Date: Fri, 3 Feb 2017 15:50:42 +0000
From: Andy Brown <andybrown2000@outlook.com>
Subject: Tutoring Dylan - chapter 14

Tutoring Dylan - chapter 14


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***

From the end of chapter 13:

Although it was still fairly early, it had been a tiring day, so we decided
to head up to bed.

"Are you still gonna rub my sore bottom?" he asked.

"Of course.  Can't have you trying to dive in the morning with a
smouldering arse, can we?  You might make the water in the pool boil!"

Dylan chuckled.

"And after we've done that," I continued.  "How about we suck each other
off?"

"Hell yeah," Dylan replied, enthusiastically.

Turning off the TV, we made our way upstairs.


***


We had arrived at the swimming pool at twenty past seven in the morning.
Whilst Dylan had made his way to the changing rooms, I'd found a seat in
the stands.  I was bleary eyed.  We'd been up since half five: a time, in
my opinion, that should only be seen once in a day, and that certainly
wasn't in a morning.  Even when I had to be in work for eight, I was never
out of bed before seven, leaving just enough time for a quick shave and
shower, to throw on some clothes, and then catch the bus.  On such mornings
I would grab breakfast at McDonalds on the way to the office.  So having to
be up so early had been a shock to the system.

I was soon shaken from my bleariness as the diving squad made their way out
to the poolside.  Two or three at a time, over the course of the next ten
minutes, a dozen or so fit, young teenagers emerged.  Like at the
gymnastics, there was a mix of boys and girls, all clad in skimpy,
figure-hugging, lycra garments.

Out first came two older looking girls, probably 15 or 16.  The taller of
the two had long brown hair and well developed breasts.  Chatting with her
was a slimmer, less developed girl with blonde curls.

Next out came a trio of boys, of a variety of ages.  The oldest was
probably a similar age to the girls, but he was definitely taller.  He had
broad shoulders, short dark hair, and although his torso was flat, he was
less defined than I'd expected.  The next boy was perhaps a little older
than Dylan.  Slicked back blonde hair, piercing blue eyes, pale skin, and
abs you could grate cheese on.  I'd do him in a heartbeat.  The final
member of this triumvirate was a shortish boy.  A mop of messy brown hair
sat atop his round face.  His body was remarkably similar to Dylan's.

After checking out the heads and torsos of the three boys, I had a good
look at what they were packing downstairs.  All three were wearing the
regulation tight-fitting speedos.  The older boy's were black and showed a
respectable bulge, though given the colour, definition was hard to make
out.  The middle boy was wearing royal blue, showing the clear outline of a
four inch flaccid penis and a good sized pair of balls underneath.  Was he
a shower, I wondered to myself, or did his dick get even bigger when erect?
The youngest boy wore a yellow pair, which showed he was well endowed for
his age.

Dylan emerged next, his tanned body looking as delectable as ever.  A red
swimsuit protected his modesty, though his cock and balls made an ample
bulge.  He gave me a wave as he walked past, his movement seemingly
unimpaired by the spanking I'd given his bottom yesterday evening.

Accompanying him was a boy slightly taller than himself, and probably a
year or so older.  His skin was very dark: I guessed, perhaps, West Indian
heritage.  His black hair was cut very short, with a couple of tramlines
shaved down one side.  He was as ripped as the blonde boy, but with a
slightly more pronounced chest.  His light blue swimsuit stood out in
contrast to his dark skin, and he looked to be packing a good sized piece
of meat, fitting the stereotype of black boys.

 A minute or so later, a gaggle of girls walked out, deep in conversation.
A couple with mousy brown hair, one darker, and a blonde.  I guessed they
were all around Dylan's age, though they showed a variety of heights and
stages of development.

As the girls joined the rest of their team near the diving boards, a
tracksuit clad man in his early 40s walked over to them.  I guessed he was
the coach.

"Good morning guys," he said.

"Morning," the collection of teens mumbled back.

"Let's start as usual," he instructed, "four lengths of the pool please.
Oh, and does anyone know where the Turner twins are?"

"They'd just arrived as I was coming out of the changing room," the black
boy said.  "I'm sure they'll be out in a minute."

