Babysitting
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Babysitting free porn video
Babysitting
By RogerGirl
I'm sitting at the kitchen table on Friday afternoon eating a bowl of
cereal while my parents scramble to pack their bags for their weekend trip
to Vegas with the neighbors. I try to hold back my anticipation for them
to leave so that I can spend the next two and a half days indulging in my
secret hobby. Don't worry I'm not into drugs or drinking and I'm not
planning to invite my girlfriend over to have sex nor am I planning a wild
party. My hobby is dressing up as a girl. Now before you ask, no I'm not
gay. I have a girlfriend and I don't dress up to meet guys. I enjoy
cross-dressing because I like the way I look as a girl. I don't want to
be a girl; I still enjoy being a guy and doing guy things. This is just
something I enjoy doing as a hobby, much like my dad enjoys golfing or my
mom enjoys painting.
It all started when my older sister, who is currently away at college,
dressed me up for a video project she had to do for school. While I
protested at first, once I saw how I looked all dressed up I was hooked.
Since that day, my sister taught me how to do my own makeup, walk in
heels, and even helped me buy clothes, shoes, underwear, and a pair of
breast forms to help me with my transformation. For her, it gave her the
chance to spend time with the little sister she never had. For me, it let
me temporarily transform myself from a skinny longhaired boy into a sexy
teenage girl. When she went away to college, she told me I had full
access to her room and put all the clothes that she had bought for me in
her drawers and closet, along with a lot of her old clothes that she
didn't wear anymore. Our parents assumed they were my sister's stuff, so
they left it all there so she could wear it when she came home to visit.
"OK son," my father says, "we'll be back late Sunday night. There's
plenty of food in the fridge and here's a hundred dollars in case you need
to buy anything while we're gone. I don't mind if you invite your
girlfriend or a couple friends over, but remember no drinking, no drugs,
no sex, and no wild parties while we are gone."
"OK dad," I respond casually, "don't worry I won't do anything like that."
"I know," my father continues, "you aren't the wild type, but I just got
into the habit of saying it when your sister was still home. Oh, I almost
forgot. The basketball camp got cancelled, so you're going to have to
babysit the neighbor kid while we're gone."
"OK," I say.
Well this was certainly going to put a damper in my weekend plans. Cody
is four years younger than me and I really don't want to spend the next
three days hanging out with a thirteen year old. My mom comes down stairs
and repeats everything that my dad just told me. They hug and kiss me and
go outside to meet the neighbors. As they drive off, I see Cody standing
on the lawn staring at me. He actually reminds me a lot of myself at his
age. His hair is long and he's pretty skinny. We've never talked much,
but I often see him riding his skateboard around the block. He has a
fourteen-year-old sister, but she is away at cheerleading camp right now.
I guess I might as well go see what he wants to do.
"Hey Cody," I say as I walk over to him.
"Hey Blake," he says casually.
"So are you hungry?" I ask.
"I guess," he answers.
We go inside and I warm up a frozen pizza. He sits on the couch and
watches T.V. I get a couple sodas from the fridge and hand him one. He
thanks me and opens the can. I try to make conversation while we wait for
the pizza, but he mostly just mumbles back at me while he watches T.V. and
drinks his soda. This is definitely going to be a long weekend. Soon the
pizza is ready and I cut a couple slices for each of us. After we eat, I
notice I need to get a few things at the market.
"Listen," I say, "I need to run to the market for a few things. Just hang
out here until I get back."
"Cool," he says.
I go out to my car and drive down the block to the market. I go inside
and grab some stuff and hurry to get back as fast as I can. When I get
back, I put the groceries away and call out to Cody. He doesn't answer,
so I go to look for him. Not finding him anywhere in the house, I decide
to go next door. The door is unlocked, so I go inside. I go upstairs and
find him in his sister's room. He is staring at me frightened. He is
wearing a bra, panties, and the skirt from his sister's cheerleading
uniform. In his hand he was holding the top for the uniform.
"Please don't tell my parents," he pleads with me as tears roll down his
face.
"Relax," I say, "put that stuff away and come down stairs."
I walk away as he hurries to get everything off and return to his normal
clothes. A little while later he comes downstairs and sits on the couch.
"So, why were you wearing your sister's uniform?" I ask.
"Promise you won't laugh?" he responds.
"I promise," I say.
"I like to dress as a girl," he says somewhat shyly.
"Are you gay?" I ask.
"No I like girls," he responds defensively, "I don't want to be a girl
either."
"Why do you do it?" I ask.
"I just like the way girl's clothes feel," he admits.
"OK, go upstairs and dress as a girl," I say, "When you're finished wait
here and I will get you when dinner is ready."
He runs upstairs excitedly and slams the door behind him. I guess this
weekend won't be so boring after all. I go back to my house and go to my
sister's room to change into my female alter ego, Blaire. I begin by
going to the bathroom to remove all of my body hair, which isn't very
much. I also wash my hair and make sure my skin is extra smooth. I get
out and dry myself off then put on a bra and matching bikini panty. I
tuck my penis back and stuff the cups of the bra with my breast forms.
The bra is padded and with the breast forms and my own extra skin, I have
pretty nice breasts. I sit down to paint my finger and toenails and while
I let them dry I decided which outfit I should wear. When my nails are
dry I put on a tank top and denim mini-skirt. While I had planned to wear
jeans, I decided a skirt would be better for my big debut. I go to my
sister's vanity and begin applying my makeup and styling my long blonde
hair. I spray on some perfume and put on a pair of wedged sandals.
When I am finished, I hurry downstairs to make the stir-fry. After it's
ready, I set the table and call Cody and tell him to come over. Not long
after I hear a knock at the door and I tell him to come in. I watch as a
cute thirteen-year-old girl nervously shuts the door behind her and walks
toward the kitchen. She is wearing a pleated skirt, a cute printed
blouse, and a pair of low-heeled shoes. She is wearing a little makeup,
but it is a little sloppy. When she gets to the kitchen she turns the
corner and stares at me in shock.
"You're dressed as a girl," she says in surprise.
"Yes," I say in my female voice, "I also like to dress up."
"You're so pretty," she says as she looks me over, "Your legs are so
smooth and your makeup is perfect. You even sound like a girl when you
talk."
"I've been dressing up a lot longer than you have," I say.
"Can you teach me how to put on makeup and act like a girl?" she asks.
"Yes, of course," I say, "but first what should I call you? I can't call
you Cody while you're dressed like that."
"I like the name Courtney," she says.
"It's very nice to meet you Courtney," I say, "you can call me Blaire.
Let's eat our dinner for now and then we can spend the rest of the weekend
practicing makeup and being girls. Since you're voice is still high, we
won't have to practice you're voice yet. We can wait until you're voice
changes to work on that."
She hugs me and I hug her back. I suddenly realize how my sister must
have felt the first time she dressed me up when I was Courtney's age,
except this time I'm the big sister. Tomorrow maybe we can go in the
backyard and I can try on my new bikini. Of course I'll have to stop at
the mall and get Courtney a one-piece suit first. She's still a little
too young for the two-piece suits.
Latisha
- 22.06.2020
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