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Kenneth2Willow — The Master has Become the Student TG 2

#crossdressing #humiliation #tinkerbell #tgstories #tgcaption
Published: 2017-04-01 02:43:06 +0000 UTC; Views: 50552; Favourites: 205; Downloads: 101
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   (This is the sequel to my first story, so please put in the comments your thoughts) 


    Mr. Brian woke up on a Saturday morning and got out of bed to brush his long hair and put his makeup on. This may sound odd for some men to do and it is. Mr. Brian was a male teacher at West Morrison High School, until some cheerleaders hypnotized and blackmailed him into becoming a high school girl named Bree Bloom. He was now a cheerleader and the talk of the school, because of how mysterious this Bree is. He never talks unless spoken to, and hopes to act this way until Prom, where the girls promised to give him back his old life. He has now been a girl for two weeks and he didn’t need hypnosis to give him his skills. He was now able to put makeup on and do his hair automatically. He wasn’t happy about this, but he was just getting used to it. The girls had scheduled every part of his day, and he had to follow all of the instructions or else they would release some video of him. But, luckily for him, they had nothing set up for weekends. He wasn’t sure what to do, seeing as he still had to dress as Bree, and he had no intent to go anywhere.

Then there was a knock on his door. “Hello? Bree? Are you here?” a voice came out. It was Lindy, the cause of his feminization. Brian sighed and let her in. Lindy stood there wearing an orange t-shirt and a gray miniskirt. Lindy was smiling and asked “Are you ready for today?” “What? What’s today?” Brian asked, twirling his brown hair. “It’s the tryouts for the school play! Remember, we wrote this down on the first page of the planner!” she said walking over to point to it. Apparently they even cared enough to circle it. “You mean the play I was supposed to direct?” Brian mumbled. “Yeah…” Lindy said sheepishly. Brian gave Lindy a bad grade and Lindy was the one to hypnotize Brian, but Brian got the feeling that Lindy felt a little bad for ruining his life, which he feels like she should. “Sorry about that, but don’t worry, you’ll still have a part in it! Just not the one you expected…”

Brian went out and ate a muffin on the counter, and went out the door with Lindy. She got in the car and saw her friends Jenny and Alex there too. They were more sadistic than Lindy is, and Brian suspected that they created his schedule to be as girly as possible. They went to the school to find Mrs. Mandy, the teacher that replaced Mr. Brian. The students seemed to like her hundreds times more than they ever did Mr. Brian. Brian went up to her and put on a falsetto voice, “Hello Mrs. Mandy, I’m here to try out for the role of Tinker Bell.” he said, wishing for a way out of this. Mrs. Mandy smiled and said “Well, Bree, I think you’ll be perfect for the role! Nobody else has even tried out for Tinker Bell!” “Why?” Brian asked, ignoring the fact that she said that he, a man, was perfect for the role of a fairy “Well Tinker Bell doesn’t have any lines, so she has to kinda mime all of the lines. Also, all of the girls want to play Wendy because Tinker Bell has to be on a harness the entire time, and girls think that it will let people look up their skirts. But obviously, you have a passion for the character.” Mrs. Mandy said. “Oh yeah” Brian said forcing a smile “i SO love Tinker Bell, I dressed up as her for halloween twice when I was a little girl.”

Brian was the only one who signed up for Tinker Bell, giving her the role. At least he didn’t have to memorize any lines. The play was going to be in a couple of months, so he didn’t have to worry until the day came for dress rehearsals, AND he got to miss cheerleading when he was doing the play. He bumped into a boy named Charlie, who was playing Peter in the play. He gave him a funny look, and moved on. Lindy and the others were really excited that he got the role, and announced that they were throwing a slumber party in her honor at Lindy’s house. Brian was strangely happy, for what was the first time in a while.

