Date: Mon, 16 May 2016 06:55:47 -0700
From: Jim J <adirtyoldmaninphx@gmail.com>
Subject: Jill - Part 49

Jill – Part 49


Alex walked in from elsewhere in the house, stood and surveyed the bodies
scattered around the room and the two little girls entwined in a passionate
kiss.

"Am I the only one doing any real work around here?" Alex asked with a
grin.

Jill stirred beneath me. I stepped back so she could stand up straight.

"Yeah, little sister, you are right. We really need to get this dinner
moving along."  She walked to the refrigerator and pulled out a large dish
of marinating chicken breasts. With a few quick instructions, she sent me
out to the grill to cook those while the rest of them set the table and put
out everything else.

Chase wandered out, using to see if I needed any help as an excuse to talk
to me.

"Enjoying your special weekend? I asked casually, flipping the cooking meat
one at a time.

"Yeah, it has been lots of fun so far but missing one thing."

"Oh and what is that?"

"No one fucked me yet...in my ass I mean." My cock twitched and Chase
noticed the slight tenting of my apron. He ran a hand over my ass as he
stepped closer to me.

"Uh...are you ready?" I asked, "I mean ready to take a cock in your ass?"
His hand was warm caressing my ass cheek, slowly moving toward my crack.

"I want to feel a cock...a real cock...real cum...in me."

"Well that's not exactly the same as ready." I twitched a bit harder as his
finger brushed along my ass crack.

"You managed to fit inside Emma. Her pussy must be as tight as my ass."

"Her pussy is definitely tight," I agreed, " but also made to take in a
cock. Your ass is different in that respect."  I flinched as his fingertip
probed my asshole, his four inch cock hard and pressing against my leg.

"Do I need to beg?" he looked at me, pleading with his eyes, his other hand
rubbing the tip of my cock tenting the apron. "I will, if that's what you
want, I'll beg..beg you to...fuck me.  Mom begged you didn't she?  I'll beg
you, just like Mom!"

"Yeah...yes she did." I admitted a bit sheepishly.

I hugged him close, his hand gripping my cock and his cock pushing against
my leg. The chicken was done so we needed to join the others.

"You don't need to beg me, Chase. Let's talk about it with your mother,
since she doesn't seem to think you are quite ready. Besides, maybe we can
try out your new toy together."

He brightened and smiled with that suggestion, squeezing my ass. I picked
up the grilled chicken and we each carried a plate inside. He stopped and
turned to me before entering.

"I still...want...to beg you...be your pussy boy slut," he whispered. My
half hard cock stiffened a little more.


Jill noticed the tented apron when I came into the kitchen and raised a
questioning eyebrow.

"We need to talk when we have a moment, "I whispered in her ear as I kissed
her cheek.

Dinner was a noisy mix of chatter and laughter. Jill sat next to me, her
foot rubbing my ankle and calf under the table the whole time. Emma sat on
my other side, happily talking away with anyone and everyone at the same
time, her little girl aroma sporadically wafting up to me. My cock remained
half hard throughout the meal.

As we completed dinner, Alex announced she had put together a special video
for all our viewing pleasure. Since there was not enough seating for all
nine of us, Chase suggested blowing up a couple of heavy duty air
mattress. Chase took Gary to get the mattresses and air pumps while the
others moved around the coffee table and some chairs to make room in front
of the TV.

Jill took me aside when we had the chance.

"What was that all about just before dinner?" she asked.

"Chase wants me to fuck him."

"I know that but I don't think he's ready yet."

"I know, but he is...insistent...and he wants more."

"More?"

"He wants...to...beg...like you...to be my...slut," I stuttered, not
knowing what to expect in response. She paused a moment before speaking.

"I'm not totally surprised. He definitely exhibits many of his dad's
bisexual traits...and some of my more submissive ones."

She had a dreamy look in her eye as she spoke. I hugged her close, just
holding her, feeling the warmth of her body.

"How do you think we ought to proceed?"

