Date: Fri, 30 Dec 2016 04:25:13 +1100
From: Story Teller <storytellertripplex@gmail.com>
Subject: Jon's Family and Their Friends - Chapter 3

Jon's Family and Their Friends – Chapter 3

Over the next two months, Mark fucked me at home a couple of times a week,
basically whenever we thought it was safe – while Ben was at soccer or
swimming training or at his friend's place – and we got together with
Sam for another long session at the motel.  Mark continued to bring girls
home occasionally and Brian reappeared on one occasion (when I was careful
to keep my distance), but he told me that the steady supply of daddy ass at
home has eased his need to continually pick up for sex.  He also told me
that he loved the fact that he could be a bit rougher with me and that my
ass could take a continuous hard pounding.

But it seems we were not as successful in keeping our activities from Ben
as we had thought.

One Saturday morning Ben came into the garage while I was doing some chores
and announced straight out that he knew about me and Mark.  "Me and Mark?"
I said trying to sound innocent, but with my heart pounding.

"Yes, you and Mark!"  Ben said he had noticed something had changed around
the house, but wasn't quite sure what.  Then earlier that week on Wednesday
he had overheard me and Mark whispering something about Ben having soccer
training that evening.  Wanting to know what was going on Ben made an
excuse to skip soccer and came home instead to discover sex noises coming
from my bedroom.  He of course knew what the noises meant, having often
heard similar noises coming from Mark's room, but he'd never heard them
coming from mine.  Opening the door quietly, he had then watched for a few
minutes as Mark drove one of his trademark pile driver fucks into my more
than willing ass.  Mark and I were so pre- occupied we hadn't noticed
anything!

After thinking about what he'd seen for two days and three nights (and he
later admitted wanking off to it more or less continuously until his dick
was too sore to touch), Ben decided to just talk to me about it and say "I
want you guys to include me."

Well, fuck me dead.  How did I get myself into this mess?  Where is the
chapter in the parenting book about what you say when your 17 year old
wants to be included in the regular sex sessions you're having with your 19
year old?

"So, have you ever had sex with anyone?" I asked.

"No, but I've been watching lots of porn and I know what I want."

"What's that?"

"To be fucked, preferably by guys with big penises – like you and Mark."

Shit.  How am I going to get myself out of this?

We went into the kitchen and talked for a long time and it became
increasingly clear that he did indeed know what he wanted, and he wanted it
from us.  While he had never had sex with another person, he had been
playing with his ass with his fingers and carrots and zucchinis taken from
the fridge or which he'd purchased himself.

I explained that Mark and I had pretty big cocks and that Mark's was just
about the biggest I'd ever seen and certain the biggest I had taken up my
ass.

"I know," he responded.  "I could tell from what I've seen on porn.  And I
really want to be fucked by big cocks.  When I was playing with carrots and
zucchinis the bigger they were, the better they felt."

How big exactly were these veggies, I wondered.

In the end I said I would think about it for a couple of days and asked Ben
not to talk to Mark about this for the moment.

I certainly thought about it – a lot – that day and the next.  Unlike
Mark, who I had secretly admired for his athletic build, sexual swagger and
the mysterious bulge in his pants, I had not previously thought about Ben
in a sexual way.

But Ben had an attractive face with blond hair and was lean and fit from
all the sport he played.  Now that I thought about it, he had the classic
blond twink look.  His ass wasn't quite the peachy bubble butt Sam boasted,
but on reflection it was tight and firm and sexy.  While his brother with
his darker colouring, more body hair and heavier build was more my type, I
had to admit that Ben was also cute and would probably drive some gay guys
nuts.

At this point I had conceded to myself that I would agree to Ben joining
us, but I still worried about unleashing Mark's huge cock on Ben's virgin
ass.  While there was no doubt that Mark loved Ben as a brother should
(sigh, what a mess), I had come to understand Mark's approach to just about
any hole was to plunge his cock in as hard and fast as possible.  In the
end I decided to recruit sly Sam to assist with breaking in Ben.

Sam laughed his head off when I spoke to him about the situation, but was
enthusiastic when I asked him about helping to introduce Ben to gay sex.
The enthusiasm died down a bit when I wasn't able to tell Sam how big Ben's
cock is and that I thought he was mainly a bottom boy.  But Sam's
enthusiasm recovered when I said I would bring some big toys along to keep
his ass happy.

