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Description

3rd part of the A-grade-series.

Part 1

Part 2

Part 4

After accepting his new sexuality and personality, we follow Sam/Sandra on her journey into Milfhood.

Disclaimer: I do not own any of these pictures nor do I take credit for them. The worth of my content is only for the writing/scenario I propose in my stories. The pictures are only for a visual stimulation/fictional entertainment purposes. If there is any problem with this matter please reach to me so we can sort this problem.

_______________________________________________________________________________________

Almost 3 months had passed since Sam Miller had let himself be styled by stylists into a big-breasted and incredibly sexy looking version of his mother, before he not only sucked his principal Harris' cock to improve his school grades, but also got anal fucked for the first time in his life. But instead of leaving it at this one-time action, he let school principal Harris convince him of something better. He spent an entire weekend not only looking like a milf, but having wild, incredibly satisfying sex with the older man over and over again. By the end of the enlightening weekend, Sam had fully accepted that he was at heart a mature, sexy woman and loved sucking cock and getting fucked.

From then on, Sam's life changed dramatically. Instead of hanging out with his friends, watching sports, and masturbating to women as before, he spent his free time watching tutorials on fashion and makeup for mature women, practicing what he learned, and masturbating with a thick dildo either between his made-up lips or up his tight ass. On weekends, he again let the stylists transform him into his sexy alter ego Sandra and dress him in new sexy clothes before going to Principal Harris and getting fucked by him without restraint. During the week Sam felt more and more uncomfortable and out of place at school. There and in front of his parents, he had to continue to play the boy he once was. Some had wondered about his short blond ponytail after his first experience as Sandra, which he had originally wanted to have cut off. But at first his mother and some friends had persuaded him to keep it, then he finally went a step further on his own initiative and had even longer extensions braided into his hair. With his new shoulder-blade-length wavy hair, he felt more like a mature woman in her own right, rather than a sexy copy of his mother. She, like his friends and classmates, was utterly puzzled by Sam's new long ponytail, but let him have it. When Sam finally went to school with long glued-on fingernails, he was called a girl by the first ones and teased. But Sam didn't mind.

On Friday after school, Sam went directly to Principal Harris' house, as he did every Friday. In the meantime, the principal had driven home in his car and wordlessly opened the door for Sam. The latter entered the house without words or any form of greeting and went up the stairs. At the top, Sam unceremoniously entered the large bedroom and closed the door behind him. He stepped in front of the large closet with its mirrored front and contemplated his male self for a brief moment. Then he undid his ponytail and let his long blond hair fall over his shoulders. He then took off his boy clothes completely and looked at his body in the mirror. Over the last few weeks, his body had changed slightly. His arms and legs looked a little slimmer, as did his stomach. In contrast, his butt looked a little bigger and fuller. His face had also developed slightly more feminine features, not least because of the absence of his beard growth for a few days. Sam grabbed his chest, where he could feel two tiny soft and sensitive mounds. He had only been taking hormone supplements to suppress his masculinity and develop his female body for about a month, yet he was both pleased and disappointed with his development so far. For the short time, his body had feminized comparatively far, yet it could not go fast enough for him. Especially the growth of his breasts could not go fast enough, even though Sam feared he would keep small breasts like his mother and not develop big ones like his alter ego. Completely naked, he went to the large closet and opened the outermost door. What was revealed did not in the least resemble his closet at home. In the bottom two compartments were a dozen or so high heels. Above them were four large drawers. And finally, several compartments with various handbags followed. Sam reached into the lowest compartment with handbags and brought out a large, skin-colored object. However, it was not a handbag, but a large artificial breast. With another reach into the compartment, he took out a tube of glue and applied it to the back of the artificial breast. With a slight groan, he pressed the silicone breast onto his chest and let the glue dry. When he released the breast, it sagged slightly and pulled on his own chest. He then repeated the whole procedure with the second breast. After a few minutes, two large, round breasts were hanging off his chest. Sam put the glue back and took a small makeup box from the cabinet instead. With skillful touches, he blended the seam between the artificial breasts and his skin. With a slight smile, he opened the second bottom drawer and took out a black lace thong. As if it was the most normal thing in the world, he slipped into the tight panties and stowed his penis inside. Sam briefly considered putting on a bra to match the thong, but decided against it. Instead, he closed the closet door, opened the next one, and took out a tight

