Summer Vacation of a Lifetime
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Summer Vacation At Auntie's free porn video
Title: Summer Vacation at Auntie's
By: Melissa Attimes
Synopsis: A young cross-dresser is eager to spend the summer with his
aunt and cousin because he thinks he will have more opportunities to
pursue his favorite activity. Things turn out much better than he
expected.
Categories: Caught with Consequences, Crossdressing /TV, Real Life
Situation, Sweet /Sentimental
Teenager 13-18
Leslie was shocked when he awoke and saw that it was already eleven
o'clock. He bolted out of bed, pulled on his trousers and hurried
through the house to the kitchen door that led to the garage. Good, he
thought as he looked into the dark garage, both cars were gone meaning
that his cousin and aunt had gone to work and he would be alone for the
whole day. He was almost never alone at home.
He hastily ate some breakfast and headed for the shower. After stepping
into the shower he stuffed his shoulder length hair into his cousin's
pink shower cap. It had taken a long time to get his hair this long and
there was no way he was going to cut it no matter how much his mother
harassed him about it. He soaped down his whole body and started shaving
his legs and chest with the pink razor his cousin left on the shelf in
the shower. After exiting the shower he dried off and carefully shaved
off what little facial hair he had. Leslie then removed the shower cap
combed out his hair and started straightening his wavy hair with his
cousins hair pressing iron giving it an outward flip at the end.
He then started rummaging through his cousin's makeup drawer until he
found her mascara. He carefully applied three coats of mascara to his
eye lashes being careful to not get any on his eye lids or cheeks; he
hated when that happened. He considered putting on some foundation,
powder and blush but decided that would be too much for a daytime trip
to the mall.
He found some pink lipstick and matching pink nail polish. He carefully
applied the lipstick making his lips look a little larger than they
were; then came the matching nail polish to his toenails while resting
each foot on the toilet seat. He wouldn't have time to remove the nail
polish before his cousin and aunt returned but the thought of having
pink toenails was just too delicious to resist; he would just have to
keep his shoes and socks on until they left for work the next day.
Leslie then retrieved some clear medical tape from his luggage. He ran
the tape down the top length of his dick, pulled it back between his
legs and fastened the tape a few inches above his tail bone. He pretty
much always had an erection when in girl mode and the tape would remove
the embarrassing bulge.
Leslie walked through the house while being careful not to smudge the
drying nail polish and started looking for some panties in the hamper.
He was afraid his cousin would notice if he had taken any from her
dresser drawer but was confident that any he borrowed and returned to
the hamper would not be missed. He found some low cut pink ones that
were see-through except for a triangular lace panel over the crotch. He
loved his cousin's taste in clothes. Everything she owned was so sexy.
He slid the panties up his smooth legs to his hips. They fit nice and
snug and tight and pulled his balls in firmly.
Then he remembered that he vowed to always wear a feminine pad whenever
he ventured out because of the close call he had had once when he went
out dressed in his sister's clothes and things almost got out of
control. He had been flirting with some guys he met at the mall, teasing
them by acting real girly, smiling, giggling and swishing his dress side
to side around his knees like he had seen other girls do. He ended up
making-out with one of the guys in the parking lot but almost got found
out when the guy started exploring under Leslie's dress. Leslie decided
that wearing a pad would add one more level of protection between his
secret and the probing hands of horny boys. Besides it added to the
authenticity of the female experience. He returned to his cousin's
bathroom found her female pads and inserted one in the crotch of the
borrowed panties.
Leslie really didn't like guys but he enjoyed the power he had over them
when dressed in girl's clothing. When he was all dolled up in female
mode, the boys would fall all over themselves trying to please him. As a
guy he was ridiculed and ignored. But as a girl he was the center of
attention, even with other girls. He had never before kissed a guy but
this one guy was a real manipulator and managed to lure Leslie out to
his car. Leslie vowed to be more careful in the future.
