Date: Sun, 10 Dec 2017 03:13:03 +0100
From: Lewis Morales <lewsmorals@mail.com>
Subject: Bailey and Me 11

This story is purely fictional and the characters are not based on anyone
in real life. This story contains male-on-male sexual contact. If you are
uncomfortable reading about homosexual content between and adult and a
minor, then please do not proceed.

Don't forget to donate to Nifty http://donate.nifty.org/donate.html


*11*


What was I doing? I'd just finished telling Bailey how I needed time to
work out my feelings, and just a few hours later here I am stroking my
hands over his body and fondling his dick while he's asleep in my bed. I
was practically molesting the very same boy I had just asked to slow things
down. Talk about sending mixed signals!

"Oh fuck!" I exclaimed as the realisation of what I was doing hit me like a
runaway freight train. I practically jumped out of the bed, trying to get
away from him, but Bailey grabbed me by the arm and pulled me towards
him. He wrapped me in his warm embrace and gave me a soft kiss on the cheek
as he looked deep into my eyes.

"It's ok, Steve," he said reassuringly. "I know this is all confusing for
you. I know you're feeling so many different things right now. I've been in
your situation, remember?"

He held me in his arms as he pulled me back onto the bed. As his body
enveloped mine again I closed my eyes and tried to slow my
breathing. "Bailey...I'm so...I'm sorry..." I muttered as a tear began to
leak from my eye.

"Sssshhh," he whispered. "Don't worry about it."

"I don't know what came over me," I eventually said after a few moments of
silence.

"If you had kept going, it would have been me cumming all over you," he
quipped back. He shot me a cheeky smirk that defused some of the tension in
the room. I couldn't help but chuckle at his joke.

"Thank you for being so understanding," I responded.

"I care about you, Steve," he responded. "And I know that you're dealing
with a lot of stuff at the moment. We don't need to rush into anything."

"Is that why you stopped me?" I asked, my curiosity wondering why he had
pulled away at the last minute. I wouldn't have thought too many teenage
boys would have told me to stop when they were so close to climax.

He looked into my eyes as he spoke. "If you do eventually decide that you
want things to get more physical between us, then of course the answer is
yes. But I don't want you to do anything you're not ready to do. If this,
right now, is as physical as things ever get, then that's fine with me. I
just want to be with you," he responded.

Eventually Bailey had to leave for his morning training session. I jumped
into the shower and got ready for the day ahead, letting the water cascade
over my body as I contemplated the feelings I had uncovered this morning
when I woke up with him in my bed. My attraction to Bailey had been
steadily building over the past few weeks, and I found his mix of
intellect, charm, kindness, and good looks to be incredibly alluring. I was
amazed by the way he seemed to know what I was thinking before I did, and
how he was able to understand the myriad of mixed feelings that seemed to
be messing up my brain. There was no denying that I was falling for him.

I tried to go about my day as normal, with classes, duties and endless
administrative activities just like any other, but I couldn't focus on
anything other than Bailey. I noticed how I missed him when he wasn't
around, and I found myself feeling excited at the prospect of spending more
time with him. I was like a love-sick fool.

Bailey's feigned injury and fictitious Doctor's appointment meant that we
were able to enjoy some time alone together later in the week. I don't know
how he managed to pull it off, but he arranged for us to enjoy a quiet,
picnic dinner sitting on a hillside bluff overlooking the ocean. We sat and
took in the sunset, snuggling under the blanket and enjoying a tender kiss
as the sun faded beyond the horizon. It was incredibly romantic.

Later that week I managed to sneak Bailey back into my apartment after
final bed checks. We quickly stripped down to our underwear and climbed
into bed, assuming what was quickly becoming our regular sleeping position,
with his chest tight against my back and his arms wrapped around me. The
feeling of his body against mine was immediately familiar and
comfortable. I had been incredibly nervous when he first suggested the idea
of sleeping in my bed, but now I couldn't get enough of him.

