Date: Mon, 9 Jun 2008 15:34:46 -0700 (PDT)
From: adm2780 <adm2780@yahoo.com>
Subject: Second Time Around  Chapter Twelve

All rights reserved.  Other than downloading one copy for personal
enjoyment, no part of this story may be reproduced or transmitted by any
means, except for reviews, without the written permission of the author.
As in real life, the sexual themes unfold gradually and are kept to a
realistic level.  If you are looking for sex on every page, then this is
not the story for you.  Comments on the story are appreciated and may be
addressed to the author, Dwight Wilson, at adm2780@yahoo.com

This story contains descriptions of consensual sexual contact between
males, adult and minor.  As such it is homoerotic, designed for the
entertainment of mature adults.  If you are not of legal age to read such
material, or if the subject matter would create irresolvable personal moral
dilemmas, please exit now.

NOTE: Special thanks to Matthew for his time and efforts proof reading and
editing the chapters.  Want to read a couple of good stories?  Try "Never
Take Love For Granted" or "One Gift To Give".  They are both excellent.


Chapter Twelve:  Second Time Around


"David!  Somehow, I didn't picture running up and down the street as part
of our plans for this weekend; especially at this time of day."

"Rick, you have to be in shape if you want to engage in meaningful physical
activity.  And, believe me, sex is meaningful physical activity.  Endurance
means a lot, and running is a good way to not only build endurance, but it
helps eliminate soft areas."

David had gotten us up at sunrise.  Sunrise!  I knew that I was in pretty
good shape; after all, I did exercise lifting some weights, calisthenics
and swimming.  Yes, I had a little desk jockey flab, but just a little.
There was one exercise that I avoided like the plague when I went to a gym,
and that was running.  Now, David was trying to tell me I needed to run at
least three mornings per week.

"Stop thinking so much about the negative, look at the positive.  When we
get back we'll need to shower and shave; plus, there's still breakfast to
consider.  Do you have any idea how erotic eating fruit or letting someone
shave you while straddling your lap can be?  Think about both parties being
naked and being on the balcony in the warm sun."

"Truthfully, no," I told him; then added, "but it does sound interesting.
Who's going to shave whom?"  I tried to sound serious, but couldn't totally
suppress a smile.  I really didn't care; the whole scene sounded hot.

When we finally got back to David's condo, I felt as though I had fifty
pound weights tied around each ankle.  There was no doubt in my mind that
there was some question as to whether I would survive the walk from the
front door of the building to his unit; thank god for elevators.  There was
also no doubt in my mind that I was not as young as I used to be and David
was in better shape than me.  Plus, there was one other thing that there
was no doubt in my mind about, this young man was making me feel more alive
than I'd felt in a long, long time.

                                           * * * *

After our run, and after managing to get this worn out self into the condo,
David drew a hot shower for us.  The sound of the water, remembering what
he had said during our run and a little imagination soon had me
rejuvenated.  Stepping into the shower, he stepped behind and drew me into
him; he felt nii-iice.  I reached back and rubbed my hands up and down his
hips for a few moments before turning and brushing my lips against his.
Holding his waist, I enjoyed the smooth touch of his lips against mine and,
without a thought, opened my lips and sucked him in.

Our shower was as he had suggested.  We bathed one another and even shaved
one another.  I couldn't remember the last time I had allowed someone else
to shave me.  David even had a straight razor.  After bathing, and fondling
a little more, he had me sit on the shower floor.  He straddled my lap and
shaved me.  The big surprise came when he turned around and straddled my
lap, facing me feet.  The relaxed feeling quickly disappeared when I felt
him lift my scrotum and then felt the sharp edge of the blade on my balls.
David was shaving my balls!  Now, that's trust!  It felt different; it felt
good!  Unfortunately, I didn't enjoy the sensation quite as much as I could
have because I was busy reciting many, many silent prayers.

"Take this towel and just rub off the running water; let your skin stay wet
if you can.  When we go outside, you'll feel the difference as the morning
breeze blows across your skin."

He was right.  I just patted the loose water off and then followed him to
the kitchen.  He wouldn't let me help with breakfast, but just pushed me
outside.  I looked around quickly to reassure myself that no one was
watching.  I had to laugh to myself as I sat on the chaise.  If someone was
in a nearby building with binoculars, watching us, there wasn't anything I
could do about it except hope they enjoyed the view.  With that thought I
stood, turned my butt to the street and gave it a little wiggle.

"What are you doing?" David asked me with a little smile.

