A Good Little Boy for Jeanette

"Uhhhhhhh, Ahhhh." The boy gasped helplessly at the invasion as Jeanette emptied the entire lubricant can deep inside of him.

Throwing the can to one side, she positioned the dildo along the crease of his bottom, moving the bulbous head up and down between his firm young buttocks.

She leant over him and kissed his cheek while sliding her hand underneath him, patting the underside of his rigid erection.

"My, my, judging by your little friend here, I'd say you love being my little play-toy," She whispered teasingly into his ear before getting back into position.

Lining up the dildo with his quivering rosebud she pressed forward, watching closely as the little pink opening began to give away to the thick intrusion.

"Uhhhhhhhh... please.... Ohhhh..." Timmy moaned, beside himself, as his tight orifice began stretching around the strap-on.

Using the palms of her hands to spread his cheeks wide apart, Jeanette lightly dug her nails into the warm soft mounds of his backside and pressed forward.

The tiny glistering hole began opening up more, almost nearing the edge of the strap-on helmet.

"Ohhhhhh... uhhhhhhh.... please... mommy..."

Keeping up a steady pressure, the rosy ring of muscle suddenly gave up, and with a rush of ecstasy, Jeanette watched the head pop up inside his velvety warm rectum.

"Ohhhhhh... uhhhh..." Timmy cried out in defeat, as he felt this massive intrusion settle within his very core.

Jeanette could not deny the delicious thrill she experienced, as she quickly followed up the phallus tip with a couple of thick greasy inches, feeding his poor little fanny unrelentingly.

"Ohhhhhhh ohhhhhhhh ahhhhhhhh!"

Timmy could do nothing but accept whatever length and size Jeanette advanced on him. He felt his penis throb violently against his stomach, leaving thick droplets of pre-cum around his naval.

Jeanette pushed down on him firmly, easing inch after inch inside his little bottom until the entire length was buried to the hilt in his bowels.

She was quite pleased that she had been able to fit the whole tool inside his slender frame.

"That's it, such a good little boy you are for mommy, and how perfect your sweet little hole looks wrapped around mommy's toy," Jeannette purred.

She spread his cheeks even more widely apart with both hands, crudely exposing the sight of his young bottom and the pink shaft penetrating its tight opening, and then began fucking him with slow rhythmic thrusts of her pelvis.

"Ohhhh uhhhhh." Timmy's limbs went into small fits of spasms at the acute stimulation of his young body.

Gradually she began increasing the length of her thrusts, until she was working the entire dildo through his slippery anus, piling down on him with long, full plunges.

The sight of his pink rosebud wrapped tightly around the girth of her shaft had her going mad with lust.

"Uhhhhh ohhhhh.... Ahhhhh!"

"Such a good little boy you are." Jeanette kept murmuring as she lovingly violated his round taut bottom.

She withdrew right until the head of the strap-on, before plummeting back in with a steady push, pressing her pelvis firmly against his sore behind.

Back and forth. Again and again the glistering phallus slid along his pliant velvety canal. With each thrust the base of the dildo pressed to Jeannette's clitoris, the sensitive organ stiff and aching.

She angled her hips, altering the thrust to make the most of his delicious rectum, rocking her body to heighten her pleasure. Beneath the boy, his own swollen cock swung to and from with her thrusts. Harder, and deeper Jeannette used him, her hands now on his slender hips.

A few more thrusts later and she felt that familiar feeling building between her legs, and beginning to spread out through her body. Jeannette threw her head back, and pushed hard forward, deeply in to her foster son's submissive body.

She groaned in pure ecstasy, her clit throbbing, body clenching as she continued to ride the young boy, until her orgasm began to subside.

Jeanette continued though to stroke the dildo slowly in and out of Timmy's sweet little opening. Now her moans had ceased, she could hear the boy began breathing more rapidly.

Tracing her index finger down the rim of his dilated anus, she incased his cuffed testes in a firm possessive clutch.

"Is my little boy about to cum without permission?" She asked, pulling gently on his bulging sack of manhood.

The boy timidly nodded his head.

"Well, that won't do at all!"

Placing both hands upon the small of his back she raised herself up in one smooth motion.

"PLOP!" it said, as the dildo left his slippery insides.

The boy was left with an odd sense of emptiness as his anus stood gaping up towards her gaze. She stood silently for a few seconds, admiring the subservient exquisiteness before her.

Removing the phallus she raised the boy and cradled him in her arms.

"Such a good boy you were," she purred while looking deep into his eyes. She could feel his arousal pulsating against her thigh.

"I might let you cum this evening" she continued, gently placing a kiss on his forehead "After I've properly finished with that saucy little rump of yours."

"Thank you mommy," Timmy answered with sincere gratitude.