"Thank you Josh," the coach replied.  "Though I wish they'd get here on
time for once.  Right guys, in you get."

With that, each of them found a space along the end of the pool and dived
in.  Most were swimming breaststroke, with a couple opting for front crawl.

Just as the majority were completing their second length, a couple of
cheeky looking red-headed boys appeared from the changing room.  I
estimated they were the same age as Dylan and were about his height and
build.  The pair were identical, including freckles across their face,
chest and arms.  The only visible difference between them were their
speedos: one was wearing green, the other navy blue.  Both bulges appeared
indistinguishable, though probably the smallest of all the boys in the
group.

"Well it's about time you two turned up," the coach lambasted them as they
got nearer.  "And what was it this time?"

"I suppose you wouldn't believe us if we told you the cat died again?"
queried the boy in green.

"Not after you used that excuse last week, no," replied the coach.

"The car broke down?" suggested the other brother.

"Is that true?" the coach asked, looking towards the stands.

"Of course it isn't," a red-headed woman replied.  "It's because both of
them are too lazy to get moving in a morning."

"Maybe you should just drag them out of bed and dump them in the car," he
mused.  "It won't bother the staff here if they turn up in their pyjamas."

"But we don't wear PJs at the moment," shot back the first brother.  "It's
too hot at night."

"In fact," the other brother butted in, "we don't wear anything for bed."

"Well maybe your mum should bring you like that.  It'd certainly give the
girls on reception a treat!" he chuckled.

Both boys blushed profusely, their cheeks turning almost the same colour as
their hair.

"Now get in and give me six lengths," he commanded.  "And make sure you're
on time at the weekend."

"Yes coach," they grumbled before jumping in.


***


The twins were still swimming their lengths when the coach gathered the
other youngsters around him and began sorting them into their training
groups for the session.

"Okay.  Becky, Sally and Grace, you're with Sue today in the gym working on
your somersaults."

The two older girls and one of the younger ones with mousy hair followed a
rather stern looking woman back down towards the changing rooms.

"Shania, Eloise and Alfie, you're all on the 5 metre board with Wayne."

A youngish coach with gelled hair waved from the other end of the pool
where the 5m board was.  The lad with the messy brown hair began to walk
towards him, closely followed by a dark haired girl and the other mousy
haired lass.

"Ethan."  The oldest boy nodded.  "You're on bodyweight conditioning today
with Leroy.  And you two," the coach said, looking towards the twins who
were now clambering out of the pool, "are going with them.  Feel free to
push these two particularly hard," he said to a broad, black guy with
dreadlocks.

"Lucie and Josh, you're with Karen on the 3 metre board.  So that leaves
Dylan and Zach with me on the 10 metre."

Dylan looked at the blonde haired lad he'd be working with, and the pair of
them followed Doug to the highest board at the other side of the pool.  The
three of them made their way up the steps to the top of the board.  Once up
there, Doug spent several minutes talking to them, though from the distance
I was sat from them, I couldn't tell what he was saying.

Leaving them to it, I turned my attention to Lucie and Josh on the lowest
of the boards.  Their trainer was young, probably mid 20s, and very pretty.
She slipped off her tracksuit, leaving her in a navy blue swimsuit.  I
could see that Josh's attention was wrapped on her.  Someone clearly had a
bit of a crush!  Looking at his crotch, I noted that things were definitely
swelling down there.  Josh could obviously sense it too, surreptitiously
moving his hands to cover his growing bulge.

"So today we're going to do a simple dive," she began, "a forward pike into
straight.  I'll really be looking out for good elevation at takeoff and a
clean entry into the water.  This means a rigid body and extended toes.
Let me demonstrate."

With Lucie and Josh watching on, she hopped down the board and took off.
Getting good height in the air, she quickly brought her legs up into the
pike position.  Just before entering the water, she extended out so she was
completely vertical, her feet pointed and her arms raised above her head.
There was a slight splash as she hit the pool but it was a very clean
entry.  Myself and several of the other parents applauded her as she
climbed out.

"Okay Josh," Karen said.  "Your turn."

