Date: Sun, 15 Feb 2015 18:27:02 +0000
From: Bruce Demosthenes <sourceskid@hotmail.com>
Subject: Training a Teacher 3

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*********

Coming off the highway into the city, as I awoke, I was struck by how much
my dirty underwear reeked.  The car stank of my sweat and cum.  And if I
noticed it sitting in the passenger seat, it must be really noticeably to
Paul who was wearing them.

Reaching over I squeezed Paul's cock through his trousers.  It was hard as
a rock.  Had he been hard for the entire ride while I slept next to him?
Had he noticed the smell too and it was turning him on?  Or did he just get
hard as I awoke and we arrived at the city and he began to wonder what
awaited him?

Whatever the case, this man had it bad for me.

Admittedly I was developing feelings for him too.  Over my raging teen
hormones that had me boned at almost every male I saw I could not help but
think how sexy this particular elementary school teacher was, sitting next
to me in the driver's seat.

He was wearing his egghead glasses which accentuated his turned-up nose and
his asexual dress slacks and shirt that he wore because he wanted to
convince his elementary class he was the smartest one in the room made him
one very attractive nerd.

I had no idea what my mom saw in him.  He was nothing like my father and he
was hardly the masculine character to hang your hopes on through a divorce
and raising a single child.  But I knew what I saw in him.  He was a total
bottom.  He might not know it but instinctually I knew what our roles were
and I had one weekend to cement this relationship so he would be committed
to his new life.

"Head to a mall or department store," I said as I continued to finger his
hard cock through his pants.  His hard-on told me he was still in lust with
me, though the fact he had not turned back when I had fallen asleep already
proved he was on board for the ride.  The challenge was keeping him on
board after the weekend ride was over and making him face that he was (i)
gay, (ii) a bottom and (iii) into underage boys.  Each of those took men a
lifetime to come to terms with and I had two days before my mother came
home and offered this man a "normal relationship".

Paul pulled into the first department store parking lot we saw.  I don't
know if it was because he was boned for what might happen or if he was
nervous about my plans but his choice worked for me.  It still being early
in the morning and this store being just off the highway, the parking lot
was almost empty.

Like Paul I was now boned and I thought about having him blow me in the
parking lot but I had plans and he had already delayed me with sex in the
shower.

I got out of the car and headed into the store with Paul in tow.

While my dirty briefs he was wearing gave off a noticeable odor, the fact
that they were too small for Paul meant his hard cock was not really
visible through his trousers.  Mine was more of a problem as it was visible
in my tight jeans.  Paul noticed it too because he kept looking over at the
front of my pants as we walked.  Good, that will make him willing to follow
instructions.

Walking through the department store, which was largely empty it being
still early morning, I found the men's underwear section.

There was no one in the men's underwear department except for a young guy
behind the cash register.  He would do nicely.  He looked 17 or 18.
Couldn't have been 21, so he definitely wasn't legal, though obviously more
legal than me (if there is such a thing as 'more legal' for an elementary
school teacher to be caught having sex with).

This boy was slightly taller than me though skinnier.

He gave us a look as I began to walk through the aisles and search for
designer jockstraps and hand them to Paul.  There weren't a lot to choose
from.  After going up and down every aisle I had found only four different
brands (2xist, Calvin Klein, Pump and Aussie Bum) but they came in a number
of colours.  I loaded Paul up.

I don't know what an elementary school teacher earned, but the 20 pairs he
had in his arms would probably use up his rent this month.

If Paul wasn't keen on my choice of underwear for him he didn't say
anything.  He simply took the packages I handed him and followed behind me.

Going up to the cash I asked if there was a change room for Paul to try on
one of the jockstraps.  The boy started to say you can't try on underwear
and then, after looking us up and down, said to follow him.

We left all of the pairs on the counter of the cash and taking only one
2xist white jock we followed this boy across the store.  While I didn't
really have a thing for twinks (and I only recently discovered I had a
thing for adult nerds like Paul) I knew Paul did and I could see him
checking out the salesboy as we followed him all the while looking
nervously back at me.

As the store was almost deserted there was no one, customer or salesperson,
in the section he took us to where they sold very tacky off the rack suits.
The salesboy led us behind a curtain into the dressing room.  Inside there
were two small rooms on either side of the aisle and I handed Paul the
2xist jockstrap which I had taken out of the package and he went into one
of the rooms.

The salesboy stayed in the outer area of the dressing room with me.  He
clearly wanted to see how this unfolded and probably see Paul in a jock and
that was fine by me.  The more I outed Paul as a bottom in the next 48
hours the harder it would be for him to go back into the closet when the
weekend was over.  The salesboy also keep checking me out.  That was fine
with me too.

While my mission was to train Paul this weekend I was a horny 15 year old
and I wanted to have sex with whomever I could.

