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Little Bobby's Problem - 2
by Hansel

***

Stepmother lends a hand. (FFM)

***

Chapter 2 

"Bobby dear, I think further steps are necessary - 
would you be a good boy, and unhook this big, stretchy 
brassiere, for me?" She leaned over the boy, bringing 
the front-fastening garment within his reach. Of 
course, it also brought her gigantic breasts, topped by 
twin thrusting teats, to within inches of the little 
boy's face.

Bobby eventually shook off his shock, and struggled to 
release the many hooks – how he struggled, but he kept 
at the task manfully, and finally the last hook was 
released. I think your penis could do with some air 
too, after all that pumping, don't you?" said the 
wicked woman, and suiting her actions to her words, she 
swiftly unfastened her stepson's shorts and dragged 
them to the floor, exposing the cum-covered salami that 
was Bobby's penis.

"THAT'S better!" sighed Ellen, sliding her hands 
forward until her palms cupped the massive globed of 
her shining, glowing breasts, and she shrugged off the 
restricting brassiere. She hefted one of her big melons 
in each hand, squeezing and rubbing, the white breast 
flesh bulging out between her fingers.

"Can I take it that baby likes his step-mommy's big, 
swollen boobies just a little bit then?" said Ellen, 
thinking only of unloading the massive store of milk 
which she could feel bloating her milk ducts. 

Bobby was transfixed, and as per his long-practiced 
routine, he reached for his giant, sticky, cum-coated 
cock. Ellen's mouth opened and she moaned as Bobby 
finally gave in to throbbing need and began stroking 
his already thickening dick. 

"That's it, baby, you just make that big cock all nice 
and hard again, and mommy will watch you."

Ellen's plan for her little charge was right on track. 
As he gazed up, stroking a little faster now, Ellen 
began rubbing her plump nipples, which began to 
thicken. A series of soft moans were forced from her 
lips as her nipples began stiffening, thrusting out 
further and further, until they looked like little 
cocks! Then with her thumbs and forefingers, Ellen 
started jerking off her nipples as if they were a pair 
of stiff little dicks!

Her breasts had also swollen to an awesome degree, the 
skin so tight that they didn't jiggle any more. They 
looked like monstrous marrows sticking out of her 
chest. Ellen wrapped the remaining fingers of each hand 
along the twin tubes that were her teats, and just went 
on jacking them off. She worked the skin back and forth 
in a hard, fast rhythm in time with the thumb-stroking 
of her nipple shafts; the tight, translucent outer skin 
sliding slickly over the swollen nipples inside!

The boy below her in the chair was somewhere out in 
space. His hand was in its usual position, wrapped 
around his twitching cock, but this time his stepmom 
was right here! Not only right here, but her massive 
breasts were only inches away, and she was busily 
wanking her nipples - which now looked to be three 
inches long - something Bobby hadn't even dreamt was 
possible!

She was pumping at lightning speed, her hands working 
in unison, sliding in and out at the same time over her 
jugs and nipples. Bobby could see her mouth stretched 
open in a silent scream as she jerked off her penis-
shaped teats like crazy, thinking only of the days, 
weeks, months ahead, and what little Bobby would be 
made to do…..then liquid began seeping from her 
nipples, dripping down onto the boy still masturbating 
beneath her, and her hands became a slippery, sliding 
blur as an orgasm hit her.

Her hands continued to work, wanking her extended 
nipples. As the boy stared in shock, her nipples shot 
again, spurting creamy milk in gushes, every squeeze 
drawing out long, steady streams of milk from each tit, 
which she aimed very precisely, covering the boy in her 
mammary product. At that moment Bobby also exploded 
again, filling the air with more cum than he'd ever 
seen, but it was no match for the milk flowing from 
Ellen's pumping boobs.

As if they had a life of their own, they continued to 
pump out streams of cream, gradually emptying their 
swollen sacs, while Ellen loomed over the boy like a 
statue, still in the grip of orgasm. 

Her hands continued to squeeze out more and more milk; 
her tits finally beginning to wobble again after 
emptying out some of the pressure. They must have 
pumped their contents out for 3 or 4 minutes! Her 
fingers were so completely covered with cream that the 
room was filled with slippery, squelching, slurping 
noises as she pumped her nipples. 

The stuff streamed down onto Bobby's face and clothes. 
He opened his mouth and slid out his tongue to taste 
it, drinking in the sweet white syrup, until there was 
finally no more jetting from the twin tankers that were 
his stepmom's breasts. Ellen still wasn't finished, 
however. Not by a long chalk. Already she could sense 
her over productive glands working hard to refill her 
monster breasts.

"D'you think you can do that for me when we milk 
mommy's big titties a second time?" Bobby heard his 
stepmother moan quietly, as he slurped up the last of 
the thick milk.

"W-what d'you want me to do, mommy?" asked the dazed 
boy, still thickly coated in the first thick creamy 
discharge.

