Date: Thu, 5 Jul 2018 16:11:50 -0400
From: Du de <funnstuffdude6@gmail.com>
Subject: Daddy's helper (Pt 6)

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This story is loosely based on experiences I've had.  But any
resemblance to anyone is fictional.  All exclusions apply.

If you enjoy this try my other stories;
Chubby Cherry Popping
Serving Hank
Dad Forces me in Bangkok
Caramel Deflowers Cream

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I woke up early on Saturday morning.  Henry had spread himself and almost
had me fall off the king size bed.  He was still sound asleep, covers
thrown off.  He looked sexy in his sleep too.  I went to the bathroom
quietly and brushed my teeth, washed up and freshened up well.  I tiptoed
downstairs and put the coffee on and got things for breakfast out of the
refrigerator and cleaned up some of the things form the night before and
went back up to the bedroom, Henry was still asleep.  I crawled into bed,
he had now turned onto his back and I could tell he had a semi hard
cock.  I undid the knot on his pjs' and unbuttoned the fly ever so gently,
cock exposed and some of his upper thigh exposed.  I trailed a few kisses
from his belly button to his upper thighs, his cock twitched, I licked his
balls and saw his cock twitch more.  I kissed the tip and circled it with
my tongue, it grew more, I licked the underside of his mushroom head and it
sprang up even more.  I licked it, making sure to wet every bit of this
massive manhood.  He was now about  ¾ engorged.  I put his tip in my mouth
and it filled me up, I sucked on it a bit and heard him moan. I looked up
at him, he was just waking up.  He moaned again "ooh baby" he said
sleepily.  He spread his legs and I took the cue from him.  I put him back
in my mouth and with my hands caressed his thighs. "Oh god" he moaned,
"you're a real cockhound baby."  I looked him in his eyes, he smiled he was
really enjoying this.  His cock was now growing very fast.  Before it could
fully grow, I forced myself all the way down his cock, until I almost
reached the base.  I held it there for a second, I heard a moan from Henry
and his hands came to my head and put it there, holding me in place for
what seemed like an eternity as his cock grew to its full size.  Unable to
take it anymore I jerked back and he loosened his grip, I brought my lips
back to the tip and began to bob up and down on my master's cock.  He
pulled out and said "baby I have got to piss, its going to be hard as hell
in this state.  He got out of bed and shook off the Pj's he went to the
bathroom and stood at the door of the shower and pissed standing up.  I
followed him into the bathroom, and put his right arm around me, I caressed
his torso and gently made my way to his cock and took it from his hand into
mine and held it for him as his stream started.  I asked him to put the
fingers of his left hand into my mouth one by one so I could lick it
clean.  I sucked on his fingers and gave them a good tongue licking.  He
moaned "oh fuck baby".  When he was done, I shook his cock to get every
drop out, I squeezed it to get every drop out, and got on my knees to suck
on it.   I tasted his piss and licked off his piss slit.  I got up and he
looked confused, he put his hands on my shoulders and  started to push me
down and said "finish what you started."  I looked up at him and with a
frog in my throat said, "can I please finish in bed, I like it there."  He
looked at me and said, "I guess" and he got back in bed.  I crawled in, he
instructed me to remove my nightie and resume my job.  I obliged and began
kissing his torso again and licking his balls.  He was impatient, he put
the head of his penis on my lips, and told me to suck him, I ran circles
around the head of his cock, and then flicked my tongue on the underside of
his penis.   I could tell her was squirming, seeing his condition I put him
in my mouth and began sucking on it with vigour and I could tell he was
close, I pulled up to just his head, licked the piss slit and began a
sucking motion, he was holding onto my hair and pulled on it as he thrust
his hips in the air and erupted like a geyser in my mouth, I swallowed
almost  all of it and licked the rest.  I put him back in my mouth for one
final lick and suck and he kept me there for a bit letting go when I was
having difficulty breathing.  I pulled up and he took me in his arms.  He
spoke in his sexy deep voice and said "shouldn't you thank me for letting
you do that?"  I looked at him quizzically and said a meek "Thank you".

