Guts And Lingerie
This is my first post and i hope that you all enjoy it
Chapter 1
Tomorrow was Monday, the day teens hate the most. Jenny wasn't an exception. Jenny was a 14 year old boy who went to high school. He was intelligent but he wasn't athletic. Though he played Football(soccer) very well and was quite strong, he wasn't well built. He was undergoing puberty and undesirably was attracted to the feminine life.
Jenny thought that Monday, as usual, would be the worst day of the week; But it turned out to bring some great news for him. His mother told him that everyone in the family except him will go to their native the next Sunday night and will return a week after. Jenny could have exploded due to the happiness and excitement his mother's words brought him but he controlled himself. The Sunday was two weeks away but the day came around faster than a camera flash! He was delighted that he could wear nothing but his sister, Marge's clothes. Especially her lingerie! Marge was 2 years older than Jenny but they were of the same size. Unlike other women in the family, Marge was more stylish and always wore the most revealing and sexy clothes. Her lingerie was the best! She wore everything anyone could imagine. Jenny loved Marge a lot for her lingerie but there was another reason too. Jenny had to help Marge dress up everyday. That is, from choosing the lingerie and clothes to helping her wear it.
Jenny got up on Sunday and got ready. He helped Marge also to get ready. Jenny wore shorts and a tee. He picked the most girly yet sexy outfit for Marge as she had to go to her native which was full of old people and do not prefer sexy clothes. Marge wore a pink lace bra and matching lace thong. She also wore a pink garter belt with pink translucent stockings. A dark pink pencil skirt with a white blouse and two inch pink heels. No one expected Marge to dress that girly and decent. When it was time for Marge to pack her clothes, Jenny stepped in to help. He selected only decent clothes and kept all sexy clothes back for himself. When Marge asked why she shouldn't take something, Jenny replied that old people don't like sexy clothes. His family had dinner and left at 7:30. Jenny made sure that they were out of sight and ran back in. He had decided that after this night there wouldn't be any trace that he was a boy until his family returns. The best thing of all? His holidays began from the next day!
Jenny woke up in the morning early than usual. When he saw the clock he realized that he had woken up at the time when women wake up! He went to his sister's feminine bathroom and had his feminine bath with bubbles, oil and shampoo. He also shaved his body hair. After the bath, he wore his sister's dressing robe and sat on her makeup chair. He took his list from on top of 'his' makeup table and saw it.
Jenny's girlish attire for each day:
1. Casual girls clothes and Bikini
2. Formal girls clothes
3. Feminine girls clothes
4. Sexy girls clothes and ramp walk
5. Skirts!
6. Be a Slut!
7. Be a boy back else you will be caught.
He had left one page for each day so that he could stick his photographs. He opened the lingerie drawer and took out one satin red thong and matching bra along with a red satin camisole. He then went over to the makeup table and applied makeup. He applied dashing red lipstick that stood out above the rest. He then wore a white sleeveless shirt which said, " Look here bae, I'm the SEXIEST slut alive!" The camisole and bra were easily visible under the tee. He then wore a red short shorts and pulled his shoulder length hair back into a ponytail. He used a red hairband for that. He then went took a pic of his using the mirror and the camera. The camera printed the photos instantly and he stuck the photo in the appropriate place and went downstairs.
He went out to take the newspaper and milk packs when he saw his neighbor. She said, "Hey Marge, didn't you go to your native?" Jenny was happy that he was looking convincing and replied in the most feminine voice possible, "No, Jenny and I swapped places at the last moment" and went in. He prepared his breakfast and ate it while reading the newspaper. He then switched on the TV and put the most girly show he could find. While watching he applied nail polish. At lunch time, he ate a hamburger and went up to Marge room and pulled out every swimwear he could find. He also took beach accessories. He then placed a camera on the stand with the timer.
He changed into a black one piece suit swimsuit and stood in the most feminine way possible along with Marge's sunglasses and beach hat. After the photo he changed into a pink and aqua blue two piece bathing suit. It had a skirt bottom and there were no accessories to go along with it. The next was the best swimsuit Marge had. It was a bikini! It was green and the top didn't have any shoulder straps. The bottom was a thong. Both of them had to be tied using strings. Jenny had found some breast forms and was using it as a substitute for boobs. After the photo shoot, he struck the pics in appropriate places and kept all the clothes back.
He was now wearing red skinny jeans instead of shorts. After dinner, he went to back to Marge's room and stripped down to his thong and kept everything back.He pulled out a red long silk nightgown with puffed lace sleeves and put it on.He then went to his room, removed a pair of his boy clothes. He made those clothes dirty and put them in the laundry hamper. He then went and slept in Marge's room along with her dolls.
To be continued........