As I checked out the salesboy back, his nametag said Stevie, I decided he
wasn't half bad.  He was blond and skinny though a little effeminate, but
what gay boy who was working as a department store cashier in the men's
underwear section on a Saturday morning wouldn't be.

His clothes did nothing for him as they were the store's uniform and would
do nothing for anybody.  He seemed to have something happening in the front
of his polyester pants and it seemed semi hard (don't know what he thought
was going to happen in a department store but he was getting excited) and
he had a nice firm ass.  In fact, he reminded me of Paul just closer to my
age.

As I was scoping out the salesboy Paul said from behind the curtain "they
fit".

Did Paul really think that would be sufficient?

"Come out and let me see," I said.

Opening the curtain Paul came out in the jockstrap, but still wearing his
dress shirt, which of course covered his groin and ass.  His shyness would
be just so adorable under other circumstances.  In this situation it was
annoying.

"Get the shirt off," I said sternly.

Paul's place had to be made clear and the presence of this teen salesboy
would make my ordering him to undress all the more humbling.

After hesitating and then looking at me for confirmation, Paul turned his
back to us and unbuttoned his shirt and dropped it meekly to the floor,
standing there in the white jockstrap and his dark socks.

"Socks too," I said. "They look ridiculous."

Paul bent down and removed each of his socks, giving us a nicer view of his
ass as he did (we could almost see his hole as he bent over), and put them
next to his shirt.

I had to admit the man looked hot in a jock.  His ass had the right
roundness that the straps just framed and made stick out ever so slightly
more as the leg straps raised the ass cheeks amd the waistband pushed them
down.

I looked over at the salesboys and his eyes were popping out of his skull
as he stared at Paul's ass.

Stevie had broken the rules to let Paul try on underwear and he wasn't
going to miss out on the show and wasn't bothering to try to hide his
gayness or interest.  A glance at the front of his pants showed he was hard
and quite impressive at that.  He must have been 8 inches.  His cock was
the biggest of the three of us.

"Turn around," I said to Paul, deciding he had to put on a show for little
Stevie here.

Turning to face us, Paul wasn't hard any more, being embarrassed I guess,
but he was impressive soft (a shower and a bit of a grower as I knew from
the shower that morning) so the pouch was nice and full with his uncut
cock.

"Turn back," I said.

Paul dutifully turned so his back was to us, his perky ass framed by the
white elastic straps.

God his ass looked good.  If we weren't in a store I would fuck him right
there.  As it was we were taking a hell of a risk having Paul standing in
the outer area of the dressing room, with me and a salesperson, in just a
jock.

"Turn back again to face us again," I told Paul.

When Paul turned back around his cock was tenting out the front of the
jock.  Being in a jock and being on a display was having the desired
effect.

I don't know if Paul or Stevie thought this was the start of something but
that wasn't in the cards - not yet.  This was a department store and while
I was willing to push the envelope I didn't want us arrested on our first
morning out.

"He'll take them," I said to the salesboy, as though this was just trying
on a pair of jeans or a shirt.

Paul quickly grabbed his shirt and socks off the floor and dashed back into
the cubicle to put on his clothes.

Now there was no doubt in the three of our minds that Paul and I were
lovers and that he was the bottom and I was in charge.  Of course it wasn't
like Paul and I would ever run into little Stevie again as he lived in a
city that was two hours away from our town.  Nevertheless, outing Paul to
this stranger was an important first step in forcing Paul to come to terms
with who he was and his new role.

Paul came out of the cubicle with his clothes back on and both the salesboy
and I couldn't help but check him out again.  The jock, which was a better
fit than my briefs, raised and framed his ass nicely under the trousers.
His cock was less hidden than it had been trapped in my too small briefs
and now we both saw his hard-on had not subsided and it would be on display
as he walked through the department store.

Paul had gotten over his shyness and embarrassment and was now turned on at
having been in just a jock before the two of us and now wearing a jock
under his slacks.

In Paul's left hand was my dirty briefs.  He looked like he didn't know
what to do with them.

"Give them to Stevie," I said.

Handing my cum caked briefs to the salesboy Paul looked embarrassed.

"Those are mine I loaned him," I said.  "Can you dispose of them for me."

Stevie took them and put them to his nose and inhaled.  What is it with
guys and a 15 year old's cum and sweat stained briefs.  Not only had I
conquered Paul with them but this complete stranger who wasn't much older
than me was sniffing my excretions.

"Or you can keep them," I smirked.

"Can we meet up later," the boy asked in an almost pleading tone as he
reluctantly pulled his nose out of the dirty briefs.

My smirk turned into a full blown smile.  What was it I had that made men
and boys want me.  I wondered why I hadn't used my skills to get laid long
before because this was so easy.  Things were unfolding exactly as I
wanted.

"When do you get off work," I asked.

"1 pm, I'll be home by 1:30," he responded.

"Let's go to the cash and you can give us your address," I said.

