Michael's New Outlook On Life free porn video

Earlier that morning, there was a knock on the door and Ms. Hartwell opened up the door to see that it was Mrs. Barrett with a few bags in hand. In the bags were a few of her daughter's school uniforms, which were intended for Michael to wear for the first day of ninth grade. Mrs. Barrett and Ms. Hartwell only chatted for a little while there were a few laughs between the two of them about Michael's punishment before Mrs. Barrett had to go. Ms. Hartwell took the bags and each of the women gave each other air kisses. The door was shut by Ms. Hartwell who then proceeded to walk upstairs. While travelling to her room, Ms. Hartwell rummaged through the bags to see the various clothing that was given. In the bags there were at least five white blouses, five blue-red-black pleated skirts and two navy blue school blazers. This was enough clothes to last any schoolgirl an entire week. Once Ms. Hartwell got to her room, she laid out the outfit that Michael would be wearing to school today. After that Ms. Harwell went up to wake her sleeping son in the next room over. Ms. Hartwell opened the door to Michael's room, letting in the light fall onto the various clothing, manga and bags of chips on the floor. As the door was opened wider, the light allowed Ms. Hartwell to see the various posters of scantily-clad woman covering the walls. The various sights and smells made Ms. Hartwell take a step back. She went to wake Michael who resisted a bit even when Ms. Hartwell pulled back the covers. What Ms. Hartwell did was pull the covers back and flipped the mattress, which promptly woke up Michael from his slumber. "Alright you little pervert, time to get ready for school. Mrs. Barrett was nice enough to drop off some of Rebecca's old things," Ms. Hartwell said as Michael was still groggy from just waking up. Michael was rushed up from the ground by Ms. Hartwell who was pulling her son into her bedroom. All Michael could do was say, "What are you talking about?" Once Michael was in his mother's room and saw the school uniform laying on the bed it only took a few minute for the realization to hit Michael. His mother was planning on sending him to school in a girl's uniform. Michael said, "I am not going to school in that. Now let me go to my room and put on my actual uniform." "Rebecca was actually lenient with you and only demanded that you would spend the school year as a girl. Now unless you want to go the cops then I suggest that you do what I say," Ms. Robinson said. Earlier that summer Michael broke into Rebecca Barrett's house while her family was gone for vacation. It was not actually breaking in what Michael did, but finding that one of the windows was unlocked, which Michael used to sneak in. The few times that Michael was in the house were not to steal anything, but set up various web-enabled cameras. Michael was able to hook up the cameras to the already working Wi-Fi network in the house and connect to his computer from his own house. Michael was able to spy on Rebecca in her room and various other locations including the bathroom. The plan almost worked perfectly, but Mrs. Barrett found where the cameras were tucked away and was able to link the cameras back to Michael. After much convincing, Ms. Hartwell was able to get Mrs. Barrett to not file criminal charges, but instead have Michael spend the school year as a girl. A punishment that Rebecca was all for and came up with herself. This entire plan was not something that Michael would be giving in easily. It was not short after that Michael was found over his mother's lap being swatted with a hairbrush and already in tears. Ms. Hartwell said, "If you are going to cry like a sissy, you might as well dress like one. Now hurry up unless you want a black-eye. Try and explain that to your friends that you were beat up by your mother." It was not shortly after that Michael stripped off his pajamas and was butt naked in front of his own mom. Michael was already red due to what he was being put through, but Michael turned crimson when Ms. Hartwell handed Michael a pair of her own white panties to put on. At first Michael was reluctant to do so, Ms. Hartwell went for the brush again, but he did not want another spanking at the hands of his mother and decided to slide the panties up his legs. Then Michael was then handed a matching white bra to put on and he strung the straps over his arms. Due to Michael's unfamiliarity with a bra he had a hard time trying to latch the hooks behind his back. Not wanting to waste time Ms. Hartwell took matters in her own hands and hooked up the bra and adjusted the straps so it would fit Michael better. From the sagginess of the bra and panties, it was obvious that the underwear was too big for Michael. That fact did not stop Ms. Hartwell from having Michael Continue dressing. After the bra