Date: Sat, 4 Jul 2015 12:31:13 +0000
From: Bruce Demosthenes <sourceskid@hotmail.com>
Subject: Can I fuck you 28

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I made arrangement to be covered for sports so I could head back down the
hill as soon as classes were done, which I did, without bothering to change
as I wanted as much time as possible for us to fuck on his bed.

When I made it to Randy's apartment he opened the door to greet me and I
found him fully clothed.  As he moved to let me in, he must have seen the
disappointment on my face because he said "I didn't want you distracted
while you model the new underwear for me."

That he wouldn't distract me was impossible.  He was in white pants and a
black polo style shirt and looked positively sexy.  In fact, when I glanced
at his crotch I could make out details of his big cock which was hanging
straight down the right inside leg of his pants.  Was he not wearing
underwear?

While I couldn't help myself and checked him out, I also loved the idea of
trying on and modeling this ass-less underwear for him so I immediately
began removing my clothes and refocused on the task he had given me.  As I
stripped, Randy took my jacket and tie and even my slightly rumpled pants
(from my dropping them on the floor of his apartment this morning) and hung
them up.

I left on my briefs, feeling uncomfortable being naked with him dressed
even though he had seen me naked twice now including that morning and I
could definitely make out his cock along the inside seam of his thin white
pants.

Randy had laid out all five pairs of underwear he had brought me from the
sex shop on his bed and I went over and began to examine then one by one.
He went and sat on the office chair where he had ridden my cock earlier in
the day.

How was I not supposed to be distracted.  The was all so sexual, me in
underwear choosing which ass-less briefs to model for this hot boy who was
relaxing in a chair we had just recently had sex on in bright white pants
that were so thin I could see his big cock with its bigger cock head
snaking down the leg of his pants clearly unencumbered by underwear.

I tried to focus on the job at hand.  I picked up the grey ones that were
the same model as he had worn that morning (though one size bigger, a
medium, so they would fit me) and examined them more closely.  At least I
was not distracted by his body in them as before, that gorgeous exposed ass
and that big cock in the pouch.

They were so soft to the feel.

"What are they made of," I asked.

"They are knit linen," he said.  I was constantly impressed by how he was
such a natural salesman given the sleazy place he worked.  He obviously
took pride in his work no matter what others might think.

On closer examination I realized the blue leg band that also had circled
his exposed ass was not elastic but the same material as the rest of the
brief.  It was just a different colour knit linen (whatever that was) for
contrast.  The pouch was contoured and shaped to accentuate one's cock and
balls, not that Randy had needed help with his big cock.  The label in the
back said '15% linen/85% polyester, machine wash and made in the USA'.

"Do they breathe," I asked, noting the high polyester content.

"You will be comfortable wearing them all day.  The polyester helps them
keep their shape," he said, which made me think of his big cock pushing out
against the fabric when he got hard in them.  That the final straw and I
was, in spite of wanting not to be (as I wanted to seem cool and in
control), hard in my owe briefs in front of him.

"I've worn them on hot days and while I had to wash them because they
smelled of me in the crotch I didn't sweat any more than in any other
briefs," he said, making me wish I could have a pair of his underwear to
sniff on right then.  I bet the crotch of his briefs after a day of wearing
them smelt glorious.

"Though I shave off my body hair," he added, as thought he was not even
paying attention to me and just considering the clothes laid out on his
bed.

"I've been meaning to ask you about that," I said, reminded of how smooth
his ass felt when I fucked him and his lack of pubic hair."

"It's very common now," he said, though he added, realizing my age, "it is
generational though.  "It is common for mostly younger people."

"Do you think I should shave too," I asked, suddenly aware of my being
almost twice his age.

"Do you need to change in front of others," he asked, seriously considering
the question from my perspective.

"I don't take off my underwear in front of anyone," I said, and then added
with a nervous laugh, "anyone I am not having sex with."

"You are young enough that it wouldn't be unusual for you to trim your
pubes and shave off the treasure trail that runs down from your belly
button," he said.  "Almost all straight men are now doing that.  Shaving
off your pubes completely and shaving your ass and balls and between your
legs is more a gay thing, but if you don't get naked around people except
for sex it is your personal choice as no one will see unless you want them
too.  I like being hairless."

"Did you have much hair," I asked.

"I had pubes, in the crack of my ass and between my legs, a small line of
hairs down to my pubes, a few on my chest, and fine ones on my legs.  I am
kind of lucky as I am not hairy.  I probably get that from my mom, along
with my blue eyes, as she is blond," he said.

Oh god those blue eyes!

I really have to thank his mom some day? his mom who is probably my age ?.

"I want all hairs under my briefs gone," I said.  "I would get rid of it
all but I have to be in gym kit every day for sports, which I am skipping
right now.  Will that look weird?"