Leslie couldn't find a matching bra in the laundry so he located one in
his cousin's dresser. He expertly slid the straps over his shoulders
and fastened it behind his back; just like a real girl. When he first
started cross-dressing he couldn't fasten a bra behind his back but he
worked on improving his shoulder flexibility until he could. Leslie
wanted to emulate real girls in every way although he still couldn't zip
up the back of most dresses.
Leslie then tried to decide which one of his cousin's dress to wear.
After agonizing over the selection, he selected three candidates and
laid them out on the bed. He finally decided on a pretty pastel green
and pink sun dress mostly because it matched the bra and panties. He
wouldn't need any nylons because it was warm out and his legs were
evenly tanned. He slipped on the dress and let fall down around his
knees. He couldn't quite zip the back of the dress up so he searched
through his luggage for the tool he brought for that purpose. He called
it the grabber; it had a long flexible arm with three small prongs on
the end that would open and close when he pressed a button on the
opposite end. Leslie grabbed the zipper with the tool and pulled the
zipper all the way up by extending one hand over his head while the
other hand held the dress at his waist. Leslie then strapped on some
white sandals, still being careful of the almost dry nail polish and
stepped in front of the mirror. Dam he thought, "I'm almost as
beautiful as my cousin. I should have been born a girl."
Leslie put his cell phone wallet, keys, comb and lipstick into the white
purse he found on the top shelf of his cousin's closet. He then
retrieved some dangly earrings from his aunt's jewelry cabinet and put
them on. His aunt was still wearing clip-on earrings which were perfect
since Leslie did not have pierced ears". yet!
Leslie stepped out the back door of the house locked the door and then
exited the backyard gate to the alley behind the house. He walked a few
blocks to the bus stop. It was such a turn-on to be out dressed in his
cousin's clothes to feel the cool air between his legs, the firm tug of
the tape on his dick and the admiring looks from the people he passed.
He just loved being a girl!
After waiting about 10 minutes the bus arrived and he sat near the rear
door carefully keeping his knees together. After a few stops the bus
stopped in front of the mall where Leslie exited the bus.
Inside the mall Leslie rode the escalator to the ladies clothing
department on the second floor. He had seen in the newspaper that they
were having a lingerie sale and Leslie wanted to purchase some panties
and bras. He couldn't rely on always finding some of his cousin's
underwear in the dirty laundry. He took his time rummaging through the
sale panties. Shopping for girl's clothing was a new experience that
Leslie really enjoyed. He finally decided on a white pair, black pair
and a beige pair of panties. He also selected a white and a black
padded bra. He would have liked to buy a third bra to match the beige
panties but even on sale, bras were just too expensive and he would have
to make his money last all summer.
Leslie stepped into the ladies changing room and tried on each of the
panties over the ones he was wearing then checked the fit while holding
the hem of his dress up to his chest and turning his hips side to side
in front of the mirror. Leslie couldn't unzip the dress without his
grabber so he would just have to buy the bras without trying them on.
As he was admiring his new panties he was surprised at how shapely and
muscular his legs had become since he joined the track team. His P.E.
coach had suggested he tryout saying that with his long legs he would
have to be fast; the coach was right. Leslie wasn't the track team star
but he did win races in distances under 440 yards. Leslie thought
making the track team would improve his status on campus but it didn't.
He was still teased about his feminine appearance and mannerisms which
Leslie struggled to suppress and at the same time develop. But then
what could you expect of a guy that had no male role model at home? Of
course growing his hair long didn't help. Still if those guys could see
him dressed in his cousin's clothes, they wouldn't tease him; they would
ask for a date.
Leslie purchased the bras and panties and then started looking through
the dresses. He would have loved to try them on but then again he
couldn't unzip the dress he was wearing. As he looked through the
dresses, he started talking to a girl who was also shopping for dresses.
She noticed Leslie was admiring one dress and she said, "Why you don't
try it on." Leslie said that he would need help with the zipper and the
girl said she would be happy to help.
