Date: Sat, 14 Oct 2023 14:02:32 +0200 (CEST)
From: Boxer Shorts <boxershorts@mailbox.org>
Subject: Underwear inspection (category: young friends)

Underwear inspection

A work of fiction. Comments welcome: boxershorts@mailbox.org


As part of my job as Dormitory Supervisor at a certain exclusive boys'
school, I inspect the underwear of new pupils. Generally I have to supply
replacement underwear. Our rules are strict for things like that. They
always have been.

'Welcome to Dormitory Four, boys. I know that you know that it's a great
privilege to be here. Money can't buy the opportunities that you now
have. With that privilege comes responsibility.'

I paused so that we could all enjoy the gravity of the situation.

'Responsibility towards our traditions; towards each other; and
especially towards yourselves. You will probably question, at first, why
we do some of the things we do here and the way we do them. But remember:
these ways of doing things are what made this school what it is today.
They are the reasons why your fathers have sent you here and not let you
rot away in the mediocrity of -- of wherever else you might have gone, in
less fortunate circumstances.'

One of the six boys standing in front my me glanced nervously at the
fellow next to him.

'We don't write our rules down. We let you know of everything at the
right time. We expect you to remember, though we're not angry if you
forget.

'First rule: underwear. Pupils -- though from now on I will just say boys
-- boys must wear loose-fitting cotton underwear in plain colours or
simple patterns at all times, except when showering or in bed -- or,
naturally, when getting changed, such as into your sports gear. The
reason for this is, firstly, that tight underwear is not healthy for boys
whose penises and testicles are growing.'

I expected someone to react to my saying that, but no one did.

'And, secondly, cotton is cool and comfortable and doesn't cause the
problems of synthetic fabrics. This is especially important when the
fabric is in contact with your penises, and especially during puberty and
adolescence, when you are growing bigger, getting unexpected erections,
getting pubic hair, sweating, and all that. I am sure that it is clear to
you that this rule makes sense and is for your benefit.'

'Yes Sir,' said one of the boys. The rest, taking direction from him,
said the same quickly, some louder than others.

'Excellent. So now we must do the first underwear inspection. After
today, these will occur weekly after breakfast on Saturdays. But we're
not waiting until then, because we think it's important do it almost as
soon as you arrive, as it does have some potential to be awkward, at
least the first time.'

The boys started to shuffle on the spot. They were looking at their feet.
One of them, the tallest, looked up and our eyes met. He looked away
awkwardly, then looked at me and said: 'You can do me first, Sir. I mean,
you can inspect my underwear first, Sir. I know it's not the right sort,
but rules are rules.'

'Thank you for offering, Patrick, but we'll do it all at the same time.'

'Of course, Sir.'

'So strip off down to underwear please boys.'

Somewhat nervous, the six boys stripped off quickly and a somewhat
clumsily. It wouldn't have crossed any of their minds to do other than
what they were asked. They knew how lucky they were to be here; they knew
that whatever was asked of them would be repaid tenfold, all things said
and done.

'Right. Well, this is interesting. Benjamin, I can see you're the only
boy wearing loose underwear, which is encouraging. This comical pattern,
though, is not really in keeping with our rules.'

I walked over to a closet at the side of the dormitory and opened a
drawer, from which I removed a bag of school-approved underwear. Once in
a while, I purchased about 10 or so, in styles and colours to my taste in
the sizes needed.

I surveyed Benjamin. He was a slim but not skinny boy, with olive skin
and dark hair. I decided what he would wear: a tasteful green gingham
check, from an expensive brand.

'Can you take those ones off and slip these on?'

'Yes, Sir; of course.'

 He clearly didn't have any anxiety about being nude in front of other
boys. He slid off what he was wearing as comfortably as if he was in a
room alone. He held them up.

'What shall I do with these, Sir?'

He held them up at almost shoulder height. I looked at his body, as did
the other boys, while he waited for me to answer. His flaccid penis was
uncircumcised and fringed by more pubic hair than expected. I suspect the
other boys were impressed.

'Yes, just throw it over near the door. I'll take the six of them away
when we're done here.'

I handed him his new underwear and he slipped them on gracefully. He
looked good.

'Should I get dressed, Sir?'

'Just hold off, Benjamin, until everyone is done.'

'Yes, of course Sir.'

Next was Max. He was the smallest of the six, pale and academic looking.

'Max, you're wearing a nice colour here -- I think it's a very dark blue
rather than black -- but they're quite tight, and that's not the best for
health. And it is your heath and of course comfort that we have foremost
in mind.'

'I know, Sir. They're comfortable really and I am 99% sure they are full
cotton, but I understand your point about -- well about growth and all
that, Sir.'

"Good lad. Off with them then.'

I selected for Max a striped pair in white and pale red, which was about
as colourful as we allowed. I thought it would go with his paleness and
fine features well. As I looked up from the bag of underwear, I saw Max
looking expectantly at me, whilst not knowing what to do with his own
hands. His tight black briefs were at his feet. He looked down and
remembered to throw them next to Benjamin's discarded pair. He certainly
was pale, hairless and possessed of a tight scrotum, small penis and
attractive longish foreksin. He collected his new underwear and pulled
them on gratefully.

