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This work is copyrighted to the author © 2011.  Please
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Lakeview High
by Alli Cain (address withheld)
Quick edit by BJArtist

***

Marty, a geeky boy, finds popularity and acceptance when 
he cross-dress's as Mary. (MF-teens, bi, oral, cd)

***

Marty was pretty much the standard high school nerd. He 
was smart, wore glasses, had a squeaky voice, and a 
funny laugh. That was before the divorce.

The summer before his senior year, Marty's parents 
decided to split up. Since he was almost 18, he was 
allowed to choose which parent to stay with and he chose 
his mother. He loved his mother more than his father. 
His mother had really never worked before, but she 
started a full time job in Lakeview, and they were to 
move very soon.

Now was the time for Marty to make a big decision. He 
thought he'd get contacts and improve his looks a bit, 
maybe start lifting weights. He had grown some hair, 
hoping to be in the rock-n-roll crowd. Anyway, after he 
left the eye doctor with his new contact lenses on, his 
face looked more feminine. His best friend, Gerald, also 
a nerd, told Marty that without glasses he looked like a 
girl. Marty's slim figure and smooth body helped add to 
the illusion.

Marty wasn't sure what he could do about that, but he 
was determined to tough it out and begin to lift those 
weights, maybe go to a Gym to work out.

***

Time for the move was upon them and Marty and his mother 
moved to a small house in Lakeview. Marty kept his 
shyness in the new school and decided to wear his 
glasses to keep from being teased about looking like a 
sissy. He'd rather be called a nerd, than a girl. He 
also had his long hair slicked back and tucked behind 
his collar. He made no new friends at all, and was 
becoming very board with his life.

When the city's street fair came around, Marty decided 
he would try something. Anything to break out of his 
boredom, to try something, anything new. He had a plan.

That evening he went to the bathroom and took off his 
glasses. He put his contact lenses in and fluffed out 
his hair. There was a girl in him alright, he was a bit 
shocked, he was actually very pretty, he thought. He 
played with his mothers make-up, trying to make himself 
look even more like a girl, he was amazed at the effect. 
Marty felt himself getting a erection. Tingles were 
traveling up and down his spine. Marty never felt so 
good! He felt, for the first time in his life, that he 
looked good, that anyone how saw him wouldn't tease him.

Marty had a stray thought; "Hell, I'd even like to fuck 
me, if I saw myself walking down the street." Nervously, 
he put everything away and switched off the bathroom 
light.

Marty looked into the living room. His mother was safely 
asleep on the couch. He tiptoed to her bedroom and 
checked out her cloths. He pulled out a nice short black 
dress that he'd always though his mom looked great in. 
He held it up to himself and felt that tingle again. He 
opened the top dresser drawer and pulled out a wire-
rimmed bra, and a pair of pink bikini panties. In the 
next drawer down, he grabbed a pair of black pantyhose. 

Thanks to his slim figure, he was sure to look good. He 
even could fit his mother's black pumps. (He chose a 
lower heel, just to be safe.)

Marty took the stash back to the bathroom where he 
locked the door. He started the shower for himself and 
when it was hot he got in and washed his hair using his 
mother's shampoo and conditioner. He picked up his 
mother's shower shaver and worked it on his legs and 
armpits. When he stepped out, he let the water run so 
that the shaved hair would go on down the drain.

As he looked down at his shaved legs, he felt the 
tingling come back. He ran his hands over his legs. So 
smooth! 

After drying, he put his hair up in a towel. Thoughts 
ran through his mind. This isn't right. What'll my 
mother think if she sees me. She won't. I'll be careful. 
This is something I really want to try, I won't screw it 
up.

Marty put the pantyhose on first. Oh what a lovely 
feeling that was! The sheerness of them against his 
smooth legs. He could feel the silky nylon and he loved 
it. The panties tickled as he pulled them up his leg. He 
fastened the bra and filled it with washcloths. The bra 
had a slight padded cup that made the breast look more 
smooth. He lowered the dress over his body as the 
tingles came even more. 

He started to shake. A pretty girl with wet hair stared 
back at him. His thoughts raced. My god! I look like a 
girl. Gerald would drool over me. Not to mention Brad 
the captain of the football team. I wonder... Am I gay? 
I thought I was straight, at least till now. Maybe I'm 
bi-sexual or something. Maybe I need help? 

No! I'm special. I can do whoever I want. I can be with 
a male or female. I like girls. If I didn't I wouldn't 
want to be one, but being one makes me... different. 
Besides, I look like a loser as a guy and hot as a girl, 
what would anyone else do under those circumstances?

Marty took the feminine items of clothing off and 
carefully folded them. He peeked out the door. Coast 
clear. He got to his bedroom and hid the clothes in the 
back of his closet. Tomorrow would be exciting. Very 
exciting. He would walk the street fair and pretend that 
he was a hot teenage girl!

