Date: Wed, 1 Mar 2017 21:19:46 +1100
From: Story Teller <storytellertripplex@gmail.com>
Subject: Jon's Family and Their Friends - Chapter 10

Chapter 10 – Jon's Family and Their Friends

With Mark out action, or at least distracted, I decided to organise a
fisting session for me and Ben with my old fisting pal Steve.

Steve is a completely hot, lean, dark haired guy a couple of years younger
than me.  While he's definitely attractive, what I've always liked most
about him is his confident relaxed manner and his ability to work a bottom
like a concert violinist playing a Stradivarius.

The fact that his hands aren't too big, and indeed are smaller than mine,
was also a consideration.

Initially, Steve couldn't quite believe what I was telling him when I
phoned about a possible session with me and Ben.  But at the end he agreed
once I summarised the situation down to a couple of sentences: my younger
17 year old son wants to be fisted – badly; I completely trust Steve and
know he won't hurt Ben; if I don't organise something straight away Ben
will probably ask his big brother who has big hands and limited fisting
experience; and if neither Mark, Steve nor I fist Ben pretty soon, I'm sure
he'll find some random guy through the internet.

Although I'd never introduced them, I think he'd seen Ben at some point and
knew Ben was a slim and attractive blond, so it really wasn't that hard a
sell, at the end of the day.  And we'd been playing together for a long
time, so he knew I was being straight up about the situation.  And what
fisting top doesn't like the idea taking a blond twink's fisting cherry?

We agreed the session would be Saturday afternoon at Steve's place – so
we could use his sling.  (And avoid Emma complications, I thought to
myself.)

I knew Ben had been working his hole daily with a range of huge toys he'd
borrowed from me, so I was pretty relaxed about how the evening would pan
out.  Ben was seriously thrilled when I told him I'd organised for us meet
up with an old fisting bud, but then was noticeably on edge until the big
day rolled around.

When Saturday was upon us, we again prepped in my en suite bathroom, taking
turns to douche out our holes, and then I drove us across to Steve's place.

Steve opened the door wearing a leather harness, tiny leather shorts with a
zip fly and Doc Martens books.

Ben clearly loved Steve's lean but muscular chest, abs, legs and arms, and
was barely through the door before he was on his knees unzipping Steve's
shorts.

I left them to it while I took the beers I'd brought into the kitchen and
opened one for each for us.

"Nice work with your mouth, kid.  You definitely take after your old man,"
I heard Steve tell Ben while I was on the way back from the kitchen.  Ben
was beamed with delight following this compliment.

Once we'd pulled Ben off Steve's cock, introductions were made and it was
agreed that Ben would have first crack at the sling.

I think this was the first time Ben had actually seen a sling "in the
flesh" and he couldn't wait to climb into it.  And I think it was also the
first time he used poppers.

Steve asked me to "open things up" with my cock while he went to the toilet
and got prepared, so I J-Lubed up Ben's ass and my cock and slammed my cock
into his ass as hard as I could for a couple of minutes.  I definitely
wouldn't say I "couldn't feel the sides", but with Ben concentrating on
relaxing and opening his ass up in preparation for fisting and all the ass
training, his ass was definitely much looser than the first time I'd fucked
him a couple of months earlier.

When Steve was ready I pulled out and moved to the other end of the sling
behind Ben's head.

Steve pulled up a stool and got to work lubing up his gloved hands and
Ben's ass.

"You've got a beautiful ass, kid.  It's going to be even more beautiful
shortly," Steve the ass artist announced.

"Steve, I want your hands so much," Ben responded.

It wasn't long before Steve was alternating four fingers from each of this
hands in Ben's ass and then using both hands to stretch Ben's asslips
apart.

"Yeah, you're right Jon.  This hole is ripe for fisting," said Steve.
"Give him a snort of amyl."

I opened the brown bottle up and held it to Ben's right nostril while
closing the other with my thumb. "Breathe deeply," I told him.  I then I
repeated with the other nostril.

Steve had been watching carefully and had his coned hand knuckles deep in
Ben's ass.  When he saw that first wave of amyl induced euphoria wash over
Ben, he gently pushed his fist up into Ben's ass and Ben wasn't a fisting
virgin anymore.

"Wow, that feels amazing," Ben said.  "What're you doing?"

"Kid, I've got my fist wrist deep in your ass.  What did you think I was
doing?"

"That feels great, but I'd expected some pain."

"Don't worry, there'll be some pain, at some point, if that's what you
want.  But I think you've done a pretty good job at prepping for today.  I
don't think I've ever seen a cherry ass crying out for fist as much as
yours was."

And with that, Steve started working one fist and then the other into Ben's
ass.  When he judged that Ben was ready he stared gently working his fist
in and out of Ben's ass in a light punching motion with me providing
further amyl hits.  It's wasn't too intense in my judgement, but was enough
to send novice Ben off to a different world where all he could do was moan
and make funny sounds and ask for more.

As I said, Steve is a real artist.