"I thought, just in case someone might be watching us, I'd give them a
little treat."

"How about if I add a little treat of my own?" he half-jokingly asked as he
set the tray of food on the table.

I lay on the chaise on the balcony; David sat straddling my lap.  We were
both as natural as the day we were born.  The air was warm with minimal
humidity.  I looked deep into David's eyes as he fed me sections of
grapefruit and buttered toast, they were full of mischief.  It was a good
kind of mischief, the kind that causes the eyes to dance and twinkle at the
same time.  He was playing me, and I knew it; I liked it.

David was also a big tease.  While he straddled my lap, he kept his weight
supported by his arms pressing against the arms of the chaise.  He lowered
and raised himself at will, wiggling his butt over my rapidly growing
manhood.  He knew exactly what he was doing, particularly when he lowered
himself and squeezed his butt, trapping me in his crack.  I kept his pride
and joy warmly wrapped in my hand.

Initially, sections of grapefruit were hand fed to me.  After a few
sections, David started holding the sections with his teeth; I was not
allowed to use my hands.  As I bent forward and sucked the fruit into my
mouth, our lips touched.  With each section there was less and less fruit,
but more and more lip touching; his butt activity had also picked up
considerably.  Finally, our lips touched and as I sucked the fruit away, he
suctioned it back from me.  The games began as the fruit passed back and
forth between us.  He won, but only after he had grabbed both of my nipples
and twisted sharply.  I protested and pulled his nipples hard enough for
him to fall into me.  We resumed the kiss.

There was something special about this young man.  I viewed him as a young
man, but also as a kid.  His skin was so smooth and silky, yet firm due to
the muscle development.  He felt warm; he felt comfortable.  I broke the
kiss by pushing him away from me.  He looked me directly in the eye.  His
look said "what are you going to try now?"  Pushing back and up, I then
lowered him again so I could pull his delectable nipple into my mouth.  A
sharp intake of breath caused him to hiss.  Another hiss followed when I
worked my way over to his other nipple.

Sliding my hands down his back and under those beautiful cheeks, I lifted
with my arms.  He took the hint and raised himself.  As he slid forward and
up, the tip of his manhood left a moist trail up my torso.  Suckling the
area to each side of his charms, I stuck out my tongue and guided him into
my mouth.  Without thought, acting on pure instinct, I pulled him in and
began to swallow.  My throat muscles were still a little sensitive from our
previous lessons, but I swallowed him and held him there while I swallowed
more, to let my throat muscles massage his being.  He moaned as I tightened
my grip on his cheeks.

Resting in the palms of my hands, he flexed his muscles.  It was like an
invitation to play with him.  My thumbs rubbed the side of each cheek and I
marveled at the solid feel and curves of the dimples.  Keeping a firm grip
on his ass, I moved him in and out of my throat.  I could hear his
breathing change and felt him tense as my mouth pleased him.  I let my
right hand slip around to his front.  The softness of his scrotum in my
palm was amazing.  I could feel his nuts moving in the comfort of their
sack.  Closing my fingers around his sensitive parts, I squeezed lightly.
He moaned.  I squeezed again and he moaned louder.

David placed his hands on my shoulders to balance him-self, and took
control of his movements.  As he pulled away from me I sucked harder.  As
he pushed into me, I released my lips a little and exhaled over his member.
My right hand continued to play with his sack and its precious contents.
My left hand explored the valley between those globes I so admired.  We
were oblivious to any and all things around us.  All that mattered was the
two of us.  If we could be seen or heard, someone would be getting a great
show!

My throat was almost numb from his movements in and out.  I could say it
was numb from his extended fucking of my mouth, but that is too crude for
what was happening.  This wasn't raw fucking to satisfy animal lust; at
least, not to me, and I don't think to him.  This was sex with passion.  It
began with a simple erotic game of feeding one another fruit, then kissing,
then heaven.  I could have stayed there all day, but it had to end.  When
he finally erupted into my mouth, I greedily sucked down all I could, but
lost some.  I was so worked up that when he began shooting down my throat,
I erupted without being touched.  His juice ran down my chin; my juice
coated my abdomen and his crotch.  He leaned down and kissed me.  Breaking
the kiss, he smiled and wiped his juice from my chin.

"You learn fast," he said, smiling.

"Good teacher."

"Wait till you see what I'm going to teach you next.  But, for right now,
we need to get cleaned up and dressed.  We have someplace to go."

