Date: Mon, 30 Jul 2012 17:06:54 +0100 (BST)
From: Steve Rose <cutrose40@yahoo.co.uk>
Subject: Teaching Paul the Lessons of Love

DISCLAIMER: This is a story. None of the characters in the story exist and
the events that take place are purely imaginary.

WARNING: Do not read this story if you are in any way offended by acts of a
homosexual nature. Do not read this if you are under the legal age for
accessing adult sites.

If you enjoy these stories, please support Nifty with contributions and
keep the Archive online.  You can find out how at
http://donate.nifty.org/donate.html

Always indulge in safe sex.

DISCLAIMER: This is a story. None of the characters in the story exist and
the events that take place are purely imaginary.

WARNING: Do not read this story if you are in any way offended by acts of a
homosexual nature. Do not read this if you are under the legal age for
accessing adult sites.

If you enjoy these stories, please support Nifty with contributions and
keep the Archive online.  You can find out how at
http://donate.nifty.org/donate.html

Always indulge in safe sex.

Teaching Paul the Lessons of Love

Chapter 3

Tom drove Paul back to school after their Thursday morning session and on
the way they discussed when they would have the opportunity to be alone and
spend some time together. Both of them knew that the next lesson was going
to move towards developing the anal experience, To do this properly, Tom
knew from bitter personal experience -- his first anal experience had been
unpleasant, painful and had put him off repeating the activity for some
considerable time -- that there was a need for plenty of time and
preparation, so that Paul would not be frightened off by the whole
experience. The discussion reached no firm conclusion but neither Tom nor
Paul could think of a way to organise a time when they could be alone
again.  This was frustrating for both of them but the prospect of a meeting
sometime soon and the memory of their morning together meant that Tom and
Paul both had hardening cocks before they had got half way along the short
distance to the school, but there was, also very frustratingly, no time to
do anything about it.

As luck would have it, it was Tom's son that gave his father the idea for
how he could engineer the time he needed to be alone with his teenage
lover. When he came back from the visit to Bosworth Field, Adam had talked
enthusiastically about what he had seen which showed that he was completely
won over by the field trip. There was, he had said only one downer on the
tour, which had been a boy and a girl from another school party nearby that
had been making out and had quite disturbed the serious-minded students who
were interested in learning about the battle and its aftermath,

"Honestly, dad, it was so annoying. One of my classmates, Ricky Gordon, was
so pissed off with them and eventually he suggested that they should go
away and get a hotel room and leave the rest of us in peace!"

Tom listened to his son's account and made suitably sympathetic comments
about the young couple that had spoilt part of their visit. However, the
comment about "getting a room" had started a chain of though in the older
man's mind and he decided that he would try to develop the possibility
further. It would take some organizing but, if his plan proved successful,
the prize for both Paul and himself would be well worth waiting for. Adam
was tired after his long day and went to bed early, which gave Tom more
time to consider how to make arrangements for an overnight stay that would
involve Paul. This, the older man realised, would give the horny pair long
enough for Tom to complete the next stage of the teenager's sexual
education.

It took Tom a little while to figure out how he could manage to get Paul
away without alerting the suspicions of either his family or his
friends. After a short while, the older man came up with an
inspiration. Paul was always going on football training weekends, so it
might be possible for him to pretend to have one such session and for Tom
to set up a hotel room in a town or city that was far enough away for them
both to feel safe. This left a few more problems to be resolved: firstly,
what excuse could the older man give for going away; secondly, would it
seem suspicious to be away at the same time as Paul; thirdly, how could he
make the arrangements with the teenager and meet him to secure his
agreement to the plan and, finally, what arrangements should he make to
ensure that Adam was happy to be left in charge of the house, possibly with
Steve staying over as well.

