College  Crossing



I would like to relate the following experience to those who share my
interest in transvestism.  I first started cross-dressing when I was 11
or 12.  When I was younger, I always dressed privitely at home.  This
was not much of a problem in a large house with two sisters (whose
clothes I would sort of borrow without their knowledge), and working
parents.  When I went to college though, it was quite a different
story.  Privacy was suddenly very scarce, and clothes were hard to
obtain.  There was no safe, secure place where I could carry out my
cross-dressing rituals, as I was used to doing at home for so many
years.  Fortunately, my older sister attended the same school, she
being a senior while I was a freshman.  When the compulsion to
cross-dress would overwhelm me (about once a week at that time), I
would visit my sister's room and try to remain behind under some
pretext (to watch her tv, or to take a nap, etc.)  if she and her
roomate were leaving.  Their room provided me with abundant female
clothing and a place to wear it, if only for the few minutes I dared to
carry out my secret fantasies.  I was able to cross-dress in my
sister's room quite a few times without a hitch, until one fateful day
when she and her roomate returned early from a movie that was not the
one expected.  They caught me wearing the goods, so to say.  I was
completely dressed in a combination of their clothes, right down to
their underware.  After some initial embarassment on both sides,
especially mine, my sister said that she had suspected me of something
for some time because over the years her clothes were often found in
disarray when I was the only one around.  A number of embarrassing
questions were then posed to me, but I quelled these by saying that I
really thought I was quite normal except for the fact that I liked to
dress in women's clothes occasionally, which I found to be a harmless
activity.  The girls seemed to agree with me, but still seemed rather
curious.  After they had a short conference, my sister said that they
would like to take me out to dinner.  She then added that I would have
to be a proper coed, of course, since that's what I really wanted.
Despite my nervous objections, she and her roommate began to fix me up
with great care (makeup, curling iron and hairspray on my longish hair,
high-heels, stuffed bra, pantyhose, slip, wool skirt, silk blose,
etc.).  After they were finished (about an hour later) they stood me in
front of a mirror and remarked on how pretty I was.  I was then led to
my sister's car, with the black leather purse they gave me dangling
about, and driven to an off-campus resuarant.  I reluctantly went
inside and sat down while trying to be inconspicuous.  Despite the fact
that I was passing rather easily (I was only 17 and a slight young man
at the time), I was too nervous to enjoy the dinner, especially with
the girls persistent staring, giggling, and advising me on table
manners.  After dinner, which went without incident, the girls didn't
want to go straight home.  Instead, they decided to take me to meet
some of their friends at a sorority house to see if they could pass me
off as a younger sister of my sister.  I had no choice but to go with
them.  It was fairly dark in the room I entered where some girls were
watching tv.  (No pun.)  I was introduced as Cynthia, a name my sister
thought of.  I offered only soft one-word answers to the few questions
I was asked because I didn't want to be discovered and create a scene.
I just sat there quietly in my skirt with three other girls watching
tv.  As we were about to leave my sister came over and whispered to me
that she was going to announce that I was really a boy who liked to
wear girl's clothes.  I begged her not to and she said OK, but I wasn't
to dress up in her dorm room when she was out any more.  I agreed and
we left quietly.  I returned with the girls to their room and my
sister's roomate suggesed that I should spend the night there rather
than go back out to my dorm because it was late.  My sister thought so
too.  Her roommate then went into a drawer and produced a silky
nightgown that she told me to put on after I got undressed.  I did so,
and after watching a late movie with the girls, I spent a sleepless
night on a cot in the middle of the room.  The next morning, the girls
persuaded me to straighten-up their room before they would give me my
clothes back and let me be a "man" once again.  I did so and then left
before anything else could happen.  I was relieved to get back to my
dorm.  I was also quite tired from the whole ordeal and spent most of
the day needlessly worrying that I had been spotted and would be
expelled or something.  My sister still teases me about this incident 6
years later.


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