My wife Caroline and her best friend Susan
had signed up for a weekend retreat that promised a realistic experience of an
old English private boarding school. The
only thing was there was a minimum requirement for three pupils and so I was dragged in as well. They didn’t tell me it was a boarding school
for girls, but they had warned me that there would be some dressing up, just
like in a “How to Host a Murder party”.
I had to admit it sounded interesting and the location was exceptional
and the food and lodging was advertised as superior to school standards. There was even wine with dinner.
Now, Caroline knows I like to cross dress
and I guess she probably confided as much to Susan. Either way when we arrived and I realized
what was required I couldn’t back out; Caroline’s look told me she knew this
was something I would enjoy regardless of any protestations on my part. More so, the Head Mistress who greeted us,
who we were to refer to as Mistress Eleanor, gave me a stern look and after getting us into our uniforms and
complimenting Caroline and Susan on their smart appearance, just said to me
with a note of disappointment “You’ll just have to do.”
There is not much you can say about a
school uniform and really I suppose, apart from the skirt, it was pretty
unisex. I was almost disappointed: vest,
no bra; socks, no tights; and of course flat shoes and no makeup. Caroline and Susan wore bras and if I’d have
been asked I would have said I thought that was unfair, doubly so when I later
found out we would be playing tennis – the sight of the two girls playing
tennis braless would have been literally boggling.
The accommodation was a dormitory, basic
but certainly a lot better appointed than it would have been when it was part
of an actual girl’s school.
We went almost immediately into lessons. The first one was French and I got the
feeling I’d been set up as I knew Caroline had studied the subject at school
and Susan had travelled extensively in France.
My French was limited and I nervously took the French 101 book from my
desk and stood to read out loud as
Mistress Eleanor instructed.
Well, it was about fifteen minutes of
Caroline and Susan giggling and laughing as Mistress Eleanor continually
corrected my pronunciation of the text.
Finally she gave up and told me I was a stupid girl and proceeded to put
a dunce’s hat on my head and lead me to the naughty corner. I was quite mortified by this and listened in
silence as first Caroline and then Susan read aloud without any trouble or
correction. Mistress Eleanor then dismissed them for morning tea which I later
found out was a nice spread of coffee and cakes brought in from a local tea
rooms. I however had to stay in the
naughty corner and be content with a glass of water. Mistress told me off for pouting and that if
I had been a better girl I wouldn’t be missing out.
For the remaining lessons we practiced calligraphy,
studied domestic science and did some embroidery before games in the afternoon. Of course my hand wasn’t the neatest and so I
had to wear the dunce’s hat again. My
cooking skills also were not up to par and I was left to eat my rather dull
scones for lunch rather than the nice looking sandwiches that the others
enjoyed. They also had juice, but I just
had water again.
Most of the afternoon was given over to
games which turned out to be Caroline and Susan playing tennis while I had to “pretend”
to be the “ball boy”; something that they thought was very funny and even
Mistress Eleanor had a few laughs, particularly went Caroline chided that I had
to pretend as I wasn’t a boy as I was at a girls’ school wearing a skirt
and that anyway, I didn’t have any balls.
I blushed and was further shamed when Susan smiled as Caroline lifted up
her little finger in the time honoured indication that I had a small penis. I’m not sure what Mistress thought of this
behaviour and I almost expected her to tell the two of them off, but instead
she chuckled and said that maybe a girls’ boarding school was the best place
Caroline and Susan playing tennis was
actually fun to watch. They had changed
into sports bras and tennis shoes, but still had on their school skirts. Those skirts would fly about as they swung
their rackets and I would get lovely glimpses of their knickers, ugly school
girl knickers it is true, but it was still pretty sexy, especially when
Caroline would comment on it, shouting out: “Saw your knickers!” “Break an elastic!” Susan was a bit prudish to start with, but
her competitive spirit overcame her modesty and forced Caroline to concentrate
more on her game and less on her taunts.
I enjoyed the display and the exercise in running after the balls was
good. It certainly beat sitting in the
dunce’s corner. However afterwards it
was a bit embarrassing when Mistress Eleanor told me off for displaying my
knickers as I was fetching the balls which had Caroline and Susan in fits of
It goes without saying that my sewing was a
failure. Mistress Eleanor told me I
would be repeating the task for homework, at dinner time. So, there I sat, dunce’s hat on my head again,
dinner getting cold, sewing my name, “Marcia” onto a handkerchief. Each time I finished stitch I had to recite my name and it became quite
hypnotic and soothing.
Caroline and Susan had finished the wine by
the time I joined them so I had to content myself with water again. I must say the catering was superb, not that
I got to enjoy any of it much. I suppose
in that way I was getting more of a real experience of what it was like at a
girl’s boarding school.
Mistress Eleanor came to check on us and
enquired how everything was going.
Caroline and Susan said they were having a great time. My opinion wasn’t sought, but as I sat
squirming, Mistress Eleanor snapped “What is it Marcia?”
“Please Mistress may I use the
bathroom?” Caroline and Susan burst out
laughing and as a result I didn’t hear Mistress Eleanor’s response and so had
to ask again.
“You really are a stupid girl. The answer’s now no. Not until you go to bed.” She stood looking at me and could see I was
desperate. “In fact it is best if you go
to bed right now you silly girl. Give
that empty space in your head some rest.”
Shame faced I made my way hurriedly to the dormitory and rushed to the
loo, leaving Caroline and Susan to an enjoyable night of watching some TV and
possibly having an adult conversation with Mistress Eleanor about what they
expected on the second day of our weekend stay.
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