Monday morning after Mark had left for uni I told Ben that he could join me
and Mark me for sex, but that I wanted him to first have a session with me
and Sam.  Ben remembered Sam from when Mark had brought him to the house
and thought Sam cute (as indeed he is), so it was all agreed; on the coming
Saturday while Mark was on a date, Ben and I would meet up with Sam at the
motel I was now getting used to visiting.  __________________________

Ben was clearly on edge all week, as indeed was I.  When Saturday finally
rolled around and Mark was safely out the door, I gave Ben his first lesson
in douching.  Ben had heard about enemas and wasn't freaked out by the
suggestion.  He also happily stripped down and stuck the lubed douche hose
up his ass in accordance with my instructions and with me in the bathroom
with him.  This was a self-confident, even almost exhibitionist side of Ben
I'd never seen before.  I relaxed a bit as I was beginning to suspect that
Ben would take to gay sex like a duck to water.

Even pushing the narrow douche nozzle up his ass gave him an erection and I
was pleased to see an average sized penis of about 6 and a half inches.
With each cycle of flushing, Ben took a bit more water and the water he was
expelling was soon clear.  As I didn't want to overdo it, we quit at that
point, but Ben was enthusiastic about douching again soon, saying how much
he loved the feeling of being full with his belly beginning to swell up.

Sam joined us soon after we got to the motel.  Once we were all naked, I
suggested I suck Ben's dick while Ben sucked Sam's.  "Sounds great, Dad,"
said Ben immediately lying on his back with his head bent back over the end
of the bed.  (Exactly how much porn had he been watching?)  Sam promptly
offered up his nice cock to Ben while I got to work on Ben's already very
hard cock.

After only a couple of minutes Ben was squirming and groaning in a manner
which made me think I should change things around a bit before Ben blew his
wadd.  Despite being a committed bottom, Sam had agreed beforehand to take
Ben's cherry and so after a momentary break in which to lube up Sam's cock
and Ben's ass, Ben was on knees and Sam was lining up to do the honours.

I'd planned to muffle Ben's cries by pushing my cock into his face, but in
the end I don't know what I was worried about.  Ben took the head and a
couple of inches of Sam's cock with barely a whimper and a few moments
later was pushing back on to the rest of Sam's cock.  Sam, clearly turned
on by the fucked up scene, was enjoying himself and gave a creditable
performance as a top, at least judging by the sounds oozing out of Ben's
mouth from around my fat cock.

With the intensity of the scene, it wasn't surprising that Ben and Sam were
soon groaning their way to a climax.  Ben's oral skills needed further
development, but I was hard and still raring to go after the two young guys
came.

It was only a few minutes before Ben, seeing my hard cock, looked up at me
and said "That was great Dad, but I really want YOUR cock now."  How could
a father deny his son in those circumstances?

Within moments I had positioned Ben on his back with his legs on my
shoulders and was rubbing lube into his beautiful pink but no longer virgin
asshole.

"Let's take this slowly", I said, but the moment my cock head was up
against this hole, I got a surprise.  Ben half sat up in order to grab my
waist and with a moan started pulling me towards him, forcing my cock up
his tight ass.  And Ben didn't stop pulling until my pubes were crushed
against the creamy skin of his ass.  God, that just about blew my mind then
and there!

Although mainly a bottom, I've fucked my fair share of asses over the
decades and I'd always found that less experienced guys struggled to take
my full 8 inches.  Yet here my own near virgin son had swallowed it all in
moments with just a few whimpers of pleasure and was now starting to rock
his ass back and forth, making it clear that it was time for me to get on
the job.

I thrust into his ass as gently as I could for a few minutes until Ben said
"Harder, Dad.  I want you to fuck me like Mark was fucking you."

When I responded by picking up speed and aiming more at Ben's prostate, he
urged me on.  "Uh, that great Dad.  Keep going, but harder!"

And so I started slamming into Ben's ass for all I was worth while Ben
screwed this face up into a caricature of extreme sexual pleasure, moaning
and whimpering and begging for more.  I managed to hold off cumming but
when I realised Ben was about to blow I let myself slip into the earth
shattering orgasm which had been building from the moment Ben impaled
himself on my cock.

Ben's cock pumped cum in all directions.  I swear, some hit the bed board
behind his head!

I collapsed onto Ben's cum covered chest and kissed his cum covered face
ravaging has mouth with my tongue in the same way my cock had just ravaged
his ass.  ______________________

"It was great when you fucked me Sam, but Dad – that was amazing.  I've
been using the biggest zucchinis and carrots I can find on my ass."

"Ah huh", I thought.

"But that was so much better.  Dad, you have to let Mark fuck me now.  I
can't wait to feel what his huge cock feels like up my ass."

"Wooh, slow down a bit.  I'm not sure how much of Mark's cock you saw when
he was fucking me, but it is longer, and more importantly, much thicker
than mine."

"That's right," said Sam.  "Mark's got the biggest cock I've seen outside
of a porn video."

"But I want to try anyway and don't care if it hurts a bit.  I really want
to take it."

True to my promise, I had brought along some reasonable sized toys to keep
Sam amused and he had been on his knees riding up and down on a thick,
black 12 incher while I had been fucking Ben.  Ben now grabbed another
thick toy and made like he was going to shove it up his ass.