We lay in silence for a bit and he then got up and asked me to clean the
bathroom so he could shower. I did that while he brushed his teeth and then
made the bed.  After he had brushed he came out and asked if I could spend
the day with him. He wanted to go shopping with me, he wanted my opinion on
clothes as his wife had done most of his shopping and with the exception of
his work suits and shirts he was clueless as to what to get.  I agreed and
told him I would go use the guest bathroom to shower etc and make
breakfast.  He nodded and returned to shower.  I showered and when I
stepped out he was there with a towel wrapped around his middle. His hair
wet and tousled into some of the natural curled ends he had.  He told me to
wear a bra and panties under my clothes and I nodded.  I put on a lace bra
and panties and work jeans and a shirt, the t-shirt showed off the bra and
I wasn't ready for that stage.

I made breakfast for him and he ate hungrily while I watched.  He had worn
a blue polo shirt and khakis and ugly black loafers.  The man was
clueless.  We got into "weekend" car and he drove us to the mall.  He
didn't say much and drivers easily angered him so I kept quiet.  We went to
a somewhat exclusive mall in an area I didn't go to, I was beginning to
realize he was a really well off guy.  We went to a few stores and bought
him some shorts that weren't too big on him, some short sleeve shirts and
better fitting t-shirts.  I asked if he was open to changing his underwear,
he shrugged and said as long as he had the support he was fine so we
shopped and he bought a smooth lycra type boxer briefs after trying them
on.  He looked so sexy in them, he bought a pair in grey, blue (light and
navy), teal green, white and reluctantly in a burgundy.  We walked by a
speedo store and I urged him to get new swim suit, he outright said no to
the skimpy speedo.  The sales clerk brought him a boxer brief type and he
tried them on, he commented that he would need one with a bigger cupping or
some such in front.  I noticed that the sales clerk couldn't keep his eyes
off of Henry's cock.  I made him buy a grey pair and despite the sales
clerk's caution we bough the white as well.  He next wanted to buy me more
lingerie and I begged him not to or at least not with me around.  He
reluctantly agreed.  After the mall he dropped me home and had to go pick
up Neil, as I was getting out he pulled out his wallet and handed me a few
bills.  I resisted and told him he didn't have to, he lost his temper and
said "Shut up and take it." I took it and got out and he drove off.

I spent the day doing my homework and stuff and in the evening got a call,
my family said it was someone from work.  Confused I picked up it was
Henry, he apologized and said he had my number from my application and
wanted to see if I'd be okay with taking the trip we had agreed the
following Thursday to Tuesday.  The resort was 4 hours away and had lots of
activities for Neil and some I might enjoy.  He asked if I would be okay
with a suite with a kitchen to make some meals for Neil and us as he didn't
like eating at restaurants all the time.  I said that would be okay.  He
said thank you and hung up.

On Monday when I showed up I found a note from Henry asking me to call his
office when I got it.  I called the number he had put down and it was
answered by his secretary she patched me in after a long wait.  He answered
curtly, scaring me.  I told him I was calling as he'd requested.  He began
giving me instructions on doing some grocery for the trip, what I had to
pack for Neil and where I would find their luggage. He asked me to pack for
him, and he reminded me that I would need to take some of the lube from his
nightstand, then he lowered his voice and said he had a cock ring somewhere
in the drawer and he'd like me to pack that as well.  He finally said he
had to be at a work thing but his sister would come by at 7 to relieve me
as I had class that night.  I got on most of the errands and made plans for
the other things as I would have to do it over the next few days.  I picked
Neil up and we did some grocery, he had dinner and played.  I wasn't sure
if he knew about the vacation but I decided not to say anything. Nancy
arrived a bit before 7 and she visually inspected the home and commented
that it was in much better shape.  She informed me that she would be
picking Neil up the following day as he was going to a birthday party.  The
following day was spent preparing for the trip, it was exhausting to have
to go to school, come to "work" to: clean, cook and take care of the house,
and when the master wanted to bend or kneel and take care of his thick
manhood.  I was appropriately being dressed as a woman, Henry needed a
barefoot and pregnant woman that would never say no!  Wednesday was frantic
with all the prep, I had decided to stay over as Henry wanted to leave
early in the morning, he would drop me at the resort and drive an hour to
his father to meet him for lunch and then come to the resort later with
Neil. After putting Neil to sleep I packed everything I could think of and
went to bed.  Henry arrived late, I heard him come in close to 11:30.  I
was not sleeping well in this bed, so I took a sleeping pill and passed out.