"What you should probably do, since you have a hairy chest, is trim your
chest and pubes rather than shave it all off," he said.  I was disappointed
and he probably sensed that because he added "though no one sees your
crotch except me and whoever you are having sex with at school so shave
your pubes off if you want."

Again the teacher in me wanted to correct him and say 'whom'.  Though
standing in his apartment with him stretched out on chair talking to me
about shaving my pubes and me clad in briefs that barely concealed my hard
cock I hardly felt like an educator.  He was the one instructing me.

Accepting my more junior position in our relationship in spite of our ages,
I requested of him "can you help me shave my pubes."

I can do that for you," he said.

 "Sure," he said, as he got up from the chair and I followed him into the
bathroom.

He pulled out a pair of scissors from the drawer under the sink.  I removed
my briefs and he set about cutting off most of my pubes, dropping the hairs
into the toilet.  As he cut off my pubes and some of my treasure trail my
rock hard kept twitching and even began leaking pre-cum.

"I am going to use a disposable razor to remove your hair," he said.  "It
is easier with an electric body hair trimmer like the one I have there"
gesturing to one of two razors on the counter.  I hadn't noticed before he
had two different razors.

"Trimming is so common you will find it in any department store where you
find face razors so you won't be embarrassed buying one.  It is just
easiest if you use it everyday to touch up," he said.  "Though once you are
smooth it doesn't take much to get smooth again if you let it grow in for a
couple days.  But it will take multiple passes.  The last thing you want is
ANY stubble as it will hurt the other person, whether you are topping or
bottoming.  It is better to be hairy than have stubble."

Again this boy was the teacher.  Then when he added "I am not going to use
my razor on you because sharing a razor is 10 times worse than unprotected
sex.  We are both clean but razors can nick flesh" I was struck by the fact
that not only was he the teacher, he was teaching me about safe sex yet
again as I stood naked in his bathroom prepping for him to fuck me without
a condom.  I was not even a responsible adult let alone a good educator who
should be trusted with anyone's children.

I was such a bad teacher to the boys up the hill.

As Randy grabbed the shaving lotion I panicked.  The idea of a razor near
my cock and balls scared me.

"Can you use the electric razor," I asked pleadingly.

"It is not safe to share razors even if you know the person is safe," he
said.  "Aside from HIV there is just the risk of bacteria and infection.
Thought," he added to reassure me "I am HIV negative, I get tested every
six months and prior except for my recent dalliances with you and a few
others at your school, all of who I know are safe, I always use a condom."

Who was this boy who used words like 'dalliances' but kept confusing 'who'
and 'whom'.  If he had just stayed in school he could have done anything.
He instilled confidence, put people at ease, made me open up to him and be
completely honest (something I suspected he did with everyone) and was such
a good salesperson as the next words out of my mouth were about to
illustrate.

"I will buy the razor from you so you," I said.  "I just don't want you
using a disposable blade near my cock.  Plus, as you said, I should
probably trim the hair on my chest."

Randy put down the shaving cream and got up and grabbed the electric body
trimmer.

"Let's start with your chest hair so you can see if you really want all
your pubes off of them just trimmed," he said, putting on a plastic tip for
trimming and even explained the different tips I could choose from that he
would be giving me.

Salesman and teacher!  That he was both was evident in the fact I was naked
in this young man's apartment and he was about to take an electric
instrument to my body and I was nodding at everything he said and a willing
participant.

He gently guided me so I was leaning slightly over the toilet and he
proceeded to trim my chest hair.  When he was done I looked at myself in
the mirror over the sink and while I was first struck by how different it
looked, I had to admit it was an improvement.

I should probably do my pubes to match.  But I wanted to be entirely smooth
down there.  It was not about aesthetics.  It was about sex.  I needed to
be bare.

"Trim or shave your pubes," he asked.

"Shave," I said without hesitation.

Randy removed the tip and set about removing the hairs on by balls, up
between my legs, in the crack of my ass and my pubes, with the razor.

When he had gotten all the visible ones off he handed me the razor and said
"remember what I said, they all have to be gone.  It is better to be hairy
than not entirely smooth.  You will hurt the other person.  You will also
want to shower and then do it again."

By now I had the idea and I pulled my skin tight and used the razor to try
to get every hair right down to the folical.  Then I took a shower (I
stupidly used soap, as Randy hadn't told me that would dry the skin, so he
wasn't a perfect teacher though this wasn't exactly a class he had offered
to teach or planned on giving today) and dried myself.

I then worked to remove any remaining stubble.  He was right, I looked so
smooth in the mirror but when I touched my skin I could feel tiny stubble
and could only imagine how that might feel to someone fucking me (or to
Randy, the one person I had fucked, if my flesh pressed against his ass).

When I was confident I was completely smooth I jumped in the shower again
and washed again, stupidly using soap yet again.

Drying myself I realized I was actually irritated from this process.  I
didn't realize that it was because of the soap (Randy would explain that
later when I asked him, I though it was simply from the shaving, though
that probably was also a factor).  That made me regret having proposed
doing this right now.  I needed him to fuck me and I was no longer horny.