***

It was Saturday morning and Marty awoke with the same 
tingling sensation between his legs and up and down his 
spine that he'd felt the night before.

Marty heard his mother leave for work. (Poor mom, she 
had to work Saturdays). When he heard the car engine 
starting he went right to the bathroom and washed his 
hair again. Today was the day of the Lakeview street 
festival. Marty was going to make his first appearance 
in the new town as Mary. How handy he thought, just get 
rid of the 't' and I have a feminine name, too. 

Marty shaved his face really close and touched up his 
legs a little, too. He put in his contact lenses and 
dried his hair with a blow dryer. He styled it out into 
a feminine style and used his mom's curling iron to make 
his hair look like Veronica, one of the more popular 
girls at school. Marty was again surprised how easy it 
was to make his silky hair conform to his desires.

He turned on the radio and listened to an AM talk show. 
He began speaking with the female broadcaster, trying to 
get his voice as feminine sounding as possible. With his 
high voice it wasn't all that hard. He repeated a few 
words. He worked on saying his new name. "Hi, how are 
you? I'm Mary. Hello! A-e-i-o-u>" (vowel practice for 
every part of the female vocabulary). 

He put on some of his mother's make-up. Some foundation, 
some blush, lipstick. He worked on his eyes for a long 
time. Yeah, this is it. This is the look. He lifted his 
clothes to the table and put on the panty hose. He slid 
the panties on, and fastened his bra is place. He 
stuffed the cup with some fresh washcloths, and 
flattened them out to make it smoother on the curve. He 
was careful not to smudge his makeup as he slid on the 
dress over his head.

A quick zip to the back and Marty looked in the mirror. 
He was absolutely beautiful. The dress was shoulderless 
and he couldn't believe how nice and feminine his 
shoulders looked in the dress. It was cut low in the 
back, and stopped just short of revealing his secret in 
front. He decided to use some tape to make what tits he 
had show some cleavage. After that, he re-aligned the 
dress, and stepped into the low-heeled pumps. 

Marty was now 100% Mary to anyone that didn't inspect 
his panties. He really was attractive, with the long 
light brown hair, blue eyes and trim figure. Maybe he 
could even fool his own mother. He looked like one of 
those hot girls on that TV show Glee!

He couldn't wait. It didn't matter how shy he was as 
Marty. As Mary, he could be himself, or herself, rather! 
Marty was now as close to feminine as any male could be 
without an operation. Ne knew Mary would be outgoing and 
that she'd have her test at the festival today.

'Mary' opened the garage door by pressing a button on 
the wall. 'She' got into 'her' car and pulled out toward 
town. 'She' found a parking space on a side street. It 
was almost noon and the festival was in full swing. 
People were gathering along the main street. It looked 
like it was almost time for a parade. 

'Mary' brought along her mother's spare purse and put 
her car keys in it. She locked the door, took a deep 
breath and stepped out of the car. Her heels clicked on 
the sidewalk. She loved the precise sound of it. 
Suddenly she was free. She gathered with some people who 
were waiting for the parade. You could see it coming 
down the street, led by police cars and fire trucks, 
then followed by a marching band.

She recognized a few of the members of the band from 
Lakeview High. Since Marty was so quiet and shy, there 
was little change that anyone would recognize him. 

After the rather short parade, 'Mary' decided to get 
something to eat. She walked to a food booth and placed 
an order for french-fries in her best feminine voice. 
"Large fries please." The young man behind the counter 
smiled and handed her the fries.

She paid the $2, and smiled back at him. "Are you going 
to the dance tonight?" he asked.

"Um, yes, I am, maybe I'll see you there."

"Great! I'd like that! Bye!"

"Bye," she said, not believing how easily he was falling 
for her. This was great, as a guy he was not popular at 
all. As a girl, she get interest from guys that she 
doesn't even know.

"Hey girl, you got a run," A female voice came from 
behind Mary.

"Huh?" 'Mary' said.

"Your nylons," the girl said "You have a runner."

"Oh!" Mary said.

"Sorry, I didn't mean to be rude, I just notice things 
like that."

"That's okay," Mary said.

"Amy Malletti," the girl said.

"I'm M-Mary Roberts."

"Going to the dance tonight?" Amy asked.

"Well, yeah. I was thinking about going," Mary said 
nervously.

"That's cool."

"Hey," Mary asked. "Where can I get a pair of pantyhose 
around here close?"

"There's a drugstore on the next block, just go straight 
ahead," Amy said. "You must be new here not to know 
that."

"Y-yes, we just moved to Lakeview a few days ago."

Amy was very pretty, she had long blonde hair, blue 
eyes, and wore a jean skirt that came up in the front 
like over-alls. "Well, see you at the dance, Mary."

"Bye," Mary said.

Wow! This dance was really a big deal. Maybe I'll have 
to dance with a guy or something, this might not be 
right. But my minds made up and I already told two 
people I'd be there, she thought.