As Josh was getting up onto the board, I glanced over at Dylan's platform.
Doug was still instructing the two lads, so I returned my focus to the
springboard.  Josh trotted down the board before jumping off and performing
what seemed to be a well executed dive.  There was, perhaps, a slightly
bigger splash than Karen's effort, particularly when his arms entered the
water.

"Not bad," Karen told him as he got out.  "Good elevation and a nice pike
position.  The entry could be better though.  Your hands were slightly
forward.  Come stand here."  She pointed next to her and Josh walked over.
"Stretch up," she instructed.  He did.  I caught sight of a pleasant
looking crop of dark hair in each armpit.  His hands were still slightly in
front of his shoulders.

"There's the problem," Karen said, placing her hand on the boy's washboard
abs.  "You need to tighten your core as you bring your arms up."  She
pressed into his stomach.  Almost instinctively, his arms jerked back,
positioning them in line with the rest of his body.  Something else
instinctive happened as well.  His speedos swelled further.  He was rock
hard and bulging his swimwear obscenely.

"Much better," Karen said, blushing slightly as she noticed the teen boy's
reaction.  "Now let's try that again."

Self consciously, Josh tried to cover his embarrassment as he made his way
back over to the board.  Although his take off was a little shallower than
his first effort, his entry was much improved, resulting in a "well done"
from Karen, who allowed him a few moments to cool off in the water after
his dive.

As Lucie now made her way towards the diving board, I noticed movement on
the 10 metre platform.  The blonde haired Zach was getting ready to dive.
He made his way to the end of the board and turned around.  Placing his
hands down, he pushed his legs up into a handstand.  Holding steady for a
couple of seconds, he pushed up and took off.  Gliding through the air, he
straightened his body out and sliced through the water as he entered it,
his legs and arms both nicely extended.

I looked up to see both Dylan and the coach applauding the pale boy as he
pulled himself out of the pool and made his ascent up the stairs.  After a
few words with the coach, Dylan mimicked Zach's actions.  If anything,
Dylan's body was even straighter as he plunged, feet first, towards the
water, and his entry was nigh on perfect.

Over the next half an hour, Dylan and Zach repeated the exercise a number
of times, receiving a pointer or two from Doug after each dive.  Gradually,
new elements were added into the routine.  At one point they included a
tuck position in mid air.  Later, this was changed to a pike position.
Once they'd mastered both of these, the pike was replaced by a half twist.
Both boys needed several attempts to get it right.  But eventually the pair
got the hang of it and even managed to combine the twist with a tuck,
although once or twice Dylan ran out of room and ended up bombing into the
pool.

Eventually though, the session was over, signalled by a blast on the
whistle by Doug.  The teenage divers and their trainers gathered around him
once again.  After a few words of feedback from each of the other coaches,
and some words of praise and encouragement from Doug, he ordered them all
to swim a couple of lengths to cool down and then to go get showered and
changed.


***


Ten minutes later, Dylan met me in reception and we walked out to the car.
Once in, we set off back to my place.

"You looked great out there," I complimented him.  "You've got really good
technique."

"Thanks," he replied.  "It's only the second time we've dived from a
handstand.  We tried it last week, but only from the 5 metre board.  And we
spent most of that session just getting into position and then pushing off.
Today was much more fun.  Next time, Doug said we'll add a half somersault
next time, so we'll end up head first."

"Cool.  It looked like you were both enjoying yourselves," I told him.  "Do
you get on well with Zach?"

"Yeah.  Zach's cool.  He's only a year older than me, but he goes to a
private school.  His parents are loaded.  But he's okay.  He's not a dick
about it or anything."

"That's good," I replied.  "So do you two always train together?"

"Mostly.  Not always.  We rotate round the five different activities.  One
on a Wednesday and then two on Saturday, cos we have longer then.  Most of
the time we're with people who've been diving for the same time we have.
That's why Ethan's usually with the younger ones.  He's not been diving
long, even though he's one of the oldest."

"Ah, right.  I noticed he wasn't as ripped as some of the rest of you."

"Yeah, but he'll get there.  Usually he's with Alfie and Eloise cos they've
not been doing it long, either.  But Doug put Eoghan and Cian with him
today so they'd have to do extra bodyweight training."

