Date: Fri, 27 Feb 2015 09:14:07 +0000
From: John McQuillium <johnmcquillium@hotmail.co.uk>
Subject: Malta Holiday Part 1 - Bedding the well hung waiter

Malta holiday 1 - Bedding the well hung waiter and his roommate.

The following is a true account of the sex I had on a two week holiday to
Malta just after I turned 16 years old.

Comments gratefully received at johnmcquillium@hotmail.co.uk

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

Also why not make a small donation to Nifty so they can keep up the good
work.

  Every holiday I have been on since I was thirteen and a half, when I got
cherry popped by two 16 year old French boys, has involved sex and this
holiday to Malta proved no exception.  On the very first day I pulled one
of several guys I'd end up having sex during my brief time there.  The
first guy was our bi-sexual waiter who seeing my older sister all lovey
dovey with her boyfriend turned his amorous and lustful gazes to me and the
other 16 year old boy that was with us.  As he introduced himself his
crotch was at my eye level and I couldn't help but check out the bulge in
his tight black trousers and a very impressive bulge it was too.  His face
wasn't that bad either.  It wasn't stunningly sexy but nice enough to hold
my interest.

  We were a group of eight.  My sister had brought her boyfriend along and
they had a double room of their own.  My parents had another double room.
Zack and I were sharing a twin room.  The remaining two were Zack's mother,
a good friend of my mother's and her new husband.  Virgin Zack would also
become one of my sexual conquests on that holiday but that is for the next
write up.  When I see a guy I fancy I flirt frivolously even if I had no
hint of their sexuality.  Nothing ventured, nothing gained; I just make
sure I did it in situations where I couldn't be queer bashed or at least be
able to hold my own if they tried it.  Should Paulo our waiter be a staunch
homophobe he could hardly beat the crap of me or throw verbal insults at me
in a packed dining hall if he took offence at my blatant flirting with him.
Luckily thought breakfast he seemed to return my lustful suggestive stares
and the occasional twitch of his huge but still limp cock didn't go
unnoticed on me.  As for me I had a stonking erection under the table and a
huge pre-cum stain forming on the left leg of my surfer shorts.

  After breakfast we returned to our rooms and I locked myself in the
bathroom and had a wank whilst sucking my bulbous knob.  Despite the fact
it normally takes me age to cum I was so horny I was spunking up in mouth
after ten minutes.  The all too familiar taste of my salty sweet schoolboy
spunk flooded into my mouth and I imagined it was Paulo's man spunk.  "I
hope you didn't do a stinker in there, you took ages."  Zack said when I
finally emerged from the bathroom.  "No it was a different kind of relief I
needed."  I said with a sly smile.  Zack's pale round face started off with
a puzzled expression which turned into one of shock when he realised what I
had implied and that then turned into an expression of minor embarrassment
with his chubby cheeks glowing pink.  Zack and I were opposite personality
wise and we had only met once before which was over the course of three
days a month earlier when his mum had remarried.  Zack arrived the day
before the wedding and left the day after.  During those three days I had
already clocked that Zack was very shy and lacking self confidence.
Despite being the slim side of average he hid his body in baggy
unfashionable clothes.  His round pale face had a slightly chubby
appearance, mainly due to the types of cheeks mothers love to pinch and
wiggle.  It was the kind of face you wouldn't give a second glance to but
if you did bother to look again you could see there was an underlying
cuteness to it.  As Zack was a bit of a plain Joe I hadn't made any sexual
advances on him and my Gaydar failed to ping as Zack kept his latent
homosexuality tightly locked up from fear of being found out as gay.

  On the beach I got to see Zack's body for the first time.  He went down
wearing a Panama hat, tee shirt and baggy surfer shorts.  Unfortunately for
Zack he had the kind of milky white English skin that can get sun burn from
sitting next to a candle.  He set his sun lounger up under a parasol but as
it was hot he took his tee shirt off.  His body was fairly plain and
indifferent.  He had pale slender arms, his chest was flat and shapeless
and there was the tiniest hint of puppy fat lingering on his belly.  His
pale legs were lightly dusted with light brown hairs and fairly shapeless,
although there was a hint of definition to his outer thighs just above his
knees.  His plain round face was topped with short light brown hair that
had a slight copper hue.  Seeing him in just his shorts made me reassess
him for the better.  Sure he was no stunner with a fairly plain face and
indifferent body but the more I looked at him I began to see the subtle
cuteness coming through.  Maybe I should try something on with him
especially as we'd be sharing a room together for two weeks.  Even if he
was straight I might convince him to wank together or have wanking
competitions.  It would sure save me having to lock myself in the toilet
for the necessary several wanks a day I needed.  From his painful shyness
it was a 99.9% certainty he was still a virgin which might make him more
game and easier to bed.  However there was another more worthy conquest I
had planned first and that was to either get myself into our waiter's bed
or him into mine.

  During lunch my flirting with Paulo continued by me suggestively sucking
a lollipop.  The adults were busy chatting away, my sister and her
boyfriend were busy sucking each other's tongue and I doubted virgin Zack
even knew what I was doing.  It had the desired affect and the bulge in
Paulo's trousers accidentally brushed against my shoulder several times as
he bent over the table to serve us.  His dark brown eyes also burned with
lust and sexual hunger and his pinkish brown lips often turned up into a
seductive smile when our gazes met.  The age of consent in Malta regardless
of sexuality is 18 so Paulo was running a big risk in letting a freshly
turned 16 year old boy openly seduce him in a packed room.  After we
finished lunch I deliberately left my sunglasses on the table.  Once we had
left the dining room I told everyone I had left them behind but none of
them were paying attention anyway.  Paulo was at our table stacking the
dirty dishes.  "So what time do you finish?"  I asked in my best male
Lolita voice as I picked up my sunglasses.  Paulo looked nervously about as
he decided if he was going to take the dangerous plunge of going with
someone two years underage, a boy at that too in largely Catholic country.
"I've a three hour break from 2PM."  Paulo whispered before telling me his
floor and room number.  With a smug grin I strutted off to the beach like a
Mountie who always gets his man.

