or using Momma’s “cream” to stroke herself.
“Your Momma wants to be sure that I teach you how to play with yourself correctly. Do you remember when we talked about that earlier today,” I ask. Monika nods, eyes downcast. “There’s no need to be embarrassed. Masturbation is a perfectly normal activity for girls, boys or sissy boys and girls. Everybody masturbates,” I declare enthusiastically. “They do?” she gulps. “Yes, indeed, and I’m going to show you how to do it right. Would you like to learn?,” I ask, slipping my hand under her skirt and feeling her very hard cock straining against her panties. “How does it make you feel to talk about this,” I ask, already knowing what her response will be. “Good,” she answers, suppressing a naughty smile.
“Well, that’s the right attitude. You should feel good, because it’s lots of fun. You’ll see!” I sit down on the couch and motion for her to stand in front of me. “Pull up your skirt. I want to check your panties.” She obliges, looking shy. Her panties are bulging with her rigid cock that is not only peeking over the edge of the waistband of her panties, but it is pulling the panties away from her body.
“It looks like these panties are getting uncomfortable,” I say, trying not to laugh. “I’m going to pull them down to give you some room.” She giggles as I slip the panties down to her ankles. “Now sit down here next to me and pull your skirt up.” I say, patting the seat next to me and smiling reassuringly.
Monika leans back and pulls up her skirt. I leave the panties around her ankles, just because it looks so naughty and cute! “Spread your legs apart to give yourself lots of access to your sissy cock and balls.” She spreads them. I lean toward her and put my left leg over her nearest thigh to add a subtle element of restraint. She squirms.
“I’m going to rub some slippery lotion on your sissy cock. I think you’ll like it.” I say, spreading some slick lube all over her cock and balls. Her cock twitches and she gasps at the pleasure. “That feels really good, Mrs. Loving,” she says, beginning to moan. “I’m so glad it feels good, Monika. I’m going to start touching you and showing you how to masturbate and then, in awhile, I’ll tell you to take over.” She shuts her eyes and moans in response. I begin to glide my hands up and down her cock and all over her balls, faster and slower. She moans and writhes under my touch.
“It’s time for you to take over,” I say, placing her right hand on her cock. “OK, she whispers, breathing rapidly. “Try different strokes, harder, lighter, faster, slower. See what feels good to you. When it starts to feel almost painfully good, then stroke faster and harder.” She groans and speeds up her strokes. I murmur sissy “sweet nothings” in her ear as she masturbates, telling her what a pretty sissy she is, how proud I am of her, what a pretty sissy cock she has, how sexy she looks with her panties around her ankles, how she is much too cute to be a boy, etc……
“Oh, Mrs. Loving, it’s feeling so good, so so good,” she says, as she grips her cock and strokes faster and faster. “Ah, ah, oh!” she groans as my sissy girl squirts lots of hot cum out of her cock and her strokes slow down and she squeezes the last drops out. “What a good sissy girl you are, cumming for me like that,” I praise. I lift her cum-splattered fingers to her lips. “Taste your sweet cum for me, Monika. Lick it off your fingers while it’s still warm.” She looks at me wide-eyed as she hungrily laps up her copious cum. I look at her lovingly and tell her, “You’ve been a perfect little sissy girl! I’m so proud of you.” She smiles sleepily and nuzzles my neck. I hug her and kiss her gently on her forehead. Marie will be so pleased when I tell her what we accomplished today!
Let your body respond to the forbidden pleasures of sissy feminization
Monika stands nude in front of me, casting her eyes down, trying to cover her sissy cock with her hands. “Don’t cover yourself. You’ll be dressed soon enough, because I’m going to dress you in sissy clothes. Are you ready?” I ask, as I stand up and put my arms around my nervous little sissy girl-in-training. I reassure her. “Let me know if you are feeling scared at any point. I’m here to help you and protect you. I made a promise to your Momma that this would be a strict, challenging and loving experience.” She seems to relax her body, and I give her a sensual and sexy hug and stroke her cock lightly. “If we keep this sexy, you will enjoy it more. Let your body respond to the forbidden pleasures of sissy feminization. Your sissy cock doesn’t lie, “I remind her as I stroke her hardening cock. “Does this feel good, Monika?” “Yes, Mrs. Loving,” she admits reluctantly.
I caress her bare back and her thighs, and slide my fingers between her butt cheeks, pushing the satiny fabric into her crack
I stand looking at Monika, naked except for her white frilly girl panties. “What a perfect sissy-in-the-making,” I think, smirking to myself. I look her in the eyes and say, “I’m going to take your panties off now.” She opens her eyes wider and gulps. “Don’t worry, Monika, we’ll take this very slowly, so you can adjust along the way, and, hopefully enjoy the experience. OK?” She nods.
I have Monika lean against the chair again and I instruct her to arch her back and stick her butt out. She does well. I caress her bare back and her thighs, and slide my fingers between her butt cheeks, pushing the satiny fabric into her crack. She gasps and wiggles appreciatively. I begin to slowly peel her panties down, exposing her lovely butt cheeks. I let the waistband of the panties nestle against the bottom of her butt cheeks. I squeeze and pet her cheeks, complimenting her on her neat, sweet ass. She murmurs and wiggles, clearly enjoying my attention. When I am done, I pull the panties back up.
My dear friend, Marie, has decided to send her son, Max, to me for sissy feminization training after finding him wearing girls panties. This is the story of our first visit…..
I hear a tentative knock on my door. I open it and greet Max, a lanky teenage boy in overalls, a t-shirt and sneakers. He has long, curly dark-brown hair tied back in a ponytail. He looks very nervous. I smile reassuringly and motion for him to take a seat. I remain standing.
“I understand that your mother has caught you wearing girls’ panties. Is that true?” I ask sternly. Max shakes his head emphatically, denying it. “Well, that’s not what your mother told me. She has sent you to me for some training. She noticed this tendency in you and she wants me to teach you how to be a real sissy.” “But I don’t want to be a little girl, “ Max whines, stamping her foot for emphasis.
“Oh is that so,” I say, with a teasing smile. “Why don’t you just let me get to work on you and you might change your mind.” “OK,” Max mumbles, head down. “My Mamma told me to do whatever you tell me to do.” I lift Max’s chin up and look into his eyes. “Well then, I will call you Monika from now on, and you will address me as “Mrs.Loving. Agreed?” I ask. “Yes, Mrs. Loving,” Monika answers, looking very scared. I smile lovingly. “I will take good care of you. Let’s begin!”