"That seems a bit mean," I suggested.

"Oh, it's their own fault.  They're always late.  Doug gets fed up of it."

I could tell Dylan really looked up to Doug.

"Dylan?" I asked.  "Do you have a bit of a crush on Doug?"

"No!" he shot back.  "He's old enough to be my dad!"

"So am I," I retorted.

"Only just.  But no, I don't fancy him.  I really like him, but not in that
sort of way.  I dunno.  He's a really good coach.  And he's really helped
me get better.  I suppose he's sort of like... my hero."  He blushed
slightly.

"Okay.  Though I definitely know somebody who's got a bit of crush..."

"Don't tell me," Dylan cut in.  "Josh."

"How did you...?"

"Oh come on," he replied.  "We've all noticed.  Every time he looks at
Karen he pops a boner.  And with the size he is, he can't exactly hide it."

"So have you seen it?  Hard I mean."

"Yeah, a few times in the showers.  It's big.  Probably about the same size
as yours.  And he's only 14.  Zach's a good size too," he added.

"I thought so.  It looks nice and big in his trunks."

Dylan spent the next few minutes telling me about the rest of the team's
equipment.  As I suspected, the twins were smallest in that department,
whilst Alfie was remarkably blessed for his age.  By the sounds of it, the
after practice showers gave Dylan plenty of wank material.

"Have you heard from Oscar again?" I asked him, changing the topic.

"No," Dylan replied.  "I think your text has put him off."

"Good," I said.  "Let's hope so."  Dylan looked slightly upset.  "Look
Dylan.  I know he's your friend.  But we've got to stop him forcing you to
do stuff."

"But I don't mind..." he began.

"Yes, but I do!" I said, forcefully.  "It's not right.  It's blackmail.
And where do you think he's gonna stop?  We've got to put an end to it!"

"But how?" Dylan asked.  "If we do anything to him, Oscar will tell someone
about us and then you'll get in trouble."

"I know," I replied.  "We've got to come up with a way of stacking the
cards in our favour."  Dylan looked at me confused.  "We've got to get him
to do something where he has more to lose from people finding out about
that, than we have about anyone finding out about us."

"Like what?"

"That I don't know.  There must be something we can do."  I sighed and
scratched my head.

We both sat in silence for a while.

"I know," Dylan burst out.  "What if I videoed me wanking him and showed it
round school."

I shook my head.  "Nice try, but we need something bigger than that.  All
that shows is that Oscar's got a gay friend who's willing to jerk him off."

"I suppose."

We sat in silence again.

"What about if I took a photo of him naked and spread that around?" Dylan
suggested.

I pondered his idea.  "Better, but we're still not quite there.  It doesn't
give us quite the leverage we need.  Yes, a naked pic of him is
embarrassing, but I reckon he still might risk it."

During the rest of the journey home, we bandied around several more ideas.
But we couldn't come up with anything good enough.  We had to rule out
anything involving me doing stuff to Oscar, as that would just make the
situation worse.  And I was unwilling to let Dylan do anything more than
wank Oscar, even if it would give us the ammunition we needed.  Ideally we
needed to get someone else involved, but how could we do that without them
finding out what had been going on between the two of us?


***


Back at my place, Dylan threw his trunks and towel in to wash and I poured
us both a cold drink.  Despite having the air-con on in the car, it was
another warm day, and we were both roasting.

"I'm going to spend the rest of the morning in the back garden," I told
Dylan as I took a sip of my drink.  "I need to do a bit of weeding and
tidying up out there.  You can come out and help me if you like."

"No thanks," he said, as he slurped his juice.  "I don't really like
gardening.  Is it okay if I play Pokemon.  I'll need to go round the
neighbourhood to collect them though."

"That's fine.  Just make sure you don't go too far.  And try not to get
lost."

"I won't," he replied.  He downed his drink, pulled out his phone and
walked out of the front door.

Shaking my head, I picked up my own glass and made my way through the
French doors into the back garden.  After collecting a few tools from the
shed, I set to work, pulling up weeds, transferring some saplings from the
greenhouse, and picking any fruit and veg that was ripe.

