Date: Wed, 4 Aug 2010 12:05:48 +0100
From: Toby Craddock <thymelicus@gmail.com>
Subject: The cleaner's boy bought white briefs (Gay male - adult youth)

I think it was Queen Victoria who refused to believe
there was such a thing as lesbianism and maybe some of
you don't want to believe that some boys enjoy sexual
liaisons with men. If so please close this page now. It
is however only a story, so hopefully others of you will
enjoy reading it. All the characters are fictitious and I
have written it in the first person singular simply
because it is easier to write a story that way. Usual
disclaimers apply.

I was employed as Bursar not so long ago as Bursar at a
boys' boarding prep school situated in the outskirts of
the leafy home counties. The boys were between 8 and 13
and most were the sons of professional or high ranking
military parents. Perhaps in due course I shall post here
my memories of the young boys I came to know and love,
but this story is not about them. Let me say straight
away that many of these boys were so deliberately
seductive that daily I was experiencing extreme sexual
tension. Had it not been for David - the 14 year old son
of one of our cleaners - it would have been inevitable I
would have risked sexual liaisons with some of them
before they were old enough and had properly understood
the implications of discretion and secrecy. David
released my tensions readily and willingly - David saved
my bacon. At the beginning of the school year in
September I employed his mother as an evening cleaner,
and her job was to clean the classrooms - Mondays to
Fridays - after the boys had all returned to their
respective houses for the night. She had told me she was
a single mother and asked if it would be ok if her son
David came along with her. He had had his 14th birthday
only a few weeks previously, and as she had assured me he
was a quiet boy and would be no bother I was happy to
agree to her request.

I think it was on the second or third day of term that
she brought David to say hello, and when I saw him I
realised instantly he was the sort of boy who would be
easy to seduce. He was a slim average looking boy,
introspective certainly and probably lacking in
confidence. I guessed (correctly) he didn't have any
strong school friends, and I also guessed (correctly) he
would be very happy to have some attention from me. Boys
at that age most boys have already discovered the
pleasures of masturbation and are going through a
homosexual stage. A few nights later I noticed him
mooching round some of the school out-buildings where we
kept the groundsman's equipment so I invited him for a
conducted tour. The place was deserted apart from
ourselves. After showing him the machinery I took him up
the rickety staircase to the attic area which was empty
apart from bits and bobs of old broken furniture. We went
to one of the windows that had long lost its ability to
shut and looked out over the countryside.

It was a warm September evening and dusk was well
advanced. As we talked about the lovely view I went
behind him and placed my hands on the front of his inner
thighs. I was fairly sure that David would respond
positively to my sexual approach, and sure enough he did
nothing to prevent my hands gently rubbing higher up his
thighs. Soon I could feel stiffness through his jeans and
without asking for his agreement I unzipped him, undid
the buttons at the front of his boxers and brought out
his rather well developed penis. We chatted on about the
view from the window. With the forefinger and thumb of my
right hand I slowly massaged him to full stiffness - it
only took a few seconds - and then asked him two
questions. Question one "Is that nice?" I whispered.
David nodded his head. Next question "If I give you a
nice wank will you give me one?" Once again he nodded in
agreement and soon his fingers were on my penis doing
exactly what I was doing to him. Oh what wonderful
relief! We took it in turns for about 15 minutes to
pleasurise each other; he rubbing his penis on to my
penis and me carefully but firmly squeezing his
testicles. Although I wanted to go on doing this for much
longer, I suggested his mother might be missing him so
perhaps we ought to make each other cum.

In no time he brought me a most wonderful climax as I
squirted my cum on to the dusty floor of the attic. It
was then my turn to give David his thrill, and as my
fingers eagerly worked their magic on his lovely quite
big boy's penis I suggested to him we should meet up
every night about the same time for sex. He was just
about to say 'yes' when his penis erupted and his squirts
of cum joined mine on the floor. As we left the building
to go our separate ways he turned to me and simply said
"Tomorrow then."

And so started our mutual masturbation relationship. Most
nights we met up for 15 or 20 minutes in the attic space
and de-spunked each other. It was fantastic for me to
have the sexual tension caused by my special 12 year old
boy friends dealt with by David in such a way rather than
the nightly self masturbation sessions I had resorted to
previously. I had to admit that I was abusing him for my
own sexual relief, as my main interest was focused on
Alex and a couple of other sexy boys at the school for
whom I had formed the secret 'white briefs club'.
Although David and I started off with mutual masturbation
it was not long before I was sucking him and he was
sucking me. We never had anal sex with penetration but I
enjoyed rubbing my penis over his bottom and sometimes
letting my cum squirt on to it.

