Date: Sat, 21 Mar 2015 11:47:45 +0000
From: John McQuillium <johnmcquillium@hotmail.co.uk>
Subject: Malta Holiday 2

Malta Holiday 2 - Deflowering my virgin roommate.

The following is a true account of deflowering a shy virgin 16 year old boy
I shared a room with on a two week holiday to Malta just after I had turned
16 years old.

Comments gratefully received at johnmcquillium@hotmail.co.uk

Usual blurb about don't read if you are underage, etc.

  Every holiday since losing my virginity to two 16 year old French boys
when I was thirteen and a half had involved sex and my two week holiday to
Malta was no exception.  There was a group of eight of us.  There were my
parents, my sister and her boyfriend.  Then there was a friend of my Mum's
with her son and new husband.  Her son was called Zack and we shared a room
for the duration of the holiday.  Zack and I had met about a month earlier
when my Mum's friend had gotten married after being divorced for a few
years.  Zack lived with his Dad but had come for three days to attend the
wedding.  Over those three days I found Zack was a painfully shy wallflower
lacking in self confidence.  That was at odds to my chatty, witty outgoing
but not cocky or arrogant personality.  Zack was really pale and the slim
side of average compared to my lean sports toned and tanned body on par
with Tom Daley's when he was 16.  Zack's round plain looking face had a
slightly chubby appearance mainly due to his cheeks which were the kind
mothers loved to tweak whereas mine was as cute as Alexander Ludwig's but
tanned.  He dressed dowdy whereas I dressed sporty or preppy.

Zack was crap at sports but very academic whereas I was good at both.
However there were two things Zack and I had in common.  One was Tolkien's
Lord of the Rings was our favourite book and the other was we were both
blessed with big uncut teenage cocks but I wouldn't discover that until
when on the holiday.


  During the three days Zack was visiting for the wedding any thoughts of
making a pass at him didn't cross my mind.  He wasn't ugly he was just
plain looking and he gave no hint of his sexuality as he was so shy.
Because of that he didn't appear on my sexual radar, he was just another
lad my age.  However I reassessed him on the holiday but maybe that was
because a teenage boy has sexual urges that need taking care of and I would
be sharing a room with him for two weeks.  Zack's face was the kind you
wouldn't look twice at, but if you did you'd notice the underlying cuteness
beneath it's at first glance plainness.  Zack had short hazel brown hair
with a faint hint of ginger to it.  His round pale face seemed slightly
chubby even though he was the slim side of average.  His round, slightly
pink cheeks were the chubby kind mothers loved to tweak.  He had a short
broad nose above lush pink lips that were perfect for wrapping around a
hard throbbing cock.  He had dreamy tortoiseshell eyes that you rarely got
to see as he would often divert his gaze due to lack of self confidence.
On his visit before the holiday I had only seen him fully clothed.  However
on the first day I saw him in a tee shirt and surfer shorts.  His arms were
slender and milky white with the forearms having a light dusting of fine
hairs.  From the way his tee shirt hung it looked like his chest and
stomach were as flat as a board.  His baggy surfer short gave no indication
of the impressive slab of teenage meat contained within them.  They did
however show off his round slightly squidgy arse and his pale lower legs
that had a hint of definition and a light covering of soft brown hairs.
Even then I wasn't thinking about sex with Zack but I thought we could wank
off in each other's presence rather than having to go to the bathroom every
time I needed to pop a load.


    Another reason I wasn't thinking about sex with Zack was because on the
very first day I had successful seduced our well hung bi-sexual waiter
called Paulo.  He had then in turn introduced me to his well hung gay
roommate.  On that first day I got fucked three times by Paulo and twice by
Ramon.  Read the first part of this encounter to hear about it if you
haven't done so already.  Having two well hung men 14 and 18 years my
senior on tap for regular gay sex meant I didn't need to look elsewhere.
The night of the first day I had crept into bed with a sore but satisfied
arse full of cum.  Then I fell into a deep contented sleep with cum leaking
from my arse to stain the shorts I was wearing.  The following morning I
sleepily heard my name being whispered a couple of times.  Hearing my name
had stirred me from my slumbers but I wasn't fully awake.  Then I heard the
unmistakable rhythmic shuffling of someone tossing off under the sheet.
Still half asleep but quickly beginning to realise what was going on I
turned onto my right hand side so that I was facing Zack's bed.  My
movement made Zack stop wanking his cock.  Pretending to still be asleep I
reached full consciousness but kept my eyes closed.  After a couple of
minutes I heard my name being whispered again but I continued to pretend I
was asleep.  Then the rhythmic rustling began again as Zack resumed his
wank.


  For a couple of minutes I let Zack wank by himself.

"Cool you need a morning wank too.  I was dreading going two weeks without
one."  I groggily said as if I had just woken up.

Zack practically jumped out of bed with fright and his pale face went
beetroot red with embarrassment.