"I'm not sure. I wanted him to work up to a real cock...your real cock,"
she murmured in my ear as my cock twitched against her.

"I suggested to him it might be better to play with his new toy together
first. He seemed to like that idea."

"I like that idea too. I want to see a cock...your cock...fucking my baby
boy, but I want to be sure he is ready. Hurting him might turn him off and
we don't want that."

I wasn't so sure that hurting him would be a turnoff, quite the opposite
actually, but was certainly willing to go along with whatever Jill
wanted. Besides, she had my cock in her hand and a tongue in my ear.

"Let's go talk to him," she cooed and lead me back to the family room.


The air mattresses were fully inflated and Carol was having mixed success
in directing the others to get them covered with fitted sheets. The
giggling and tickling going on wasn't helping any.  Jill leaned over and
whispered something in Alex's ear and then said something to her mother as
well.

Alex got up and walked toward the back of the kitchen, lightly brushing my
cock with her hand as she passed. She stopped at the monitor and keyboard
there, entered some information and began making some popcorn.

Carol got up as well, walked over to me and hooked her arm in mine with a
broad smile.

"Jill tells me you may fuck Chase soon," she said to me softly, "very, very
soon." My cock twitched again as she pulled me a little closer. Jill called
Chase to join her.

When Chase got up on the mattress, it caused Evie next to him to bounce a
little and fall over. She and Emma immediately realized the fun they could
have jumping around. As soon as MeZ tried to stand, they jumped near her
feet so she fell over, bouncing enough that even her small tits swayed
around. Gary joined in and they all bounced and giggled while falling all
over each other.

Jill spoke quietly to Chase for a moment then put her arm around his
shoulder and led him toward his bedroom. Carol smiled again, patted my ass
softly and led me down the hall after them.

We stopped at the doorway to Chase's bedroom. Jill sat talking with Chase,
his new prostate massager laying on the bed next to them.  Chase was
nodding his head in agreement with whatever Jill was telling him. When she
reached for the lube bottle on the nightstand, he lay down on his back and
raised his legs, his cock rock hard and his puckering asshole readily
available.

Carol and I walked in as Jill lubed up Chase's ass, swirling the lube
around his anus and sliding her middle finger into him a little.

"OK, here's the deal," she addressed us while slipping a second finger into
her son's butt hole. "Mama, you and I will use our fingers to stretch Chase
out a bit. Then we'll try the new toy. If all that goes well and he feels
he can take more, lover here will try to fuck him. If at any time it is too
much, Chase will tell us and we'll stop for today."

We nodded our agreement. Carol patted my ass and moved to the other side of
her grandson so she could easily reach his ass too.

"Get on your knees with your head down and ass up, Chase," Jill
commanded. "Lover, you stand over there right above his head."

I moved into the indicated position. Chase looked up and gestured me close
with his hand, grunting as his mother and grandmother each slid a finger
into his ass.  When I leaned close to him, his eyes were pleading.

"Please...fuck me...please...I don't...care how much...it hurts...fuck
me...I'm begging!" he gasped and pushed back against the two fingers each
of the women had in his ass.

"More mommy...more...please...harder...more...!"

My cock throbbed and I started to stroke myself. Jill looked up as she
reached for the prostate massager with her free hand.

"Get good and hard, lover, but not so close to cumming that you shoot
immediately into his tight ass!"

She and Carol removed their fingers and Jill lubed the massager. Carol
leaned down and whispered in Chase's ear, telling him what was coming next.

Chase nodded his acceptance and Jill pressed the egg like head of the
massager into his ass very slowly. When the whole egg disappeared inside
him, she turned the vibration on low. Chase stiffened visibly and groaned
loudly. Jill held the massager still in him.

"Too much?" she asked.

"No, just hold still a minute."

He pushed back against the massager slightly and moaned. Then he started to
buck back and forth a little faster.

"Oh...oh...mommy...that...that feels so...good...more...more!"