  Just after 2PM I left Zack asleep in the shade and went to find Paulo's
room with my mouth watering, my arse itching and my cock throbbing.  When I
was 16 years old my face was as cute as Alexander Ludwig's and my body was
as tanned and toned as Tom Daley's when they were both 16.  My light blond
hair was spiked up at the front and I had blue come to bed with me eyes and
lush red cock sucker's lips.  My beach towel was wrapped around my waist
and held out in front as in eager anticipation my fat 8.5 inch cock was
achingly hard and poking out of the left leg of my black Speedos so needed
covering.  When I knocked on Paulo's door he answered by furtively sticking
his head out into the corridor to make sure no-one noticed me go in.  The
staff rooms were small with communal female toilets and showers at one end
of the floor and males at the other.  Inside the rooms were two single beds
with a bedside table at each, two single wardrobes, a desk and a chair.
But I wasn't there to admire the decor.  "We must be careful as the age of
consent in this country is 18 for all."  Paulo said with doubt in his voice
as he debated if he still had time to pull out.  "I might only be 16 but I
know what I'm doing."  I seductively said as I began unbuttoning his crisp
white short sleeved shirt to reveal his upper body beneath whilst looking
into his face.  "You are supposed to be 21 to have gay sex in my country
but that doesn't stop me."  I added as I pushed off his short.  "Very
nice."  I said as I took a step back to admire his upper body.

  Paulo had short dark brown hair with a high but not receding hairline.
He had light brown skin like that of a pale African or a dark Brazilian.
He was about 30 years old.  He had really dark brown eyes and lush pinkish
brown lips.  His brown chest was naturally hairless, not even having any
hairs around his pointy nipples.  There was subtle definition to his chest
and his stomach was flat and firm.  My hands reached up and groped his
smooth chest before I sank to my knees dragging my hands down his flat firm
stomach.  As I went down I held his gaze as I wanted what he was packing
his trousers to be a surprise.  Planting kisses on his flat firm stomach I
undid his trousers and hooked my fingers under the waistband of them and
his underwear beneath.  Then I pushed them both down to his ankles whilst
still looking up at him.  Then it was time to see what he was packing.  He
had a huge cock that would have any bitch boy salivating.  He had a broad
but sparse treasure trail leading into a broad but sparse bush of really
dark brown pubes.  From that dangled an eye wateringly thick 11 inch light
brown uncut cock.  The fat brown shaft was a good 6.5 inches in
circumference and was only averagely veined considering how huge it was.
He was uncut with only the tip of his knob peeking out of his ducky
foreskin.  His legs were sexily shaped, dusted with brown hairs and the
same brown colouring as his upper body.  His Speedo area was a tad lighter
than the rest of him with his knob being a lighter shade further still.
His big fat cock made my arse throb in hunger and quiver in apprehension in
equal measure.  There was no doubt my arse was going to have to endure some
pain before it got to the pleasure but that was the challenge in it.

  After admiring his big brown cock I took it into my left hand and felt
its heavy weight, meaty girth, heat and throbbing pulse.  "Mmm such a nice
big cock, my arse is going to feel so tight on it."  I appreciatively cooed
as with fascination I watched his dusky foreskin peel back and forth over
his swollen knob that was the same circumference of the shaft.  "It's not
too big?"  Paulo asked with worry as being well hung can be a burden as
much as a blessing.  How many of us well hung guys have gotten all steamy
with someone only for them to run off screaming in fear when you drop your
pants.  Luckily for both of us I wasn't one of them.  In fact I was the
opposite and I couldn't wait to be buggered mercilessly by his big brown
cock but I wanted to show its some oral love first.  As his cock was so fat
I could only take in his swollen knob.  This I started to strongly suck as
I swirled my tongue all over it.  At the same time I wanked the really
thick base of his cock.  Paulo rewarded me with copious amounts of free
flowing pre-cum and purrs of pleasure.

  As I sucked and wanked his huge cock Paulo looked down at me not
believing he was being sucked off by a blond haired, blue eyed 16 year old
boy.  Despite being bi-sexual it was mainly female guests Paulo slept with
in the hope of getting big tips at the end of the holiday.  Of those most
were bored house wives whose husbands had lost interest in sex just as they
reached their sexual peek.  Either that or their husbands were busy
shagging their secretary so they wanted an affair themselves.  Being fairly
good looking and seriously well hung he had horny teenage girls and young
women throwing themselves at him too and he fucked them for pleasure.  His
sexual encounters with male guests were few and far between.  Of the people
Paulo had slept with regardless of gender he'd never slept with anyone as
young as me.  Paulo had stuck with Malta's age of consent laws and first
had straight sex when he was 18 with an 18 year old girl.  The youngest guy
he had fucked had been 21 when he was the same age.  However it been two
persistent English teenagers to make him dip below the age of 18.  First
had been a horny 17 year old girl and now me a randy 16 year old boy.  The
knowledge I had seduced him so much in such a short time that he'd risk
prison turned me on.  Whilst I was submissive in the fact I wanted him to
fuck me merciless, the seductive effect I had on him also gave me a
domineering thrill.

  For several minutes I sucked on the end of Paulo's huge cock as it was so
big and thick.  So to sex it up and add variety I would occasionally kiss
and lick up and down the long thick meaty sides or the underneath of his
big brown cock.  Then there was flicking my tongue on the sensitive spot on
the underside of his knob where his foreskin joined, which he enjoyed so
much his eyes would roll back.  Although I was enjoying sucking his huge
cock and savouring the taste of his free flowing pre-cum and breathing in
his slightly sweaty manly aroused aroma the cock hunger in my arse was
getting unbearable.  "Fuck me with your big cock."  I lustfully begged in
my best male Lolita voice.  Paulo's reply was an eager grin spreading
across his brown face whose colouring was a mix of light African and dark
Mediterranean as he lifted me to my feet.  We then walked to his bed which
I got onto and adopted my favourite position to be fucked in which is on my
back with my legs pulled into my chest and out to the side.  This way not
only do you get to see the face of the guy fucking you but you can both
kiss and your prostate takes a serious pounding that brews up a hue orgasm.