Shoving my dirty briefs into his pocket, the salesboy led us back across
the store to the underwear section where he logged onto the cash register.
He rang through the remaining jockstraps though didn't charge us for the
pair Paul was wearing.  Paul paid while Stevie wrote down his address.

"See you at 1:30," Stevie said with way too much excitement and hope in his
voice as he handed me the address and handed Paul the bag full of new
jockstraps (Paul's new uniform).

When we got to the car I decided I couldn't wait until 1:30 to get off.
The whole experience of seeing Paul in a jock and us turning on this
salesboy in his place of employment was too hot.  As soon as I was in the
passenger seat I undid my jeans and pushed them and my briefs down around
my ankles.

There were more cars now in the parking lot but Paul didn't hesitate.  As
soon as my pants were down he leaned down and took my cock into his mouth.
Not just into his mouth but down his throat.

Paul had a technique and it was deep throating.  His best friend must have
liked it that way growing up and now I got to benefit from his first sex
partner's training.

I just sat there in the passenger seat as Paul's head bobbed up and down in
my lap.

Not long into it Paul pulled off my cock and exclaimed "oh my god I am so
sorry."

It took me a second to realize what had happened.  Paul had cum in his
jock.  The excitement of the past day leading up to being in a jock blowing
me in a car where anyone could see had been too much.

Reaching over to his slacks I touched what was a growing wet spot as the
cum soaked through the jock onto his trousers.

We would deal with his inability to restrain himself later.  I pushed his
head back down into my crotch and dutifully he went back to work deep
throating my cock.

I couldn't help but sniff my fingers and they smelled delicious.  His
precum was sweet and his cum smelled even more appetizing.  Where he
couldn't wait until Sunday to cum, something I would punish him for later
(but couldn't really fault him for given the new sexual stimulus I had
given him over the past day), I would have to wait to taste his cum.  I
couldn't be pleasuring Paul with my mouth until he was totally broken.  The
very thought of blowing him Sunday night after he was totally mine made me
begin to shoot in his mouth.

Paul kept his head in my lap with my cock down his throat until I tapped on
his shoulder and let him know I was done cumming.  When he lifted off me I
pulled up my pants and briefs as Paul started the car.

Looking over at Paul's crotch the wet spot covered most of his crotch.  The
man had shot one hell of a load into his new jock.  That was his problem.
Part one of his punishment would be the humiliation of having to be in
public with a wet crotch.

I instructed Paul to drive to the citadel, a favourite tourist destination.
We mingled with the tourists, Paul with his cum soaked crotch which took
forever to dry, for the rest of the morning.

If Paul felt humiliated (which I am sure he did) he said nothing.  As for
the tourists, a few of the kids giggled and pointed at his crotch (they
probably thought he had peed himself).  The adults just looked away.  I
kept my distance from Paul.  I wanted him humiliated and not arrested.  It
wouldn't be good if an adult put two-and-two together and concluded that
the stain in his pants was cum and he was having sex with a 15 year old.

After a quick lunch, by which time the cum had dried though the stain was
still visible, we headed to Stevie's.

Stevie's apartment was small which is not surprising given that he worked
as a salesperson.  I now concluded he must be 18 as he lived alone.

 "Strip and sit over there," I told Paul, gesturing to a small chair in the
corner.

Dutifully Paul stripped to his jockstrap and sat on the chair.  This time I
didn't have to tell him to take off his socks.

Turning to Stevie I said "mouth or up your ass?"

Undoing my pants I took out my hard cock as the salesboy got on his knees.
He must have liked what he saw because he licked his lips.

This boy's technique was much different than Paul's.  Where Paul deep
throated me this boy made no move to take all of my cock in his mouth.
Instead he worked on the head while with his hand he stroked my shaft.

It still felt amazing and before long I could hear myself panting as he
worked his mouth muscles on the top half of my cock.

Looking over at Paul he was riveted on the action unfolding before him.
His eyes were transfixed on my cock and the cute boy who was giving me
head.  Not once did he make eye contact with me.  I don't know if it was
because he was uncomfortable or simply turned on watching this boy give a
blowjob to his 'boyfriend'.

It was hot having him watch me and before long I could feel the cum in me
build.

"I am going to cum," I announced as much for Paul's benefit as for the boy
in front of me.  I wanted Paul to know that my cum - cum that he had held
in his mouth that morning and gotten down his throat most recently in the
parking lot of this boy's store so knew the flavour of intimately - was
about to be deposited in this stranger's mouth.

Throwing my head back I let out a loud moan as my cum began to erupt from
the head of my cock.  Hungrily the boy swallowed.

When I finished cumming I pulled my cock out of his mouth and did up my
pants.

"OK, let's go," I said to Paul.

Leaving the cocksucking saleboy on his knees in his apartment, Paul quickly
put on his clothes, his hard cock evident in his jock so I knew I liked the
show, and we left.

Part of my wanted to suck the salesboy's big cock but this was about
training Paul and leaving him on his knees sent an important subliminal
message.