'Mary' bought some pantyhose at the drugstore and went 
back to the car. She drove home and picked up a pair of 
glasses and Marty's clothes, so that she could get in 
the house as a guy after the dance. She changed her 
pantyhose.

After a while home, she went back to the fair. 

Mary parked in the same area as before. There was a band 
set up at the far north end of the fair, and there were 
lots of teens hanging out there waiting for the dance to 
start. She walked over to the stage and checked out the 
band. The guy from the fast food stand came up from 
behind her.

"Hi!" he said.

"Oh, hi," Mary responded, turning to see him.

"I'm Barry," he said after a short pause.

"I'm Mary," she said, starting to check him out. He's 
really good looking. Something inside of 'Mary' was 
liking this guy. Maybe I am gay after all. No! I'm a 
girl now. I hate being a guy and nobody likes me as a 
guy.

"Want to get something to eat," he asked. "I'll buy."

"At these prices," she replied, "sure." she smiled.

"He held out his hand and after shying away a little, 
Mary took it and they went hand in hand to a sidewalk 
cafe. After the meal was almost over, Barry accidently 
tipped his cherry soda onto her dress.

"Oh! I'm so sorry!" he said.

"That's okay, maybe I better go home and change..."

"No, no..." He said. "I just live a block over. I can 
get you something to wear."

Well, this made 'Mary' very nervous, but excited, too. 
"Well, okay," She said hesitantly, wondering where this 
would lead.

They walked to his house and he said, "Follow me on in 
here." He took her into his bedroom and pulled open 
drawer in the dresser against the wall. "Here, take 
this."

It was a plain black shirt that she put over her head. 
It looked okay covering the bottom part of the dress 
that was stained. 'Mary" turned away from Barry and 
pulled the skirt up and positioned it around her slim 
waist.

As Mary was fastening the snap to the skirt, suddenly 
without any warning, Barry pulled her toward him and 
whirled her around and planed a big passionate kiss on 
her mouth. Marty didn't know what to do. He was kissing 
another guy. But 'Mary' loved it. Barry was a sexy 
kisser. 

Then suddenly he pulled her over to the bed. 

Oh my god! He'll find me out! she thought. Better think 
fast! 'Mary' pulled at Barry's zipper and slid it down, 
quickly unfastening his fly. She reached her slender 
hand into his underwear and pulled out his stiff 
throbbing 7-inch cock. 

'Mary' was fascinated by this huge member, so much 
larger than the one he was 'she' was used to. She played 
with it a little, having  never felt another man's penis 
before. It felt so weird, but 'Mary' liked it. If she 
was going to get out of this with her secret kept, she'd 
have to do this. 

Now I'm gay! she thought. I just don't want to be found 
out! I'm having too much fun being popular and looking 
sexy and having guys want me.

'Mary's' lips kissed the tip of the boy's stiff dick. 
Then she licked it with her tongue. 'Mary' had the 
advantage of knowing what an excited penis felt like, so 
when he slid it into 'Mary's mouth and started to suck 
and slightly bite it, he/she wasn't surprised when Barry 
started going crazy. "Oh FUCK yes! OH FUCK! YES!" he 
groaned over and over again as Mary bobbed her head over 
his stiff manhood.

Then suddenly, 'Mary' felt the boy cumming in her mouth. 
It was an unusual taste, but it wasn't really as 
disgusting as she thought it would be. Marty had never 
tasted his own cum before, but Mary swallowed some of 
it. The rest came spewing out from between her lips and 
Barry's pumping cock, to spill on to the newly borrowed 
black shirt.

"Oh god Mary, I love you!" Barry gasped. "You were 
wonderful!"

Still kneeling in front of the boy, Mary looked down at 
her soiled skirt and said, "I'll need a new shirt now."

"Okay, no problem honey!" he said. He pulled out another 
black skirt just about exactly the same as the cum-
soaked one. "Here," he said, smiling.

'Mary' fleetingly wondered why Barry had so many female 
clothes in his dresser drawer, but he had knelt down 
next to her and was kissing her passionately again. Mary 
felt his hand moving toward her 'tits' and decided 
quickly to break this up before she was caught out for 
good.

They went back out to the dance. Mary had the time of 
her life. It was really fun to dance in a dress and have 
all the boys scoping her out with interest in their 
eyes. She wasn't really a good dancer, but it was 
crowded and no one noticed. Mary felt so good. She was 
now on top of the world.

The memory of sucking Barry's cock only made her body 
tingle that much more. She could barley wait to get home 
and jack off to the memory of her sex session and the 
wonder feeling that she'd experienced during this 
magical day.

What about tomorrow? What would Marty do with his Mary 
personality. It was plain that Mary was having more fun 
in life that Marty ever would, but he/she would have to 
be very careful not to be found out. But it was worth 
it, even if all he would ever do was pretend, it was 
enough, it was enough.

END

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 69