Date: Sat, 18 Mar 2017 22:38:44 +0100
From: J.C. Cutter <jcs.cutter@gmail.com>
Subject: On the roof with a cute teen Latino

Back when I was in my mid-twenties I used to work as a pool guard over the
summer months. It was the best job in the world. Easy hours, not much to do
but get a tan while checking out scarcely dressed hotties. There was one
day I remember in particular, when I had one of the most memorable
encounters of my life.

It happened near the end of my shift on a sunny Saturday afternoon in July.
I was just sitting in my chair, surveying when I saw something in the
corner of my eye. Movement on the roof. At first I dismissed it, but a
little later I saw it again. There were no birds nearby, and no adjacent
houses. There really was someone on the roof. I knew for certain nobody was
supposed to be up there, so I decided to go check it out and shoo whoever
got on there.

I very soon figured out that the only way to the roof was via the fire
escape, a bare metal ladder on the backside of the building, going from the
second floor terrace to the edge of the roof. I hurried inside, ran up the
stairs, and at the end of the corridor with the communal shower cabins I
stepped out on the terrace and climbed up to roof.

The first thing I saw when I could peek over the edge was a pair of tan,
firm buttocks, shamelessly naked. Enjoying the unexpected visual treat I
tried to see who they belonged to. It was a black haired teenage boy,
lurking over the low roof wall on all fours, his flip flops neatly put
beside the red beach towel he was kneeling on. He had pulled down his black
and orange swim shorts, and was now merrily pumping his cock in his fist,
his entire smooth, mocha skinned body moving slightly to the rhythm. A
horny voyeur! I had to refrain from groaning at the pleasant sight.

"Busted!" I exclaimed, trying hard not to laugh at the look of his
terrified face as he instantly turned his head. The short and slender boy
was scared all right. As I set foot on the roof I looked into the dark
black eyes of this young Latino. I thought I'd seen him down by the pool
before too, a few days earlier, when he was gawking at my speedo, much in
the same manner as he was doing right now. At first glance I guessed him to
be around eighteen or nineteen years old. He looked quite young but cute in
a get-a-hard-on-in-five-seconds kind of way. Of course the full view of his
naked and firm rear had really helped.

So, even though at that point I did plan to shoo him away, I couldn't help
feel a nudge of excitement in my speedo. I liked the way his
scared-yet-horny eyes looked at me after he had pulled up his shorts. Just
to humor him I flexed my muscles, and to my delight his mouth fell open for
just a second.

"You're in a load of trouble, boy." I informed him.

He seemed quite a bit shaken, on the verge of panic, grabbing his flip
flops, but as he stood up, his swim shorts could not hide his erection. And
even besides that, his whole body language betrayed what he desired. There
we stood, both captivated for a moment. I reckoned that if we stood far
enough from the edge nobody would be able to see us. There were no nearby
buildings, just the canal, and the high trees of the park. It was then and
there my sense of reason caved in for lust.

"Tell you what..." I offered, watching the hope return to his eyes. I
already got excited just for thinking it, and my hand trailed off to my
crotch. "If you don't want me to call the police about a trespasser and
have them notify your parents..." I watch him go scared again. Obviously he
was all ears to dodge his exposure as a horny frustrated teen. "There's
something you could do me a favor with." I demonstratively grabbed my cock.
His eyes widened and a grin slowly formed on his roguish face when he
received the not so concealed hint.

Now that we both understood each other, he did something that make my cock
jump. He stepped further away from the edge, to the middle of the roof and
there, in one supple move he spread out his towel before my feet like a red
carpet. As he stepped onto the towel I clearly noticed the big difference
in height between us. He walked up to me, looking right into my eyes as he
knelt right before me with an expression of eagerness I'd rarely seen. As a
reward I took out my rigid shaft, ready to feed the hungry boy.

Before he ever spoke one word, his lips encased my cock, and I was in
sexual heaven. He did a good job, setting his tongue to work while admiring
my body. His moans of joy were so cute I wanted to pinch his boyish cheeks,
but my stiff meat prodding them from the inside tensed his facial skin too
hard. I loved the look of that too.

So there I stood, bathing in the afternoon summer sun, on the top of the
roof, during working hours, with my cock shoving in and out of this sweet
Latino throat. He made those slick juicy sucking sounds when he took me in
deeper, bobbing his head. "Oh, that's good," I encouraged him to go on,
"that's really good!"

While he was at it, sucking my meat like a big and tasty popsicle, he
reached into his swim shorts again and jerked off. After a while I even
noticed his arm disappear deeper into his shorts, and I realized he was
fingering his ass. So he wanted to give me more than a blow job. How could
I refuse?

When he abruptly stopped he gave me one intense, longing stare, and then
turned, taking down his shorts again. So there he sat, tempting me with
that beautiful, perfect ass, his hand kneading it while looking over his
shoulder to check if I'd take the invitation. I gloated, kneeling down on
his red beach towel to check out his cute little hole.

I dug the fingers of both my hands into his smooth flesh, and then let my
tongue flick over his tight entrance, making him moan in anticipation. As I
licked the little rosette I would soon be jamming my cock into, I let my
left hand wander down below, over his sack to his rock hard dick. I jerked
him off a bit, while I briefly sucked and moisturized the fingers of my
right hand. He startled briefly when I carefully and slowly pushed two
fingers into his tight asshole. I could hear him pant, but not a peep of
protest. When I was all the way in I pulled back out, and then started
moving slowly, finger fucking him.