"There's no need to be embarrassed as we all do it."  I said as I rolled
onto my back and took my piss preventing morning erection into my left hand
and began stroking it.

Zack's face was still bright red with embarrassment but it had an
expression of shock that another boy was wanking in the same room as him.

"What's wrong?  Have you never wanked with your mates?"  I asked when I
noticed his shocked expression.

Zack shook his head but I noticed he was watching my white bed sheet
billowing up and down as I wanked my big cock beneath it.

"I thought all boys did.  My mates and I have wank competitions like who
cums first or who cums last.  Or it could be who cums the furthest or who
shoots the most."  I said as I continued to leisurely stroke my hard
throbbing 8.5 inch erection under the sheet.

"Do you want to make it a competition or just fire one off under the
sheets?"  I asked realising he was still watching me wanking under the
sheet.

"I don't know I've never done anything like that before."  Zack replied
looking at me with meek embarrassment.

"Come on it'll be fun.  Let's go to the bathroom where it will be easier to
clean up."

 Zack seemed to hesitate but soon came around to the idea.


  The pair of us then went into the bathroom with both of us having
impressive tents in our shorts.  Zack was wearing a tee shirt as well as
shorts whereas I was just in shorts with my tanned toned upper body on
display.  Rugby, cricket, swimming and skateboarding had given me a lean
fit body that I was starting to bulk up now that I was old enough to go to
the gym.  My biceps were defined and were starting to bulk up.  My chest
was nicely sculpted and studded with two brown pointy nipples I loved
having roughed up.  My flat firm stomach was starting to form a washboard
but it hadn't grown a treasure trail yet.  My tanned legs were sexily
sculpted through sport and were dusted with blond hairs.  My shorts clung
to my firm pert bubble butt arse and hinted at the big thick cock between
my thighs.  In the bathroom I pushed my shorts down to expose myself fully
to Zack.  Of course Zack had seen other boys naked before in the school
showers after PE but he'd never seen another boy naked and hard.  His gaze
was fixed on my tanned fat 8.5 inch cock that dangled down under its
impressive length and meaty girth.

The fat shaft was nicely veined with my tanned foreskin just covering the
crown of my large swollen knob.  Above my big boy cock was a small but
dense trimmed short bush of blondish brown pubes.  Behind were big very
productive balls in a lightly pubed sack.  As Zack stared at my cock I
tried to work out if it was a sexual stare or if was just a curious stare
of comparison.


  For a few seconds I let Zack stare at my hard cock before telling him to
get naked.  That broke his stare and made his pale face flush red with
embarrassment again.  After briefly hesitating Zack began to pull off his
tee shirt.  First he exposed his pale stomach which had the faintest traces
of lingering puppy fat.  He too had no treasure trails yet and had an innie
belly button.

Then his milky white chest came in to view which was as flat as a board and
studded with two pink nipples.  As he lifted his tee shirt over his head he
exposed his armpits that had a small tuft of sweat matted brown hairs in
each one.  Then I saw all of his pale long slender shapeless arms.  Zack
then hesitated again before pushing down his shorts.  He had a broad but
thin bush of dense unkempt brown pubes.  Zack might have been of plain
appearance but his cock wasn't.  It was thicker than average for a 16 year
old boy but not as fat as mine.  It was also above average for a boy our
age in terms of length as well.  It easily matched my own 8.5 inch cock but
whereas mine was as deeply tanned as the rest of me Zack's cock was the
same pasty white as the rest of him.  The thick shaft was nicely veined
with two prominent ones running down each side.  He was uncut with his pale
foreskin covering all of his swollen knob with a bit to spare.  Zack's cock
dangled down under its impressive length and meaty girth.  He had big balls
behind dangling in a loose sack.  My gaze then took in his pale slim legs.
There was a tad of definition to his lower outer thighs just above his
knees with hairless upper legs and a light smattering of brown hairs on his
lower legs.  All in all his body wasn't much, his round face was a bit
plain with faint underlying cuteness but he won on his cock alone.  There
was also my strong suspicion he was a virgin so might be more willing to
try a bit of boy on boy action.

"Cool you have a big cock too.  Do you want to measure?"  I asked.

Zack didn't reply so I took matters, or should that be members into my own
hands.  After standing in front of Zack I used my left hand to lift our
hard cocks up so they were side by side with our knobs touching each
other's stomach.  Our cocks were of equal size at 8.5 inches long.


  Barely had my hand and hard cock touched Zack's cock and he was
orgasming.  His big cock twitched as it powerfully blasted out ten large
squirts of thick creamy white cum that soaked my blondish brown pubes and
my tanned stomach.

"Oh my god I am so sorry."  Zack exclaimed as he stepped back in shock.

"It's just no-one has ever touched me there before."  He added with his
face so red with embarrassment you could have fried an egg on it.

"Except yourself."  I joked.

So Zack had spunked up at the faintest touch from another boy I thought to
myself.  Was that because it was a boy touching him or was it because it
was just someone other than himself touching him there?  It was time to see
how far I could push this shy virgin boy whose sexuality I didn't know.