This last problem seemed the easiest to deal with, as Adam was quite mature
and unlikely to set up a wild party that would trash the place and, in
addition, he was always asking for more responsibility. Furthermore, if
Steve were to stay as well this would ensure a quiet and responsible pair
would be in residence and act as a further reassurance that nothing
untoward would happen to the house. Finding a place to stay was also
relatively easy as an Internet search engine soon produced a list of hotel
chains with locations all around the country. Obviously it could not be too
far away because of Paul being able to get to the venue, but not too close
that they ran the risk of being spotted by people that one or the other of
them knew. On the other hand, if it was some distance away, Tom could
always pick Paul up outside the town and take him to the hotel. As far as
the older man was concerned, the biggest problem was going to be getting
the teenager on his own for long enough for Tom to explain the plan and
pass on the arrangements.

The following day, with Steve still away, Adam made the question of Tom
talking to Paul considerably easier when he told his father that he was
staying late at school that night for a meeting of the newly-formed
debating society, but he had previously arranged to meet Paul and go into
town, so his friend would have to go on his own or wait until the following
morning. Tom seized his chance,

"What does he need to get?  I could pick him up, do some grocery shopping
and then come back for you and bring the pair of you back here for
tea. What do you think?"

Paul replied,

"Cool, I'm sure Paul will be OK with that when I tell him. If there's any
problem, I'll text you at lunch time."

To Tom's delight there was no message from Adam and so he drove to the
school and picked up Paul as soon as the school classes were over for the
day. The older man wanted to unzip his teenage partner and suck his cock
the moment Paul got into the car, but this might have caused a scene just
outside the school, so he restrained himself. For his part, the teenager
was also tempted to have a feel of the older man's cock but also decided
not to do so right away. The pair of lovers drove on into the town centre
and Tom used the time to explain his plan to Paul, who was extremely
enthusiastic about the proposal,

"Wow, that sounds like a great plan. While I'm doing my bit of shopping
I'll try to work out a date. I guess a Friday/Saturday would be best,
wouldn't it?"

Tom agreed that this was precisely what he had in mind and said that he did
not expect an instant decision from the teenager, but Paul was more than
ready to do so.

"I promise you that by the time we get back to the school and pick up Adam
I'll have come up with a date and then the rest is up to you!"

Tom nodded,

"OK, great, but make it for a few weeks ahead because it will look strange
if it's next week, although I'd love it to be. It will be hard having to
wait so long before I can get you all to myself but the delay will also
give me time to make all the necessary arrangements."

Paul indicated that he fully understood and gave a little tug at his
bulging school trousers that indicated that he felt the same way as Tom did
about the long wait. The two separated and the older man went off to the
supermarket to get a few extra things for that night's meal and used the
time to concoct a plausible reason for having to go away overnight. Thirty
minutes later, Paul was waiting at the car and Tom joined him. Once inside
the teenager spoke,

"Tom, let's make it two weeks this Friday if that's ok with you and I think
it ought to be two nights, not one. That would be more plausible for a
football camp, arrive Friday leave lunchtime or just after on the
Sunday. In our case it would give us a lot more time together."

As he finished speaking, the teenager gave a cheeky, sexy grin and grabbed
hold of his crotch, sending shivers of desire through Tom, who was driving
back towards the school to pick up Adam. The older man regained his
composure and replied,

"Yes, I see the logic of what you are saying and I think I can organise my
excuse for being away that weekend so that it encompasses an extra day and
the dates you suggest are ok for me. I'll make the arrangements and then
get a message to you. I'll leave you to tell Adam and Steve."

Paul nodded and the conversation topic changed as they drove up the school
drive to pick up Adam.

Over the next few days, Tom put into place all the necessary arrangements,
booking a hotel room at a chain of budget hotels in the name of himself and
his son -- twin beds please - and waited for Paul to announce his
invitation to a `football academy' weekend. For his part, the older man
announced that he was also going to be away that weekend as he had to
attend a meeting of the board of trustees of the family charity board,
merely omitting to mention that he was the sole trustee. After that, Tom
arranged with Steve's mother for Adam's friend to stay over at the house
while he was away and this seemed to be satisfactory to both of the
teenagers. The final piece of the arrangement was put into place after Paul
had announced that location of his `football academy weekend' and Tom
pointed out that the location of the training centre was not very far from
where his own meeting would take place and that he could give the teenager
a lift to and from the training course if he would like him to and his
parents were happy with such an arrangement. As Paul was expected to get
himself to and from the venue, he was happy to accept his friend's father's
`very kind' offer and, as expected, there were no objections from his
parents who even telephoned to thank Tom for his kind offer.