'Eli, it's your turn. Too tight and frankly a bit ragged looking. How old
are those briefs, do you think?'

'A few years I think, Sir. And yes they are tight, now you mention it.
Quite -- what's the word? -- restrictive.'

'I would think so. Get them off at once!'

'Yes, Sir!'

Eli was clearly outgoing, had a sense of humour, and, it was soon clear,
was developing an erection in front of us all.

'Eli's cracked a boner,' said Patrick.

'Oh like you never did,' replied Eli.

'All boys -- and men -- get erections -- expected and unexpected,' I
said. 'It's really not a problem.'

Luke, who was standing next to Eli, said 'Yeah I'm getting one' and
rubbed the bulge either to encourage it to go down or to draw attention
to it.

Eli was completely erect now. Light pubic hair, tight scrotum,
circumcised, thickish.

'Were you circumcised at birth, Eli?' I asked.

'No Sir, I was ten. My father insisted, on account of the health
benefits.'

'I'm of the same view, personally. Do you wank?'

'Yes Sir, I must admit I do, and daily at that, if not twice a day. My
brother showed me and I've been at it since.'

He was harder now than before, if that was possible.

'A common enough story. And do you need a lubricant to masturbate?

'Generally yes; though I can manage it dry but it sort of hurts -- in a
good way. But only sometimes. Never twice in a row!'

'Interesting! Well, we'll wait for your erection to subside before
finding the right underwear for you.'

'But, Sir! I know it won't, Eli said, pleadingly.

'Well,' I said, 'if it doesn't, it doesn't.'

'Until -- I mean -- I ejaculate.'

'Well, let's just see. Unless you're embarrassed to be standing there, in
front of five boys and a man, all of whom have had erections countless
times?'

'No Sir.'

'Luke, for example, is bursting out of his spotted briefs. And Patrick, I
suspect, is responding.'

'I am indeed, Sir,' said Patrick. 'I can't control the thing.'

So Eli stood there with his unembarrassing erection.

'So, Luke and Patrick, whip your underwear off please.'

Two erections, bringing the total to three; or so I thought very briefly,
because that number was now six. Benjamin's impressive penis had gone
rock hard and pointed up. Max's was a boy's erection, not even four
inches. And the last boy, Owen, asked me if he could strip off, because
he was 'in a state of arousal.'

Luke was a skinny boy, long-limbed and with a long but thin penis,
uncircumcised. Patrick, who was the sort of boy who looked like he would
have a big penis, didn't actually. But he had beautiful tight
circumcision, and indeed was a beautiful boy, with pale skin and very
dark hair. Owen, who had removed a very underwhelming pair of briefs,
noticeably frayed, had gorgeous ginger hair, freckles, and a the second
longest penis after Benjamin's, circumcised and thick. So, three with
foreksin, three without.

Eli got short white linen boxer shorts; Luke the same but light blue;
Patrick, who I rather taken to, was rewarded with an interesting black
and white paisley. And Owen, so loosely circumcised that it wasn't
obvious at a casual glance, got light blue and white gingham check. Their
old underwear made a pile on the floor. None of them had lost his
erection.

'At this school boys, laundry is taken in once a week on Fridays and
returned the next morning. So each of you will be provided with ten pairs
of your new underpants, which allows for a few days a week when you might
need more than one pair. Any questions?'

'I have one, Sir,' said Patrick. 'Thank you for the new underpants --
they're lovely -- but before we continue with the rules and all that,
could we be permitted to deal with these erections?

'Well,' I said, 'I was going to deal with the rules about masturbation --
we mostly call it wanking off here -- tomorrow, but, under the
circumstances, I will need to permit you all a quick wank, otherwise
we'll get nothing else done.'

'Oh, thank you, Sir,' said Owen, 'I haven't jerked off -- I mean wanked
-- in a week and that's a record for me.'

'A whole week? Well -- all off you -- I'll tell you the main rule quickly
and do the rest tomorrow -- the main rule is that if you want to wank
off, you need to tell all of your dorm mates that you're going to, and
where you're going to, so no one accidently walks in on you. Of course,
if some one purposely walks in on you after you've told them -- that is
perfectly fine.

'Seems reasonable', said Patrick.

'I quite agree,' said Benjamin. The others nodded and otherwise indicated
their approval of the rule.

'Everyone -- I am going to wank furiously into the urinal -- in about one
minute,' said Patrick.

'Everyone -- I am going to get a tube of lubricant from my bag, apply it
liberally to my penis, and wank on my back on my bed,' said Eli.

'Everyone -- I am going to stand next to Patrick at the urinal and wank
myself off,' said Benjamin.

'Everyone -- I am going to have a quick wank under the covers of my bed,'
sad Max.

'Everyone -- I am going to have a wank right here and I invite anyone to
watch,' said Luke.

'Everyone -- I am going to stay right here and race Luke,' said Owen.

'Go ahead boys,' I said. 'I'll take away this pile of underwear -- and
I'll have ten each of your new underpants brought over this afternoon.'


TBC