  With the fingers of my left hand I scooped some of Zack's spunk from my
pubes and stomach.  Once they were liberally coated in his cum I wrapped
them around Zack's thick 8.5 inch virgin cock and began to wank it.  He
looked at me in shocked disbelief with his round face still bright red with
embarrassment but he didn't stop me so I continued to wank his cock.

"Feels good doesn't it?"  I asked after wanking Zack for a minute or so.

In that time he hadn't protested or made any attempt to stop me.  He just
looked down in shocked disbelief to watch my tanned hand coated in his own
cum wanking his big pale cock.

Zack nodded an affirmative but still continued to watch me wanking his
cock.

"This will feel even better."  I said as I dropped to my knees.

"What are you doing?"  Zack said as he took a step back in shock when I
went to take his big teen cock into my mouth whose hunger for cock and cum
overrode all rhyme and reason I might have had in trying to seduce a boy
I'd be sharing a room with for the next two weeks and whose sexuality I
didn't know.

"Trust me this will feel way better than me wanking your cock."  I said as
I wasn't going to give up that easily.

"Don't worry it won't make you gay.  If it bothers you just shut your eyes
and imagine it's a girl sucking you off."  I added.

Zack took another step back which backed him up against the wall.  He could
have easily ducked to either side but he remained backed up against the
wall as I shuffled on my knees towards him.  My left hand lifted up his big
thick pale cock that was coated in his own cum and aimed it at my mouth.


  With his cock aimed at my mouth I looked up and saw Zack was looking down
at me with the same expression of shocked disbelief.  Peeling back Zack's
long pale foreskin I exposed his swollen pink knob.  Holding the gaze of
his tortoiseshell eyes I took his swollen knob into my mouth.  Those same
eyes rolled back in his head when I started to strongly suck his sensitive
knob as I flicked it with my tongue.  For the first time in his 16 year old
life he had his cock in someone's mouth.  As I sucked his knob I braced my
hands on the wall either side of Zack's body to lock him in place and
prevent him from escaping.  Zack was stood lifelessly with not an ounce of
fight in him.  Was this because he wanted me to suck him off or was he too
shy and lacking in self confidence to battle a boy who although the same
age as him was stronger than he was?  Either way I didn't care as I just
wanted to suck his big cock and drink his cum and I didn't have to wait
long.


  Despite having just cum, Zack shot off again within five minutes of me
sucking his knob.  He tried to push me away which I thought was him coming
to his senses and trying to get out of being sucked off by another boy.
But I wasn't going to give up that easily and I braced myself more firmly
against the wall.

"Please stop."  Zack pleaded in a squeaky voice.

It was then that I recognised the expression on Zack's face.  He wasn't
trying to run because he was a straight boy coming to his senses and trying
to get away from another boy sucking his cock he was trying to get away
because he was about to cum in my mouth.  This just made me suck his
swollen knob harder.

"No."  Zack whimpered as if forbidding his orgasm to happen but nature was
already running its course.

His knob swelled even larger in my mouth as it powerfully squirted a large
rope of thick salty sweet schoolboy spunk onto my tongue.  Immediately its
flavour fired off my taste buds.  The first bolt was followed by nine more
of equal quantity and power.  As Zack spunked up in someone's mouth for the
first time he whimpered in sexual ecstasy and release with his slim pale
body shuddering.  When Zack's copious orgasm ended I deep throated all of
his 8.5 inch cock.  His swollen knob plugged my throat and I squeezed the
muscles back there on it.  My nose was pressed in his dense unkempt bush of
brown pubes which erotically stank of teen boy sweat and aroused
pheromones.

"Oh wow."  Zack gasped which I didn't know was because of his orgasm or
because I had deep throated his thick 8.5 inch virgin cock.


  After swallowing Zack's big teen boy cock whole I launched into a deep
throat blow job.  My rapidly bobbing mouth coated the full length of Zack's
long hot hard throbbing cock with his own cum and my saliva.  Being 16
years old Zack didn't lose his hard on despite having cum twice in quick
succession and he didn't need a break to recharge.  He was so lost in his
dual orgasmic high he was powerless to stop me sucking his cock even if he
had wanted to.  His tortoiseshell eyes were glazed and half rolled back.
His round face was flushed pink from orgasm and had a far away expression.
As for me I was getting a kinky thrill from giving a 16 year old boy, whose
sexuality I didn't know, his first ever blow job.  As I bobbed my hot wet
strongly sucking mouth up and down the full length of Zack big throbbing
cock I realised he wasn't quiet as plain looking as I had first thought.
The underlying cuteness of Zack's face was showing through now that I was
taking the time to look.  His cock was leaking lots of pre-cum that mingled
with the lingering taste of his spunk.  His sweaty horny aroused teen boy
scent flooded my nostrils.  My tightly clamped lips loved sliding up and
down his long thick throbbing cock shaft as my tongue tickled the
underside. Even though I didn't know Zack's sexuality he was so shy and
timid and a virgin to boot I was going to see how far he would go sexually
with another boy.