A few weeks after we started having sex I took him
shopping one Saturday afternoon to buy some white briefs.
Like many teenage boys David used to wear the most
nondescript baggy boxer shorts in the dullest colours
imaginable. He had a very sexy bubble-butt bottom and I
often told him how sexy he would look in close fitting
white briefs. I suggested that the next time his mother
offered to buy him clothes he should ask her for some
white briefs, but he surprised me by saying he had been
given œ30 birthday money by his grandmother for the
express purpose of buying clothes. He told me he would be
quite happy to spend some of this money on white briefs
if I would go shopping with him. On the understanding
that he told nobody - but nobody - I agreed to meet him
the following Saturday afternoon near the local Marks &
Spencer store.

David had told his mother he was going to buy some T
shirts and a pair of jeans but I don't think he had said
anything about underwear! We looked round the boys'
section at M & S and noticed they had some very nice
white briefs and slips for boys as well as some stylish T
shirts. David chose a T shirt and also some jeans at but
it was at a store called Primark we found the sort of
white briefs I wanted him to have. The Primark briefs
were white mesh with a traditional Y front. They were in
packets of 3 for œ2.99 - the only problem being that only
one of the briefs in the packets was white and the other
two were blue! When no shop assistants were within sight
we carefully opened six packets and changed the blue
briefs for white ones. I didn't feel too guilty about
this as I was sure some parents would be quite happy to
have packets with all blue in them. Neither did I feel
anxious as David approached the check-out, as the young
girl who took his payment had no idea the two packets
containing white briefs had been carefully selected from
several other packets. After that I took David to the bus
station for his bus home and as we said goodbye I told
him I couldn't wait to see him in his new white briefs!

I must say that when David met me in the attic the
following Monday evening the new briefs highlighted his
slim body and his curvy bottom to perfection. He posed in
them for me, and I brought his penis through the Y front
opening all the while rubbing my hands over the soft
white cotton round his bottom. He told me that after
leaving me on Saturday he had gone into a cubicle in the
bus station toilets and looked at the stiff penis
drawings on the walls. He was obviously feeling excited
by this, so I just took his penis into my mouth sucked it
until he had squirted all his spunk. The next time we met
it was my turn for a special de-spunk. I dropped his
jeans just a little and then slipped my penis into the
back of his briefs and in between his legs - the tip of
my penis rubbing onto his testicles and the shaft rubbing
between the globes of his sexy bottom. It didn't take
long before I started squirting torrents of cum into his
briefs knowing full well he would have to wear them, all
sticky, until later he undressed for bed.

I remember one particular afternoon when the boys from
the 'white briefs club' had been sunbathing in my back
garden. Alex had been especially provocative in his
short, close fitting white boxer-briefs but somehow I
managed to resist the temptation to rip them off him to
take him in 'every which way'. When I met up with David
later that evening in the attic I was fairly desperate
for sexual relief. I had never told him about the younger
boys I was involved with, although on this occasion I
told him I had seen some of them in the changing rooms
just in their white underpants looking very sexy. After
about 10 minutes I went behind him and slipped my penis
into his briefs. "I'm really ready for sex tonight David"
I whispered, "Is it ok if I squirt my cum into your
briefs again? - I think there'll be a lot of it". "Yes"
he said, "but will you try to make me cum at the same
time?" He closed his thighs round my penis and I started
to masturbate him from behind. Perhaps a minute later we
had both squirted and his briefs were soaked. I pulled
them back up and rubbed them into his testicles - it was
lovely to think that David would feel the wetness of my
spunk on his testicles for the rest of the evening.

I don't want to go on about David as he was simply a
useful distraction from the younger boys I liked the
best. Sometimes I felt ashamed I was using him purely for
my sexual gratification, but there again I knew he was
getting as much sexual pleasure out of our sex sessions
as I was and, furthermore, neither of us wanted to stop
doing it. From my point of view he provided me with the
release I needed to keep me sane with the younger boys,
and from his point of view I provided him the excitement
that only forbidden sex could provide.