was in place, Michael sheepishly took the blouse from the bed and started to button from the top down. One thing that Michael noticed with the blouse was that the buttons were on the opposite side of his regular dress shirt. Next was the pleated skirt that Michael pulled up his legs. When he was about to use the side zipper on the skirt, Ms. Hartwell instructed Michael to tuck his blouse in first, which Michael did. To complete the look, the school blazer was put on and buttoned to cover his blouse. Finally a pair of knee-high socks and black, patent court shoes covered Michael's feet. Michael wanted to complain that the blouse was loose fitted, but remained silent. The blouse was tight around his waist and had quite a bit of slack in the chest with the bra only helping to fill that out a bit. All the clothes that Michael was wearing were ill fitted with a skirt that went past his knees and tight shoes that were not fitted properly. Ms. Hartwell had plans on getting Michael his own lingerie and better shoes after school, but commented that Michael should spend an entire day in Rebecca's shoes, in this case literally. Before Ms. Hartwell continued with Michael's look, she had Michael do a twirl to see the full effect of the schoolgirl's uniform. The tugging of the straps across his shoulders, bra cups into his chest, the panties clinging to his penis and how the skirt swayed against his thighs were all strange feeling for Michael. All these new sensations were humiliating for Michael and all he wanted to do was fall into a deep hole where no one would see him. For Ms. Hartwell though, she had an evil grin on her face as she imagines how her son would adjust to his new life. After Michael did a few quick twirls and a few slow ones, Ms. Hartwell had Michael sit at her vanity. In the mirror, Michael could see the top of his bra cups through the blouse. The bra cups were not even filled, but were enough to make it look like Michael had small breasts. That was not the only thing that modified Michael as Ms. Hartwell also instructed Michael how to smooth his skirt as he sat and keeping his legs together so no can see his panties. Even with the length of the skirt that Michael was wearing, Ms. Hartwell said that it was a good habit to get into. With all the instruction that Michael received all he could do was look down with his hairs together in front of him as Ms. Hartwell worked on his hair. Ms. Hartwell took a comb to Michael's hair and parted it down the middle. There was a use of excessive hairpins to keep the hair from falling into Michael's face. For an additional touch, Ms. Hartwell put in a pink, butterfly barrette to show off Michael's new found femininity. After Ms. Hartwell was finished with the front of Michael's hair she proceeded to use a brush to give the back of Michael's short hair a slight curl up. To keep Michael's hair in place Ms. Hartwell used a floral scented hairspray. Michael looked up to see what Ms. Hartwell did and thought he looked like a really ugly nerdy girl or a boy trying to pass off as a girl. Ms. Hartwell then said, "Don't you look like a sweet little thing? I know that your school doesn't let girls wear makeup, but I am sure that you can get away with a little cover up on your face. I'll make an appointment for later in the week to help clear some of that mess up. Now don't cry. You don't want your makeup to get ruined." The tears that Michael was displaying were quickly cleared up with the use a tissue and Ms. Hartwell then continued to apply some makeup to cover up the blemishes on Michael's face. There were only a few pimples and red spots on Michael's face, but Ms. Hartwell used a liberal amount and covered all of Michael's face in the cream. After Ms. Hartwell was satisfied with her work she placed the jar down and let Michael stand from the vanity. After all that hard work that Ms. Hartwell put in giving Michael his makeover she took a red ribbon and tied a bow around the collar of the blouse. Michael had to rush off to the bus or he would be late to school, which required a bit of pushing and pulling for Ms. Hartwell to even get him out of the door. Normally Michael would have been able to get ready and have enough time to grab some breakfast. Michael had to spend some additional time on his appearance this morning just to look acceptable, but even that was not enough as the other kids on the bus did not buy any of it. Just getting on the bus was hard enough for Michael from all the looks and comments from the other students. Michael ended up sitting in the front of the bus just so that no one would beat him up. The bus trip was a piece of cake for Michael compared to what he would experience in school. Michael purposely took the long ways to his classes just to avoid his friends and other students who would cause him grief. Even with these additional measures that