                                           * * * *

December in the St. Petersburg area is like spring back in New York.  I was
accustomed to cold temperatures and snow on the ground.  People scurried
around bundled in down filled jackets with caps and mittens.  But in
St. Petersburg, people strolled in shorts and sandals.  What a difference.
I grew up in Florida and knew the weather was normally warm around the
holidays.  It wasn't until now that I realized how much I missed the warm
weather and the slower pace of life.

David took me to an arts festival in Clearwater.  It was only a short drive
up the road and the area was so heavily developed that you didn't know when
you were moving from one town to the next.  We used David's little Miata,
with the top down, of course.  I wasn't sure why he wanted to go to an arts
festival, but I didn't object.  When I arranged for the long weekend with
him, I had let him know there were some specific things I wanted him to
show me.  He had agreed, but imposed the condition that we do it his way.

The festival appeared to be like any other arts festival I'd attended.
Vendors set up tents to display their wares.  There was row after row of
privately produced ceramics; more types of paintings than one could count.
The quality of goods ran from questionable to quite good.  Some I liked,
some I didn't.  One thing I did pay particular attention to as we walked
was the incredible feeling in my crotch.  David had shaved my scrotum, so
that with every step, it felt like someone was trying to use a feather to
tickle me there.  It was a little distracting, in a good way.

"Rick, you're spending too much time looking at the wares and in the tents.
That's not why I brought you here."  He moved towards a food vendor and
bought each of us a frozen chocolate covered banana and suggested we sit on
a bench under a large shade tree.

"Is this banana supposed to be symbolic?" I asked, laughing.

"Could be.  Look at it this way, once it thaws a little it won't be nearly
as hard as what you seemed to be enjoying so much this morning."  There was
that mischievous smile and look in his eyes.  Beautiful.

We sat on the bench, neither of us saying anything.  I worked on the frozen
banana and kept thinking about this morning.  He was right; I did enjoy
what I did to him.  I was also very proud of myself; that was my first true
deep-throat.  I guess the more I thought about it the more I must have
smiled.  I definitely know the more I thought about it the tighter part of
my pants became.

"Careful, Rick, smile any bigger and everyone will stop and ask what's so
nice.  It'll be interesting to hear you explain that one."  My response was
to look at him and push the banana deeper into my mouth.  I'd eaten over
half, so it really wasn't difficult.  He shook his head and then asked,
"Tell me what you see."

While we were sitting there, I hadn't been paying that much attention to
what was happening around us.  That was unusual for me because I was a
natural people-watcher.  I didn't have to look around much to realize what
it was that he wanted me to see.

"It looks like a virtual smorgasbord of people.  All ages, all ethnicities.
Some are wearing nicer clothes than others."

"What else?"

"All mixes.  There's a young couple that look like college students,
holding hands, and ogling each other more than what's around them.  I know
what's on his mind.  Those two, the older gentleman and the younger one, I
think he's a teenager.  Father and son out bonding.  Oops!  The way they're
holding hands, I don't think they're father and son.  Maybe."

I stopped talking and looked around some more.  There were a number of same
sex couples walking around.  No one paid much attention to them; they were
just accepted.  I had to watch for a while before I realized that it wasn't
all that unusual to see a couple where one appeared considerably older than
the other.  You would normally think in terms of older brother-younger
brother, or father and son.  It wasn't just men, it was also women with the
same mixes of age and color.  I turned and looked at David.  He just smiled
and then simply said, "Time to go back to school."

                                           * * * *

It had been a long time since I took a stroll in mid-December and had
perspiration rolling down my body. All the way home I asked David what the
subject was for our next class.  He just looked at me and smiled, reminding
me that anticipation was part of the thrill.  As soon as we walked inside,
he said I should strip.  No problem.  Thinking about him and his body was
enough of a turn-on for me.  I laughed at myself, thinking I was becoming
some kind of sexual deviant.  But, it was a fun kind of deviant.  I hadn't
felt this good in I couldn't remember when.

We stepped into the shower and I was ready to pull him into me, but he put
out his hand and stopped me.  There was to be no playing around in the
shower this time; we were in class.  He not only had me confused this time,
but curious.  We had been in the shower several times and it was always
"enjoy the other" time.  We did soap the other one up, but there was no
play.  After rinsing he signaled for me to stay in the shower.  He stepped
out and retrieved something from under the vanity.  It was a rubber bag
with a hose, plus he got a couple of bottles of something out and set them
on top of the vanity.

"You do know what this is, right?"

"Kinda, yeah.  I've read enough descriptions to make a good guess.  Are you
going to do what I think you are going to do?" I asked a little
apprehensively.