This is the continuation of Guts and Lingerie, to read the first part Click here
Chapter 2
Jenny woke up in the morning at the same time he woke up the last day. He got up and took a
picture of himself in the nighgown and struck it in the nightgown section. He was hungry and
hence had his breakfast of toast. He then went to Marge's bathroom and had his feminine
bath. He again wore the dressing robe and checked the list. Today it was formal clothes. He
laid out his two outfits of the day. The first outfit was a white silk blouse with a black
pencil skirt with white silk bra, panty and camisole. He wore that and sat down to watch TV.
But after seeing that nothing good was being telecasted, he decided to go out shopping for
groceries.
He took Marge's purse and put some of his money in it. He touched up his makeup and wore 2
inch black velvet heels which had a white bow in the front. He left to the nearest
supermarket. The cashier knew Marge very well and greeted Jenny thinking of him as Marge.
Though Jenny looked like Marge, he couldnt manage to speak like her. When the cashier
noticed that the voice was too feminine, she asked, "Why are you speaking like this? Do you
have any problem? I mean in your throat?" Jenny replied that she(he) was practising to speak
more like a girl to impress boys! The cashier was now convinced. Marge did impress a lot of
boys but she considered that love could change her style. After paying the bill for the
groceries he(she) returned home. He wore the pink apron while preparing food so that the
clothes dont get dirty.
After having his meal, he decided to take pics. This time he posed more decently for the
photos since it was formal clothes. He now decided that it was the time to wear the next set
of clothes. He changed into blue strapless bra and matching panties. He then wore a blue
formal gown along with blue 3 inch heels. After the photoshoot, he struck the pics in
appropriate places. He prepared dinner and spent the rest of the time doing girly things.
When it was time to go to bed, he went upstairs and undressed to keep everything back in
their places. He dirtied some of his boy clothes and he wore a satin blue pajamas and went
to sleep again.
He dreamed of Marge discovering his secret and accepting him as her new sister. This dream
made him wake up in the middle of the night. He was sad that it could happen only in dreams
and not in reality. He was just waiting to move out of the house, so that he could live his
own life as a girl away from the family. He couldnt sleep again so he walked around the room
a bit. But he was tired and hence collapsed on the bed. He lay awake for 5 minutes before
hugging one of Marge's doll and falling asleep.
When he woke up in the morning, he realised that he was late. He took a pic of himself in
the nightgown. He had his breakfast and went up for his bath. He wore the dressing gown and
applied his makeup. Since today was Feminine clothes day, he decided to wear a lot of pink.
He wore pink and black lace push up bra with matching panties. He then wore pink pantyhose
and a pink and white polka dot knee lenght dress. He tied up his hair in a feminine fashion
like he had seen his sister do. He wore pink ribbons along with pink clip on earrings.
He than went downstairs and removed his red nailpolish. He than applied hot pink nailpolish.
Since he didnt have any experience, it was lunch time by the time he had done with the
nailpolish. He read girly magazines after lunch until he decided that it was time for pics.
He took a photo of himself in the pink dress and then went upstairs to change into the next
dress. He wore a purple and yellow short dress with purple thongs. He decided to be braless
because the matching bra wasnt there as he had stolen it and kept in his room. After
sticking the pics in appropriate places, he had dinner. After dinner, he put some of his
dirty boy clothes in the laundry basket and kept all the dresses back in their places.
Today he took out a peach colored negligee with matching panties. He looked so sexy in that
outfit that he kissed his reflection in the mirror. He then fell asleep with the dolls.
Chapter 3 coming soon.....
Sorry for not posting after a long time. So here are the next two chapters, Hope you enjoy!
To read the previous chapter Click Here
Chapter 3
Jenny woke up this time having the same dream again of Marge and him. He took a pic and
stuck it in its place. Today was the day he was waiting for! He went down prepared his
breakfast and had it quickly to enjoy the day. He went up to Marge's bathroom and took a
more feminine bath. He took out a strapless golden bra and matching G-string. He wore golden
opaque pantyhose along with them. He decided to wear the sexiest dress in the evening and
took out a short tight fitting dress of black and gold. He wore a black 4 inch open toe
pumps with it. He painted his heels golden and let them dry.He then had his lunch and took
out the newspaper. He saw that his favourite movie was re-released in the cinema near his
house. He was excited and decided to go there. He took the photo of him in the black dress
and took out the outfit he was going to wear for the movie. The lingerie remained the same
but the dress changed. He took out a gold glitter tight dress with puffed sleeves and 4 inch
heels. He brushed his hair into a feminine style and wore gold earrings. He put on makeup
and left out.