Michael took, he still ended up hearing crude comments from other students such as faggot, sissy, bitch and other similar terms. In between class, Michael would sometimes end up into lockers as he was pushed around the hallways. Most of Michael's torturers were mostly other boys his age and a few girls who thought that Michael was a pervert for the way he dressed. Though the girls were more accepting than the boys. Amongst a few of the boys that were giving Michael a hard time were his own friends who could not believe that there were associated with a sissy like Michael. Even with all the explaining about how Michael was being forced to dress like a girl by his mother, none of his friends believed him. Consequently the situation only intensified the insults from his now former friends. Michael was expecting a similar reaction from his friends, but nothing this harsh. What shocked Michael the most was that his best friend George that he knew since the first grade joined in on the mocking even if George acted sheepishly at first. Michael was getting called a faggot from such a longtime friend left him in tears. His former friends just left him in his whimpering state with Michael know forever known as a cry baby. It seemed that Ms. Hartwell talked to the school's principal a few days in advance to tell her about Michael's punishment. The principal was easily convinced to allow Michael to come to school dressed as a girl, and the principal informed his teachers of his new status amongst the students. Most of the female teachers did not give Michael that much of a hard time and just did not want Michael a distraction in class. It was the male faculty that gave Michael dirty looks. The one thing that all the teachers did in common was keep Michael in the front of the class so not to disrupt the flow of the lessons. Michael was fine with this arrangement as he would not be picked on in class, but notes did reach him only reinforcing his newly found reputation. It was the near the end of the school day and Michael was hoping to avoid running into Rebecca who was the last person Michael would want a chat with. Michael was at his locker filling up his white bag with pink scraps and covered in pink birds, that Ms. Hartwell gave him to replace his regular school bag, when Rebecca came over to see how Michael was adjusting to his punishment. After filling up his bag with books that he needs to take home Michael took a look at the evil-grinning Rebecca standing next to him. Unlike him, Rebecca was wearing a set of purple tights instead of the knee-high socks that Michael was wearing to accompany the school's uniform. It might be because Michael was slouching over, but Rebecca was easily hovering over Michael when it came to height even if it was only a few inches. It was hard for Michael to not stare at Rebecca for how she looked with her long, wavy brunette hair pushed back a sparkling hand band revealing dangling heart earring. Another feature that got Michael's attention was her blue eyes even if Rebecca's stare was piercing through Michael. Rebecca said, "See anything you like pervert?" "Look, Rebecca I am so sorry for spying on. I promise to never do it again," Said Michael. Rebecca said, "You aren't sorry now and you are going to be sorry when I am done with you. Don't think you can weasel your way out of your punishment. Either way you are going to pay. Your fate is in my hands." This was something that Michael knew and if he wanted to try to get out then Michael is going to need some time. There was no way at the present for Michael, except for him to endure his humiliation hoping that Rebecca would loosen up in the future for such a chance. Rebecca then said, "I noticed that you are wearing a bra. Are you wearing pretty panties too? Show me." Rebecca wanted Michael to reveal the panties that he was wearing right there in the hallway in front of all the other students. At first Michael was reluctant, but was reminded how he spied on Rebecca and his choices. After deciding, Michael put his leg forward as Rebecca instructed then grabbed the hem of his skirt. Michael proceeded with pulling the skirt up his leg slowly, which did not help and only intensified the situation with Michael turning red. Michael turned a full shade of Crimson when he revealed his panties in full sight of everyone in the hallway. Michael was silent, but Rebecca on the other hand was loud for the entire hallway to hear when she said, "I see that you enjoy wearing your mother's panties!" Most of the students in the hallway turned to look at Michael who was lifting up his skirt revealing a slight boner in his panties. For Michael this was what caused tears to flow down his face as he dropped the skirt and bolted for the door. All he wanted was to get out of there as quickly as possible and Michael was thankful that his mother was picking