After the long delay, the Friday for their departure arrived and Tom waited
with growing anticipation for Paul to arrive. Steve and Adam were already
settled in. The two teenagers were having a discussion about what to eat,
what they would do and what music they would listen to when Paul, late as
usual, eventually turned up for his lift. Tom gave the last minute
instructions to his son and Steve and then, having loaded their bags into
the back of the car, he and Paul got in the car and drove away. As they
drove towards the town and the motorway beyond, the older man turned to his
young lover and exclaimed,

"Phew, at last, I thought you were never coming!"

Looking slightly sheepish, the teenager responded, with a cheeky grin,

"Yeah, sorry. I'm just hopelessly disorganized."

"Never mind", Tom said, "you're here now so all is well. I am really
looking forward to having you all to myself for the next couple of days and
us both having fun together."

Paul gave a cheeky grin as he said

"I may have been late getting to the house but I'm sure I'll be cumming
very soon!"

As the youngster spoke the older man responded to his last remark by
slipping his hand onto the bulge in Paul's tight jeans and gave it a
friendly squeeze and was rewarded by a slight throb from the dick that was
bunched up beneath. In response, Paul moved his hand over and began to
unzip Tom's trousers and move his hand inside searching for the cock that
was inside. He was amazed to discover that the older man had no underwear
on and the teenager soon located the object of his desire and moved to pull
it out into the open air but Tom stopped him,

"Best not to do that while I'm driving, we don't want to end up dead in a
ditch and with you holding my cock in your hand or in your mouth. There'll
be plenty of time for us to play together once we get to the hotel, which
should not take us more than a an hour or so."

Paul reluctantly agreed and just rested his hand over the open fly and
occasionally giving the cock inside a friendly rub and used his other hand
to massage the growing bulge in his own jeans. To the horny teenager's
obvious delight, the journey seemed to go very quickly and in next to no
time Tom was exiting the motorway and heading towards the hotel,

"OK, let's get straightened up before we get into the hotel car park and go
in to register. I suggest we dump our bags, have a quick relieving session,
then grab something to eat and then go straight back to the room. What do
you think?"

Paul nodded in agreement, watched as Tom zipped up his fly and the teenager
adjusted his own cock in his jeans to make it less obvious. Once they were
straightened up, the pair got out of the car, gathered their bags and went
to reception to complete the formalities and collect the keys. The young
girl on reception gave the standard hotel information, ending with the
question as to whether they wanted breakfast and a newspaper in the
morning. Tom said no to the newspaper but asked how late breakfast was
served and he and Paul agreed that they would probably go for a late
breakfast.  With that, the pair walked off down the corridor to the lift
and then went up to the floor where their room was situated. Once inside
and with the door closed and locked, Tom hugged Paul close and the pair
ground their hardening cock together before breaking away and tearing each
other's clothes off in the lust.

"Paul, I need you prick in my mouth right now", groaned Tom as he fell to
his knees and took the teenager's rampant prick between his lips.

Not to be outdone, Paul pushed Tom back onto the bed and took up the `69'
position they had used the last time they had met and very soon the two
lovers were sucking up and down each other's shaft and bringing sounds of
ecstasy from their partner. For Tom the excitement of the moment began to
get to him and he broke off to gasp,

"Oh yes, Paul, I'm going to fill your mouth with cum, Suck it!! Suck my
cock!! Make me cum!!"