"If you think I'm going to give you a douche, then yes, I'm going to do
what you think I'm going to do.  Nervous?"

"I'm not sure.  What's wrong with a regular enema?  And why are we doing
this enema thing?"

"If I used a regular enema you would have to take at least four of them and
that would leave you a little sore.  Plus, four might not do the job.  This
way, we can be sure to get in deep enough to get the job done in only a
couple of applications . . . if we're lucky."  He smiled; he thought this
was funny.

Yes, part of our plan for the weekend was anal sex with me on the bottom.
At first, the thought was enough to start my erection.  The more I looked
at the bag and the hose, and . . . .the plug on the end!  My God!  There
was no way that ball or plug or whatever it was called was going to fit in
my butt without a lot of effort and pain.  He saw me looking at the ball.
He laughed.

"Don't worry, I'm taking that off.  That might hurt just a little going in,
the first time."  Again, he smiled.  I looked at him and thought maybe I
should turn him over my knee for enjoying my, soon to hit, anxiety attack.
He removed the bulb and handed it to me to hold.  Then, he told me to bend
over.

I'm not sure how much fluid was in the bag, but I thought it was a lot more
than my gut wanted to hold.  I took it, but it wasn't comfortable.  I felt
like a little kid doing a jig because he had to go to the bathroom so
badly.  David still thought this was funny.  Finally, I was allowed to sit
on the toilet and empty myself.  It felt very strange sitting there while
he stooped down in front of me and watched the stuff escape my body.  He
stopped laughing for a moment and looked very serious when he told me we
had to do it again.  The look on my face set him laughing again.  Of
course, I knew enough to know what the whole thing was about, but I enjoyed
giving him a hard time.  I was thankful that it only took one more filling.

When I lay face down on the table, he sprinkled some oil on my back and
began the massage.  I waited, anticipating the move that made me feel
good. The anticipation alone was enough to get me turned on.  He knew what
I was waiting for and deliberately stalled.  Finally, he climbed up and
straddled my body.  His balls hung down in the little opening formed where
thigh meets buttock.  He wiggled his butt and I felt his scrotum glide over
my butt.  His tool lay nestled along my crevice.  I was in heat and my
sexual thermometer just ratcheted up another notch.  He ignored me and just
massaged my shoulders and back.  David had to be part sadist.

David could give you a massage and make you orgasm without even thinking
about it.  When he leaned forward to massage the upper portion of my back
and shoulders, I felt his maleness move up my crack.  He didn't massage
long before moving down my back and his maleness moved down the crevice.
He knew what he was doing and I could imagine the smile on his face as I
reacted.  I laughed to myself when I thought I would really like to see his
mentor and tell him what a great student he had.  I suppose he knew.

When David shifted down my legs, I felt a little loss.  However, his hands
worked my cheeks in opposing circles so my anus twisted and rubbed.
Fingernails trailed over my cheeks and down the back of my thighs before
returning up the inside of my thigh to tease my opening: I tried to spread
my legs but he kept them closed, still straddling me.  Again and again he
did this to me till I heard myself hiss with the breath I drew in between
clinched teeth.  When his hands again came up, his thumb entered the
crevice and touched the magic spot; I jumped.  I tried to spread my legs
and, this time, he let me.

Both thumbs touched my spot.  I felt him pulling from side to side and then
each side of the opening in opposing directions.  This is what I was
supposed to teach my sons?  Why hadn't I been able to learn this at their
age?  I knew why, and thought it was unfair.  God!  This felt incredible.

"Rick, you need to relax a little for me.  I know you aren't accustomed to
this, but think about it being no worse than a doctor giving you a
physical."  Great, what a way to kill the moment; plus, I could hear the
smirk in his voice.

"I'm going to enter you now; just one finger, gently."  He was right, it
felt a little strange, but it didn't hurt; it felt like the doctor checking
my prostate.  I felt him get down off the table, but he left his finger in
me.

"What I'm doing is getting you accustomed to feeling something in you.  The
natural reaction is to try to expel anything that enters you there.  Accept
it, enjoy it, and your body will want to suck it in.  I'm going to move my
finger around some and you may feel a little discomfort.  The sphincter is
a muscle.  It can be trained and stretched just like any muscle if you let
it, and that's what those of us that enjoy anal sex do.  I've known guys
that wanted anal sex, but couldn't overcome the mental block to letting the
muscle retrain itself."  He stopped talking and I concentrated on the
feelings.