dress with a white top and short black skirt. Skillfully, he put on the tight dress. He tugged at the neckline and pressed his breasts together and upward, giving him an impressive bust. From another closet compartment, Sam took a pair of high-heeled black peep toe stilettos and put them on. In them, Sam's legs looked even longer and slimmer than they already were. He left the bedroom and, with his butt wiggling and breasts bouncing slightly, went into an adjoining large bathroom. There he took a seat in front of an equally large vanity and began to apply makeup. First he painted his toenails and fingernails red, followed by the main work, his face. Over the last few weeks he had mastered his craft well. Within a little over half an hour, he transformed his boyish face into that of a beautiful, mature woman. He put earrings on his ears, put on a necklace, put a silver ladies watch around his left wrist, a pearl bracelet around his left wrist, and put a diamond ring on his right ring finger. Lastly, he worked on his long blond hair and again adjusted the fit of his large artificial breasts. With a broad smile, he looked in the mirror. Within an hour he had transformed from a boy into the mature and sexy woman.

With a smile, Sandra exited the bathroom and greeted Principal Harris intimately, pressing her breasts against him and giving him a deep French kiss. "Welcome home, Jack." she greeted him by his first name and in her trained female voice. "I'm back, Sandra." he replied happily. "You look fantastic again." "You think so?" asked Sandra, giving her lover a sweeping view of her body. "Yes, absolutely perfect. A straight 100 out of 100." "Only a 100?", Sandra let her hand roam down his body and finally landed in his crotch. There she tenderly stroked along his growing erection. "What more do you want than a full score?" he asked teasingly. "I'm happy to show you what I want." Sandra knelt down, unzipped his pants and revealed his large, erect penis. Full of lust and eagerness, she began sucking and blowing the big cock as she had done so often in recent weeks. She had clearly improved her technique compared to the first time. Now she went down to the base and let the thick cock enter her tight throat without gagging. Looking at him sexily and massaging his testicles, Sandra blew him eagerly and pleasurably for both of them. Jack Harris made his partner swallow a big load of cum. Satisfied with herself and the delicious reward, Sandra licked his cock clean. "That was fantastic as usual, Sandra. A straight A." Sandra smiled at him, stood up and gave him another French kiss, feeding him a little of his own cum. "Then let's get on with the next exam, Principal Harris." Sandra laid down on couch and spread her legs. The short, tight skirt of her dress slid up, exposing her hard penis covered by her black lace thong. Due to the hormones Sandra was taking, it had shrunk somewhat and only became hard during strong sexual arousal. But neither she nor Jack Harris cared. Instead, Jack got between her legs, aligned his own large penis, and penetrated her butt hole. Sandra moaned joyfully and let him fuck her ass-pussy full of eagerness and with her breasts bouncing out of her dress. Relatively quickly Sandra reached her first orgasm of the day, and by no means her last.

After Sandra and Jack fucked for almost a whole hour, Sandra freshened up her makeup, fixed her hair and the fit of her dress. She then went to the kitchen and prepared dinner for her lover and herself. Although she turned from a boy into a milf mainly because of the horny sex and her sexy looks, Sandra had started doing the domestic chores of a housewife weeks ago. As a boy, Sam had taken these chores of his mother for granted. But as a woman, Sandra found a certain kind of satisfaction in it, especially since Jack subsequently fucked her even more eagerly and sexually fulfilling. As an added reward, Jack invested heavily in Sandra's outfits and took her out to expensive restaurants where, in her sexy clothes, she turned not only her lover's head, but also those of most of the other men, including significantly younger ones. At first Sandra had felt uncomfortable in public, but the more she was desired by other men, the more confident she became. More and more she was turning into a real milf, and she wouldn't stop until she was the perfect A-grade milf.