  Paulo pulled on a condom although I would have probably let him do me
bareback as HIV had only been around a few years.  As he greased up his
huge sheaved cock my arse twitched in hunger and my sphincter clamped up in
fear.  "Fuck me hard with your big cock."  I lustfully begged despite the
apprehension in my arse.  Paulo grinned eagerly and responded to my request
by brutally ramming his eye wateringly thick 11 inch cock ball deep into my
arse.  "Fuck yes."  I cried out in pain tinged pleasure.  My sphincter
stung as if a red hot poker had been stuffed up it.  The walls of my arse
ached as if I had sat on a baseball bat handle.  But despite that pain
there was also a lot of pleasure.  It is hard to describe and by the sounds
of it you'd have to be mad but all you bottom guys out there know the pain
tinged pleasure I'm talking about.  Paulo began to fuck me mercilessly as
he was a good judge of character.  He knew when to fuck someone gentle and
loving and when to rape them.  By rape I don't mean the condemnable action
of fucking someone against their will as if you do that I hope your cock
drops off before you get dragged off for a very long stint behind bars.
What I mean is the long rough relentlessly hard fucking that has you biting
the pillow in pain tinged pleasure.  It was that harsh merciless fucking
style Paulo was using on me as he realised that despite my tender age I was
a cock hungry whore.

  Paulo gave me a dam good fucking and my loud cries of pain tinged
pleasure let his neighbours know he was fucking a guy.  Paulo didn't mind
that as long as they didn't know I was only 16 years old.  His sexy brown
face was a mix of physical exertion and sexual pleasure.  His dreamy dark
brown eyes burned with lust and sexual hunger which my blue eyes returned
with equal measure.  My hands caressed his toned and tensed arms or groped
his smooth chest that was already beading with sweat from the vigour of the
fucking he was giving me.  After ten minutes Paulo fucked me over the pain
barrier.  The searing sting in my sphincter turned into a pleasurable burn.
The ache in my battered boy cunt turned into throbbing hard fucked
pleasure.  The entrance to my colon started to relish the battering it was
taking from Paulo's swollen knob on top of his fat 11 inch cock.  The one
thing that had savoured pleasure from the outset was my prostate.  It was
pulsing like a strobe light from the repeated punches it was taking.  That
stimulation had my balls aching with brewing cum that I knew Paulo was
going to fuck out of me.  My domineering thrill of seducing a guy 14 years
my senior had evaporated into slutty submissiveness.  Not that I was being
passive pussy boy as I'm a power bottom.  The walls of my arse flexed and
squeezed on Paulo's brutally pounding huge cock to milk it and increase the
stimulation for both of us.  My hands also stimulated his smooth sweaty
upper body.  As he pounded my pussy boy arse I told him how sexy he was,
how good a fucker he was and how good his huge cock felt in my arse.  He in
turn told me how cute I was and how tight my arse was.

  For about thirty minutes Paulo brutally fucked my arse and I loved every
single second of it despite the discomfort at the start.  My widely
stretched sphincter burned with pleasurable friction and my arse throbbed
with intense hard fucked pleasure.  Then my prostate took one battering too
many.  The pressure of pent up cum in my balls was so intense they ached as
if they had been punched.  "Fuck you're going to make me cum."  I groaned.
My cock then gave a huge twitch and sling shot a large rope of cum that
went in my mouth and splattered my cute face.  Three more large jets also
hit my mouth and face with eight more splattering down my body.  It was an
intense orgasm that had me loudly crying out in ecstasy and had my toned
teenage body shuddering.  "Cumming too."  Paulo then groaned as due to my
orgasm my arse spasmed uncontrollably around his brutally pounding cock
which set his orgasm off.  It was kind of a shame as I wanted him to cum in
my mouth.  He continued to mercilessly fuck me as he orgasmed.  His groans
of orgasm mingled with the fading ones of mine.  Even though I was lost in
an orgasmic high my arse continued to flex and squeeze on autopilot milking
Paulo dry.

  When Paulo's orgasm ended he collapsed on top of me in a sweaty heap
squishing my cum between us.  Still buzzing on the tail end of my orgasmic
high I continued to flex and squeeze my arse on Paulo's big fat cock.
"Thanks that was one hot fuck and I hope to get many more in the next two
weeks."  I contentedly purred with my arse throbbing with well fucked
pleasure.  "Count on it."  Paulo purred.  Then I rolled Paulo over and
pulled my arse off his huge cock.  The teat of the condom was filled to the
max by a large load of milky white cum.  Pulling the condom off I made sure
his cum dribbled down his big fat brown which I then greedily lapped up.
It was thick and very tasty.  Then I carried on sucking.  My lush red lips
slid back and forth over the ridge of his swollen knob as my tongue flicked
away at it.  The salty taste of his cum was replaced by the milder taste of
his free flowing pre-cum.  Paulo's cock remained steely hard and I kept
sucking.  His big fat brown cock fascinated me and over the two weeks I got
to know it intimately.