  As Zack had already had two hair trigger orgasms in quick succession his
third one was longer in coming.  This was great for me as it gave me more
time to enjoy sucking Zack's big sexy teen boy cock.  My tongue was buzzing
from lingering taste of his cum and the fresh taste of his leaking pre-cum.
My lush lips were wanking the long thick shaft of his veiny cock as my
tongue tickled it.  As I rapidly bobbed my hot wet mouth up and down Zack's
big cock I strongly sucked it.  This time it took Zack over fifteen minutes
to cum.  This time he didn't try to stop me and he couldn't back away as he
was already pressed up against the wall.  He did however warn me he was
about to cum.  This gave me time to pull my mouth up and just suck his
swollen knob in readiness to accept his spunk.

"Cumming."  Zack then whimpered as his body locked solid.

His knob swelled even larger in my mouth as it began powerfully squirting
thick salty sweet teen boy spunk into my hot wet strongly sucking mouth.
His slim body started shuddering as his orgasm hit.  Even though Zack had
already cum twice he still managed to powerfully pump ten large squirts of
thick salty sweet schoolboy spunk into my mouth.  Zack whimpered in sexual
ecstasy and release as he flooded my mouth with delicious cum.  When his
orgasm ended I pulled my mouth of Zack's cock and swilled and savoured his
spunk before swallowing it.

"Next time you need a wank let me know and I'll give you a blow job
instead.  You can shower first."  I said still savouring the lingering
taste of his cum.


  Leaving Zack to get showered I returned to the bedroom and laid on the
floor.  Then I flung my legs over my head so my fat 8.5 inch cock was
dangling above my face.  Taking my swollen knob into my mouth I began to
strongly suck it as I wanked the fat base.  As I was so turned on from
having sucked off a virgin boy it only took me five minutes to cum.  As my
spunk flooded my mouth its familiar taste fired off my taste buds.  When my
orgasm ended I lay on my bed naked waiting for Zack to finish showering.
Zack returned wearing a towel and seemed back to his shy modesty despite
what we had just done.  However I was sure he sneaked a peek at my now limp
naked cock.  When I returned to the bedroom bullock naked after showering I
noticed Zack sneak another peek which started to get me debating his
sexuality.  Zack was already in a tee shirt and surfer shorts so I pulled
on my Speedos which my big limp cock and pert bubble butt arse packed out
nicely.  Then I pulled on a tee shirt and surfer shorts before the two of
us went down to breakfast.  At the table I gave Paulo a sly wink and
suggestive stare.


  After breakfast the adults went sightseeing whereas we four youngsters
hit the beach.  At lunchtime we went in to eat before going back to the
beach.  Around 2PM it started to get too hot and the sun too strong so we
went in.  No doubt my sister and her hot boyfriend would be getting down to
business and I debated on whether to try something more with Zack or go to
Paulo's room for guaranteed sex.  In the end I decided to try it on with
Zack and if I didn't get anywhere I would go to Paulo.

"Do you want another blow job?"  I asked.

"Can I?"  Zack asked excitedly.

"Sure."  I replied.

Before going over to Zack I grabbed my tube of lube just in case I could
get him to go further than just letting me suck him off.

"Get naked."  I told Zack as I pulled off my Speedos which were the only
item of clothing I was wearing.

Zack stripped out of his tee shirt and surfer shorts and I saw his cock was
already starting to chub up.


  By the time I was knelt between Zack's legs his cock was already at half
mast.  With my left hand I peeled back his pale foreskin, aimed his
semi-hard cock at my mouth and took in its tip.

Then I began sucking his swollen sensitive knob.  Zack's cock rapidly
swelled to its full 8.5 inch hardness and when it had done so I gobbled it
right down to the pubed base.  With his swollen knob plugging my throat I
squeezed the muscles back there on it as I ground my lush lips around the
base and flicked it with my tongue.  Then I started deep throating Zack's
thick throbbing 8.5 inch cock.  Although I was relishing sucking Zack's
cock my arse started itching.

Plus there was the kinky thrill of sucking a virgin schoolboy whose
sexuality I was still uncertain of.  Soon the itch in my arse and urge to
deflower a virgin overcame me.  Pulling my mouth up to suck his swollen
knob I began greasing his long thick cock with lube.  Zack didn't question
what I was doing but I didn't know if that was through sexual naivety or if
he knew what was about to happen and wanted it to do so.  Once his shaft
was lubed I did his knob and then moved up to straddle his waist.

"What are you doinnnnnng?"  Zack moaned as I impaled my arse on his virgin
cock.

His swollen knob popped past my sphincter which made it tingle.  It then
punched open the walls of my arse as I sank it on his hot hard throbbing
8.5 inch cock.  Then I began vigorously bouncing my hot wet tight arse on
his big cock to make sure the pleasure kicked in before the possible
disgust of Zack having his cock in another boy's arse.  Zack was either too
stunned or too shy to protest.  Either that or it was what he wanted.  It
was time to find out.

