Date: Wed, 6 Apr 2016 03:27:31 +0000
From: John Doe <bottomboy2012@hotmail.com>
Subject: Cross-dressing sissy boy beginnings

Cross-dressing sissy boy

The first time I ever crossdressed was when I was 11 and I was home alone,
my parents both worked. I locked our front and back door and went through
my mothers drawers. She had lots of teddies, slips and stockings but what I
liked the most was a deep purple lace teddy with a plunging neckline. It
was tight but made me feel pretty and what I liked most were the snaps on
the crotch. I would push my nuts and cock up into me but if I rubbed my
crotch it would send shivers down my legs. I was only about 3" then and had
small smooth balls. Since my mom was very tiny, in stature and frame, the
teddy showed off my bubble butt but was loose in the chest. I would ball up
socks and stuff them then put on lip stick, some stockings and use a pair
of heels that were almost too small and I would parade around the house and
pretend I was a girl.

I liked to rub my crotch with my hands or grind against the silky sheets of
my parents bed and pretend I had a pussy like I'd seen online. I had
already watched porn because I secretly viewed one of dad's classic porn on
VHS. He left it in my DVD/VCR by "accident". My favorite scene of 69 Park
Avenue was a man in a limo picks up this woman and she sucks his dick and
he fucks her in the backseat. I loved that scene I don't know if it was
because I wanted to be sucking that cock or because the cock was attached
to a man who looked exactly like my dad. (Tbh that's where most of my
fantasies led) Whatever the reason I most certainly wanted to be that girl
with dick shoved inside every hole.

I would pop the movie in and grind my boy cock covered in the purple lace
into the bed or pillow, really whatever was available, imagining my a cock
entering my "pussy". I would unhook the crotch snaps and finger my tight
hole pretending it was a cock. Sometimes I even used things around the
house like wooden broom handles and a small miniature baseball, bat (about
6 inches) my dad got me at a Braves game. I didn't realize then that Id
grow up and have better lingerie than my mom :)

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