  For a 30 year old Paulo was quick to recharge.  Either that or me sucking
his cock kept him horny and he was ready to fuck me again within fifteen
minutes.  His cock remained steely hard and throbbed throughout me sucking
it.  This time I asked him his status and he said he was negative.  The
hotel made all employees who dealt with food take regular tests and
recommended all others to test as well.  Knowing he was clean I let him
fuck me bareback.  With eagerness Paulo's greased up his huge bare cock as
I got into position.  Paulo got into the push up position above me and
rammed his big fat cock ball deep into my arse.  This time there was no
pain as my arse was already throbbing from the earlier fuck.  Paulo then
launched into a long rough hard fuck that matched the brutal vigour of the
previous one.  "Mmm this feels better."  Paulo moaned as his big fat cock
ploughed my arse bareback.  My tight widely stretched sphincter wanked the
really thick shaft of Paulo's long cock.  The hot wet walls of my arse
caressed his swollen knob that was also stimulated by his foreskin fropping
over it.  His cock also got to experience my arse flexing and squeezing
around it.  Further stimulation came from me groping his tensed sweaty
chest and tweaking his nipples.  He also got to look down on the cute 16
year old boy he was fucking.

  For me there was just as much pleasure.  There is something about being
fucked by a really big thick cock that feels so good.  Sure there is a bit
of overstretched and overstuffed discomfort but that was more than worth it
for the intense pleasure.  My stretched arsehole burned with intensely
pleasurable friction as Paulo's eye wateringly thick cock shaft rapidly
sawed against it.  The walls of my arse and entrance to my colon throbbed
with hard fucked pleasure from the brutal battering they were taking from
his huge cock.  Despite my earlier two orgasms my cock was at its full
aching hardness and my balls were boiling with yet another load of cum.  My
navel was flooded with my pre-cum and our combined sweat.  My pert buttocks
were tingling from the spanking his groin was giving them.  My hands were
busy caressing Paulo's tensed smooth sweaty chest and arms.  My eyes drank
in his fairly good looks.  He might not have been a stunner but he was sexy
enough to sleep with especially as he had such a big thick cock which he
knew had to use to maximum effect.  Then there was the kinky thrill that in
his country I was underage for sex yet I had successfully seduced him.

  As Paulo had already cum he fucked me for nigh on 45 minutes before he
was ready to blow a second time.  Although I was the bottom I wasn't being
passive.  Instead I was being my usual slutty power bottom boy.  My well
trained arse was flexing and squeezing Paulo's brutally pounding big fat
dusky cock like a milking machine on overdrive.  My hands groped his tensed
chest or tweaked his dark brown pointy nipples.  As he fucked me
mercilessly I told him how good he was making my arse feel, how big his
cock was and what a great fucker he was.  All this was said in a sultry
seductive tone at odds to my teenage voice.  "I'm getting close."  Paulo
then moaned with his face scrunching up as he tried to keep his rising
orgasm in check so he could savour fucking a boy for longer.  "Pump my fag
boy arse full of cum."  I lustfully moaned as I upped the tempo of flexing
and squeezing my arse on his relentlessly pounding big fat cock.  It had
the desired effect and set off Paulo's orgasm.  His long deep hard thrusts
turned into short and deep as he began powerfully blasting jet after jet of
cum into my arse.  He squirted ten large jets of cum into my arse whose
throbbing walls felt each and every one splatter against them.  As Paulo
loudly grunted with sexual ecstasy and release I purred with well bred
contentment.  His dusky face was a picture of orgasmic bliss as he drained
his balls into a willing teenage boy's arse.  To prolong his orgasm and
milk him dry I kept flexing and squeezing my arse on his cock.

  When Paulo's orgasm ended he collapsed on top of me again.  As he
savoured his orgasmic high and recovered from the vigour of the fucking he
had given me I continued to flex and squeeze my arse on his spent but still
hard and throbbing cock.  When Paulo had recovered he pulled his cock from
my sore yet contented arse that felt gapping open and full of cum.  "That
is so hot."  Paulo purred when I began licking and sucking his big fat cock
clean of the delicious sex slime of his cum and my arse juice.  It was safe
as there was no shit, it just tasted like swallowing cum and rimming arse
at the same time.  Once I had cleaned his cock I rolled onto my back and
asked him to suck me off.  The fuck he had just given me had me close to
boiling point so I knew he wouldn't have to suck my cock for long.  With
eager relish Paulo began sucking the top few inches of my fat 8.5 inch teen
boy cock.  In no time Paulo had me moaning and squirming with pleasure.
His hot wet tongue felt like an electric eel snaking around my swollen
sensitive knob that was leaking loads of pre-cum.  He was sucking like a
Hoover on overdrive and it was obvious he was no stranger to sucking cock.
As if that pleasure wasn't enough he was jabbing the three biggest fingers
of his right hand in and out of my arse to massage my pulsing prostate.
They sawed against my sex swollen sphincter and feeling them rubbing
against my prostate just intensified the pressure in my aching balls.

  It only took Paulo five minutes to make me cum with the combined pleasure
of him sucking my cock and finger fucking my arse.  "Going to cum."  I
moaned before my fat 8.5 inch cock swelled in Paulo's hot wet sucking
mouth.  My cock began powerfully squirting ten large ropes of salty sweet
schoolboy spunk into Paulo's mouth.  As I groaned with sexual ecstasy and
release Paulo muffled purrs of contentment as my cum flooded his mouth.  We
lustfully held each other's gaze as I spunked up in his mouth.  When my
orgasm ended Paulo pulled his mouth off my spent cock and swilled and
savoured my spunk before swallowing it.  Then he crawled up the bed and
laid beside me.  We then had a sexually spent and contented rest.  As we
lay there I found out Paulo was bi-sexual and his 34 year old roommate was
gay but slept with female guests for money.  Hearing that and the fact his
roommate was hunky and hung, as he was the hotel gym instructor, had my
slutty interest aroused.  Due to me being two years under age for sex in
Malta Paulo said he would sound out his roommate to see if he was up for a
threesome.