Description

3rd part of the A-grade-series.

Part 1

Part 2

Part 4

After accepting his new sexuality and personality, we follow Sam/Sandra on her journey into Milfhood.

Disclaimer: I do not own any of these pictures nor do I take credit for them. The worth of my content is only for the writing/scenario I propose in my stories. The pictures are only for a visual stimulation/fictional entertainment purposes. If there is any problem with this matter please reach to me so we can sort this problem.

_______________________________________________________________________________________

Almost 3 months had passed since Sam Miller had let himself be styled by stylists into a big-breasted and incredibly sexy looking version of his mother, before he not only sucked his principal Harris' cock to improve his school grades, but also got anal fucked for the first time in his life. But instead of leaving it at this one-time action, he let school principal Harris convince him of something better. He spent an entire weekend not only looking like a milf, but having wild, incredibly satisfying sex with the older man over and over again. By the end of the enlightening weekend, Sam had fully accepted that he was at heart a mature, sexy woman and loved sucking cock and getting fucked.

From then on, Sam's life changed dramatically. Instead of hanging out with his friends, watching sports, and masturbating to women as before, he spent his free time watching tutorials on fashion and makeup for mature women, practicing what he learned, and masturbating with a thick dildo either between his made-up lips or up his tight ass. On weekends, he again let the stylists transform him into his sexy alter ego Sandra and dress him in new sexy clothes before going to Principal Harris and getting fucked by him without restraint. During the week Sam felt more and more uncomfortable and out of place at school. There and in front of his parents, he had to continue to play the boy he once was. Some had wondered about his short blond ponytail after his first experience as Sandra, which he had originally wanted to have cut off. But at first his mother and some friends had persuaded him to keep it, then he finally went a step further on his own initiative and had even longer extensions braided into his hair. With his new shoulder-blade-length wavy hair, he felt more like a mature woman in her own right, rather than a sexy copy of his mother. She, like his friends and classmates, was utterly puzzled by Sam's new long ponytail, but let him have it. When Sam finally went to school with long glued-on fingernails, he was called a girl by the first ones and teased. But Sam didn't mind.

On Friday after school, Sam went directly to Principal Harris' house, as he did every Friday. In the meantime, the principal had driven home in his car and wordlessly opened the door for Sam. The latter entered the house without words or any form of greeting and went up the stairs. At the top, Sam unceremoniously entered the large bedroom and closed the door behind him. He stepped in front of the large closet with its mirrored front and contemplated his male self for a brief moment. Then he undid his ponytail and let his long blond hair fall over his shoulders. He then took off his boy clothes completely and looked at his body in the mirror. Over the last few weeks, his body had changed slightly. His arms and legs looked a little slimmer, as did his stomach. In contrast, his butt looked a little bigger and fuller. His face had also developed slightly more feminine features, not least because of the absence of his beard growth for a few days. Sam grabbed his chest, where he could feel two tiny soft and sensitive mounds. He had only been taking hormone supplements to suppress his masculinity and develop his female body for about a month, yet he was both pleased and disappointed with his development so far. For the short time, his body had feminized comparatively far, yet it could not go fast enough for him. Especially the growth of his breasts could not go fast enough, even though Sam feared he would keep small breasts like his mother and not develop big ones like his alter ego. Completely naked, he went to the large closet and opened the outermost door. What was revealed did not in the least resemble his closet at home. In the bottom two compartments were a dozen or so high heels. Above them were four large drawers. And finally, several compartments with various handbags followed. Sam reached into the lowest compartment with handbags and brought out a large, skin-colored object. However, it was not a handbag, but a large artificial breast. With another reach into the compartment, he took out a tube of glue and applied it to the back of the artificial breast. With a slight groan, he pressed the silicone breast onto his chest and let the glue dry. When he released the breast, it sagged slightly and pulled on his own chest. He then repeated the whole procedure with the second breast. After a few minutes, two large, round breasts were hanging off his chest. Sam put the glue back and took a small makeup box from the cabinet instead. With skillful touches, he blended the seam between the artificial breasts and his skin. With a slight smile, he opened the second bottom drawer and took out a black lace thong. As if it was the most normal thing in the world, he slipped into the tight panties and stowed his penis inside. Sam briefly considered putting on a bra to match the thong, but decided against it. Instead, he closed the closet door, opened the next one, and took out a tight