We were lying in my bed talking when out of nowhere, I blurted out the
question that I had found myself wondering for weeks. "What was sex with
Kyle like?" It was one of those moments when I regretted what I'd said the
very moment the words left my lips. Somehow the words from my subconscious
had just slipped out. I blushed with embarrassment.

"No small-talk tonight then?" he joked at my brazenness.

"I don't know why I just asked you that," I replied, my face turning red as
I desperately tried to take back the words. "I'm sorry, Bailey. Can we just
forget that ever happened?"

"Don't be embarrassed," he said as he kissed the back of my neck and used
his arm to pull my body even more tightly against his. "I keep telling you
we ought to be be open and honest with each other," he said as he let out a
slight chuckle. "If you really want to know, then I'll tell you. The sex
with Kyle was good. Kyle's a pretty muscular guy with a hot body, so it was
physically intense," he said before pausing. "It was good, but not
amazing," he continued. "With Kyle there was just no emotional
connection. Sex is so much more meaningful when you really care about the
other guy."

I hadn't planned on asking about his situation with Kyle, but I figured
that I had already come this far so I might as well continue. "You can tell
me to mind my own business if you want, but I'm a bit intrigued by how it
all happened. You told me that you did it to get my attention, but I've
been wondering how you got Kyle to be part to your plan? How did you
convince Kyle to have sex with you?"

He chuckled at my question. "He didn't need much convincing; Kyle and I
have a bit of a history," he replied.

I turned onto my back so that I could make eye contact with him. As I
turned he lovingly stretched his arm across my torso, his hand gently
caressing my chest as we lay there in my bed. I stared into his eyes for a
moment. "So it wasn't the first time you'd had sex with Kyle?" I asked, my
curiosity peaking.

"No," he replied, staring into my eyes as if trying to gauge my reaction.

"Are you guys, um...?" I tried to ask, but couldn't think of the right
words to finish my sentence. I looked away, feeling embarrassed by what I
wanted to ask, but wasn't able to say.

"No," he chuckled at my discomfort as he moved forward and kissed me. His
hand rubbed across my chest reassuringly. "Kyle and I are not in a
relationship - you have nothing to worry about."

"So how long have you two been...um...friends?" I asked, emphasising the
last word as I resumed eye contact with him. He chuckled at my
question. "Sorry, you can tell me to mind my own business if you want."

"No, I don't mind," he replied. "I like this bold and cheeky side of you. I
love it when you take a risk. And besides, I told you that I will always be
completely honest with you. I'm happy to tell you anything you want to
know," he said. I smiled at him in response. He leant forward and kissed me
gently on the lips again before turning onto his back as he began his
story. "So Kyle and I first met when we were both 14. I was brand new to
the school, and we were assigned as room-mates in one of the junior
dorms. His older brother, Tim, was a senior, and the school rugby captain,
so even back then Kyle had a real cockiness about him. He was actually
pretty mean to me at first - he used to tease me and make fun of me, as
kids do at that age I guess. Remember how I told you about the time I was
going to run away from school? Well that was largely because of Kyle; he
was a bit of an arsehole really."

"So what happened?" I asked, turning onto my side so I was able to look at
his face. I began gently running my hands along his chest, exploring the
nooks and crannies of his defined torso.

"Do you remember I told you about Ben?" he asked. I nodded. "Well as sweet
and gentle as he was towards me, he could also be a scary fucker when he
wanted to be. He threatened to beat the shit out of Kyle if he didn't stop
causing me grief. Ben was a big guy, and the School Captain, so Kyle knew
that he meant business. Eventually things calmed down between us enough
that we discovered we had a few things in common. As I got to know him, the
real Kyle without the bravado and arrogance, I realised that there was a
decent guy underneath. He doesn't show that side of himself to many people,
but it is there. We became friends and ended up sharing a room for a couple
of years."

"So how did you go from being room-mates to having sex with one another?" I
asked.

"Like most teenage boys we were horny all the time. Those rooms were pretty
small, and even though we tried to hide it, we would hear each other
jacking-off at night. One time he got bold and suggested we do it together
and from there it kind of escalated. Before long we were beating-off
together, and occasionally jacking each other off. Then one night... well
let's just say things took a sudden turn." He paused the story as he turned
onto his side so that he was facing me, our mouths just inches apart. He
smirked at me.