  Once we had rested Paulo went to get showered in readiness for his
evening shift and I returned to the beach.  Zack was reading a book and
asked where I had been.  I told him I'd just been off exploring before
falling into a sexually contented doze in the sun with my arse still
throbbing from the two fucks Paulo had given it as his cum leaked into the
gusset of my Speedos.  Close to dinner time Zack and I returned to our room
to get showered and dressed for dinner.  This time Zack took ages in the
shower.  "So you had to rub one out too."  I joked when Zack finally
emerged from the bathroom.  His pale face went beet red with embarrassment
and he tried to avoid making eye contact with me.  Standing in the shower
knowing that shy, plain looking Zack, whose appearance was starting to
growing on me, had just had a wank there turned me on so I had a bit of a
tug myself.  However I wanted to save my load for Paulo later so when I was
on the brink of orgasm I stopped wanking.  After my shower I got dried and
went back into the bedroom.  As I entered I saw Zack give my tanned lean
toned body, covered only by a towel, a quick furtive glance.  At first I
didn't make anything of it as most boys check out other boys for comparison
sake.  When I dropped my towel to pull on my Chinos I felt the gaze was a
bit more intense but again I didn't make anything of it.  Limp my cock was
a thick 4 inches and as a nudist it was tanned so I was used to getting
envious stares even from straight boys in the changing rooms.  Also Zack
might have been surprised I was pulling on my Chinos without any underwear
first.  Then I pulled on a polo tee shirt before returning to the bathroom
to squirt my pits and spike my hair.

  During dinner Paulo and I exchanged discrete lustful glances and he gave
me the nod that his roommate was up for a threesome.  That had my cock
achingly hard down the left leg of my Chinos with a big pre-cum damp patch
forming.  My arse also itched with cock hunger as it remembered the two
good hard fucking Paulo had given it that afternoon.  After dinner we all
retired to the bar where we played charades and some card games.  My sister
and her boyfriend then left for games of a different kind.  The four adults
remained in the bar and I tried to convince Zack to come to the teen club
with me, but being a shy wallflower he returned to our room to read and no
doubt fire another one off as that is what I would have done.  At the teen
club I met two Spanish boys who were really cute and sexy and the icing on
the cake they were gay boyfriends.  Again that is for another write up and
on that first meeting I didn't know they were gay and boyfriends as that
revelation came out a couple of days later.

  The teen club ended at 10:30PM so I lounged around by the outside pool to
kill the thirty minutes until Paulo's shift ended.  His roommate was
already done for the day so I could have gone to the room straight away but
I wanted Paulo to be there just in case his roommate wasn't my type.
Waiting until 11:15PM to be on the safe side I went to Paulo's room.  When
he answered the door he again stuck his head in the corridor to check
no-one saw me before ushering me inside.  Any worry I had that I might not
fancy Paulo's roommate evaporated the moment I set eyes on him.  He was a
hot hunky guy of Brazilian appearance wearing nothing but the skimpy satiny
red lifeguard shorts of the hotel.  His large oval face wasn't sexy but it
had ruggedly handsome appeal.  He had short black hair whose spiked up
fringe was a bit wavy.  He had thick black eyebrows above eyes that were so
dark they appeared black.  His nose was broad yet classically angled and he
had lush pinkish red lips beneath that were perfect for cock sucking.  Even
though he had shaved that morning he already had a dark stubble shadow
showing.  His big broad shoulders led to deltoids the size of half melons.
These in turn led to big biceps that bulged even at rest.  His toned hairy
forearms were bigger than the biceps of some men.  He had a big barrel
chest that had sculpted pecs on top.  He had washboard abs which shallow
rather than deep clefts.  His chest was naturally smooth save for some
wispy hairs around his big pinkish brown nipples.  His fit stomach had a
broad treasure tail of black hairs than ran into his red short.  From the
tent in his shorts it was obvious he was already hard and well hung to
boot.  Sticking out of the other end of his shorts was a pair of tree trunk
legs that were muscularly toned and densely covered with black hairs. All
in all his body and cock were grade A but his face was more middling.  It
was far from ugly but nor was it classically sexy, it was more rough ready
attraction. Paulo made the introductions and it was then that I find out
the hunk was called Ramon and he was a 34 year old Brazilian who had been
living and working in Malta for the last ten years.

As Paulo made the introductions Ramon got off his bed and came over to
shake my hand.  Also whilst I was eyeing him up Ramon eyed the dressed but
cute blond haired, blue eyed 16 year old boy before him.  Paulo might
already have told Ramon that despite being 16 I was far from as innocent as
I appeared but I wanted to show Ramon for myself.  My hands reached up and
groped the muscular mounds of his barrel chest.  They then dragged down his
hard stomach as I sank to me knees.  When I was eye level with his crotch I
saw his satiny red lifeguard shorts had a huge tent in them ending with a
big damp pre-cum stain.  My arse itched at the thought of being tag fucked
by two massive cocks.  After hooking my fingers under the waistband of his
shorts I pulled them down.  First I exposed a small but dense bush of
naturally short black pubes.  Then out flopped his huge cock.  It wasn't
quite as big as Paulo's but it wasn't far off and even so it was still a
real arse stretcher.  The dusky shaft was really thick being 6 inches in
diameter compared to Paulo's 6.5 inches.  It was 10 inches long compared to
Paulo's 11.  Ramon was uncut with his dusky foreskin having peeled back to
expose a swollen pinkish knob that glistened with clear pre-cum.  The shaft
was nicely veined and had a slight downward banana curve.  Hanging beneath
in a tight sack were big balls that I would soon find out were copious cum
producers.  "Mmm my lucky day, two big cocks for the price of one."  I said
as I took Ramon's big Brazilian dick in my left hand and felt its meaty
girth, heavy weight, heat, throbbing pulse and impressive length.

