Curiosity
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Rebeca's Curiosity free porn video
Rebecca's Curiosity
I have the internet to thank for my journey into femininity. Walking my
long road in high heels began in 1997 when I was but 12 years old. At the
time, AOL had several text-based games, and one of them was a mystery
game set on a tropical island. The players had the option of going into a
store and changing the clothing their characters were wearing. Being 12
and a huge fan of Monty Python, I thought it was the absolute pinnacle of
hilarity to put a miniskirt and heels on my character.
Naturally, this got me curious, and I thought about trying it for real.
So the first time my parents said they were going out for the evening, I
went into my parents' room, opened up my mother's dresser, and pulled out
the first bra and pair of panties I could find, and quickly stripped off
my t-shirt and jeans. Trembling with a strange combination of fear and
excitement, I stepped into my mother's panties, and I immediately felt
wonderful. A feeling of incredible comfort and pleasure washed over me.
It felt so amazing to be in women's underwear. Next I put on the bra,
which is a garment that I had always dreamt about taking off a woman, and
I now found myself putting one on. I tried to do it the way I saw women
do it in the movies - I put my arms through the straps, and reached
behind me to fasten the hooks. I already felt so feminine simply reaching
behind my back to grasp the hooks; I couldn't begin to imagine the
exhilaration I would feel when I finally got what would become my
favorite article of women's clothing fastened and in place around my
chest. I only had a modicum of difficulty in putting on the bra, thanks
to my smaller frame and boyish flexibility. Nowadays I need to use the
old 'hook-it-in-front-and-spin-it-around' trick.
I stood there, looking down at the beige soft cup bra wrapped tightly
around my 12 year-old chest and back. I looked down at the two small
cones of flesh I had on my chest poking through the nylon cups meeting
the seams but otherwise barely able to fill the cups out. I had been
teased by the boys at school for my chubby little boy boobs, and I had
heard on more than one occasion that I needed a bra. Now I was finally
wearing one, and I had to agree - I did need a bra. I needed as many as I
could get! I was now, forever, "hooked" (and I do so love that bra pun!).
I cupped my chest flesh in my hands over the bra, and I admired myself in
my mother's full length mirror. For the first time, I was happy with my
body. I loved the new feelings I was getting from my mother's clothes.
I kept dressing in secret every opportunity I could. Eventually I moved
on to wearing my mother's skirts, blouses, and dresses. I dove deeper
into her lingerie drawer, and tried on pantyhose and slips. As soon as my
parents were out the door, I was in a skirt, sitting at my mother's
vanity, experimenting with makeup. Also, I started to explore
crossdressing online. I found message boards, newsgroups, and chatrooms -
which I had been going into for some time already. I had some excitement
in cybering with women, but after I started dressing I got the idea in my
head to cyber AS a woman, as Rebecca. I created a new screen name on AOL,
created a new password, and within seconds I was getting IMs from men. I
had never done anything for real with a man, I had never even thought
about it before, but here I was sitting at my computer pretending to be
Becky and flirting with men. Flirting turned into cybering, and I loved
it. Here I was, 12 and 13 years old, pretending to be a busty 20-
something girl saying that I was sucking their giant cocks. None of these
guys knew I was really a young boy, just as I'm sure no one online is
really 8 inches when they say they are. It's all fantasy, and I loved it!
I still do.
At the same time I also had a screen name for my genuine, crossdressing
self, who I also decided to call Rebecca. I used that screen name to chat
with other CDs who knew how I felt and to make friends. Of course, I also
found men who were very interested in young CDs, and before I knew it I
was cybering with them not as a character I had created but as myself. I
found myself getting very turned on when I would type things like "I drop
to my knees and kiss the head of your cock," or "I flip my skirt up and
bend over, waiting for you to take me." By age 14 I was seriously
questioning my sexuality, and I was going online almost daily to find men
who wanted a cyber session with Becky. I had also by this point stolen a
small wardrobe from my mother that I kept hidden in my room, and I pumped
several loads of cream into those panties every time I put them on and
played online as Becky. I also had a cheap digital camera that I had
gotten for Christmas, and so I put on AOL and Yahoo some pictures of the
14/15 year-old sissy that the men of the Internet loved to chat with.
Eventually the men wanted more than cyber. They wanted to hear Becky cum
and say their names. That's when I graduated into being a teenage CD
phone sex slut, actually telling men how badly I wanted their cocks in my
holes. Some men told me to get various objects to stick in my ass, which
I was curious about and so I was happy to oblige. I had moisturizer that
I used as lube, and I would insert my hairbrush handle (ribbed, for my
pleasure), my electric toothbrush handle (homemade vibrator!), and even
my mother's curling iron (long and hard, as Becky grew to love!). At this
point in my life I was pretty sure I was at the very least bi, if not
totally gay, and my old friend curiosity started to rear his wonderful
head yet again in my life.