"You can't stop the story there!" I demanded. He just laughed. "Tell me
what happened!" He leant closer and kissed me gently on the lips. "Please!"
I begged.

"Ok. So even at 14, Kyle was a good-looking guy. Not quite the hunk he is
today, but he was pretty sexy back then. He lost his virginity at a party
early in the year, and over time he developed a reputation as being a bit
of a stud. Every time he went to a party he would come back and brag about
how he'd gotten off with a chick. He would go on and on about all the
different girls he was having sex with, and over time I started to notice
that his stories were getting kinkier and more elaborate each time; young
Kyle seemed to be developing into a bit of a sexual deviant. So anyway,
there was this one night when I didn't make it back to my room in time for
bed-check. The master on duty sent Kyle to go look for me. He knew that I
had been spending a lot of time with Ben, so he came down to the School
Captain's room to check if I was there."

"And?" I prompted, when he again paused the story. He seemed to be enjoying
tormenting me with the long pauses.

"Well Kyle knew that Ben and I had gotten pretty close, but I don't think
he knew exactly how close, if you get what I mean."

"Oh!" I cried out, my eyes bulging slightly. "So he caught you?" I said, as
much a statement as a question.

"Yep!" he laughed. "Ben was on his hands and knees, crouched over with his
head buried in his pillow, howling as I pumped his arse from
behind. Suddenly Kyle came bounding through the door." He chuckled slightly
as he recounted the story. "When Kyle looked up and saw me pummelling the
arse of the 6'1" School-Captain, who also happened to be his older
brother's best mate, well I don't know which one of us let out the loudest
scream!" he joked.

"Poor Kyle," I replied, trying to suppress my laughter.

"Poor Kyle?" he asked. "Poor me - I created a monster that night!" he
announced.

"How so?" I asked.

"The night that Kyle walked in on Ben and me having sex changed all our
lives. Even though he was initially shocked by what he saw, that evening
stirred something inside him."

"What happened?" I asked.

"At first Kyle tried to ignore what he had seen, but it wasn't long before
he started asking questions about sex with a guy. I didn't want to scare
him off completely so I told him how guys giving the most incredible
blow-jobs because we know what we like to feel ourselves. He thought about
it for a while, and eventually I got him to lie down on the bed and I went
to work on his cock. Just one time and he was hooked."

"Haha, you must be pretty good," I added. He smirked back at me, raising
one eyebrow suggestively.

"Anyway," he said, returning to the his story, "after a few blow-jobs, it
wasn't long before he wanted to take things further. It started by me
sticking my fingers up his arse while I blew him, and before long we were
having sex."

"Wow!" I responded. "So you and Kyle became, what, fuck-buddies?" I asked.

"Kind of," he responded. "Sometimes a guy needs a friend to help him
out. Like I said, it's just a physical thing between Kyle and me. We don't
have feelings for each other, and we aren't boyfriends, we're just horny
teenagers with a high sex-drive and sometimes we need a release. That's
all."

There was a long silence while I processed everything Bailey had just told
me. "Has all of this just weirded you out?" he eventually asked.

"No," I responded. "I asked the question, and now I know the answer. I
guess it just wasn't the answer I was expecting to hear."

"Sometimes sex is just sex. Like I said, with Kyle it was good, sometimes
even great. But it's not the same as when it's someone you are really
connected to. When you are making love to a person that you really care
about, it's completely different. You lose yourself in the passion and
intensity of it all. It's so much more meaningful than just the quick
release that Kyle and I have together." He leant forward and kissed me, as
if he was trying to reassure me. I rolled onto my side and snuggled back
against him, his arms and legs again encompassing me in a tight grip.