"Will you pump mommy's big nipples, and make them give 
up another load of lovely milk?" Ellen felt her 
reserves refilling, her milk ducts swelling with the 
load. Not waiting for the boy to reply, she took his 
hands and forced them round her mighty nipple stalks. 
He knew he must grasp those handles, and jerk them off 
like she had done. Latching on from underneath, his 
fingers only reached halfway round the bottom of her 
hard, swollen, breasts.

"Slide your fingers out to my big nipples, baby." She 
breathed, as his palms began working back and forth on 
the underside of her jugs. They were hard, but springy 
on the outside and gave a little to the boy's gripping 
pressure. He slid his trembling hands to the pointed 
peaks of her nipples, and began to stroke harder. The 
outer skin began to move back and forth with his hands, 
like the sliding foreskin on his prick. But the inner, 
blood-tight tubes were distended hard. 

As he moved the skin back and forth he felt them 
growing inside, even longer and more erect. Milk 
started to flow from her nipples once more and spread 
over his fingers causing his palms to slip and slide. 
White foam began coating his hands and those inner tits 
pulsated like dicks about to cum. Sticky sounds came 
from his foamy hands as he slid them faster and faster 
over Ellen's turgid titties. Then Ellen blew like a 
volcano.

Cream began spewing from her nipples again as the 
pistons inside pushed it out in streams. It covered 
Bobby's hands, which were still jerking, and ran down 
his arms, threatening to drown the little boy. With 
verbal encouragement, however, Bobby stuck at his task. 
Finally it was over.

When Ellen's mighty breasts had once more ejected the 
awesome load that had threatened to drive her insane, 
her rational mind once more took control. 

"Right little Bobby, let's get you out of those sticky 
clothes." No time for Bobby to react as Ellen moved to 
the next step of her plan. "You'll sleep with me 
tonight, so that I can make sure you wake up in good 
time to make that 9 am appointment." What she really 
meant was, if he was in her bed, she could make sure he 
didn't waste any of his lovely cum, wanking that lovely 
cock without her!

The boy was summarily hustled upstairs, where she 
stripped him in seconds flat, and almost carried him 
into the shower. She was terribly excited by the whole 
thing, and just amazed at the size of his cock. He 
really was very big, and she was hot again - hot and 
getting hotter, as despite herself she reached out and 
held his hardness for the first time. 

Bobby was beside himself, because what she was doing 
felt so strange but yet so good. Then when she dropped 
the wash cloth, soaped her hand and wrapped it around 
his shaft and began to slowly pump it, his legs 
stiffened, he tensed, and let out an oh. In fact it 
felt so good, he was lost in the feeling and wasn't 
apprehensive at all. He knew that if she kept this up 
much longer, he would shoot another load of hot cum. 
The thought of shooting as his stepmother wanked and 
watched him, excited him even more. 

Ellen kept up the slow pace as she said, "Bobby, d'you 
often play with yourself when it gets hard like this?" 
He could only nod yes to her questioning eyes, as they 
left his cock long enough to look at his face. "When 
you do does lots of white stuff always shoot out?" 
Again he nodded affirmative, causing her to groan and 
pick up the pace of her jerking on his hard cock. "Lots 
and lots and LOTS of white stuff?" she moaned, knowing 
the answer from watching the boy earlier. 

"A-a-about a cup full." Bobby stuttered through 
clenched teeth, as his stepmother thoroughly soaped, 
re-soaped, and re-soaped again his raging hard-on. A 
cup full! Jesus! Ellen somehow managed to keep from 
making young Bobby ejaculate. She eventually showered 
and dried him, and then carried him to her bed. 

Ellen had consumed 4 large brandies as she made her 
plans, so she didn't think she'd have trouble going to 
sleep…and so it was. Within a few minutes she was lying 
next to the boy, his head INSIDE her slip AND cradled 
between her gigantic silk-clad boobs, and his arms 
trapped beneath hers. Bobby was comforted by the gentle 
snoring of his stepmother, and fell asleep with her 
rubbery right nipple trying to wriggle up his nose. 

When he awoke, sunlight was streaming through the 
bedroom window, and it took him a moment to realise he 
was alone. Even as he was wondering if he'd have time 
to pump out a quick load of cum from his straining, 
bloated balls, his stepmother, fully clothed, glided 
back in the bedroom, complete with drugged orange juice 
and lots of toast spread with more of the harmless but 
effective hallucinogenic.

"Oh good, you're up," she said, looking pointedly at 
his massive, rampant cock. "You must be VERY STIFF 
sleeping on stepmommy's boobies all night, so while you 
eat breakfast, I'll give you a massage." Despite the 
fact that she wanted nothing more than to spend the 
whole day 'massaging' the distended dick before her, 
she slid behind the boy as he ate, and expertly 
loosened him up, using her fingertips on his back and 
shoulders, as Doctor Lessmilker had instructed on the 
phone. 

After about fifteen minutes the toast and juice were 
gone, along with their added ingredients, and the boy 
was like a rag doll in her hands. Glancing at the 
bedside clock and seeing 8.17am, Ellen Highwater 
slipped into top gear. 

***

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Kristen's collection - Directory 35