“Very well, now let’s see here.” The boy already knew the procedure as his nanny began to stroke his soft young shaft with her gloved hand, the silky, flouncy fabric rubbing gently against its head.
“Very well, now let’s see here.” The boy already knew the procedure as his nanny began to stroke his soft young shaft with her gloved hand, the silky, flouncy fabric rubbing gently against its head. His breathing became more irregular, more laboured as the cock grew very hard, very quick under the satisfied smile of the woman in front of him. With a few expert motions, a quick squeeze here, a sharp tug there, and constant, steady strokes, it was fully erect within seconds, throbbing right in front of her face as she sat on a stool by his bedside. She knew he wouldn’t last long, and so she prepared herself for the moment that was at hand, the moment when she had to be quick so as not to soil any of her clothing or – God forbid – the silky bedsheets, or the expensive oriental rug on which he stood.
There: The first glimmering drop of semen began to show, which always signalled that the nanny had mere moments before much more would follow. She bent forward, carefully closing her lips around the hard, young cock, stroking it gently with her mouth now, slower and longer, while her tongue performed its secret dance around the small leaky hole, tempting and teasing it to pour its hot man-milk down her warm, expecting throat. And it came, just like every night, shooting against the roof of her mouth, filling it with thick, hot spurts of semen which she gulped down eagerly, leaving only a faint, salty, tart taste lingering on her tongue. “There,” she said proudly, tucking the flaccid cock back under his nightgown. “Now off to bed you go.”
“Thank you, Nanny Cumming,” the boy said sleepily, crawling under the sheets. She made sure he was drifting off to sleep before turning off the light and sneaking out of his room, around the corner to the next one.
“You’re not even dressed for bed yet,” Nanny Cumming scolded the young lady who sat by her vanity, eyeing herself in the mirror.
“I’m not sleepy yet,” the lady said stubbornly, pouting.
“Not yet,” Nanny Cumming insisted, pulling her glove tighter. “But you will be. You know how it works.” She sat down on an ornate pouf, folded her hands neatly in her lap and looked at the young woman expectantly.
“Can we do it different this time?” the girl asked. “I’ve read…”
“You read too much, Charlotte,” the nanny scolded her. “And entirely the wrong books. Now come here, young lady!”
Charlotte got up with a sigh and gingerly tripped over to the mature woman, who eyed her pleasantly, but sternly. “But can we, please?” she pleaded again. “Maybe put something inside this time?”
The nanny gave her an outraged look. “That is entirely out of the question,” she said. “It’s unbecoming of a lady of your stature.”
“But mother does it,” the girl insisted. “I’ve seen her do it!”
“Your mother…” the nanny began, then stopped herself. Chewing on her bottom lip, she tried to think of a better approach. “You will have to preserve your virginity, Charlotte,” she finally said, softer and more conciliatory. “Your husband will want to be the first to put something inside of you.”
“But I don’t want a husband!” Charlotte replied stubbornly. “Husbands are brutish and boring, and gross, like my brother! I want to have only maids, and friends, and you.” She looked at her pleading, her eyes big with hopes and dreams.
“We’ll see about that,” the nanny said as she began to untangle the many layers of Charlotte’s skirt, quickly undressing her, laying the clothing aside on a chair. “But for now, we’ll have to do our evening routine. You know your mother insists on it, and it’s healthy and gives you good dreams.”
“You don’t have a husband,” the young woman said, turning slowly in front of the nanny as she undressed. “Do you ever have anything inside you?”
“A great many things,” Nanny Cumming said calmly.
“I want to watch,” Charlotte begged. “I want to be there, I want to participate.”
“We shall see,” the nanny said in a noncommittal voice, running her hand between the young woman’s finally exposed legs, caressing the soft, silky blonde pubic triangle that covered her juicy, red, virgin cunt. She had the strong hair growth of her mother with the light colour of her father, which made her bush look smaller than it actually was. Upon closer inspection, it ran all over her pelvis and in between her legs, slightly out to her thighs and down between her buttocks, covering it all in a neat, slightly curled fur. The nanny’s gloved fingers pulled back the small hood of Charlotte’s clit, caressing the little button gently, but firmly, rubbing it in slow, steady circles. “Now sit down,” Nanny Cumming told her. “And let me show you something.”
The young woman obediently took a seat on her bed, her silky, smooth legs spread open towards her nanny, her corset trying to push up what little, budding breasts there were, but mainly pressing them flat against her chest. “Now, I brought this for myself,” Nanny Cumming explained, pulling a small, green bottle out of her bag, “but it’ll do for our purposes as well.” She began to lick the bottleneck, taking it into her mouth and making sure it was well covered in spit before she put it down between Charlotte’s legs and ran the hard, smooth glass along her quivering labia, letting her feel its thickness, its firmness, its strength, before moving further down and pushing the top tightly against her small, puckered anus. “If you want something inside, you can do it here,” she continued, turning the bottle carefully, watching the star-shaped sphincter slowly extend, trying to accommodate the intruder.
Charlotte gasped, breathing heavily under squeals and groans as the nanny pushed the bottle up her asshole, moving it back and forth, fucking her with it. It was so much bigger than she had expected, so much more raw and painful, and so much more intense and arousing that, combined with Nanny Cumming’s continued rubbing of her little pleasure button she very quickly reached that place where she saw stars and the world spun frantically around her, causing her to feel dizzy. Only this time, her pussy twitched and contracted, then began to sputter, then to squeeze, and then shot a hot, thick stream high up in the air, hitting Nanny Cumming all over her face and chest.