As I thought about the story he'd just told me, I couldn't help but noticed
the similarities between Kyle's sexual awakening and my own. In many ways
Kyle had been just like me; he had thought of himself as a regular,
heterosexual guy until that one moment when his life was suddenly turned
upside down. I realised that Bailey had replicated this same scenario to
help me experience something very similar to what Kyle had, and I couldn't
decide if I found his plan to be cunning, ingenious, or both. I guess he
really did have it all planned out after all.

I awoke just before 5 o'clock the next morning, still wrapped in the arms
of the gorgeous teenager who had again spent the night in my bed. I thought
about the beautiful boy whose body was enveloping mine, noticing how my
feelings for him had morphed over the past week. Not long ago I had been
wracked with uncertainty and doubt about whether I wanted our relationship
to progress beyond our shared intellectual connection, but now, with
Bailey's morning wood pressing firmly against my butt-crack, I knew I
wanted to take things further. I was suddenly overcome with lustful
thoughts, wanting to do all kinds of sexual things with the boy who was
asleep in my bed.

I knew that he had to get up for swimming training in just a few minutes,
so I decided I was going to give him a wake-up call that he wouldn't forget
in a hurry. I gently released myself from his grip, rolling him onto his
back as I slid down the bed. Having never done anything like this before,
and having no clue how I to go about it, I was feeling a mix of excitement
and nerves as I slid my body down the bed. I thought back to my own
experiences and considered the things that I liked to have done to me, as I
hovered over him with my face directly above his groin. I gently pulled
down the front of his briefs and exposed his naked cock. When I leant
forward and touched his flaccid penis with my tongue, I was surprised to
find that I rather liked the taste and smell. I immediately wanted more,
and I began running my tongue up and down his shaft to slowly explore the
texture of his thick appendage. As his cock thickened in response to my
tongue, it rose off his stomach allowing me to lap around its head. My
hands joined in the assault as I began massaging his balls and taint,
causing him to emit a low and primal moan. I continued this same pattern
again and again for several minutes, my fingers rubbing his taint and balls
while my tongue licked up, down, and around the shaft. With his cock now
fully erect I took the head inside my mouth before sliding it along my
tongue. I began slowly sucking and bobbing up and down.

"Steve, are you sure you want to do this?" I heard him whisper
breathlessly. I looked up at his face, noticing that his eyes had opened
and were watching me as I slid my mouth up and down his penis. As I
continued driving my tongue along the shaft, he gave me an encouraging
smile before letting out a long growl of approval. I thrust my mouth up and
down as I massaged his balls. It wasn't long before his hips began lightly
thrusting up into my mouth, his speed increasing and his breathing becoming
more shallow. I recognised the stirring in his balls and knew that he was
getting close, so I doubled-down on my efforts with my mouth and fingers
desperately trying to bring him to climax. A few minutes later, he shouted
out a warning before firing off the first of several spurts of thick
cum. Before I had a chance to react, my mouth was being filled with an
incredibly salty, bitter taste as he exploded and groaned noisily. At first
I was shocked by what was happening, but then I relaxed and started to
enjoy the sensation and taste of the thick ropes flooding my mouth.

"Fuck, that was amazing. Have you really never done this before?" he
asked. Despite my lack of experience and skill, he had clearly enjoyed the
wake-up call.

"Uh-Uh," I responded, as I teased the last of his salty cum from his
leaking cock.

"Oh!" he cried out as my tongue teased the sensitive tip of his dick. "Oh
fuck - that was amazing!" he repeated.

"Better than your alarm clock?" I queried playfully.

"Oh shit, you have no idea," he replied before he grabbed my arms and
pulled me up the bed towards him, my chest on top of his as our mouths
found one another's. I lay on top of Bailey feeling his tongue hungrily
exploring my mouth, as one of his hands rubbed up and down my back, while
the other caressed my buttocks. After a few moments he gently rolled our
bodies over so that he was now laying on top of me, the weight of his
gorgeous body pushing down on me.

"Right!" he exclaimed. "Now it's your turn," he declared excitedly as he
pushed my hands above my head and his tongue left my mouth and started its
journey down my neck.



*******

It's gone quiet - are you still reading the story? Got some feedback? I'd
love to hear from you: lewsmorals@mail.com