My cock soft, which made me self-conscious normally and now I was devoid of
hair on my ass and crotch so felt completely exposed, I came out of the
bathroom naked.

"You look good smooth," Randy said reassuringly.  "Whoever is fucking you
at school will love it."

I blushed when I thought about how surprised any one of the boys at school
might be when and if they saw me shaved.  What had I been thinking?  Stupid
things you do when caught up in the moment.

Before I could have too many regrets, Randy said "pick a pair, now that you
are smooth I want to see that nice ass in them."

When he said that I went from having regrets to being so happy I had been
shaved and I went to the bed, not caring I was naked and smooth and soft.
I wanted to put on a pair of ass-less briefs and have him check me out from
the office chair where he was once again sitting fully dressed with that
big cock visible down the leg of his white pants.

All of the briefs had different colour leg strips which also ran around the
open ass.  They were a really sexy design.  I decided to go with the
lightest colour first.

When I pulled on the peach and Randy said, before I even began to model
them, "NICE"

I looked down and the peach colour was close to my skin colour.  So it was
like I was sort of naked (definitely naked in the back) with the light grey
'linen' around the legs and around my ass.  My cock, which was still soft
because of the skin irritation, seemed bigger due to the contoured pouch
which I loved since I had always been self-conscious of my cock size.

"There is a mirror behind the door of the bathroom," Randy suggested.

I didn't need to be told twice; I went into the bathroom and checked myself
out.  They were very hot.  Where I had found the grey ones had made Randy
look less skinny and not as tall, these ones made me seem taller and
slimmer.  When I checked out my ass I could see some of the redness from
having just shaved and been shaved (and unbeknownst to me worsened by the
soap I used in the shower), it did look so smooth and so firm and round.

Next I tried the yellow ones which I assumed would be similar but I was
wrong.  Without waiting until Randy commented I walked to the bathroom and
checked myself out.  The legs, ass and pouch piping was black and the
contrast made these look very sexy.  The yellow 'body aware' logo on the
black waistband really popped.  I loved the look and would have loved these
as simply briefs.  I would have loved to change infront of the boys at the
school in brief like these looked in the front, which I obviously couldn't
do with my ass exposed in the back.

I felt the same about the green ones, which were the inverse, they were
dark green and accentuated by yellow piping.

When I came back Randy said "you know you are supposed to be modeling them
for me, not checking yourself out in the mirror."

I had been so caught up in the underwear I sort of forgot Randy was sitting
there watching me.

"I am sorry," I said apologetically.

"No worries," he said, "I am glad you like them.  And you do look hot in
all of them."

When I put on the black ones, which he said were charcoal, I took my time
and modeled them.  I tried to strike poses, like Alec had done in my
bathroom, but I was too self-conscious.  At best I could alternate between
facing him and then turning my back to him and my sides.  Randy's smiled
and looking me up and down encouraged me, but try as I might, I couldn't
act like a model.

"Those are the best ones," said Randy "definitively."

"Do you want to check yourself out in the mirror before I fuck you in
them," he asked.

"I thought you wanted to fuck me naked," I said confused.

"No way," he said.  "You look so damn hot in those I need to fuck you with
them on."

I almost skipped to the bathroom buoyed by the compliment and as I did he
added "and I will be fucking you over the desk."

"How come," I asked.

"They cry out for you to be fucked from behind," he said.  "And if I am
going to do that I might as well break in my desk."

As I looked in the mirror I knew what he meant.  The dark material focused
everything on my ass.  Even I wanted to fuck it.  And, in spite of some
skin irritation, I was getting increasingly hard at the prospect.

And the dark material (it looked solid black with yellow accents) on what
were essentially low-rise briefs (with the back removed) made my lack of
pubes and treasure trail way more noticeable as they were low enough it was
obvious in the front I was shaved completely smooth.

I loved being entirely smooth even though I wondered if I would regret
doing that as early as this evening.

I was secretly thrilled I was going to be the one to christen yet another
new piece of furniture in his apartment, causing me to ask "have you had
sex on every other piece of furniture?"

 "Yea.  And not just on all the furniture," he said through the door as I
was still looking at myself in the mirror behind it.  "Kitchen counter,
closet, over bathroom sink, you name it I have done it.  But you will be
the first on my desk and you were first on this chair."

I felt honoured.

I was almost twice his age and i had shave my pubes off for this boy and I
was now flattered he was going to fuck me over his new desk.

Had I fallen very fall into the gutter or had I just discovered a side of
myself which was exciting and new.

My cock was now rock hard.

Unlike Randy, I couldn't just let my cock strain against the pouch pointing
forward.  I moved it around.  Fortunately I could get it pointed up and to
the side without it having to be outside of my new underwear.

When I came out Randy was moving papers and computer equipment off of the
desk.

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