I have a hazy recollection of feeling a presence in the room later, I look
at the clock and can barely make out that its 2 something.  I drift to
sleep, but feel a cold breeze on my back.  I look around and am not sure
but I think I see Henry with his pants around his ankles rubbing some lube
on his cock, I see him place it on the chest of drawers.  He comes forward
and pulls me by the leg to the edge of the bed.  He molests me by inserting
a finger in me, then another violently.  He's violating my asshole.  The
sleeping pill has worked its magic I keep drifting in and out of sleep.  I
remember hearing someone spit, and feel some fluid land on my spread
asscheeks.  I feel Henry's thick cockhead at the mouth of my asshole, and
he begins to apply pressure against my puckered ring, he presses even
harder and my anal ring opens and the head of his cock slips into me.  I
let out a whine "Uuuuuuuhhh" I try to get up but I can't.  I hear him
"ssshhh me".  I feel my asshole tighten around the intruding giant, the log
up the oneway channel.  But he has none of that.  He pushes another time
and this time he is buried balls deep inside me.  "Oh god, you're so
incredibly tight.  I will need to rape you often." He moans.  I hear rape
and I fear and panic.  But he holds me down.  He rests in me for a bit I
assume to enjoy the warm sensation of being inside me.  I feel him pull
back, maybe he's cum again.  But he thrusts back in with such extreme
pressure that I cry out "Aaaarrrhhhggg." He thrusts in a few times and
pulls back.  I try to move and I manage to move up about 8 inches and hit
my head against the headboard.  But he's got me by my hips and continues to
molest me.  I grunt involuntarily "Oh... oh... oh..." every time he buries
his cock in me.  He lays on me again and whispers in my ear "it's like I
have a virgin again." And he grunts and moans, I smell alcohol on his
breath, he must have been drinking.  He starts to pound by ass faster and
faster.  I moan and he grunts.  I count, one, two, three thrusts and I
count on, I loose track and re-started and then when I counted up to twelve
he thrusts so hard into me I bang my head on the headboard and cry in pain,
he begins to spew inside me, he fires volley after volley of cum so deep
inside me.  And he collapses on top of me ... and passes out.

When I wake up in the morning Henry was still in bed with me, I had a
pounding headache and was raw from the fuck the night before, he hadn't
lubed himself well enough and was violent with me.  I later learned that my
posture and my walk was actually working to tighten my ass muscles and as
such i contracted more and was preventing my anal ring from expanding to
adjust to his size.  Henry still had his work clothes on, his pants and
underwear at his ankles, his semi hard cock between his shirt tails, the
shirt tails were stained with his cum and what looked like a smear of
blood.  The cum in me had leaked onto the covers when I passed out. I was
too tired to be mad.  I took a long shower and went down to have coffee.
It helped.  Neil woke up and was upset that his dad wasn't home I explained
that his dad wasn't feeling well and had fallen asleep in the guest room.
He relaxed, I made him breakfast and prepared for the damn trip.  I heard
Henry get up and shower.  He came down later in a ghastly mood, he hadn't
shaved and had a scowl on his face.  While I wanted to let him figure out
his own breakfast I was too afraid and made him coffee which he gratefully
accepted.  I had a breakfast sandwich ready for him too which helped his
hangover.  When Neil was out of sight he came up and took my face in his
hands and said he had expected me in his room in a more welcoming manner.
I almost cried and said I didn't know, he said in anger "damnit ... you
need to know that I have needs and if you're around I want them taken care
of."  He slowed down as Neil came in.  Neil was concerned and asked if he
was mad, he replied that he was just trying to explain something to me and
Neil went away.  Henry said we'd talk later and went off.  He came back
downstairs with his bag, and Neil's.  He asked me if mine was ready.  I
needed more time to which he threw his hands in the air.  I ran upstairs
and re-packed.  He came up and brought me a small overnight bag, he said it
was what I would need for him ... i looked in to find lingerie, stockings,
a butt plug, restraints and other things.  He also brought me some panties
and a bra to wear for the ride.  He didn't ask simply told me to do so.  I
wore it and as I was coming out with my bags, he came up and took them from
me and carried them out.  When I had packed the kitchen stuff he carried it
all out and loaded the car, and we set off.