"Ok, I'm going to insert a second finger now."

I felt the second finger enter me.  It was strange, but exciting at the
same time.  My mind didn't really think about the feeling at the entry to
my canal, it concentrated on the feelings within my body.  I'm not sure
where they generated from; I just knew they were there.  Sometime during
all this a thought developed in my mind, it was really more of a demand, a
need -- I wanted to feel him in me; I wanted to get fucked.

"I'm going to roll my fingers around some and stretch you.  Let me know if
it's too much."  I could only moan.  Too much?  How about too little?  God,
I was beginning to think like those sex sluts in the stories I read.  At
least, now, when I read a good story and we come to some hot sex, I can
relate to the feelings; that is, if he ever gets around to poking me.  I
felt his hand rub back and forth over my shoulders.  I think I had begun to
squirm a little.

"I'm going to start moving my fingers in a scissors motion to stretch you a
little more and then I'll try a third finger.  I want you to understand
something.  The first time is going to hurt some.  I can stretch the
muscles here at the entry, but it's your intestines that will cause you the
discomfort.  It's sensitive tissue, and when I enter you and move past this
muscle, I'll penetrate untrained and unstretched tissue.  That's where I'll
have to try and be as gentle as possible.  When the tissue gets accustomed
to me, you'll love it."

The third finger entered, I definitely felt full.  His fingers moved in and
out a little.  Again, it was a strange feeling and I could almost feel
something in my gut.  It had to be nerves, the proverbial butterflies.
What really drove me up a wall was that he had me hot; I mean HOT!  My dick
was so hard that it hurt and, pressed against the table, it hurt more.  He
continued to play around inside my butt.  I wanted to tell him to never
stop.

"Okay, I've been doing this for about an hour now.  You should be ready."
An hour?  When?  Ready?  I was!  I was ready to let him take my virginity.
I was so sexed up I didn't care if it hurt and the whole city heard me
scream.

He walked away from me, I assumed to get some more lubricant.  When he came
back a moment later he tapped the inside of both legs for me to spread
them.  I was practically wrapping them around the table already.  His
finger touched my anus.  Music played and he tapped my anus in beat with
the music; another strange sensation.  He climbed up and straddled me; I
tried to lift my butt up to him.  I felt his hands part my cheeks and
something touched me.  Finally, what I had been waiting, and longing, for.
I laughed to myself as I remembered some of the stories I'd read.  I was
horny, sexed-up, in heat and ready to be . . . .well, I was definitely
ready!

"When I push in, I want you to push out like your trying to take a dump.
Ready? . . .Here goes."

I felt the pressure and gritted my teeth, ready for the pain.  I kept
telling my-self to relax and push out.  I felt him pushing my muscle; he
pushed harder, and then harder.  He was in me!  Finally, I remembered to
exhale and took a breath.  I was covered in sweat.  So far, this hadn't
been bad.  He waited a moment and pushed in again.  It hurt a little this
time and I held my breath.

"Relax.  Breathe," He whispered in my ear.  I exhaled and took another
breath as he pushed again.  It hurt more and I could feel my heart rate
jump.  I closed my eyes and flexed my muscles, trying to give him some
pleasure.

"Okay, it's in.  We'll just leave it there for a few minutes and let you
get accustomed to the feeling.  Feel kinda full?"  I nodded.

Suddenly, he jumped down!  But, there was still something filling me.  I
looked at him, wondering what was happening.  He read my expression.

"Oh, you thought that I was entering you?"  There's that laugh and smile of
his again.  This kid deserved to be spanked, and I didn't mean 'sexy, let's
have some fun' spanked!

"That's a training tool I put in you.  Rick, if I tried entering you now
and rode you like you wanted, they'd hear you screaming back in New York.
This is a neat tool, let me show you something."

He stepped back over to the table and reached for something.  I twisted
around to see what he was doing.  Suddenly, I felt it.  I was hot, worked
up, needing release and prepared for the biggest step in my personal sex
life, and he had put a vibrator in my butt!

"I'm ordering pizza for supper; goes good with the wine.  That okay by
you?"  He gave me that big grin of his as he looked back over his shoulder
at me while he approached the phone.

"Tomorrow, Rick, tomorrow." He said as he looked at me, waiting for someone
to answer the phone.

I just looked at him!  I couldn't believe this!  He was really going to
leave me like this!

However, that vibrator did feel good.


End Ch Twelve

To Be Continued

Comments Welcome: contact Dwight Wilson at adm2780@yahoo.com