On his way, he decided to go through the park to avoid the busy streets. In the park, few
boys wistled as he passed by them. When he reached the cinema theatre, he saw Clarence, the
cashier at the super market. She also saw him and she told that she hadnt purchsed their
tickets yet and they could sit together. He agreed and Clarence complimented Marge(Jenny) on
her(his) clothes all the way down from the ticket counter to the auditorium. After the
movie, they both set out in differrent directions to their homes. Jenny was thinking about
how he was enjoying his stay. He was happy about watching the movie again but was sad that
he could not do the rampwalk show. He reached his home and he saw the neighbours in front of
their homes. They asked her(him) about where she had been and she(he) replied that she had
been to the movie and went in. Once inside the house, Jenny noticed that there was a message
on his phone. It said that the family will be returning on the day as they had planned
before and asked him to call them. He just read the message and decided to forget about
it.He dirtied some of his boy clothes and dropped them in the hamper. He changed into a
sheer lace purple babydoll with matching panties and slept with the dolls.
He woke up as usual and took his picture. After sticking everything in their places, he went
down and had his breakfast. He took a bath and gathered his clothes for the day. He wanted
to wear four types of skirts : mini, circle, ruffle and pencil. Since he already had worn a
pencil skirt, he decided to wear a long skirt instead. He took out a black and red push up
bra with matching panties. He took out a black satin blouse and a red long skirt. He put
those on and started preparing his lunch. After preparing his lunch, he took a photo and
changed into a sleeveless top and a orange ruffle skirt which reached just above his knees.
He ate lunch and watched 'Mean Girls' on TV. After that he took a photo and changed into a
floral miniskirt. He had chosen the top in such a way that it matched all the three
remaining skirts. He went out to the supermarket and brought some groceries. He did see
Clarence but didnot speak to her as he was in a hurry.
He came home and took a pic again. Now he changed into a pink circle skirt which he loved
the most. He prepared his dinner and ate it. He took a pic again and stuck all 4 in their
places. He changed into a orange teddy and matching panties. He slept with the dolls for
fun. He dreamed about being a slut and making out with Marge in her bedroom. It excited him
but he was too exhausted to get up. He slept again dreaming about being a slut the next day.
Chapter 4
Today was the big day! Jenny had waited all week for this. All he dreamed about was spending
a day as a female slut! He had seen in the video tapes which he had stolen from Marge how
sluts behave when they are alone. He imagined himself doing everything the slut did. Today
was the day he could turn his imagination into reality.
He woke up early and took a bath directly. He wore a black PVC bra and matching bikini
panties.He then wore black garter belt with a attached leather skirt and black fishnet
stockings. He then took a white tie up shirt that only came up to his breasts and covered
nothing in front. He then wore 5 inch black stilletos which completed his outfit. He then
put on makeup. It was all gothic and slutty! Faded mascara and eyeliner, dark lipstick and
black eyeshadow. He then put a headband on top his head which contained a black leather bow.
He looked perfectly like a slut. He went down and prepared his breakfast. After eating it,
he walked around the house in the sluttiest way possible. He went out to get the Zoo
magazine of Marge which had been delivered. When the postman saw her(him), he told that
she(he) should be at the cover page of the magazine. Jenny thought something naughty and
told in his boyish voice that he was just a boy and his sister is way more sexy! The postman
was speechless and stared at Jenny as he walked into the house shaking his ass and kept the
magazine on the table. He then returned to the door and kissed the postman and closed it.
'The postman would have been enjoying in his wildest fantasies', Jenny thought as he took
the magazine and started reading it. Marge always let Jenny read her magazines on weekends.
After reading the magazine, he started preparing lunch. While preparing lunch, he felt hot
due to the heat and threw the tie up shirt to the sofa. He ate the lunch and wore his tie up
shirt again. He took several pics this time. Few in the full costume, few removing the
clothes and few having s*x with the doll he always sleeps with. After the photoshoot, he
went up to the room where he was supposed to stay after the family comes back. He put some
of his clothes in the laundry hamper and left the doll in his room by mistake. He forgot
about the dool and went and slept in Marge's room wearing everything except the shirt.
He woke up and he had to clear his tracks today. He kept everything in Marge's room and
wardrobe in the same fashion as it was when she left. He deleted the message on the phone
and kept the magazine in Marge's room. He bathed in his bathroom and wore his clothes. He
saw that he had no clean shorts or pants to wear. He could not just roam around in his
boxers and a tee as the chill winds had started blowing. He decided to borrow a pair of
Marge's shorts and wore a red one. He did everything but forgot about the doll in his room
and the photo book in the magazine. He just passed the day inside his house removing any
traits of makeup,nailpolish and feminity in him. He was happy that he was safe now but what
would happen when Marge reads the magazine was unknown to him.
To be continued.....