After about half an hour of this, Steve pulled his fist out of Ben's ass,
pulled off his gloves and asked me to help him get Ben out of the sling.
Ben was fully conscious and aware but a bit overwhelmed by the assplay (and
the associated adrenaline surges) and his first experience of amyl and so
was also a bit wobbly when we go him up onto his feet.

"Not so much amyl next time," I suggested.

"Agreed," responded Steve.

Steve and I propped Ben him up on the sofa with a glass of water and let
him recover while I pulled myself with practiced easy up into the sling.

Steve then demonstrated his dexterity by moving straight from cherry
busting newbie mode to hardened assplayer pounding.

Steve and I had been playing together for years, so he knew exactly what my
ass liked and could take. After squirting a huge load of lube up my ass,
Steve pushing his right fist through my asslips pretty quickly and then
moved straight on to greater depth.  Within minutes he was well and truly
into my colon and my asslips were two thirds the way down his forearm.

"Shit Dad," said Ben, who'd recovered pretty quickly.  "Are you going to
take his arm to the elbow?"

"Steve's pretty much in control here.  Ask him," I responded.  One of the
things I liked about Steve was that I could leave him in complete control
and just enjoy myself.

"Steve?" asked Ben.

"Ha, I guess it's my day for taking requests.  Do you want to see your old
man take an elbow?  Or how about a double fist?" said Steve.

"Fuck, Dad as taken your elbow?  Double fist?  Can you do both?"

"OK, we'll see what we can do," Steve said with a laugh.

And so that's what Steve did, first working his arm in up to his elbow then
backing off so that he could work his second fist into my ass at the same
time.  And then going back to depth again.  And then two fists again.

I don't have the widest hips and my pelvic girdle isn't huge so it's only
guys with smaller hands who can get two hands into my ass.  Steve's hands
are just perfect for this purpose, but I still really feel it each time a
second hand slides into my already fisted ass.  Each time it's a Madonna
moment – like being fucked for the very first time.

Soon I was the one off on a different planet and not really following what
was going on.  At some point I realised that Ben was standing behind my
head, was playing with my nipples and urging Steve on.

But Steve knew when I needed a break and pointedly ignored Ben's urging of
him to keep punching into my hole.

Now it was Steve and Ben's turn to help me down from the sling.  I couldn't
remember when Steve had last worked my ass over so well.  Maybe he was
showing off for the benefit of my pretty twink son Ben.

"You want to have another go, kid?"  Steve asked Ben with a slightly evil
glint in his eye.

"Shit yeah," replied Ben.  "After seeing that, my cunt is really
twitching!"

And so Ben hopped back into the sling and let Steve help with getting his
feet into the leather hoops above Steve's shoulders.

This time Steve was actually gentler in his approach to Ben's ass.  After
getting his fist all the way into Ben's ass, Steve leaned forward to take
Ben's soft cock into this month.  Steve then gently worked his fist back
and forth in Ben's ass while sucking on his cock to hardness and then
taking Ben's nice sized cock all the way to his pubes.

Five minutes of this and Ben was well on his way to orgasm.  I joined in by
playing with Ben's nips, kissing his beautiful mouth and forcing my tongue
as far down his throat as possible.

When Ben blew Steve let Ben's huge load dribble down his lips and chin and
drip onto his chest.  I think he liked my boy, as he had a huge smile on
this face.

"That was awesome," Ben announced.  "But what about you guys?"

"Don't worry, kid," Steve told him.  "That's coming up next!"

It was my turn to climb back into the sling, but this time Steve didn't
resume his seat on the stool.  Instead he told Ben that he had to "do the
honours".

He helped Ben to glove and lube up and told Ben to slide his hand into my
stretched out hole, which Ben did with only a couple of grunts from me.
And then he told Ben to suck me off in the same way Steve had just sucked
Ben off.

Always a quick learner, Ben soon had my cock in his mouth and was gently
massaging my overstimulated prostate with his up my ass fist.  Given the
extremeness of the assplay earlier, it took my cock a while to respond, but
following Steve's instructions, Ben kept at it, and soon my cock was hard
and I was on the way to an orgasm.

With Ben bent over with his fist in my ass and his mouth on my cock, Ben's
ass was perfectly placed for Steve to fuck.  And that's what Steve did
after slipping on a condom and one glove.

Ben's ass was already well lubed and stretched out so Steve's cock slipped
in through Ben's puffy asslips with no difficulty at all.  As much as Steve
enjoyed a squishy and loose fuckhole, he thought Ben might appreciate
something more, so he slipped a couple of his gloved fingers into Ben's ass
alongside his cock.  And he was right – Ben was soon grunting away in
time to Steve's strokes.

Meanwhile, at the other end of Ben's body, Ben was re-doubling he efforts
at massaging my stretched out ass and sucking off my hard cock.

Even though he had only cum minutes before Ben was soon hard too.  While
his right hand was busy up my ass, he was still able to pull at his cock
with his left.

Soon all three of us were grunting our ways to pretty much simultaneous and
absolutely monumental orgasms.  I certainly saw stars afterwards and had to
reach around and grab hold of Ben's wrist to stop him moving within my
spasming ass.



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