Part way through the morning I headed back inside for another drink and to
grab a hat as my head was getting too hot.  I also splashed on some sun
cream in the vain hope that it would protect my already reddening forearms,
neck and face.


***


By half past twelve I was wilting, so I stashed my tools away, locked the
shed, and trundled back indoors.  After giving my hands a thorough wash, I
poured myself another glass of juice and made a start on preparing lunch.

The curry was just about ready when Dylan arrived back, his forehead and
t-shirt both damp with sweat.

"How did you get on?" I asked him as he entered the kitchen.

"Pretty good," he replied excitedly.  "I found quite a few PokeStops.  And
there's a Gym just down the street.  I got into a couple of pretty epic
battles."  He grinned.

"Did you find any new Pokemon?"

"A few.  I managed to get Magmar who's rare, and Electabuzz who's like
really rare.  I almost caught a Scyther too."

"Oh well, maybe next time," I commiserated, thinking to myself that I
didn't have a clue what the kid was talking about.  "You may as well sit
down.  Lunch is almost ready."

"Is it curry?" he asked, sniffing the air.

"Chicken balti, yes.  You approve?"

"Oh yeah.  Have you got any naan bread?"

I chuckled.  "There's some in the oven."

I plated up the curry and rice, placing a serving down in front of us both.
I also put out a plate of naan and a bowl of raita.  Dylan dug in.  If I
hadn't known better, I'd have guessed he hadn't eaten for days.

Once we'd eaten the curry and a bowl of ice-cream each, Dylan helped me
load the pots into the dishwasher.  As we sat back down, I pulled a piece
of paper from my back pocket.

"Remember this?" I asked, as I flattened the parchment out in front of him.

"It's my list," he replied, matter of factly.  "But why've you got it out?"

"Well, I thought it might be a good idea to check through it.  See how many
of the things we'd done."

"Cool."  He turned the piece of paper round so he could see it properly.

I handed him a pen.  "Why don't you tick off what we've done so far," I
suggested.

Diligently, he worked down the list.  "Wow!" he said.  "I hadn't realised
we'd already done so many things on there."

"Yeah.  Twelve down, only eight more to go."

"But what about your list?  How many things have we done off there?"

I had to think for a moment and work out the answer.  "Five," I replied.
"So we're half way there."

"What's left on yours?" he asked, eagerly.

"Now that would be telling."  He looked crestfallen so I gave him a kiss on
the lips.  "But don't worry, you'll find out soon enough.  And I'm sure
you'll enjoy it when you do."

I reached down and gave his crotch a squeeze.  He was hard.  Reading
through his list had obviously turned him on.  Mind you, I was erect too.

"So what's been your favourite thing so far?" I asked, trying to take his
mind off the disappointment.

"Getting blown.  No, blowing you.  No, getting blown.  No... I don't know.
Both maybe?"  We both laughed.  "I enjoyed the massage too.  That was
really hot.  Especially when you stuck your finger up my arse.  It sort of
hurt at first.  But once I got used to it, it felt pretty cool.  Oh, and I
liked it when you put food all over me and licked it off.  That was
awesome!  And when you tied me up and kept teasing me.  I so wanted to cum
and you kept stopping, you git.  Then when you finally did let me cum, it
was... well... amazing!  And then the spanking last night, that was pretty
fun too.  It fucking hurt, but even when you were hitting me with the ruler
my dick was still hard."  Finally, he took a breath.

"So you're enjoying yourself then?"

He gave me a light punch on my arm.

"Ow," I complained.  "Do I need to spank you again?"

"Sorry, sorry.  Please no.  My butt still hurts from yesterday."

"Don't worry, I'll save that for another day."  I winked at him.  "But we
are both pretty sweaty.  What do you say we take a shower together?"

"Sounds good to me."

"Up we go then."

Racing up the stairs, we shed our clothes as we went.  I caught up with him
just as he was pulling his boxers off in the bathroom.  His bottom was
still pink, but less so than it had been the day before.  I wondered if any
of the other lads had seen it in the showers after diving.  What must they
have thought?  Hearing my footsteps behind him, Dylan turned round to see
me, showing off his beautiful boyrod.  I pulled down my own underwear,
showing my cock to be in a similar state.