"How does this feel compared to a blow job?"  I asked as I continued to
vigorously bounce my arse on his hot hard throbbing cock.

"Oh wow."  Zack moaned.

"Have you fucked anyone before?"  I asked.

Zack shook his head as he was to lost in the pleasure of having a hot wet
orifice wrapped around his cock to orally reply "Well when you pop a load
in my arse you won't be a virgin anymore."  I said.

As Zack didn't protest he was either gay/bi or straight but so eager to
lose his virginity he didn't mind losing it in another boy's arse.


  For about ten minutes I bounced my hungry arse on Zack's big thick teen
boy cock.  Then I decided that if Zack was to lose his virginity he should
be in the driving seat. When I pulled my arse off Zack's cock he had such a
disappointed expression on his plain but kind of cute face.

After flipping onto my back I pulled my tanned sports toned legs into my
chest and out to the sides offering Zack my pert arse.

"Fuck me."  I lustfully begged.

Awkwardly Zack got into the push up position above me and sank his thick
8.5 inch cock ball deep into my arse.  He then began to fuck me.  It took
him a while to pick up a rhythm but natural instinct soon replaced his
inexperience.  Within five minutes Zack had gotten the hang of it and was
vigorously fucking me.  Zack's pale, slightly cherub face was now flushed
from the physical exertion of fucking for the very first time.  As he
fucked me I still debated his sexuality.  He hardly held my gaze but
whether that was because he was straight and didn't want to be reminded he
was fucking a boy's arse or if it was down to his natural shyness.  He made
no attempt to kiss me and nor I him in case it scared him off.  His slender
arms and flat chest weren't much to play with but I caressed them anyway.
As he fucked me I flexed and squeezed my arse on his vigorously thrusting
thick 8.5 inch virgin cock.


  The first five minutes I bounced my arse on Zack's cock before offering
it for him to take.

Zack then fucked me for a further fifteen minutes.  By the end he had
gotten the hang of it and was fucking me with eager vigour.  His thick
veiny 8.5 inch cock was a blur as it rapidly pounded my arse.  The thick
thrusting shaft of his big teen cock made my stretched sphincter burn with
pleasurable friction.  The walls of my arse throbbed with pleasure from
being repeatedly punched open by his cock.  My prostate was pulsing from
the battering it was taking which made my cock leak copious amounts of
pre-cum.  Then the tell tale signs of the battle against impending orgasm
spread across his face which was becoming sexier in my appreciation despite
its pale plainness.  Zack was fucking for the very first time and wanted it
to last but his inexperience and nature took its course.  His fucking pace
increased still further and his breathing became more laboured.  Then he
started groaning as his warm cum flooded into my arse.  Zack continued to
fuck me with deep hard thrusts as he powerfully squirted ten large jets of
cum into my arse.  As he orgasmed I flexed and squeezed my arse on his cock
to milk him dry.  When Zack's orgasm he collapsed on top of me totally
drained.

"How was that compared to a blow job?"  I asked.

"Oh wow."  Was all Zack could reply.


  It took Zack a few minutes to savour and recover from his orgasmic high.

"I've wanted to do that for so long."  Zack breathlessly said.

"To fuck or to fuck a boy?"  I asked to finally find out his sexuality.

"To fuck a boy, I'm gay too. How did you know?"  Zack said.

"I didn't.  I'm just a horny sod who tries it on with any cute boy.  Anyway
even some straight boys are up for another boy sucking them off so I had
nothing to lose."

"You've sucked off straight boys?"  Zack asked in surprise and admiration.

"Yeah I spend most lunch hours giving blow jobs in the school toilets."  I
replied as I continued to flex and squeeze my arse on Zack's spent but
still hard and throbbing cock.

"Do you want me to fuck you now?"  I added.

"Will it hurt?"  Zack asked.

"Yes as it is your first time but there are things I can do to make it
easier.  It'll hurt to start with but will then feel better and the more
you get fucked the better it gets."  I replied.

"OK."


  Zack pulled his cock from my contented cum filled arse and went to the
toilet for a post orgasm wee and clean his cock of cum and lube.  When he
returned he was apprehensive about being fucked for the first time
especially by a cock as big and thick as mine.  Zack got back onto his bed
beside me and I climbed on top of him.  Looking down at his face its
underlying cuteness was becoming more and more obvious despite it's at
first glance plainness.  His short brown hair had a slight ginger tinge.
His tortoiseshell eyes expressed lust, shyness and apprehension.  His round
cherub face had returned to it milky white paleness from the flushed red of
orgasm.  The British porn star Jake Smith reminds me a lot of Zack.  Zack's
lush pink lips were so inviting and I couldn't help but give Zack his first
ever sexual kiss.  Zack was stunned to start with and his lips were passive
and unmoving but eventually he began to return my kiss.