  After weighing up Ramon's cock I began wanking it.  My fingers could only
just wrap around it and I loved watching his dusky foreskin peel back and
forth over his swollen pinkish knob.  Then I swirled my tongue all over his
bell end to lick up the delicious pre-cum before taking it into my mouth.
Ramon gasped with pleasure when the hot wetness of my mouth soaked into his
swollen sensitive knob.  Then I began greedily sucking away on his knob as
I flicked it with my tongue.  Ramon began to purr with pleasure as I sucked
and licked his swollen sensitive knob.  He looked down to eagerly watch a
cute blond English schoolboy sucking his big Brazilian manly cock.  His
dark eyes burned with lust and sexual hunger.  His rugged dusky face was a
picture of sexual pleasure.  As I would find out Ramon had never slept with
anyone under the age of 18 before and the youngest guy had been 21.
Therefore he was getting a real thrill out of being sucked off by a
precocious and promiscuous 16 year old boy.  As I sucked his knob I wanked
the really thick shaft of his hot hard throbbing cock.  Ramon's purrs of
pleasure and the way his cock was leaking copious amounts of deliciously
salty pre-cum let me know he was enjoying what I was doing to him.

  Ramon wasn't the only one deriving pleasure.  My nose drank in the
pungent but erotic skink of his sweaty manly aroused groin.  My tongue
tingled to the taste of his free flowing pre-cum.  His purrs of sexual
pleasure were music to my ears.  My eyes drank in the sight of Ramon's
rugged face and buff beefy body.  There was the submissive thrill of
sucking on a guy's cock who was 18 years older than me but also the
domineering thrill that my slutty submissiveness had him putty in my hand.
If I stopped sucking his cock he would have done practically anything to
get me to resume.  Then I started to suck his cock.  As it was so thick I
could only work the top few inches but I could swallow more of Ramon's cock
than I could of Paulo's.  My lush red lips were stretched to the max was
they wanked the thick throbbing shaft of Ramon's big Brazilian cock.  At
the same time I flicked it with my tongue as I wanked the thick throbbing
base with my left hand.  My right hand was busy exploring his buff body.
It would caress his left muscular hard hairy thigh or grope his left rock
hair hairy buttock.  It would then fondle his big heavy balls before
continuing up to caress his rock hard abs.

  For about ten minutes I sucked on Ramon's huge cock as I was stuck in a
dilemma.  On the one hand I wanted to carry on sucking his cock into he
blasted his cum into my mouth but on the other hand my arse was itching for
a good hard fucking.  Being a pussy boy my arse won the argument.  "Fuck me
with your big cock."  I lustfully begged after breaking the blow job.  An
eager grin spread over Ramon's rugged face as he turned around and pulled
his mattress from his bed onto the strip of floor between the two beds.  As
he did so I quickly stripped naked.  Then I got onto the mattress and into
position by pulling my blond haired, deeply tanned, sports toned legs into
my chest and out to the sides offering up my pert toned arse.  Ramon looked
down at me with lust and sexual hunger coupled with disbelief that he had a
slutty 16 year old boy willingly offering up his arse for him to use for
his sexual gratification.

  After admiring me Ramon got down onto his knees and started rimming my
arse.  His 5 o'clock stubble lightly grazed my smooth arse as his hot wet
tongue lapped away at my quivering arsehole.  Ramon dark eyes burned with
lust and held my gaze as he licked the salty teen boy sweat from my
otherwise clean arse crack.  Each time his tongue flicked over my sphincter
it quivered and made my fat 8.5 inch cock throb and dribble pre-cum which
flooded my navel.  His tongue felt like an electric eel lashing away at my
shitter and had me purring with pleasure.  After watching Ramon eating out
my arse for a bit I waved Paulo over.  Guessing what I had in mind he knelt
by my head with his fat 11 inch cock dangling above my mouth which I opened
to take it in.  With Paulo's large swollen knob in my mouth I began
greedily sucking it like a starving baby at the teat.  We both held each
other's gaze as I sucked on the end of his huge cock.  My eyes took in his
sexy light brown face with its expressions of lust and sexual pleasure.
His cock began oozing lots of delicious pre-cum.  My nose drank in his
musky manly sweaty horny aroused aroma.  Being pleasured at both ends was
sexual heaven.  There was also the kinky thrill of our age differences and
the fact I had successful seduced two men.

  For about ten minutes Ramon ate out my arse as I sucked on the end of
Paulo's massive cock.  Ramon had gone through the whole arse eating routine
from flicking his tongue over my sphincter to circling around it.  Then he
moved onto sucking and chewing it before finally stabbing his hot wet
tongue in and out like a small cock.  All this just inflamed the cock
hunger in my arse until it became too much to bear.  "Fuck me with your big
cock."  I lustfully begged after letting Paulo's cock fall from my mouth.
Ramon knelt up with an eager grin on his face as he began lubing up his
huge cock.  As he did so my arse quivered in hunger and apprehension in
equal measure.  He then got into the push up position above me and thrust
forward.  "Fuck."  I groaned in pain tined pleasure when Ramon's cock
entered my arse.  His large swollen knob forced open my sphincter making it
sting painfully.  That intensified as his really thick cock shaft started
to slide in as well.  His swollen knob then punched open the walls of my
arse that tried to clamp shut to repel the massive invader.  My cry of
discomfort and pained expression worried Ramon and he stopped thrusting
forward when half of his fat 10 inch cock was in my overstretched arse.
"Fuck me, I want it hard."  I begged as although my arse was in pain I knew
that was the best way to take a really big cock, well for me anyway.  Ramon
then rammed in the remainder of his big Brazilian cock.  His large swollen
knob slammed into the entrance to my colon.  The fat shaft of his ten inch
cock had the walls of my arse stretched to the max and they ached with
overstuffed discomfort.  My overstretched sphincter stung like mad from
being breached by such a big fat cock.  My breath came in short pants as I
tried to battle the pain in my arse.  My knuckles were white from gripping
the bed sheet so tightly.  Ramon held his fat ten inch cock ball deep in my
arse in part to savour the pleasure of having his cock in his first ever
schoolboy's arse but also worried he was hurting me.  "Rape my pussy boy
arse with your big Brazilian cock."  I begged in pain tinged lustfulness.
Ramon didn't need to be asked twice and launched into a long hard rough
fuck.