Opening the shower door, I turned on the water and stepped under it.  Dylan
followed.  I began to soap myself up.  His boner jerked as he watched me.

"Do you want me to wash that for you?" I asked, nodding towards his
straining erection.

"Only if I can wash yours," he replied, grinning.

"You bet."


***


I'd arranged for us to see a musical at one of the theatres in the city
centre.  As it was the summer holidays, they'd decided to put on a midweek
matinee performance.  We were sat on the bus, making our way there.  It was
the bus I usually took to work; the theatre was only a few minutes walk
from my office.  It seemed weird to be using this bus for pleasure, when
usually it was my vehicle of choice for commuting.  I hated driving into
the city: the traffic was terrible and the one-way system was the stuff of
nightmares.  That's why we'd taken the bus this afternoon.

As we passed the sights I saw every day on my way to and from work, it was
odd to note how entranced Dylan was to them.  For me, they were things I
see a dozen times a week.  The same old shops, houses and office blocks.
People I vaguely recognised, going about their daily business.  But for
Dylan, it was enthralling.  It was a whole new world to him.

He'd been to the city centre a few times, but always on the train where the
sights were vastly different.  But he wasn't used to it.  He lived, and had
grown up, in the same small village where he'd gone to primary school.
Less than a hundred people.  Forty or so houses.  A pub, a post office, a
mechanics, a village hall, a church and a school.  That was his world.

This was a whole different one.  And he was enraptured.  For a moment, I
considered pointing out some of the landmarks as we passed them, but
decided it was better to leave him simply to experience them for himself.


***


As we got close to where we needed to disembark, I pressed the 'stop'
button next to our seats.

"Time for us to get off," I said, waking Dylan from his trance.

"Oh... okay," he replied.

We carefully walked downstairs and held on tightly to the rail next to the
driver, waiting for him to stop.

"Thanks," I said to the driver as we hopped off the bus.

Walking down a side street towards the theatre, I couldn't help but notice
how unsure and nervous Dylan looked.  He was one of the most self-assured
boys I'd ever taught, and yet, take him out of his natural environment, and
he became almost a different person.

It only took us a couple of minutes to get there.  After picking up our
tickets from the box office, I bought a programme - I figured Dylan might
want to keep it as a memento of our visit - and then we made our way to our
seats.


***


The show was amazing.  The singing was spot on, lines were delivered
crisply, the band were sensational, and the dancing was high octane.  We
were both raving about it as we munched our way through a fish and chip
supper.

Stomachs full, we caught the bus back home.  It was unusually quiet, with
only a smattering of people on the top deck.  The back seats were empty, so
we nabbed them.  As we sat down, I placed my jacket over our laps.  Moving
my hand underneath, I unbuckled Dylan's jeans and pulled the zipper part
way down.  Reaching inside his underwear, my fingers encircled his hard
cock and I began to sensuously stroke it.  Dylan quickly caught on to the
idea and did the same to me.

After a few minutes of slow stimulation, we were both breathing heavier and
letting out soft gasps.  An elderly woman several seats down the bus turned
round occasionally to look at us.  Each time she did, we paused our
ministrations until she faced forwards again.

During the next few stops, the bus began to get fuller.  As it did so, our
actions had to become more and more secretive.  Eventually, we had to
abandon our fun altogether as it became too risky when a young woman sat
directly in front of us.  Very quietly, we both pulled our hands out and
refastened our trousers.


***


"That bus ride made me so horny," Dylan announced once we got back home.

"Me too," I agreed, as our lips collided and our tongues entwined.  "Shall
we take this up to our bedroom?"

"Okay," he said, kicking off his trainers and bounding up the stairs.  I
pulled my own shoes off and followed him.

He was already lying on the bed when I got there.  I launched myself on top
of him, our lips locking together once more.  Slowly, I began to unbutton
his shirt and then rolled him on top of me so I could pull it off.  Dylan
did the same to me.  Within minutes, we were down to our underwear.

I pulled away from him and sat up.  Hooking my fingers into his waistband,
I slid the garment down his thighs, allowing me to gaze at the beauty it
held within.  Lowering my head, I began to feast on his delicious cock.
Dylan moaned, already worked up from the teasing on the bus.