She led Timmy back up to his room for the usual midday-nap. The boy stood blushing and exhausted with a raging erection, while Jeanette laid out a fluffy towel on the bed.

She grabbed the teenager by his narrow waist, and gently pushed him down onto the towel on his back.

"You know how mommy likes you..." His foster mother commanded.

A small sigh escaped Timmy's lips and although weary, the boy promptly drew back his legs and hugged them to his chest.

"God he is cute!" she thought. This was how she liked to see a young boy. All his charms accessible and exposed to her every whim.

His anus a deeper shade of pink than normal, and still slightly open.

She picked up the talcum can from the nightstand and began sprinkling it all over his genitals and the elevated crease of his bottom. She carefully worked in the powder along his rigid pulsing flesh.

"We don't want your little willy to get a rash now do we?" She whispered softly.

Despite the acute embarrassment he felt, the boy couldn't help himself eying her voluptuous bust from between his widely spread thighs.

She lifted his ample marbles and rubbed her coated fingers all over his sensitive perineum.

"Uhhhhhhh..." The boy gasped as she handled him expertly. Teasing his naive sexual feelings to fever pitch.

With a long stroking motion, she traced her hand from his scrotum down in-between his bum, repeating this action over and over while his member throbbed vigorously in response. Then she proceeded to simply pad down the entire area with the flat of her hand, reveling in the feel of his flesh under her palm.

"Doesn't that feel much better?" She cooed while working a few traces of talcum around his spasming anus.

She stepped towards the nightstand again, and this time picked up a tube of cool cream. She squeezed a good mount onto the tips of her fingers, and then insinuated them into the appealing aperture of the boy's buttonhole rectum.

"Ohhhhhhh!" the boy moaned as the cool cream was cautiously smeared around his inflamed opening.

"My, my... such a good little boy you are... laying so calmly while I take care of your fanny-hole... And your little willy is all hard and firm.... such a smooth slim body."

In this way she kept cooing softly while fondling his most private parts.

Finally she let go of him, and picked up a pair of white cotton panties with a little heart on the back of them.

The boy blushed furiously as he saw her holding up the garment. The very first day Timmy had been sent to live with Jeannette she had thrown away all his boy's underwear, explaining simply that little boys wore either diapers or panties, if they were permitted to wear anything at all.

Without further ado, she slipped his feet through the openings of the panties and began sliding them up his slender legs.

Jeanette smiled reassuringly into his face, as she pulled the panties up tight around Timmy's bottom, the thin material doing very little to contain his throbbing member.

She slapped the boy playfully on his panty-clad behind and told him to scoot up the bed. As he did so, Jeanette took hold of his wrists and cuffed him to the headboard with a pair of fluffy handcuffs.

"This will keep you from the temptation of self-abuse," She lectured him and drew up the covers, a small tent forming above his mid region. She gave his glowing cheek a small kiss.

"Try and keep some sleep Timmy. It's going to be a long day. Later today my good friend Dr. Underwood is coming over to give you a full medical check-up."

----------

Timmy awoke some time later to the sight of his foster mother standing over him, beside his bed. She had changed, and was now wearing only a thin silk nightie, that stopped just short of covering her bottom. From beneath the pure white silk protruded the pink shaft of the strap-on. She smiled down at him tenderly, whilst pulling back the sheet, exposing his body.

"Did you have a nice nap Timmy?" she purred softly, "Mommy tried to have a nap too, but I just couldn't stop tossing and turning with thoughts about what a good boy you were earlier."

Timmy was speechless, unable to respond. Never before had he seen her sensual figure dressed so skimpily. Though he still was denied the sight of her naked glory, he could clearly see the curves of her body, the silk draping her breasts, stiff nipples clearly visible beneath the thin fabric.

He swallowed, his mouth suddenly dry, allowing himself to simply be moved as Jeannette leaned down, lifted his hips, and slid the cotton panties over his hips and down his slender legs.

He blushed and she giggled as his erection sprung free.

"Oh my, someone is happy to see mommy aren't they. Poor baby's scrotum must be so full and heavy." Jeannette said, smiling down at him.

From beside the bed she produced a matching pair of handcuffs to the ones that tied his wrists to the headboard of his bed.

"Lift your legs." she commanded, and Timmy was compelled to obey. Jeannette helped him lift his legs towards his chest, then, she leant forwards spreading them apart and pushing them further back, until his ankles were beside his wrists.

She quickly snapped on the furry handcuffs, leaving him helpless, bent double, the sensitive soft, hairless skin of his genitals and bottom utterly exposed.

Timmy let out a moan of embarrassment, which Jeannette shushed with a finger to his lips.

"Mommy is going to use you nice and deep sweetheart. And she wants to enjoy the view as your perfect little hole surrenders to her. And if you are a very, very good boy, and please mommy, then she's going to stroke your little willy. Would you like that Timmy, if mommy strokes your wee-wee as her nice thick toy slides in and out of you?"