Soon we were snogging away like long lost lovers with our tongues fencing.
Even though Zack had cum he was so into being kissed for the very first
time his cock was hard and throbbing against my own erect cock.


  For several minutes Zack and I passionately kissed but I had a cherry to
pop but I wanted his first time to be memorable rather than a quickie.
Breaking our kiss I pushed his pale slender arms above his head.  His pale
armpits had small tufts of sweat matted auburn hair.  Diving into his left
armpit I began to greedily lick it clean of tasty salty teen boy sweat as I
drank its erotic aroma.  Zack purred with pleasure not realising that
having his armpit licked could feel so good.

Once I had licked it clean I licked to his left nipple which I licked,
sucked and gently nibbled before moving to his right which got the same
treatment.  Then I licked his right armpit clean of delicious sweat before
licking my way to the middle of his chest and began descending southward.
Even though Zack's big cock was hard and inviting I bypassed it as I had
virgin arse to eat.  Pushing up Zack's legs I exposed his slightly squidgy
pale arse which was dusted with auburn peach fuzz.  His pink arsehole
looked so delicious and tight.  Diving in I began eagerly rimming Zack's
virgin arse.  To start with I gave his arse crack long licks from the base
of his spine to his big balls.  Zack began to purr with pleasure not
realising how good having his arse licked could be.  As I licked his arse I
savoured its sweaty taste and felt his virgin sphincter quiver.  Although
Zack was purring with pleasure he was also apprehensive at losing his
virginity especially to a cock as big and thick as mine.  My licks became
shorter as I homed in on his arsehole.  Soon I was sucking, chewing and
licking it.  That had Zack squirming about and loudly moaning with
pleasure.  Hiss tight arsehole was quivering like mad but also started
loosening up.


  For several minutes I greedily licked Zack's virgin arsehole before it
was time to up the ante.

Squirting some lube onto the fingers of my left hand I began finger fucking
Zack's totally virgin arse.  Even before I lost my virginity at thirteen
and a half I had experimented with sticking things up my arse but Zack
hadn't.  His arse so far had only been one way but I was going to fix that.
When I pushed my middle finger into his arse his sphincter clamped shut on
it.  However it relaxed slightly and Zack moaned with pleasure when my
fingertip brushed over his prostate.

Then I began to thrust my middle finger in and out of Zack's hot wet virgin
arse.  As I did so I sucked on his hot hard cock.  Being a teenage boy
meant Zack had vigour and hadn't lost his hard on despite having cum in my
arse.  That youthful vigour meant I would suck another load out of him
before I popped his cherry.


  For twenty minutes I greedily sucked on Zack's big thick cock as I finger
fucked his virgin arse.  The more his tight arse relaxed the more fingers I
added.  When Zack came in my mouth I was thrusting all five bunched digits
into his arse down to the base knuckles.  As I thrust my fingers in and out
I massaged his prostate which had him purring with pleasure and leaking
copious amounts of tasty pre-cum.  The more I looked at Zack's at first
glance plain face the more I realised its underlying cuteness.  It was
currently scrunched up as he fought his impending orgasm.

"I'm going to cum."  Zack moaned as I felt his body tense and his arse
clamp on my fingers.

Zack give me enough warning for me to pull my mouth up to just suck his
swollen knob as his orgasm hit.  Zack began powerfully squirting eight
large jets of thick salty sweat schoolboy spunk that coated my tongue and
fired off my taste buds.  Zack's slim body shuddered and he loudly groaned
in sexual ecstasy and release as he unloaded in my strongly sucking mouth.
As Zack spunked up in my mouth I held his gaze.  His plain but kind of cute
face was flushing red with orgasm and had a look of sexual bliss.  His
tortoiseshell eyes burned with lust but were glazed in sexual ecstasy.


  When Zack's orgasm ended I pulled my cum laden mouth off his spent cock
and then climbed up his body.  Then I gave Zack a cum kiss, sharing his own
spunk with him.  As I did so I popped his cherry.  As Zack was lost in his
orgasmic high I gently thrust my fat 8.5 inch into his virgin arse.  As we
were kissing Zack muffled a moan discomfort as I popped his cherry.  My
bulbous knob popped passed Zack's virgin tight arsehole.  It then clamped
around my fat cock shaft in a vice like grip.  To allow his breached
arsehole to recover I held my cock still.  His virgin sphincter had a
strangle hold on my fat cock shaft just below the swollen head.  The hot
wet tightness of Zack's virgin arse soaked into my sensitive knob.  When I
felt Zack's arsehole relax a bit I pushed more of my big cock into Zack's
arse.  Half way in Zack tensed up again and muffled another moan of
discomfit so I held still.  When Zack relaxed again I forced the rest of my
fat 8.5 inch cock ball deep into his arse.  My bulbous knob lodged in the
tight entrance to his colon as the hot wet virgin tightness of his arse
soaked into my throbbing cock.