Given our delay Henry informed me that we would all head to his father's
and then make our way to the resort.  He called his father from his car
phone, I was so impressed that he had that in his car.  We drove up to his
father's summer home, his father lived on his own from what I could tell
and he owned an amazing looking cottage/house on the river.  Henry
explained that his father had been very successful and owned a summer home
in the mountains where he liked to fish, he had a beach house, a ski chalet
and condos in many major cities around the world.  That explained Henry's
wealth as well.  His father came out to greet us as we drove up.  I was
taken back with how handsome his father was.  He had smooth skin that was
perfectly tanned, he had a long nose, hardly any wrinkles, short salt and
pepper hair a very fit body with hair on his arms and legs.  There was no
mistaking the family jewels Henry had were part of his family's dna.  His
father was equally endowed by his bulge and gait.  The father looked at me
questioningly and Henry explained I was taking care of Neil and would help
at the resort.  His father smirked and almost laughed but brushed it off.
He invited us inside the cottage was huge and so well decorated and
planned, it was amazing with amazing views.  An old Spanish housekeeper
asked us what we wanted to drink, and offered some fresh sweet tea.
Henry's father Kevin took Neil and off they went to play.  Henry followed
and left me alone.  About an hour later lunch was served and the
housekeeper invited me to the kitchen, I was surprised that it was just her
and myself, and she explained in hush tones that the "help" ate the same
food but in the kitchen.  I was enraged and so humiliated, but I swallowed
my anger.  Not hungry I took a few bites of some fruit and instead talked
to Maria about her family.  After lunch Henry said goodbye and left, Neil
had forgotten his hat so I went into get it from his grandfathers library.
As I picked it up and turned around Kevin was at the door blocking the
entrance.  I walked up hoping he'd make way instead he stepped forward and
towered over me, he was easily 6'4 an inch taller than Henry!  He broke the
silence and said "you're a different type of housekeeper."  I looked
confused.  He smiled a wicked smile and pinched my left nipple. "If my boy
is taking you along on a holiday .... well ..you must polish his knob very
well." The colour drained from my face, he cupped my left breast and leaned
in and said "don't worry your secret is safe with me." He let me go and as
I walked out he pat me on my butt and squeezed. He gave me a victory smile
and added "a hole is a hole is a hole." He winked and I rushed out.

I got in the car and we drove off. We arrived at the resort late in the
afternoon.  The resort was beautiful and might I add, exclusive.  Happy
people everywhere.  We were checked in and we drove to the building where
our suite was.  A dedicated bell boy unloaded our belongings and a
concierge greeted us.  The suite was luxurious.  While it only had 1 grand
master bedroom the living room had its own sofa bed, the kitchen was huge
there were 2 bathrooms and the views were breath-taking.  The bellboy asked
if he could unpack the groceries and I looked at Henry and he shrugged so I
nodded and that was taken care of.  I found Henry in the room and asked him
what the sleeping arrangements would be.  He thought for a second and said,
he'd like Neil to sleep in the living room as he'd need access but that we
should let it be fluid and not let on that I was, as he put it "fucking his
father."

Henry decided that I should order room service and enjoy a free evening for
dinner, or I could go have dinner on my own as I didn't have to pay for
anything and he'd have dinner with Neil. I didn't mind and decided to take
a nice walk and then order in.  After dinner that evening Henry suggested
that Neil could stay up for 30 min and watch TV and if he got tired he
could sleep on the sofa and as a special treat he could watch TV first
thing as long as he did not disturb his dad.  Neil was ecstatic, I realized
that both father and son would be ecstatic with the arrangement.  Neil fell
asleep 20 min into the TV show and Henry patted me and told me to follow
him into the master bedroom, I obliged.  I was really tired and I begged
him for a reprieve.  He said that he would allow me 6 days a month as my
"period" days but I couldn't have them during this holiday.  With that he
lead me to the bathroom and told me to freshen up and put on some lingerie
for him, but before that he wanted me to unpack the lube and cock ring for
him.  I did so and went to put on a pink nightie and panties.