Needing no more encouragement, the horny teenager increased his efforts and
within moments was rewarded with a glorious load of creamy jizz that fired
from the older man's balls. Paul swallowed as much of the cum as he could
but began to choke and had to spit a small amount out of his mouth, wiped
it onto his fingers and offered it to his older lover, who licked the hand
clean. Once he had recovered, Tom motioned for the teenager to sit near his
face and direct his rampant prick at his waiting mouth. Once the youngster
realised what was needed of him he positioned himself in such a way that he
could fuck the older man's face, pushing his dick between the waiting lips
and feeling the rough tongue tease his piss slit, head and shaft as he
pushed deeper towards Tom's throat and then pulling it equally slowly back
again. The teenager slowly increased the speed of his thrusting, encouraged
by Tom who pushed him from behind until Paul had reached a satisfactory
face fucking speed, pushing his cock in and out of the welcoming mouth.

Once Paul had maintained a steady rhythm, his older partner started to play
with Paul's balls and then took time to lube his hands and to explore the
inside of the teenager's arse cheeks, seeking out the entrance to the
Paul's love chute. The teenager moaned as he felt his cock, balls and hole
being worked on by his older lover. Tom made his fingers even slicker with
more lube and then the Paul felt the older man's index finger enter his
arse hole and push a short way in. Tom quickly found the spot he was
looking for and, as he teased Paul's prostate, the older man held the
youngster's prick tightly between his lips and felt it begin to throb
uncontrollably.  A second tease on the spot brought a yelp of pleasure and
another even more violent throb from the Paul's dick,

"Fuck, what are you doing, that's awesome? Fuck, yes do it again, please!"

Tom made a third assault on Paul's prostate and this time sent the teenager
over the edge as his cock swelled, throbbed and then spurted uncontrollably
into his partner's waiting mouth and throat. The older man felt his probing
fingers gripped tightly as the youngster's muscles tightened in
anticipation of the arrival of his orgasm. As the spunk spurted out, Tom
gobbled down all that the young man fired into his mouth and swallowed all
but a small amount which he held in his mouth until Paul was spent and
after a short while his softening cock slipped out. The older man pulled
the horny teen towards him, kissed him on the mouth and transferred the
creamy tribute from his tongue to that of his lover. Exhausted, Paul fell
back onto the bed with his head on Tom's chest and the two lovers fell
asleep for a brief while before getting up and showering prior to going out
to eat. As Tom and Paul washed each other in the shower, the older man
explained to his teenage lover what he had done to cause him so much
intense pleasure and excitement,

"When I put my fingers up your arse hole I teased your prostate and that is
what gave you such intense feelings and made you cum so hard."

Paul nodded in understanding and said,

"I want you do it again, please and if having a cock up there has the same
effect, I can't wait for you to fuck me."

The older man's cock gave a little twitch as he replied,

"All in good, time, Paul, and I have to warn you that at least some of what
will happen could be quite painful but I promise you that the discomfort
will not last for long and you will soon like it more than anything we've
done together so far."

Tom was not surprised that their two cocks had reacted to the conversation
and thoughts of what lay ahead but the older man brought an end to any
thought of doing anything about their growing hardness by sounding a word
of caution,

"Don't let's waste cum now, let's go and have something to eat and then we
can resume your education."

As he spoke the older man ran his hand gently over the rounded cheeks of
his teenage lover and was pleased to note that Paul seemed to give a little
shiver of delight as he did so.

After they had eaten a quick dinner, each of them anxious not to waste too
much time before they got back to the main purpose of their stay. The chat
over the meal was low key and within an hour the horny pair were back in
their room and, once again, stripping each other's clothes off. Once they
were both naked, Tom got out all the things he needed for the night of
passion that was to come. The older man had brought plenty of lubricant, a
condom and two small cock toys one of which he proposed to use to ease open
Paul's virgin hole prior to entering him for real. Before he got started,
the older man explained what he wanted to happen.

"I want you to enjoy this experience. There will be some pain and
discomfort, I'm afraid, so if at any moment you are uncomfortable or the
pain gets too much, please tell me and I'll stop at once. While the pain is
still ok but getting worse, you might like to suck on this artificial prick
I've brought along. It will also stop you making too much noise. We don't
want to arouse the suspicions of the other guests and I don't know how
thick the walls of these rooms are."