Tommy groaned, looking down between his widely splayed thighs at the monstrous phallus.

With a sly smile down at him, Jeannette returned to the drawer beside the bed, removing a tube of lubricant gel, and smearing it liberally along the entire length of her strap-on.

Then, kneeling on the bed, she began slowly tracing two fingers around the rim of his anus. As she knew he would, Timmy moaned softly and closed his eyes; he had the most sensitive little anus she'd ever encountered in all her years of fostering dozens of young boys and girls.

Then, with expert care, she slipped first one curved finger inside him, quickly followed by another.

As she slid them in and out of him, liberally coating the walls of his rectum in the lubricant, she twisted them, causing the boy to moan again, and his pretty cock to begin to throb visibly.

Jeannette pressed the tip of a third finger against his entrance, and with only the slightest resistance it slid through his sphincter to join the other two.

She began beckoning her digits in a 'come hither' motion, caressing his swollen prostate, resulting in more moans from Timmy as he arched his hips, squeezing her fingers tightly.

Without warning she slipped her fingers out of his young backside. His anus, no longer puckered up tight, was now an inviting opening, glistening with lubrication. Jeannette moved forward, until the head of her dildo rested against his hole, cupping his buttocks and pulling him closer to her.

"Now Timmy, as I said, I want you to please mommy and take her toy like a good boy. I'm sure you'll agree, that since I dedicate my life to caring for you, that's not so much for a mommy to ask is it?"

She smiled sweetly at him. "Now, you are strictly forbidden to cum without my say-so, and certainly not before I'm done with you, is that clear? If you get close, tell mommy, and she can help. If you do cum without being told to, I shall spank you so hard and so thoroughly between your legs you won't be able to sit still for a month, is that clear?"

Despite the threat of punishment, if anything Timmy's member seemed to grow thicker as he mumbled a response.

"Yes mommy."

This time, there was no slow build up. With one firm thrust, Jeannette drove the pink cock deep inside of Timmy. His well lubed and relaxed anus gave way around the hard phallus, and his soft rectum opened up easily as she drove in to him to the hilt.

Only when her belly pressed against him, and every last inch of the strap-on was buried in him did she stop, but without pause, moved her hips back, sliding almost entirely out of him until only the bulbous head was left inside, pressing on his anus from within, before mercilessly pressing back in to him.

Timmy's head was thrown back in a guttural shout, his face a mask of overwhelming sensations as his young body was plundered.

After just a handful of strokes, Jeannette build up a steady rhythm, and already she could feel that familiar aching between her legs.

Her folds were swollen and wet with desire, her clit stiff and pressing out from its hood, being massaged by the base of the dildo with every movement. She fully intended to serve him a reminder of his place and of hers; that he would never forget.

In only minutes felt the first orgasm ripple through her body, but she continued to pound his pink opening, the hole now stretched and gaping around her shaft. She knew the second climax would soon follow, but that he too may be close. Without warning, she raised her hand, and brought it down squarely upon the boy's cock.

SMACK! Upon the sensitive, turgid flesh. Timmy cried out at the sudden shock, then again as she encased her hand around his swollen scrotum, and gave a sharp tug. She pulled his swollen pearls down and away from his body, his moans mingling with her groans of pleasure. She squeezed tighter on his most sensitive part, as she felt her second orgasm build.

"Yes!" she hissed, arching her back as her second orgasm overwhelmed her. Even through her climax, Jeannette sensed Timmy's stimulation and squeezed tighter on his scrotum, pinching one of the full testicles between thumb and finger and massaging it firmly. Timmy cried out, and his moment passed.

Panting now, as Jeannette recovered from her second cum, she slowed her pace, but kept up a steady rhythm. Releasing his tortured scrotum, she surveyed the scene.

Whilst once tightly puckered and a light pink, the glistening shaft of her strap-on was now gliding in and out of a gaping, red anus. His scrotum was full, heavy, straining against the cuffs that held them. His erection throbbed, and a thick pool of pre-cum was oozing out on to his belly.

She buried the shaft to her pelvis, and then once again withdrew in one slick motion.

"Uhhhhhh ohhhh!" the boy whimpered.

Jeanette looked into his blushing face knowingly, making sure he followed her gaze as she lowered it to his gaping anus. Timmy could almost feel her scrutinizing gaze piercing his insides.

"Such a beautiful little boy you are."

Suddenly the sound of the doorbell rippled through the old house, and the scarlet blush seemed instantly drained from Timmy's face.

Jeanette gave him a sharp slap on his rudely displayed fanny.

"That would be Dr. Underwood if I'm not mistaken. She will be very pleased to see that my little boy is all ready for his examination!"

To be continued...