Jill pushed the massager deeper into her son's ass and pumped it back and
forth, firmly pressing against his still developing prostate.

"Mommmmmy....Mommmmmy......!" he screamed and bucked his hips harder. After
a few minutes, Jill pulled the toy out until the egg shaped end was half
way out of his ass, vibrating against the soft sensitive rim of his anus.

"I think he's ready for a try," Jill muttered, "come over here behind him,
lover."

I climbed up behind Chase's raised ass, my cock like a throbbing steel
rod. Jill slowly removed the vibrating massager and Chase's eleven year old
asshole gaped open in front of me. Carol placed her hand on my ass and
gently pushed my rigid cock toward her grandson's boy pussy.

Jill squirted a generous amount of lube into Chase's asshole and then
freely covered my cock as well. Chase was groaning and begging as I pressed
the tip of my cock against his virgin ass.

"Fuck me...fuck...me...Mommy...make him...fuck me...!"

I pushed my cock head into him slowly and meeting almost no resistance kept
pressing forward. I was half way in when he screamed the first time.

"MORE...HURT...HURT ME...MORE...FUCK...FUCK...!"

Jill looked at me with a worried frown.

"Too much, baby?"

Chase looked up shaking his head and screamed again as I went even deeper
in his ass.

"NO...NO...MORE...HURT...HARDER....MORE...!" He bucked his hips wildly and
my cock thrust all the way into his ass.

He was so tight, even with all the lube and stretching. Such a tight little
boy pussy I thought as my orgasm built. I couldn't help myself as I fucked
him harder, starting to cum in his young ass after the third or fourth deep
thrust.

I grunted and tensed as my cum filled him. He screamed a third time and
fucked me back as hard as I could give. Jill reached down between his legs
and milked his four inch cock until his cum streamed out like the cream
from a cow's teat. I finally softened and slipped out of his ass, followed
by a spurt of my cum.

Chase rolled on his side and I collapsed next to him. He reached over and
caressed my face before giving me a passionate kiss.

"Thank you...that was...wonderful...your cock....your cum...thank you...!

Jill was frantically rubbing her clit and groaning. Carol dove down between
her daughter's legs to suck the huge clit as Jill pumped her hips back
against her mother's face. Chase and I held each other close as we watched
his mother spray his grandmother with her pussy juices.

"MAMA...OH MAMA...SUCK IT...MAMA...I'M CUMMMMING...MAMA!" Jill shrieked and
bucked against Carol's face until her climax finally seeped from her body.

Carol raised her head up from Jill's pussy, her daughter's orgasm juices
dripping from her lips and chin. She grinned as she looked at Chase's and
my flaccid cocks before getting off the bed.

"I really need to go find someone to fuck me!" she said and walked out of
the bedroom. On the TV screen, the others in the family room had settled
down to watch a video, although bodies were intertwined in all sorts of
ways and hands were busily feeling and stroking whomever and whatever they
could reach.

Jill stirred and looked up at her son and me. She smiled and moved up next
to Chase so that he was squeezed between us. As she leaned over to kiss me,
she fondled her son's limp cock idly.

"Thank you, lover, that was fucking awesome! I didn't think Chase could
take your cock. I'm so glad I was wrong."

"So am I!" Chase chimed in. He reached and pushed one of the bruises under
Jill's tits. She flinched and pulled back a little from his touch.

"Can I get a mark like that too?" he asked, "one that hurts to get and to
touch."

Jill looked down at him skeptically. I raised an eyebrow, not sure where
this was going.

"We'll see about that, but not tonight," she said, "but now we need to get
back and see what the others are doing."

We stopped suddenly as we walked back into the family room. The video they
were watching was a composite of some Jill showed me earlier...her mamas
and dads...Jill and Brian...when they were very young, sucking and fucking
their parents. Carol sat back in a chair with Evie down between her legs
sucking her clit and filling her pussy with one of her little hands.

"God...was I ever that young?" Carol gasped, groaned and climaxed all over
little Evie's hand and face.



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