Leslie and the girl went into the changing room with the dresses they
had selected. The girl unzipped Leslie's dress and Leslie went into one
of the changing stalls. When Leslie returned to get the new dressed
zipped up, he was surprised to see that the girl had left her changing
room door open and she was dressed only in her pastel colored panties
and bra. Leslie tried not to stare but couldn't help but noticed that
the girl had a wonderful rounded hips and ass with amazingly alert tits
that looked like they needed a bra to hold them down! The girl zipped
up Leslie's dress and then put on one of the dresses she had selected
and then had Leslie zip her up. The two continued trying on several
more dresses and eventually ended up changing in the same stall
together. Needless to say, Leslie got very turned-on by the whole
experience and was glad his little man stayed firmly taped in place.
The girl, whose name was Carley, purchased a dress and then asked Leslie
if he wanted to grab a bite to eat. Leslie said sure. As they ate,
seated at the table in the food court, Leslie was surprised and thrilled
to note that Carley kept her leg press up against his. This was a
totally unexpected turn of events. As they talked over lunch Leslie
explained that he was visiting his aunt and cousin over the summer. He
also explained that his aunt and cousin were at work for the day and
that he had taken the bus to the mall. He said he liked visiting his
aunt except for the fact that she doted on her daughter so much that
sometimes it was a little hard to take. Leslie said that cousin Melissa
always gets what she wants.
When they finished lunch Carley asked Leslie if she wanted a ride home.
As they drove Carly asked Leslie if she liked boys. Leslie hesitated but
then replied "Maybe".well yes of course I like boys. Don't all girls
like boys?" Carley replied "Some girls like other girls. Do you
sometimes like other girls?" Leslie again hesitated and then replied "I
like you." As they stopped in front of Leslie's aunt's house Carly
leaned over and softly kissed Leslie on the lips and said, "Do you like
that?" Leslie replied that he liked it quite a lot. They both agreed
that they should get together as much as possible during the summer.
They entered each other's phone numbers into their cell phones and
hugged and said goodbye.
As Leslie walked up to the front door he wondered what time it was and
made a mental note to bring a watch with him next time he ventured out.
When he entered he was surprised and mortified to see his aunt looking
at him from the living room. His aunt gasped, walked over and grabbed
him by the arm and said, "What are you doing dressed in Melissa's
clothes...and my earrings." Leslie was so stunned that he couldn't
reply. His aunt said, "Just wait till your mother hears about this."
You go pack your things you will be leaving tomorrow.
Leslie stammered and said, "No, please don't tell my mother."
Then his aunt said "No, on second thought if you want to be a girl you
just stay dressed like that. I want Melissa to see you in her clothes.
You get into the kitchen and help me with dinner. You want to be a girl
then you will do girl's work."
When Melissa entered the house, Leslie's aunt called to her, "Melissa,
come see your cousin."
When Melissa entered the kitchen her mouth fell open and both hands flew
up to cover her mouth. She just stood there for about a minute and then
she came closer to Leslie and said, "Oh my god, Leslie. You look better
in that dress than I do."
Leslie said, "No one looks better than you in any dress."
Melissa said, "Maybe and thank you but you are a close second." Then
Melissa stepped close to Leslie and thumped his chest with her index
finger and said "Are you also wearing my panties?"
Leslie said, "No!"
Melissa said "Let me see and reached down to lift Leslie's dress."
Leslie pushed down on the dress and backed away. Then Melissa said "I
can see the straps of my bra on your shoulders so you must also be
wearing my panties. Are you also wearing my panties?"
Leslie turned beet red and said yes. Melissa looked at him very sternly
and while shaking her index finger in his face and said "You will never
wear my panties again. Do you understand" and then smiled "because we
will buy you some of your own." Then Melissa hugged Leslie and said,
"I always wanted a sister and now I have one for the summer. I can't
wait to show you off to my friends."
Leslie knew instantly that he wouldn't be going home tomorrow or any
time soon. In that house, Melissa always gets what she wants.
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