"Yes!" he let out with a deep gasp. It was the first word I heard him
speak. His tone indicated he was ready for the real thing. I retracted my
fingers and spit in my hand. When I positioned myself he pushed his ass
back against me, moving it up against my hard rod, desperate to get fucked.

He did yelp momentarily when I pushed my dick into his narrow entrance. He
was hot and tight, in spite of the preparation. He moaned hard as I slid in
a little deeper.

"Shhh!" I tried to shush him, not really fond of the idea of getting
caught. I moved as slowly as I could, easing him into it, but it took a
while before his clenching muscle relaxed a bit.

I picked up the pace very slowly. His taut body was an absolute joy to
fuck. The hot walls of his ass sucked me in and I thoroughly enjoyed the
ride. Soon I found myself pounding him good.

"Ah, ah!" he started wailing, louder every time.

I had to find a way to shut him up. When I was completely sheathed inside
of him I stopped and pulled him up against me, his back sweating against my
belly, his head against my shoulder. He still moaned hard.

I grabbed his throat. "Shut up," I hissed.

"But it feels so good..." he spoke softly with a Spanish accent. His voice
sounded so delicate I briefly wondered if he was even younger than I had
first guessed. The thought couldn't stop me from licking his mocha skin. I
indulged in his taste. And I wanted to continue fucking him, hard. So I put
my hand over his mouth, and kept his head steadily pressed against my
shoulder as I started to move again.

He still moaned, but he held back like a good boy. The problem with this
position was that I couldn't move as much as I wanted to.

So, after a while I let go of his face and he fell forward, on his elbows.
I watched him bite his knuckles as I continued to fuck him hard. He felt
fantastic! This whole setting was amazing. Fucking this horny boy on the
roof on broad daylight while getting a tan. Life just didn't get better
than this.

I plunged into him, making him feel every inch of my cock rake the insides
of his ass, steadily fucking him. When I felt the upcoming climax I slowed
down, not wanting to come too fast. I wanted to enjoy him a little while
longer.

I then slid out, and made him move, indicating I wanted to switch
positions. His sexy eyes crossed mine when he turned, and he rose, seeking
my mouth. Our lips parted and our tongues danced while my hand slid down
over his gorgeous slender, and sweaty body.

In between sexy, passionate kisses I sat myself down on his towel and
pulled him closer. He meekly followed my moves and straddled over me while
taking a hold of my rock hard meat. He still felt so hot and amazing I let
out a deep groan when he lowered himself so deep his bollocks were rested
on my belly. He could easily take my length now.

"Do you often have sex like this?" I couldn't help but wonder out loud.

He looked down at me like it was a trick question. "No..." he spoke
hesitantly, with an ambiguous smile on his lips, "first time on a roof," he
stated playfully. "I like it."

When he slid up a little I started thrusting upward, and he moved in the
opposite direction, meeting my thrusts. And once again I thoroughly enjoyed
fucking him good.

We continued like this for several minutes, and then he leant forward a
little and placed his hand on my shoulder. He tried to kiss me again, in
the middle of the action. I had to slow down to let him. So there we were,
swapping spit, with my cock buried deep in his ass. He briefly retracted
his face to look at me. "I want to come with your cock in me," he declared.

I grinned and nodded indulgently. The boy had a wish, I'd make it come true.

I changed our position, and slipped out to lay him on his back, legs up. He
groaned with lustful anticipation. I then spread him wide and plunged in
from above. The sensation was awesome. I hovered over him, supported by my
hands while my hips seems to move like they'd never done before. When he
cried out I quickly muffled him with my hand.

"Take it." I commanded with a deep groan. "Fucking take it."

He looked so tormented I began to wonder if he was still enjoying it, but
then he started jerking off hard, almost pulling off his little cock. Even
when I slowed down he kept jerking off like crazy. I could tell by his
expression and by the clenching of his muscle he was getting closer already.

I stood up on my feet, still inside, moving in slowly while I pulled his
legs up with me. It seemed like a difficult position for him, but he was
young, and I was confident his back could take it. I folded him over and
started thrusting in from above, feeling his ass tighten even more. It was
awesome.

When he came he cried out, shooting all over his belly and his own face,
glistening in the sun. He looked at me flustered and gasping while his ass
squeezed on my cock so hard I really didn't need much more. I banged him
hard at a steady pace, until I was but one second away from my orgasm.

At exactly the right moment I pulled out and let go to make a pornographic
finish. He unwrapped while I shot my hot jizz right on his torso and face.
When I saw him open his mouth eagerly I aimed for it, and shot the second
load on his tongue. He smiled gratefully and swallowed, giving me the
hottest look ever.

Only after I squeezed the last bit of juice out of my dick I realized how
tired I had gotten from this afternoon workout. I sat down on one knee
while the boy underneath me perversely scraped the cum off his chest to
suck it off his fingers.

I smiled at him. "That was good," I complimented him.

"Mmh," He nodded in agreement, pushing himself up on his elbows, "I loved
it."

"I'm gonna hit the showers," I decided then. I had to wash off my sweat
before going back to work, hoping no one had missed me. "Want to join me?"
I proposed.

"I don't think I can stand on my feet yet," he confessed. We exchanged a
satisfied smile.

"Okay," I shrugged, "I'm gonna go ahead. When you come down, take the first
door on the left." Beat but immensely satisfied I left the roof, and
climbed down the ladder to the second floor where I hit the showers,
leaving the door unlocked, expecting him to show up eventually. But he
never did.

When I checked back on the roof afterwards he was gone.

For the rest of the season I wondered if he'd stop by once more to have
another go, but I never saw him again.