Pausing to allow Zack time to recover from having his virgin arse breached
for the first time I began to fuck him with slow gentle deep thrusts.  I
would pull back until just my swollen knob was inside his virgin tight hot
wet arse before thrusting back in ball deep.  His tight sphincter wanked
the long fat shaft of my cock as I slowly thrust in and out.  Whenever I
bottomed out the entrance to his colon squeezed my swollen knob.  It was
obvious Zack was in discomfort but he didn't ask me to stop or pull out.
His face winced and he groaned yet he still let me fuck him.


  After about ten minutes I had fucked Zack over the pain barrier.  Being
fucked for the first time had hurt Zack to start with but now he enjoying
it.  His face stopped wincing and his moans of discomfort turned into purrs
of pleasure as he began to realise how good being fucked felt.  My bulbous
knob punched open the walls of his throbbing arse and lodged in the tight
entrance to his colon.  His virgin tight sphincter gave the fat shaft of my
thrusting cock a great wank job.  The ridge of my bulbous knob scraped up
and down the walls of Zack's arse.

Zack's cock which hadn't lost its hardness throbbed every time my bulbous
knob scraped over his prostate.  Zack's tortoiseshell eyes burned with lust
and his pale cherub cute face had expressions of sexual pleasure as I
fucked him.  His pale hands groped my tanned toned chest or tense biceps.
On top of the physical pleasure of fucking Zack there was also the kinky
thrill I was taking his virginity and popping another of his cherries.  The
only one left was for him to suck me off.


  For a good thirty minutes I fucked Zack's virgin arse.  Zack's pale round
cherub face was now really appealing to me.  It wasn't as plain as I first
thought with its cuteness showing through now that I was taking the time to
look.  From the look in his eyes Zack fancied me and the expression on his
face let me know he was enjoying being fucked for the first time.  Zack
might have been a virgin but over that two week holiday we practically had
non-stop sex.  Although I had started fucking Zack slow and gentle by the
time I was ready to cum I was vigorously pounding his arse without mercy.
Zack's virgin tight sphincter was wanking my rapidly thrusting cock as the
hot wet walls of his arse caressed my swollen sensitive knob.

"I'm going to cum."  I moaned when the pressure in my balls reached boiling
point.

Zack just moaned.  For a minute or so I managed to hold back but the
pleasure of fucking Zack's hot wet arse got too much.  My bulbous knob
lodged in the tight entrance to his colon as it powerfully squirted the
first bolt of cum deep into him.  Then with deep hard thrusts I powerfully
squirted ten large jets of cum into Zack's arse.  He purred with pleasure
as he felt cum flood into his arse for the first time taking the last
remnants of his arse's virginity.  My spunk flowed around my thrusting cock
as I orgasmed inside him.


  When my orgasm ended I sank my fat 8.5 inch cock ball deep into Zack's
cum filled arse and held it there.

"How did you like being fucked?"  I breathlessly asked Zack.

"It hurt to start with but then it started feeling so good."

"It gets easier the more you get fucked and I'll be fucking you lots."

"Cool."  Zack replied with an eager grin.

"Do you want to fuck me again?"  I asked.

"Yes."  Zack eagerly replied.

"I have a feeling neither of us is going to need a wank on this holiday."
I said which made Zack chuckle.

"What do you think of our waiter?"  I asked as I pulled my big thick cock
from his deflowered arse.

"What do you mean?"  Zack asked puzzled.

"I had sex with him and his roommate last night and wondered if you wanted
to join us.  They both have big cocks."

"No way."  Zack said in shocked surprise.

"Yes way."  I said as I rolled onto my back and offered Zack my arse again.

Aren't they a bit old?"  Zack asked as he got into the push up position
above me.

"Paulo's 30 and his roommate is 34 but they are both sexy, well hung and
great fuckers.  No worries if you're not interested as I can have sex with
them after having it with you."

"I'll think about it."  Zack said.


  Zack then thrust his thick 8.5 inch cock ball deep into my sloppy arse
with his cum from our earlier fuck bubbling around his cock.  My arsehole
tingled with pleasure when Zack's swollen knob popped past it and that was
maintained as his long thick cock sawed against it.  His knob punched open
the walls of my arse and tickled the entrance to my colon when he bottomed
out.

"Fuck me hard."  I lustfully begged and Zack eagerly obliged.

Zack might have been sexually inexperienced but natural instincts and horny
teenage vigour kicked in and he began to fuck me fast and hard.  Feeling
his thick 8.5 inch cock pounding my pussy boy arse felt so good.  There was
the pleasurable friction in my stretched arsehole as his cock rapidly
thrust in and out.  The walls of my arse throbbed with the pleasure of
being repeatedly punched open by his big thick steely hard cock.  My
prostate pulsed from the battering it was taking which had my cock leaking
lots of pre-cum.  Zack's rapidly thrusting groin was spanking my pert
upturned buttocks.  The room echoed our uninhibited moans of sexual
pleasure and erotically stank of teen boy gay sex.  My eyes took in the
cuteness of his cherub face that was flushed with physical exertion.  Why
it had taken me so long to notice his sex appeal I don't know but I
intended to make up for it.  My tanned hands caressed his pale slender arms
and stroked his flat chest.  As Zack vigorously fucked me I told him how
sexy he was and how good it felt to be fucked by him.  Zack confessed I had
been a wank fantasy of his since we met.  It turned me on that virgin Zack
had loads of wanks thinking about sex with me and now he was living it for
real and no longer a virgin.