At the slumber party, the girls got pizza, some beer, and some music to celebrate Bree’s success. Brian was wearing his favorite white and blue nightie, which was strange to him that he had a favorite one but it just felt so nice. Brian was getting his hair braided by Alex, when she got a text and stopped. “Hey, why did you stop? I was starting to enjoy it!” he whined, before he realized what he was saying and pretended to play with his freshly painted toes. “Oh, it’s just my boyfriend Christian.” Alex said “So are you going to get yourself a boyfriend Bree?” Brian’s eyes widened and he shouted no, much to the giggling of everyone around him. “Oh yeah? What about Charlie? You should have seen his pants! They were almost as tight as yours!” Jenny said laughing. Brian started to blush and went out of the bedroom without explanation, causing more laughter. He poured himself a beer, and went back to the bedroom to hear them talking, so he stood outside to eavesdrop.

“Gals, you were a little harsh on Bree, he’s new to all of this.” Lindy said. “What? We agreed that he needed to learn his lesson, and we’re not gonna go easy on him! He never went easy on us! We were just teenagers and he’s a grown man! He needed to get knocked back to earth!” Alex argued. “I just can’t believe he is doing all of this! I mean I know we have the blackmail, but the thought that anybody would do this is a little crazy.” Jenny said. “Yeah by the way where is that video of him putting that makeup on?” Alex asked. “Oh, that’s on my computer right here.” Lindy said gesturing to her computer. Brian couldn’t believe it, and put together a plan.

After everyone had fallen asleep after a night of drinking and truth or dare, Brian got out of his sleeping bag (the girls slept in the same bed, and they were obviously not gonna let him sleep with them.) Brian turned the computer on and turned the brightness to the lowest degree so that the girls wouldn’t wake up.  He searched through the files and found one titled “Mr.Brian_Hypno”. In it, there were about a dozen different videos. He clicked one, and everything went black. When he woke up, he was twirling like a ballerina and there were three very angry girls looking at him. “What the hell were you doing on my computer, Bree?” Lindy asked. They all knew the answer and they all went back to sleep angry. Brian was afraid of what the future was to bring, for he now knew the wrath of the three teenage girls.

Three months Later… Brian was getting ready for the opening night of Peter Pan. He didn’t think about the sleepover anymore, and was only ready to act for the play. Mrs. Mandy was doing his hair and makeup, and was encouraging him. He bet if anybody called him Brian, he would hesitate a second, not knowing who Brian is.

The harness was attached and Brian thought he did a pretty good job acting the part of the Neverland Fairy. The students clapped and laughed, and Brian had to admit that Mrs. Mandy did a good job directing. Then came the final bow, and everyone came out, with Brian going last. But something unrehearsed happened. Charlie, in his green tunic came forward from the line of people and got on a knee in front of Brian. Unsure of what to do, Charlie took his hand and said into his mic, “Bree, would you come to Prom with me?” Brian was shocked and a banner rolled out behind her, being controlled by Alex and Jenny. The crowd was gong crazy, chanting things to Brian, and he could see he was backed against a corner, and said “I will Charlie!” Charlie looked relieved and hugged him in front of everyone. 

The curtain closed and Charlie left, leaving Brian, Alex, and Jenny. “So precious!” Jenny said with mock enthusiasm, and Brian felt himself heat up. “What did you frickin’ girls do?” “We told Charlie that during our sleepover, you said that you had a crush on him, and was waiting to ask you to prom.” Alex said. “He decided to ask you, we just helped him with the banner.” Brian was starting to cry now, a grown man dressed as a fairy who just got asked to prom by a guy, and he was wondering how things could get worse for his masculinity. This was the wrong thing to ask.

GALLERY FOR THIS SERIES- www.deviantart.com/kenneth2wil…

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Comments: 3

Skankysluttyschoolgu [2022-09-24 11:52:40 +0000 UTC]

👍: 0 ⏩: 0

PerryH8550 [2018-10-27 15:13:25 +0000 UTC]

Cute Outfit! Love the Flats Also! 

👍: 0 ⏩: 0

charlee718 [2018-10-24 04:30:08 +0000 UTC]

I love the outfit

👍: 0 ⏩: 0