I was 17 when it finally happened. I had been talking to a guy on Yahoo
for about a year up to that point, and he was a frequent cybering partner
of mine. It was late May, my mom was away for a week out west to see
friends, and my father was busy with work almost all the time, so I had a
lot of free time to dress as Rebecca and talk/cyber with every man I
could, including my Yahoo lover. He was in NYC, and I lived on Long
Island, and I told him that I was alone for the day. He immediately asked
if I wanted him to come over. I was absolutely terrified, but curiosity
won out and I said yes. He signed off, and I immediately went to work
shaving my legs, and putting my outfit together. By this point in my life
I actually had a decent sized wardrobe, both "borrowed" from mom and
purchased on my own. I had a crappy, pageboy-style red Halloween wig (I
am a natural, proud redhead and will only ever wear red wigs!), crappy
low-heeled mules from Payless (ah, to be 17 and only a size 12W shoe
again), and I put on a pair of black panties, a black 40D bra I bought
from a local discount store, coffee pantyhose and a knee-length brown
dress from mom. I put on my wig, mules and lipstick, and I paced around
the house waiting for my first lover.
He came in the back door (not in THAT way, you naughty reader!) and met
me in the living room. He kissed me on the cheek, and an electric pulse
ran through my body. That little peck on the cheek felt wonderful. It
meant he thought I was cute, and that he was happy to be with me as
Rebecca. I led him to my room, and we sat on my bed and watched TV - I
had The Kids in the Hall on Comedy Central, yet some more crossdressing
in my life. I was so nervous - not only had I never done anything for
real with a man, I hadn't done anything with ANYONE! I was a total
virgin, never even had so much as kissed a girl, and here I was dressed
as one waiting to be kissed by a man I had only ever known online. After
catching him look at me a couple of times out of the corner of my eye,
the moment came. I turned to look at him just as he happened to turn to
look at me, and he leaned in and planted his masculine lips onto mine,
and I absolutely melted. I WAS Becky! I was being kissed by my handsome
lover, and I couldn't have been happier. I immediately wrapped my arms
around him and received his kisses. After a few minutes, he slipped his
tongue into my mouth, and I was in heaven! I felt like such a girl. All
those years of pretending were just mental practice for when the real
time came, and here it was.
We sat on my bed and kissed for a good 15 minutes. We ran our hands over
each other's bodies. His hands found my legs, and he started to rub them
up and down. My hands did the same on his legs over his jeans, and I
reached slowly up his thighs until I got to his crotch. I could feel his
bulge straining his jeans, and I truly felt desired for the first time in
my life. I felt so proud of myself that I was this man's object of lust,
and I let him know that I was glad by rubbing his bulge through his
jeans. He grunted in approval as we kept kissing, and then he broke our
kiss to ask me the question I both dreaded and anticipated, "Would you
like to suck my cock?" Before I could even formulate a thought or an
answer, I was almost automatically sliding off the bed and onto my knees
kneeling in front of him. He leaned forward and we kissed some more, as I
unbuttoned and unzipped his pants. I couldn't believe I was about to live
out one of the scenes I frequently cybered about. I was afraid about
gagging or choking on his cock, but once I got his pants off I saw that
he wasn't all too big, maybe 5" or so. Perfect for sucking! I tried to
remember all the erotic stories I had read online, and all the cyber
scenes I had done since I was 13, and I tried to give him the best
blowjob anyone could ever give - and I succeeded! He held my head, he
moaned, he loved what I was doing! I was so happy to be feminine, giving
pleasure to my man. I loved every second of being on my knees, bobbing up
and down on his perfectly suckable penis. I rubbed his balls as I sucked
him slowly, I reached up to play with his nipples, and I made sure to
look up often to see the look of pleasure on his face. When I felt his
testicles tense up and get ready to release my reward, I was not worried
at all. I had tasted my own cum before, so I knew what to expect, and I
eagerly received every drop into my mouth.
The moment the last drop of delicious sperm hit my tongue was the moment
Rebecca was officially born and Richard died. I was so proud to have
pleased a man. I felt so feminine, and so desired. I even thought to
myself, "I'm the happiest girl in the world right now! I just made a man
cum, and he loved it!" He told me I did a great job, and that he'd see me
again. He kissed me on the cheek once more before leaving, and I watched
him drive away from the kitchen window - still dressed as Rebecca. I
didn't care if any neighbors saw me; it's who I was now. I stayed dressed
up for the rest of the day until my dad came home from work. He never
knew about the guest I had that day, nor did he or anyone else ever find
out about the other guests I've had over the years, but those stories are
for another time.
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