I entered the room and Henry was in his new boxer briefs, the grey ones,
they were covering a semi hard dick and he looked so sexy in them.  I
noticed that the bed was covered in rose petals and there was champagne by
the bed. "Our honeymoon" he said.  Then grabbing his package, he said the
real honeymoon is you taking care of this.  He came up to me kissed me and
fondled me and took me to the bed.  I stood at the foot of the bed where we
kissed and he undressed me from my nightie, it fell to the floor and I
stepped out.  He cupped my breasts and sucked on them for a bit.  He got up
and I started cupping his cock and balls and feeling his hardness through
the soft material.  I wasn't planning on it but I got my knees and
undressed him, first licking the pre-cum stain on his underwear.  He
moaned. I put him in my mouth and sucked on him without ceremony and he
thrust in me so hard and forcefully that I choked, gagged and almost threw
up on his cock.  He did that a few times and shot a load into me.  He let
me lick him off, most men at that point would want to catch their breath
but not this stud.  He got me off my knees and onto my feet.  He
re-arranged the pillows so that they were in the middle and he turned off
all but one light.  Then said "I know what you need ... you need some love
making and they you will be looser and more cooperative."  He lay me on the
bed on my back and spread my legs, he put on the cock ring and lubed
himself very well then inserted a finger in me and then two and three and
watched me wince in pain, grinning at the discomfort it caused me.  He got
in position by raising my hips and he entered me and while it took a few
strokes and I moaned and pleaded he was in me, he instructed to have e put
my legs around his waist, his hands on my hips. He said, "oh that feels
good you're so tight I could do this all day."  He slowly backed out most
of the way and then slowly plowed back in again. Causing me to moan and
also writhe in pain as I got used to his hard and thick cock.  This
continued for a long time and the only sounds were the creaking of the bed
as he plowed into me and the moaning and heavy breathing and all the time
he kept looking into my eyes.  He broke the silence by saying "I love what
your ass is doing for my cock, daddy is happy."  He instructed me to slowly
rock side to side, I did it and he moaned and grunted louder, telling me
how that gave him a different experience with each thrust. It hurt me more
as the different positions stretched me out further.  In no time Henry
sawing in and out and plowing deeper and deeper with each stroke.  He would
withdraw his thick member about an inch and thrust it back inside expecting
to put more than the length of his shaft in me.

He reached out and held my budding boy breasts in his hands and started to
gently squeeze them in tune with the thrusts of his cock.  I could tell
that it had heightened his pleasure and was starting to arouse me as
well. Henry shifted his weight to his hands and brought his mouth to my
nipples, he licked one nipple for a few strokes of his cock and then moved
his attention to another, back and forth he brought me to ecstasy.  He
heightened our pleasure by switching from licking to sucking on my boy
globes, I started to get very aroused and couldn't help but pull on his
head, raking my fingers through his hair.  I was lost in the pleasure, I
didn't notice him support his weight on his knees and one hand, as he now
ensured none of my nipples were unattended and ensuring his thrusting
rhythm didn't change.  I started motioning my hips to meet his and
increased my pace.  My hands squeezed his head and my legs squeezed his
hips.  He started fucking faster, and he switched breasts and smoothly
shifted weight as well, the pressure on my nipples coupled with his hard
manhood couldn't be taken.  He then let go of my breast, brought his hands
to under my head, lifted my head up to a deep wet kiss and thrust like he
had never before, I felt pain thinking my pelvis had cracked but I also
orgasmed at the same time with a loud moan that he had to supress with a
kiss and another thrust and he burst like a dam into me.  As the
convulsions eased off and we caught our breath, I wanted nothing more than
laying under Henry as he made love to me.  We lay like that for a long
while until his cock deflated and he slipped out.

The next few days were spent in a mix of love making and more often brutal
fucking, it was hard to love Henry but he didn't want a lover he needed a
slave and I was being forced to be just that.  He'd send Neil off some
afternoons to guided kids activities so I could be in bed with him. We
fucked every night in the bedroom, shower, tub, and balcony.  He would
never include me anytime he left the suite.  I did go swimming one day and
he agreed to wear the white swimsuit that caught so many eyes as it got wet
it got transparent.

We drove home when it was over, knowing that I had to sustain the sexual
appetite.  Henry dropped Neil to his sister and I helped put things away,
it was late and I didn't want to stay over so he agreed to drop me off if I
sucked his cock, which I found myself doing.  After doing so while I was on
my knee he dropped a wad of cash and told me that was for the weekend with
that he zipped up and said "I'm in the car, hurry up whore."