Paul nodded and replied, enthusiastically,

"Sure thing, Tom, I want this as much as you do and I will certainly not
ask you to stop unless I can't stand the pain any longer. I understand
about the noise as well, I'll keep it down as much as possible but I want
you to know when I am really enjoying what you are doing to me."

The older man acknowledged his partner's point and indicated it was time
for them to get started as he wanted to use the maximum time he could to
ensure that Paul's hole was wide open, well lubricated and ready for his
cock to enter the teenager later in the night with the minimum of
discomfort.

Completely naked and with his dick rock hard Tom manoeuvred Paul onto the
bed and raised his legs up so that he could have easy access to the
teenager's cherry. The older man ran his tongue down Paul's rampant prick
and then past his balls and on towards his fully exposed hole. With his
tongue Tom began to rim his young partner, bringing moans of delight from
the teenager. Encouraged, the older man spat some saliva onto the puckered
hole and then ran his tongue round the brown-skinned entrance to Paul's
love channel before licking his way back up to the tip of the teenager's
cock that was already leaking pre cum. Squeezing some lubricant onto his
fingers, Tom ran them around the entrance to Paul's wet hole and slowly
eased his index finger once again inside the horny teenager. This action
brought a loud sigh of pleasure from the teenager and another spurt of pre
cum emerged from his piss slit which the older man licked it up
enthusiastically. With a grin, Tom slid his tongue down the teenager's
shaft paying particular attention to the sensitive underside of the
circumcised prick and then on down to Paul's balls, which he sucked into
his mouth, rolling them with his tongue and easing a second well-lubed
finger deeper into his young partner's hole.

After several moments of alternating the sucking on the shaft and balls and
pushing in his fingers, now three at a time, the hole began to open wider
and was clearly easing up access.  Tom inserted a fourth finger inside
Paul's welcoming hole and brought a moan of pleasure and yet another spurt
of pre cum as the older man found the teenager's prostate. It would not be
long before the youngster would be ready for Tom to insert the cock toy and
widen the love channel even more. The older man paused from his oral and
digital action to give Paul an update,

"In a few minutes I think you'll be ready for me to insert the cock toy. I
doubt if it will, but tell me if it hurts and I'll stop."

The teenager giggled and replied,

"No pain so far, Tom, but my cock is tingling and I may cum at any moment."

The older man acknowledged his young partner's comment by working the cock
toy deeper into Paul's hole and teasing his prostate drawing an anguished
gasp from the teenager,

"Fuck, yeah !! .. I'm going to cum, Tom!! Suck ..  my prick!! ...  Suck me
... NOW!!!"

Replacing the cock toy with his lubed fingers with which he continued to
tease his partner's prostate, Tom moved his mouth up the shaft of Paul's
cock and took the exposed circumcised head between his lips. Once again the
teenager's arse muscles clamped onto the invading fingers and Tom's mouth
received a second load of the horny youth's ball cream. Paul's prick
throbbed and squirted hot spunk into the welcoming mouth and throat of the
older man, who swallowed greedily taking all the cum until it finally
declined to a dribble. Only then did the older man release his grip on
Paul's cock head and allow him to ease out of his mouth and, as Tom did so,
the teenager recovered his breathing enough to say,

"Wow that was even better than last time. It was intense, thanks Tom!"

The older man acknowledged the response with a kiss on his teenage
partner's lips and then began to make the final preparation before he
finally invaded Paul's love channel.  This involved a further use of the
cock toy until the teenager's hole was well-lubed and completely wide
open. Tom slipped a condom onto his rampant cock that was soaked in pre
cum. Paul looked at him quizzically as he did so, but the older man
explained,

"I think it is a good idea to practise safe sex at all times. I'm sure I'm
ok and so are you, but if you get into the habit of doing this every time,
you should always keep clear of anything nasty and it shouldn't affect your
enjoyment."

The teenager was reassured by this comment, especially the point that he
would still get the full experience of being fucked for the first time,

"Good, I want to experience everything and feel you cumming deep inside
me. Am I ready now?"