  For the first ten minutes the fuck was painful but not unbearable so I
battled it out.  Then the stinging burn in my overstretched sphincter
mellowed into pleasurable friction.  The dull ache in my overstuffed arse
became the throb of hard fucked pleasure.  Even the entrance to my colon
started to savour the brutal battering it was taking every time his swollen
knob slammed into it.  My pert buttocks tingled from the spanking his
rapidly thrusting groin was giving them.  My big fat cock twitched from the
pounding my prostate was taking and feeling Ramon's hard rippling abs
grazing against it.  As the discomfort eased I no longer had to tightly
grip the bed sheet which freed up my hands to grope Ramon's muscular chest
or caress his big bulging biceps.  Also now that my arse was adjusting to
Ramon's brutal fucking style and big fat cock I no longer passively took it
and started turning into my usual power bottom self.  As Ramon roughly and
rapidly slammed his fat 10 inch Brazilian cock in and out of my arse I
began flexing and squeezing it on his cock.

  Ramon continued to fuck me for a further thirty minutes.  Then his face
started scrunching up as he battled his rising orgasm.  A few more deep
hard thrusts later and he rammed his fat 10 inch Brazilian cock ball deep
into my slutty schoolboy arse.  His knob lodged in the entrance to my colon
where it swelled even larger as it powerfully blasted a large rope of cum
deep into me.  Ramon then began fucking me with short deep hard thrusts as
he powerfully blasted jet after jet of cum into my battered boy cunt.
Ramon loudly grunted with sexual ecstasy and release as he squirted ten
large ropes of cum into my throbbing arse.  As he orgasmed I continued to
flex and squeeze my arse muscles on his cock to milk him dry and prolong
his orgasm.  As he spunked up in my arse I purred with contented pleasure
as I felt his cum squirt into me.  When Ramon's orgasm ended he buried big
thick cock ball deep into my cum splattered arse and held it there as he
savoured his orgasmic high and recovered from the vigour of the fuck he had
just given me.  As he did so I continued to flex and squeeze my throbbing
arse on Ramon's spent but still hard and throbbing cock.  When I looked
over at Paulo he was looking at me intently as he eagerly awaited his turn.
His huge cock was hard so it was obvious he had enjoyed watching his 34
year old roommate fuck a 16 year old boy.

  When Ramon had recovered from his orgasm he pulled his cock from my arse
which felt a tad sore but highly satisfied if gapping open and full of cum.
My boy cunt didn't remain empty for long as Paulo got into the push up
position above me.  With a hard powerful thrust he slammed his fat 11 inch
cock ball deep into me arse.  My breached sphincter stung slightly and my
arse throbbed but nowhere near as bad as when Paulo had breach me that
afternoon or when Ramon had breached me that evening.  Ramon had well and
truly fucked my arse into submission so that now it only derived pure
pleasure from being fucked by a cock as huge as Paulo's.  He launched
straight into a long brutally hard fuck that had me groaning with pleasure.
My overstretched arsehole burned with pleasurable friction as Paulo's long
fat cock rapidly sawed against it.  The walls of my arse throbbed with hard
fucked pleasure.  As his big fat cock thrust in and out it made Ramon's cum
bubble around it.  His large swollen knob pummelled the entrance to my
colon and pounded my pulsing prostate.  Ramon had fucked me close to orgasm
and I knew Paulo's fast rough hard fuck was going to finish me off.

  As Paulo pounded my pussy boy arse with his huge cock I flexed and
squeezed the muscles up there on it.  We both looked at each other so
lustfully.  It was hard to believe but not only was I having sex with one
man on the first day of my holiday but two and both were seriously well
hung to boot.  There was also the kinky thrill they were older than me by
14 and 18 years.  Although I preferred to bottom I liked the domineering
thrill I got from using my sweet innocent boyish looks coupled with sultry
seductive charm to bed men.  The opportunity to fuck a teenage boy made
them putty in my hands and I had just added two more to my little black
book.

  About fifteen minutes into the fuck from Paulo I knew I was close to
orgasm.  "Do you want to drink my spunk?"  I asked Ramon as I fought down
my orgasm.  "Yes."  He eagerly replied.  Paulo buried his fat 11 inch cock
ball deep into my arse and then knelt up.  He then resumed fucking me fast
and hard.  This new position meant my pulsing prostate took an even harsher
battering.  Ramon just managed to get his hot wet mouth on the end of my
cock as my orgasm hit.  Lustfully looking at Paulo I released a huge
torrent of schoolboy spunk into his roommate's hot wet sucking mouth.  As I
powerfully pumped twelve large squirts of cum into Ramon's mouth I groaned
in sexual ecstasy and release with my toned teen body shuddering.  My
orgasms are always intense and copious but the pounding my prostate was
taking made this one even more intense.  My cum flooded around my swollen
sensitive knob as Ramon stored it in his mouth.  When I finally stopped
orgasming Ramon pulled his cum laden mouth off my cock and began giving
Paulo a cummy kiss.  Paulo continued to brutally batter my boy cunt with
his big fat cock as he and Ramon kissed and shared my cum.  When my cum had
gone Ramon moved out of the way and Paulo bent forward back into the push
up position above me.