  The number of orgasms I'd given Zack that day meant he lasted much longer
this time.  He fucked me hard for a good thirty minutes and made my arse
feel so good.  As he pounded my arse I flexed and squeezed it on his cock
to increase the pleasure for both of us.

"Oh I'm going to cum."  Zack moaned maintaining his rough hard vigorous
fuck.

"Yeah cum in my arse."  I lustfully begged as I increased the tempo of
flexing and squeezing my arse on his big thick thrusting cock.

Zack then began groaning with sexual ecstasy and release as his orgasm hit.
Zack carried on fucking me with deep hard fast thrusts as he began
powerfully squirting jet after jet of cum into my arse to mingle with the
load he'd already fired up there.  As for me I couldn't help but purr with
well bred pleasure as I felt Zack pump ten squirts of cum into me.  When
his orgasm ended Zack collapsed on top of me in a sweaty heap.  To prolong
his orgasmic high I continued to flex and squeeze my arse on his spent but
still hard cock.


  It took Zack a few minutes to recover.

"Do you want to give your first blow job?"  I asked Zack as he pulled his
cock from my arse.

If Zack had lasted a few more minutes he might have fucked the cum out of
me.  The pounding his big thick cock had given my pulsing prostate had
brewed up a large load in my big productive balls that I needed to unload
in a hot wet orifice.  Although it was tempting to fuck his arse again
giving his first blow job was the only remaining cherry he had.  Beside it
would be hot to watch his pale cherub cute face sucking on the end of my
tanned thick cock.  Zack climbed down my body until his face was above my
achingly hard cock.  He gripped it in his right hand and gave it a few
wanks.  The paleness of his hand contrasted with my tanned cock.

Zack watched my tanned foreskin peel back and forth over my swollen knob
that glistened with pre-cum.  Zack then stuck out his tongue and
tentatively licked the pre-cum from his knob.

Even most of the straight guys I've spoken to have tried their cum at least
once in their lives but despite being gay Zack had never had the urge to
taste his cum.  However that day we had shared a couple of cum kisses so he
was beginning to develop a state for it.  His tentative licks become more
eager as he got into the taste of my pre-cum.  Then his licks became sucks
as he took my bulbous knob into his hot wet mouth.

"Mmm that feels good."  I said as his tortoiseshell eyes had a question
look to ask if he was doing OK..

Zack then began bobbing his hot wet sucking mouth up and down the top
couple of inches of my fat 8.5 inch cock.  It was a bit awkward at first
but he started getting the hang of it.  His lush pink lips were perfect for
sucking cock and gave my throbbing shaft a great wank job.  The hot wetness
of Zack's mouth soaked into the head of my cock as he strongly sucked it
and tickled it with his tongue.


  Zack's inexperience meant he was far from the best cock sucker but he had
fucked me to the brink of orgasm.  Plus what he was doing to my cock was
enough to finish me off.  Plus there was the erotic sight of his pale
cherub cute face sucking on the end of my fat 8.5 inch cock.

"I'm going to cum."  I said giving Zack enough time to pull off my cock in
case he didn't want me to cum in his mouth.

Luckily Zack carried on sucking.

"Here it comes."  I groaned as my sports toned teenage body locked solid.

Then I began shuddering and shaking as I powerfully spunked up into Zack's
sucking virgin mouth.  Zack's tortoiseshell grew wide with surprise at the
intensity and volume of my copious orgasm however he took it all.  I felt
my warm cum bubble around my knob as I powerfully blasted ten large ropes
into his mouth.  When my orgasm ended Zack pulled his mouth off my cock.
He then swilled and savoured my cum before swallowing.  Zack had now lost
all his gay cherries, he'd sucked cock and being fucked plus he had been
sucked off and he had fucked arse.

"How do you like the taste of cum?"  I breathlessly asked.

"Tasty."  Zack replied with a cheeky smile on his face.

Zack and I then snuggled for a while before squeezing in fucking each other
again before dinner.


   I hope this one got you off and you're sat there splattered in cum.  If
you did please let me know at johnmcquillium@hotmail.co.uk as although I
enjoy reliving it and writing it up it is nice knowing people read it.
Check out my other true encounters in the Sexual Experience folders on the
Gay Adult/Youth, Bi-sexual Adult/Youth, Gay High School and Bi-sexual High
School archives or search for John Mcquilliam under prolific authors