him so he did not have to deal with the other students anymore. While the kids were smiling, Rebecca was smiling at the expense of Michael and she knew that this was only the beginning. The car door slammed behind Michael as he was sitting in the front seat of Ms. Hartwell's car. Ms. Hartwell commented, "You better stop crying you little sissy. You better get used to this type of treatment as high school kids can be the meanest." The car pulled out of the parking lot with Michael trying to clear the tears from his face and eyes in the process smudged his cover up. Something that Ms. Hartwell let go as she was more focused on getting Michael to the mall to pick up various items such as lingerie, make up, shoes and other accessories that he might need. In the back row of the car there were bags and boxes of a lot of Rebecca's old clothes all of which Michael knew would be for him. Michael was not sure why he had so many clothes from Rebecca with the height and size differences, but he knew Ms. Hartwell would find a way to make it work. Victoria's Secret was the first stop for Michael in the mall to start his further descent into girlhood. There were a lot of woman there who gave Michael a quick glance over, but for the most part were focused on their own purchases. Michael was pulled over to a rack that had various bras one of which Ms. Hartwell took and held it up to Michael's chest for everyone to see, but no one again really paid much attention to Michael. What happened at school though made Michael paranoid. The only person that came over was a sales girl who asked, "Do you need any help miss?" "I found my son playing in my lingerie the other day and I thought it would be a good experience for him to get his own," Ms. Hartwell said. The sales girl just took a look over at the blushing boy who was just twiddling his thumbs hoping for this to be over sooner and the girl then said, "Do you know what size he is?" "I would think at least a B-cup would be the best, but you should probably measure him just encase," Ms. Hartwell said. Michael was then lead to one of the dressing rooms by the sales girl who instructed Michael to take off his blazer and blouse. It was obvious that the sales girl was covering her giggling with her hand, but Michael knew. Trying to take off his mom's bra was difficult as the only experience Michael had was before school. The sales girls got impatient after watching Michael struggle for a bit and helped him take the bra off. Michael was then instructed to keep his arms up. The sales girl then took a measuring tape and took a few measurements of Michael's chest and determined that he was an AA cup size. It was recommended that Michael be started off with a training bra by the sales girl, but Ms. Hartwell had other plans and insisted that he wear a B-cup. The sales girl brought back several bras of different colors and styles for Michael to try on. Michael was lead over to a mirror in the changing room where Ms. Hartwell took each bra and held them up to Michael's chest describing the various styles of straps, fabrics and lace that girls wear. All of the bras Michael tried on and had to model each of them out in the middle of the store. Many of the customers complemented how the bras looked on Michael even if it was done jokingly. By the end of Michael's fashion show he was beyond done from the humiliation from all the girls and woman who saw him. Michael had become an expert on putting on bras and adjusting the straps in order to fit. Three plain bras in white, another five padded bras in pink blossom, dandelion yellow, blueberry, fuchsia and forest green. Matching high cut panties were purchased as well. Ms. Hartwell made an additional purchase of an extremely lacy, black push-up bra and matching bikini panties which Michael left the store in underneath his clothes. There were a few more stops along the way where makeup supplies were purchased, along with belts, a few purses and some cheap jewelry. Everything that Michael could possibly need to properly accessorize. Every stop that was made, Michael knew that there was no way to change his mom's mind and even Rebecca. The only thing that Michael did not know was if Ms. Hartwell was planning to make any permanent changes to Michael's outlook on life. Ms. Hartwell pulled Michael quickly as soon as she saw Payless and said, "You are going to love trying on all sorts of heels and we need to get you actual shoes for school. This is going to be so much fun." Michael did not know who she was talking about, but Michael knew that he was going to hate every minute and second of trying in heels. There were so many types of shoes that Michael was really lost, but Ms. Hartwell knew where to begin. Ms. Hartwell had Michael try on a pair of black pumps first. Being a boy, Michael had never worn heels before and Ms. Hartwell got a good laugh out of