  After my orgasm Paulo continued to fuck me fast and hard with his fat 11
inch cock for a further twenty five minutes.  The hard fucked pleasure in
my tight teen arse was out of this world.  It felt so good my cock remained
steely hard despite my orgasm.  My balls were also brewing up another load
from the pounding my prostate was taking.  The walls of my arse and
entrance to my colon throbbed with intense hard fucked pleasure.  My widely
stretched arsehole burned with toe curling pleasurable friction.  My pert
upturned buttocks tingled from the spanking Paulo's rapidly thrusting groin
was giving them.  On top of that physical pleasure there was the erotic
stink of man on teen boy gay sex; all that sweat, pheromones and cum.
There was also the kinky thrill of being fucked by a well hung man 14 years
my senior as another man watched.  Then Paulo's deep hard thrusts turned
into short, deep hard ones that really pummelled the entrance to my colon.
He then started loudly groaning with sexual ecstasy and release as he
powerfully spunked up in my arse.  Paulo pumped ten large squirts of cum
into my arse to mingle with the load Ramon had already pumped up there.  As
Paulo orgasmed I flexed and squeezed my arse on his throbbing cock to milk
him dry and prolong his orgasm.  His sexy face was a picture of sexual
bliss as he pumped his cum into my tight teen boy arse.

  When Paulo's orgasm ended he sank his fat 11 inch cock ball deep into my
arse and held it there to savour his orgasmic high.  As he did so I
continued to flex and squeeze my arse on his hot hard throbbing cock.  It
took Paulo a few minutes to recover from his intense and copious orgasm but
what it had done was turn him into a bottom.  Despite being more of a top
he suddenly wanted to know what it felt like to be fucked by a well hung 16
year old boy 14 years his junior.  Paulo wasn't the only one that wanted to
be fucked.  Even though I had taken two long rough hard fucks in a row I
wanted more so I set up a daisy chain fuck.  Ramon would fuck me as I
fucked Paulo.  The three of us laid on our sides with Paulo in front of me
and Ramon behind.  Paulo moaned with pleasure when I rammed my fat 8.5 inch
cock ball deep into his arse.  His arsehole felt like a tight cock ring as
it slid down the fat throbbing shaft of my cock as I rammed it home.  The
steamy hot wet walls of his tight arse caressed my swollen sensitive knob
as I powerfully thrust it in.  When I bottomed out I held my cock still so
that Ramon could penetrate my arse.

  When Ramon powerfully thrust his really thick ten inch cock ball deep
into my arse it was my turn to purr with well breached pleasure.  My sex
swollen sphincter tingled with pleasure when it was breached by Ramon's
large swollen knob.  That tingle was intensified as his long thick cock
shaft sawed against it as it sank in ball deep.  The three of us then began
to fuck although it was awkward to begin with as we tried to pick up each
other's rhythms.  Eventually we got it and settled into a long hard fuck.
Paulo would pull his arse off my cock as I pulled back.  As I pulled back
it impaled my arse on Ramon's powerfully thrusting forward cock.  Ramon
would then pull back as I thrust forward which pulled my arse along Ramon's
fat throbbing cock as mine powerfully thrust ball deep into Paulo's arse
that he was thrusting back to meet my cock.  This see-sawing went on for a
blissful age.  As we daisy chain fucked I got a really kinky thrill out of
being the teenage boy meat in a man sandwich.  Whilst my virgin roommate
was blissfully asleep in our room I was having raunchy sex with two men
almost twice my age.

  The pleasure for me was twofold and intense.  There was the pleasurable
burn in my sex swollen sphincter as Ramon's long, really thick cock shaft
rapidly sawed against it.  The walls of my arse and entrance to my colon
throbbed with hard fucked pleasure as Ramon's big thick Brazilian cock
brutally battered them.  My pert buttocks tingled from the spanking they
were getting from Ramon's rapidly thrusting groin.  As if that wasn't
pleasure enough there was also the exquisite pleasure of fucking Paulo's
arse.  The hot wet walls of Paulo's arse caressed my swollen sensitive knob
as did my foreskin peeling back and forth over it.  His tight sphincter
gave my fat 8.5 inch cock an unbelievable wank job.  That intense twofold
pleasure meant I was the first to cum but not until after fucking for
around half an hour.  The hard fucked burn in my arse and pleasure in my
cock got too much for me.  Continuing to fuck fast and hard my orgasm hit
and I started powerfully squirting my schoolboy spunk into Paulo's man
cunt.  As my orgasm hit I groaned in sexual ecstasy and release as I pumped
ten large squirts of cum into Paulo's arse.  My orgasm made my hot wet, cum
laden arse spasm uncontrollably around Ramon's brutally thrusting cock
which set his orgasm off.  He powerfully squirted nine large ropes of man
cum into my boy cunt to mingle with the two loads already up there.  My
orgasm had ended so I had my spent but still hard cock throbbing ball deep
in Paulo's arse as Ramon continued to fuck me with all his muscular might.
Then he thrusts began to slow as his balls ran dry.

  With Ramon's and my orgasm over the three of us lay still with my fat 8.5
inch cock ball deep in Paulo's arse and Ramon's fat 10 inch cock up my sore
but satisfied cum laden arse.  Once Ramon and I had recovered from our
orgasmic highs the three of us uncoupled.  Being fucked had turned Paulo on
and he was ready to blow another load.  He stood up and I knelt before him
and began sucking his large swollen knob as he furiously wanked the fat
base of his dusky 11 inch cock.  Within a couple of minutes he was
powerfully blasting ten large squirts of really thick and delicious spunk
into my mouth which made me muffle purrs of pleasure.  As his salty cum
pooled on my tongue it fired off my taste buds.  When Paulo's orgasm ended
I pulled my cum laden mouth off his huge cock and lustfully looked at him
as I swilled and savoured his man spunk before swallowing it.  Then I got
dressed and gave them both a goodnight kiss and left.  As I walked to my
room my arse ached but with hard fucked pleasure and felt full of cum.
When I slipped into our room Zack stirred but didn't awake.  Quietly I
undressed and pulled on a pair of shorts.  Normally I sleep naked but had
decided to wear bed short as I was sharing a room with a boy I hardly knew.
Every day for the rest of the holiday I would have sex with Paulo and Ramon
at least once.

   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