Pulling off his dick, I kissed down its underside and then onto his sack.
Taking one, then the other ball into my mouth, I sucked on them gently.
Dylan reached down, running his fingers through my hair.

Grabbing his teenage thighs, I lifted Dylan's legs up.  He took my cue, and
pulled them up further himself.  Giving his balls a final lick, I worked my
lips downwards, kissing along his perineum.  Using my finger and thumb on
either side of his hole, I pulled his cheeks apart a little.  Despite the
fingering I'd given it over the past few weeks, his rosebud was still
clamped together.  It was so beautiful.  I couldn't wait to ravage it.
Beneath me, Dylan sighed softly.

Taking away my fingers, I moved my face in close.  My nose pressed into his
balls as my lips touched his warm, soft boy-hole.  I swiped it with my
tongue and he groaned.  His cock twitched.

I ran my tongue around the little hole then pushed slightly at the
entrance.  He groaned again.  I wiggled my tongue and pushed it harder.
His muscle gave way a little and he opened up slightly.  My hands ran over
his soft belly and down his sides.  Inhaling the slightly sweaty smell of
his boy-sack, I hungrily licked up and down his crack.

I probed my tongue into his boy-pussy once more.  It opened a little
further this time, allowing me to work my muscle into his love tunnel.

"Andy," Dylan called out.  "Can you stop a moment."  Oh shit, I thought.
He hates it.  He wants to stop and I'll never get to fuck him.

I pulled my tongue out of his chute.  "Are you okay?" I asked.  "Do you
want me to stop that?"

"No.  I'm fine," he replied.  I breathed a sigh of relief.  "It's just that
my legs are getting a bit tired.  Could you... possibly... tie them to the
headboard?"

My oh my, I thought.  He really is quite kinky.  I know he'd put 'be tied
up' on his list, but I thought it'd be a one off thing.  That we'd do it
when I edged him and that'd be it.  But here he was, asking me to tie his
feet to the bed, giving me uninterrupted access to his sweet arse.

"Sure," I said, getting out the bondage rope I'd used the other day.  "So
do you like being tied up?" I asked him.

"Yeah," he replied, enthusiastically.  "I'd seen it happen in a few videos,
that's why I put it on the list.  Then when you did it to me, I was sort of
scared at first.  But then it really turned me on, knowing that you could
do whatever you wanted to me, and there was nothing I could do about it."
He paused.  "Do you think that makes me weird?"

"No, just a horny little devil," I replied, giving his stiff cock a quick
lick.

Soon both feet were tied to the headboard and I was feasting on his
boy-hole again.  The next few minutes were like an out of body experience
as I kissed, licked and tongued his puckered entrance.

But I knew there were more treats to come, so I reluctantly stopped.
Patting the backs of his thighs, I smiled up at him.

"Woah!  That felt awesome!" he sighed.

"Yeah.  It was very tasty," I said with a grin.

Climbing off the bed, I grabbed a tube of KY from the drawer and squeezed
some onto Dylan's hole.  He winced as the cold liquid made contact.  With
the tip of my index finger, I smeared the gel around his entrance and then
pushed in.  It slid in fairly easily, Dylan sighing contentedly as it did
so.  Moving my finger around, I located his prostate.  Dylan moaned loudly.
As his anus began to relax, I was able to piston my digit into him.

I added a second finger, increasing Dylan's grunting.  The feel of his
warm, tight tunnel enveloping my fingers causing me to leak copious amounts
of precum into my underpants.

Once he'd got used to two, I added a third finger.  There was definite
resistance as I tried to push in.  Rubbing his thigh with one hand, I
licked his hard dick.  He relaxed, allowing all three digits to penetrate
him.  I spent several minutes working them in and out of him, eliciting all
manner of pleasurable noises from my teenage stud.

Feeling he was now ready for what was to come, I pulled out, Dylan sighing
as I did so.  He looked up at me, forlornly, as if to say 'I feel empty
now.'

Opening my wardrobe, I pulled out a small cardboard box.  Holding it in my
arms, I stood next to the bed, leaning over Dylan.