his attempts at walking. Ms. Hartwell held Michael's arms close to his body and had him walk slowly. He had to take small steps and wiggle his hips a bit just to maintain balance while moving forward. After showing Michael how to walk almost properly he was then forced to try on higher heels and attempt to walk in those shoes as well. For the next few hours, Michael had to try on Mary Janes, wedges, stiletto heels and various other shoes that Michael had very little knowledge about. Each time Michael tried on a new pair Ms. Hartwell jokingly said how it made him look more feminine. Also, how great Michael's legs looked and commented that they would work on his hairy legs. Michael wore a pair of four inch high black pumps out of the store and had a hard time walking even with Ms. Hartwell offering her support. Additional to the black pumps a pair of Mary Janes and court shoes was purchased for right now. Ms. Hartwell promised to get Michael more shoes in the future, but the shoes that he got were enough to go with most outfits. If the tugging of the bra he was wearing and awkward fit of all his clothes were not bad enough. The clicking of the heels against the floor announced his presence to everyone even if no one turned to look. Just by the sound of the heels alone were enough for people to know. The next stop and most likely stop was an earring stand in the middle of the mall. Michael was lead over to sit near the piercing station while Ms. Hartwell talked to the technician who was showing all kinds of different earrings. A few that caught Ms. Hartwell attention were butterflies, gold hoops, dangling flowers and various other feminine shapes. It was not a quick realization, but Michael thought about pierced ears and suddenly a few of Michael's questions were answered. Michael knew that Ms. Hartwell was planning on permanently marking with piercings. At this time Michael got up and tried to run, but forgot that he was wearing heels as soon tripped. One would think that was enough of a deterrent to prevent someone from running, but Ms. Hartwell flipped up Michael's skirt and pulled down his panties. Ms. Hartwell took a brush from her purse and started to mark up Michael's back side. She then said, "Don't think you are going to get out of this so easily. You are going to behave like the good little sissy that you are." Michael left the piercing cart fondling his newly pierced ears. In each lobe there is a dangling pink heart on a silver chain accompanied with a gold sparkling butterfly above each. They went to drop off all the new purchases at the car and proceeded to leave the mall. Michael thought that the night was over, finally to his relief. For Ms. Hartwell, the night was still young and there was plenty that needed to get done. A big puff of air came from Michael when he was allowed into the house. All Michael wanted to do was change out of his clothes, get something to eat and hopefully fall asleep even though it was considerable early. Michael will be doing all that, but just not how pleasantly as he wants it to be. Ms. Hartwell came in with the bags and forced Michael up the stairs. He had a hard time ascending the stairs in heels. Slowly, but surely Michael was able to get to the top of the stairs in no time even at the expense of Ms. Hartwell's patience. Michael was hoping when he go to his room that he could at least escape for a few hours, but when he opened the door his hope turned south. Ms. Hartwell pushed Michael forward and said, "I know it's a bit childish for a girl your age, but it has a nice atmosphere for my little sissy son. I am sure that you will grow to love it as much as I am sure any little girl would. We should also start to unpack your new lingerie and clothes." The room was not overly girlish, but there was an obvious lack of what Michael had in the room that morning. Michael could not see any of his favorite manga, toys and posters. The room was completely spotless of what showed of Michael's masculinity. There was no sign of Michael's old life and there was barely anything that replaced it. There were a few feminine objects that accented his room such as My Little Pony sheets now cover his bed including a pink bed skirt. There were also matching My Little Pony pillow cases with a few smaller heart shaped pillows to complete the look. There were also lamps with lacy shades covering them and a few of Michael's old stuffed animals lined a few of the surfaces. Michael was then lead over to his drawers where he was instructed to open them and he found out that all his underwear, shirts, pants and other articles of clothing were removed. Ms. Hartwell showed Michael how to fold his bras and panties then had him finish up. There were not enough bras or panties to fill up two separate drawers, which Michael found odd. Michael usually kept all his underwear in one drawer to make