"Wait, wait a bit," I said.  "You can try the toys if you like, but at
least start with a smaller toy and let me cover it in lube."

I got the smallest of the toys that I had brought and did more then cover
it in lube.  I got Ben on his back again and, sitting between his legs,
gently worked the head of the toy into his ass.  As the toy was actually
about the same thickness as my cock (though longer at about 10 inches), all
but the last couple of inches slid in without much difficulty.  I then
gently worked the toy back and forth for a few minutes while Ben groaned
quietly.  Then I found the right angle and was able to slip another inch
into Ben's ass.

"What did you just do?  That felt amazing!"

"I'm pretty sure I just found the entrance to your colon.  You know your
ass only stretches so far, and to go deeper you need to work your way into
the colon."

"That feels so deep and so good.  Can you get it in any further?"

"Maybe we've gone deep enough for today.  Let's try the next toy."

Sam handed me the next toy, the black one he'd been riding earlier, which
he had cleaned in the bathroom.  This toy was thicker but with a bit more
flex and give than the first toy and had fake veins running along its 12
inch length.

Again I lubed the toy up and gently eased pushed the head up against Ben's
hole.  When it did not slide in immediately, Ben tried to shuffle towards
me to force it in, but I had more control in this situation and just told
him to take it easily.

I gently massaged Ben's hole with the three and then a couple of inches of
four fingers until I felt the hole relaxing some more.  Then I tried the
head of the dildo again.  This time it slipped in with some gentle
pressure, causing Ben to moan when his ass lips clapped down onto the
slightly narrower part just behind the head.

"God Dad, I love this so much – you stretching out my hole.  Give me
more of it!"

"Ben, how big were these vegetables you were using?"

"They weren't that big when I started using ones from the fridge about a
year ago.  But they felt so good that I wanted to try bigger ones.  And
each time I moved up to bigger ones it felt better, so I kept looking for
even bigger ones.  The ones you buy and have in the fridge weren't big
enough, so I started buying my own vegetables at the supermarket – the
biggest carrots and zucchinis I could find – and recently I've started
buying different sized cucumbers and thinking about the smaller marrows.

"It's actually a bit tricky in the supermarket because thinking about the
vegetables always makes me hard, particularly when I put my fingers around
the veggie to check it's thickness.  I've got to remember to wear baggy
jeans and hold my shopping basket over my groin and think about something
else until I lose my erection."

"So while I thought you were studying quietly in your room, this is what
you were doing?"

"Some of the time, particularly when Mark has one of his friends over and I
hear them shagging in the next room.  Fuck some of those girls can really
squeal when shoves his cock in.  Now that I've seen it I can understand
why.  Now I want to be the one squealing while my ass is stretched around
his cock."

All this talk about vegetables and Mark's cock was getting me excited
again, but I managed to say in control of the toy.  I'd managed to get
about half of it into Ben's ass, and then started stroking in and out.
With each in stroke a bit more slipped inside until I had about 8 inches up
his ass and I could see Ben was struggling a bit – though trying to put
on a brave face.

"That hurts so good Dad.  Just a bit more please."

"We don't have to go further today.  We can try another day."

"But I want to go further.  And pump it in and out harder!"

God, this kid, my son, really is insatiable, I thought.  Fuck me, he's like
an insatiable pig bottom version of his insatiable man whore top brother.
And I guess I know where they got it from ...

I continued to work the black toy in and out of Ben's ass, and he was able
to take it further.  After initially going down a bit when I first worked
the head of the black toy into his hole, Ben had recovered his erection and
was beating his cock like crazy.  When I saw that Ben was getting close, I
started pumping the toy in and out harder and faster.  Ben started moaning
and whimpering continuously and then started saying "Harder!" over and over
until suddenly his body stiffened and he blew out another load, not as big
as the previous one, but still pretty hefty.

Given this was his third orgasm of the evening, I wondered whether he'd
been saving up.  But he later told me he's been wanking off and pushing
cucumbers up his ass all week because he was so excited about finally
playing with me and Sam.  ________________________

Sam, meanwhile, deciding he didn't want to be outdone by a 17 year old
beginner, had been working his 21 year old ass with the bronze toy, the
biggest of the three I'd brought with me.  This toy is narrower than the
black 12 incher at the head, but widens gradually the further you go down.
From about half way down, I guessed this toy is fatter than Mark's dick and
Sam was now a couple of inches past half way.

Watching Sam work himself to an orgasm while bouncing up and down on the
bronze toy, I realised this was probably the perfect training toy for
getting assfucked by Mark.

Ben and I cheered when Sam finally came.  But when Mark said he wanted to
try the bronze toy, I told him "No", that we (or at least I) had had enough
for the night and he could practice with the toy at home.