dress with a white top and short black skirt. Skillfully, he put on the tight dress. He tugged at the neckline and pressed his breasts together and upward, giving him an impressive bust. From another closet compartment, Sam took a pair of high-heeled black peep toe stilettos and put them on. In them, Sam's legs looked even longer and slimmer than they already were. He left the bedroom and, with his butt wiggling and breasts bouncing slightly, went into an adjoining large bathroom. There he took a seat in front of an equally large vanity and began to apply makeup. First he painted his toenails and fingernails red, followed by the main work, his face. Over the last few weeks he had mastered his craft well. Within a little over half an hour, he transformed his boyish face into that of a beautiful, mature woman. He put earrings on his ears, put on a necklace, put a silver ladies watch around his left wrist, a pearl bracelet around his left wrist, and put a diamond ring on his right ring finger. Lastly, he worked on his long blond hair and again adjusted the fit of his large artificial breasts. With a broad smile, he looked in the mirror. Within an hour he had transformed from a boy into the mature and sexy woman.

With a smile, Sandra exited the bathroom and greeted Principal Harris intimately, pressing her breasts against him and giving him a deep French kiss. "Welcome home, Jack." she greeted him by his first name and in her trained female voice. "I'm back, Sandra." he replied happily. "You look fantastic again." "You think so?" asked Sandra, giving her lover a sweeping view of her body. "Yes, absolutely perfect. A straight 100 out of 100." "Only a 100?", Sandra let her hand roam down his body and finally landed in his crotch. There she tenderly stroked along his growing erection. "What more do you want than a full score?" he asked teasingly. "I'm happy to show you what I want." Sandra knelt down, unzipped his pants and revealed his large, erect penis. Full of lust and eagerness, she began sucking and blowing the big cock as she had done so often in recent weeks. She had clearly improved her technique compared to the first time. Now she went down to the base and let the thick cock enter her tight throat without gagging. Looking at him sexily and massaging his testicles, Sandra blew him eagerly and pleasurably for both of them. Jack Harris made his partner swallow a big load of cum. Satisfied with herself and the delicious reward, Sandra licked his cock clean. "That was fantastic as usual, Sandra. A straight A." Sandra smiled at him, stood up and gave him another French kiss, feeding him a little of his own cum. "Then let's get on with the next exam, Principal Harris." Sandra laid down on couch and spread her legs. The short, tight skirt of her dress slid up, exposing her hard penis covered by her black lace thong. Due to the hormones Sandra was taking, it had shrunk somewhat and only became hard during strong sexual arousal. But neither she nor Jack Harris cared. Instead, Jack got between her legs, aligned his own large penis, and penetrated her butt hole. Sandra moaned joyfully and let him fuck her ass-pussy full of eagerness and with her breasts bouncing out of her dress. Relatively quickly Sandra reached her first orgasm of the day, and by no means her last.

After Sandra and Jack fucked for almost a whole hour, Sandra freshened up her makeup, fixed her hair and the fit of her dress. She then went to the kitchen and prepared dinner for her lover and herself. Although she turned from a boy into a milf mainly because of the horny sex and her sexy looks, Sandra had started doing the domestic chores of a housewife weeks ago. As a boy, Sam had taken these chores of his mother for granted. But as a woman, Sandra found a certain kind of satisfaction in it, especially since Jack subsequently fucked her even more eagerly and sexually fulfilling. As an added reward, Jack invested heavily in Sandra's outfits and took her out to expensive restaurants where, in her sexy clothes, she turned not only her lover's head, but also those of most of the other men, including significantly younger ones. At first Sandra had felt uncomfortable in public, but the more she was desired by other men, the more confident she became. More and more she was turning into a real milf, and she wouldn't stop until she was the perfect A-grade milf.