room for more of his clothes, but Ms. Hartwell wanted his lingerie to occupy its own drawer. This was to make room so his new wardrobe could increase in the future. Next thing was to put away his new shoes, purses, belts and other accessories. When Michael opened up his closet, which was cleared of its content as well with just padded hangers a few drawers going up the middle. There was also a shoe shelf that he placed his small collection of girls' shoes. Michael was showed that he had special hangers on the side of the closet door that he was to put his purses and additionally his belts. Michael was allowed to put his black pumps away and change for a pair of court shoes. Ms. Hartwell wanted him to hurry up and told that Michael would have plenty of time to practice in heels. After finish the closet, Michael was given a small wooden jewelry box covered in teddy bears to place his started collection of bracelets, rings and necklaces. When Michael opened the box it played a lullaby and had a small mirror in it. With his makeup supplies and jewelry box he placed in on the desk where his computer used to be. Ms. Hartwell had Michael go to the car to carry in all the bags and boxes filled with Rebecca's old clothes. She remained in the room to look over to make sure everything looked correct and were in their proper places. It took Michael a few trips to bring in everything, but Michael managed and was clearly exhausted physically. As well mentally from all he experienced that day. He just wanted to collapse over, but Ms. Hartwell began to open the boxes revealing all sorts of clothes, dresses, skirts, blouses, jeans and many other girl clothes. Michael was made to try on all the clothes to see which fit him. He only tried on dresses, skirts and blouses. Those were the only things that Ms. Hartwell wanted Michael to wear. It was not soon after that Michael's bare closet was filled up with his school uniforms, dress skirts and blouses. The remaining clothes were repackaged and Michael had to help carry them to the attic where he found the boxes filled with his manhood. Oh how he missed being able to just sit back and play computer games, but that is long behind him now. The rest of the night went easy for Michael who only had to help Ms. Hartwell set dinner for the both of them. A single chicken breast was given to Michael as a meal accompanied by a salad and sweet iced tea for a drink. Michael was told to cut up his food into small pieces and take small bits. Normally Michael would be able to finish a meal three times at the rate he was eating. He was not even given that much to eat, but that was what Ms. Hartwell was giving him. After the meal, Ms. Hartwell had Michael do the dishes and wear a frilly apron and pink rubber gloves while doing them. After cleaning and drying the dishes, Michael was lead upstairs where he was to take a bubble bath. Ms. Hartwell started to run the water into the tub and filled up flower scented bath beads. When the water started to get steamy, Michael got in slowly. The hot water stung at first, but as Michael slowly got into the tub he actually enjoyed the hot water. All the scented from the water and the body wash that Ms. Hartwell gave Michael to use. He also used Ms. Hartwell's shampoo and conditioner for his hair that left his hair feeling lighter than normal. When Michael cleaned himself and Ms. Hartwell was pleased with how spotless Michael was he was allowed out of the tub. Michael had lotion applied all over his body and Ms. Hartwell finished him off with a dusting of scent talcum powder. A pink towel was wrapped around Michael's chest and was taken to his room where he was again fitted with a pair of panties and bra. Michael turned to see that Ms. Hartwell left the room and brought it a white box that was tied in a delicate pink bow. "This is a gift from Rebecca and I was waiting until we got home to share it with you. Come on, open it! I know that you are just going to love it. I'll take your speechlessness as a sign of complete enjoyment," Ms. Hartwell said. The gift was a light pink, sleeveless nightgown with lace covering the hem and delicate straps. Ms. Hartwell took the nightgown from Michael and draped the gown onto Michael. The skirt of the nightgown came down to just above his knees this was shorter than what Michael wore previously that day. He noticed that when he bent over that the edge of his panties became visible which caused him to blush. The rest of the night was down in the family room where Ms. Hartwell was sitting on the couch as well in a nightgown her arm around Michael who was leaning against her. Both of them were watching the Notebook on Netflix. Ms. Hartwell commented that Michael would enjoy his time as a girl. If he does not then Ms. Hartwell would just have to beat the entire boy out of Michael. This was going to be a long year for Michael.