Tom nodded to indicate that he thought the youngster was as prepared as he
could be and pushed Paul's legs wider to give even better access. When he
was sure the horny lad was comfortable, the older man moved his
condom-covered dick slowly towards the entrance to the teenager's love
channel. At the entrance Tom paused and rubbed the tip of his rampant prick
up and down the well-lubed hole and then slowly pushed forward and the end
of his cock disappeared just inside Paul, who gave a sharp cry of
discomfort. In response the older lover withdrew for a moment and then
tried again. This time Tom advanced his cock head further inside the
teenage hole until it was completely inside, at which point he stopped in
order to allow Paul to get use to the feel of the cock inside him. The pair
then adjusted their position so that they were both comfortable. Once he
was reassured that the teenager was ok, Tom pushed deeper inside as he
inched his shaft until it could go no further. Once again, the older man
stopped and paused, allowing Paul to get used to the invasion and to
reassure himself again that the teenager was not in any pain. Tom was very
excited but he wanted to last as long as possible so he could give Paul the
best possible first experience. Slowly, the older man withdrew his cock
from the tight love channel and then equally slowly pushed it back in
again, repeating the process with steadily increasing speed and bringing
sounds of delight from his partner each time he brushed the prostate.

Paul had felt some pain the first time the older man had pushed the tip of
his dick into his hole, but after a few moments the discomfort had gone
away and once he got used to the cock in his virgin hole, he started to
enjoy the feeling and the experience of being fucked for the first
time. The teenager's own cock was returning to life and it was sticking up
in front of his stomach and Tom grasped hold of it and wanked the shaft in
time with his deep thrusting into the youngster's love channel.  This
action brought whispered encouragement from Paul,

"Oh yeah, Tom!! Fuck and wank me!! I want to cum again!"

Tom grunted and speeded up his thrusting in and out,

"I'm going to cum inside you, Paul!! I'm getting very close!!"

"Oh yes, fuck me!! Fuck me!! I want to feel you cum!! I'm going to cum
again soon too!!"

The teenager's orgasm came quicker than expected. Tom felt Paul's arse
muscles contract and his body shiver with excitement and then saw the piss
slit of the teenager's dick enlarge and his creamy spunk flew out into the
air. This was more than enough to set off the older man's own climax and
Tom felt the familiar tingling sensation in his balls and he unloaded a
huge load of spunk from his uncontrollably throbbing prick.

By the time the two lovers had finally finished cumming, they were gasping
for breath following the excitement of their mutual orgasm. The older man
slowly slipped his cock out from inside the teenager's hole and pulled off
the condom and sucked out some of the spunk into his mouth and then offered
the remainder to Paul who greedily sucked out the remaining jizz. Tom fell
back onto the bed and lay still on top of his young partner.

After a brief rest to recover his breath, the older man finally spoke,

"Thanks for letting me fuck your virgin hole, Paul. It felt tight but
hopefully it was not too painful and you enjoyed the experience."

The teenager grinned and replied,

"It is me that should be thanking you, it was awesome. It hurt a bit but it
was worth it and now that you've pulled out, I feel a bit empty. I guess I
am feeling sore but very, very happy. Tell me, is that the only position or
are there more?"

Tom smiled as he replied,

"There are plenty more for us to try! However, I think we ought to get some
rest now, there's still tomorrow night, or to be more accurate tonight, for
you to learn some more positions, but this old man needs to sleep. Before I
do I suppose we should clean up some of the mess we have made. Do you want
to have a shower now or in the morning? Also, one of us needs to get into
the other bed, we don't want to rouse suspicions if only one bed has been
used."

Paul sighed,

"Always the practical one, Tom. I suppose it comes with age!! Hopefully
we'll shower together in the morning and I had hoped we could sleep
together tonight and just mess up the other bed when we wake up."

It only took the older man a moment to agree to his teenage lover's
suggestion and they cuddled up close and within a few seconds fell deeply
asleep.

To be continued/concluded....?

Hope you liked this story. Whether you did or not feedback is always
welcome. Email me at cutrose40@yahoo.co.uk