"What's in there?" he panted as I placed it on the duvet.

"You'll see," I replied.  I leant over and kissed him lightly on the
forehead.

Reaching into the box, I pulled out a dildo, three inches in length.
Somewhat shorter than Dylan's own tool.  Holding the base, I lubed it up
and brought it to Dylan's pucker.  Rubbing it gently up and down the boy's
crack, I pushed it slightly against his winking hole.

"Oooohhhh," Dylan moaned.  "Is that your...?"

"No," I said, leaning over and whispering in his ear.  "It's something else
from your list.  A dildo."

He sighed.

I pushed gently against Dylan's hole.  Despite having just taken three
fingers, the toy wasn't going in as easily as I'd have liked.

"Push out," I told him.  "Like you're taking a shit."  Dylan pushed as
instructed.  His rosebud resisted for a few moments, but then the head of
the slippery tool slid inside.  Dylan yelped and shot forward as the small
sex tool lodged in his tight bum-hole.

"It hurts," Dylan complained.

"Just relax," I instructed, "the pain will go in just a second.  I
promise."  I gave Dylan a kiss on the cheek.

Dylan looked down and bit on his lower lip.  "Okay," he sighed.

After giving the boy a few moments to relax, I pushed the toy the rest of
the way inside.  "Ohhhh!" Dylan moaned as the dildo burrowed into his
rectum.

I held the toy all the way in as Dylan squeezed and pushed with his
bum-hole, trying to get comfortable with the tool inside him.  Stroking the
boy's chest, I grazed my fingers over his nipples.  Sliding my hand farther
down, I jacked his cock, then squeezed and pulled on his balls.  Dylan
groaned with pleasure and thrust into my hand.

"That's it, baby.  Enjoy yourself," I instructed.  I waited a few moments,
then started slowly thrusting the small tool in and out.

"Uuuuhhhh!  Uhhhh!  Ungh!" Dylan groaned as the toy cock was repeatedly
thrust in.  He looked so sexy with that strained look on his face!  After
several minutes, the dildo was sliding freely.  Drops of precum were
leaking out of Dylan's boy-rod and dripping onto his chest.  It was time to
move on to the next size.

Leaving the three inch dildo inserted, I pulled a slightly bigger one out
of the box: four and a half this time.  The same size as Dylan's own cock,
though the silicone one was a little thicker.  After lubing the new toy up,
I pulled the smaller one out.  Dylan's hole looked undamaged.

Positioning the larger dildo at Dylan's entrance, I pushed.  Again, there
was a little resistance, but after a few deep breaths, Dylan relaxed and
his tight boy-hole stretched enough to allow entry.

"Oooooo!" Dylan gasped as he threw his head back, his bum-hole straining as
he took the larger tool.

"That's it, babe.  That's a sexy boy!" I praised as I slid it deeper into
the tight boy-chute.

"Nnnngggghhh!" Dylan moaned, as the dildo went further than my fingers had
ever managed.

I held the sex-toy in place as Dylan once more squirmed and panted whilst
he got used to the longer and thicker object.

Like before, I allowed him a few moments to get used to the invasion in his
arse.  I kissed him gently down his chest and abs.  Feeling him relax, I
started slowly working the tool in and out.

Changing the angle of entry, I managed to tap his boy-button with the
silicon cock.  Dylan was going wild.  Precum continued to leak out onto his
chest, and his moans became more and more frequent.  As the dildo continued
to stimulate his prostate, I could tell he was on the verge of orgasm.  Not
wanting him to blow just yet, I slowly pulled the phallus out.  His hole
remained open for a moment, before it instinctively closed itself and the
brown starfish winked at me.

I opened the box again.

"Is there another one?" Dylan asked.

"Aha."

"Is it bigger?"  His voice trembled nervously.

I didn't reply.  Instead I ran the six inch, black, silicon shaft along his
crack, allowing him to feel the size for himself.  Although not as big as
my own cock, it wasn't far off.

"Oooohhhhhh!" he shivered.  I looked into his eyes.  They blazed with
excitement.


***


End of chapter 14.  What do you think will happen next?
As always, feedback is greatly appreciated - andybrown2000@outlook.com