Dorm Days- Week 4- Jennifer to Jenny

Week 4- Jennifer to Jenny

Here is the next saga in the Dorm Days Series. I will get to April's origin once I find the right pictures. Enjoy! :)

“Alright, you girls smile.”

The camera flashed as Courtney, April and Jennifer posed for Theo. They were over at his house celebrating a good first week on the job.

“And last week for me,” thought Jeff. “I gave it a week like he said, and I told Theo I won’t be coming in Monday.”

They all said their good-byes as the night winded down. Courtney and April pulled Jennifer aside as they left.

“Jeff, we are having a costume party for all the drama students tomorrow. We know this was supposed to be your last day as Jenn,” April began.

“But we really think you will have a good time, and I have the cutest costume planned for you,” Courtney finished.

They had to beg and plead, but their puppy dog eyes got the better of him.

“Alright,” he said as he switched back to his masculine tone and took off his wig. “I will come over to your house beforehand Courtney and you can dress me up and we can go.”

They both cheered and gave him a kiss on the cheek and went their separate ways.

Jake drove to his apartment and took off his outfit and threw it into his closet, hopefully never to be seen again. Courtney had other plans.

Courtney woke up in the morning and prepared for Jeff. She had no intention of losing one of her best friends. It was clear to her: Jeff had to go.

She looked at her supplies she had taken from Jason’s office.

One of the items was a large bag of blue, sparkling powder. It had instructions on the side of it.

“Hypno-Powder: Build a New Obsession. Hypno-Powder can help you solve any addiction by forming a new one. Addicted to nicotine? Drop some hypno-powder in your coffee and all you will be able to think about is coffee! Child refuses to do as he is told? Place some Hypno-Powder on his clothes! It absorbs through skin. Notice: Not legal in most places. Have fun!”

“Well, that’s neat,” she thought.

Courtney grabbed her outfit for Jeff and prepared it for his transformation. It was a Strawberry Shortcake dress with green, knee-high socks and red heels.

She took the blue powder and sprinkled a handful of it down into the socks.

“Let’s see if this works,”

The day went on and eventually Jeff showed up.

She greeted him at a door with a kiss. Jeff quickly noticed she was wearing revealing clothing, her olive skin and black pantyhose was causing his cock to quickly take notice. If Courtney noticed, she didn’t say anything.

“Hey cutie,” she said as she showed him in. “Let’s go ahead and get you ready.”

She ran him over to the bathroom and stripped him down. She put some frilly pink panties on him and then watched as he slid the green sock up his feminine legs. She watched as his face gave way to pleasure as he slid them up. The powder seemed to be making quick work of him as she say a bulge quickly grow in his panties.

“I… don’t know what’s going on,” he panted. “This feels weird.”

“No, embrace it,” Courtney said as he rubbed his shoulders. “That’s just Jennifer taking over. Let her have some fun tonight. Put on the rest of the outfit and meet me outside.”

Jeff finished putting on the outfit and tried to contain himself as he looked in the mirror. The sensation of the socks was enough to make him crumble to the ground. He put on the red heels and strutted out of the bathroom.

He found Courtney lying stretched out on the floor waiting for him.

“You look great! But since we are going to a costume party, I want to make sure you are in character. You seemed so distracted by the outfit. Let me take your mind off it. Sit on the couch.”

Jeff walked over to the couch and sat down, unsure of what to expect. Courtney crawled over and Jeff quickly found what she had in mind. She pulled down his panties and began to stroke his cock.

“Woah, April. I’m not ok with this. I’m not gay,” he said as he started to sit up but quickly sat back down as Courtney began to stroke the socks. The powder caused a wave of sensation that coursed through him and left him weak in the legs, but ready to go where Courtney was interested.

Jeff had never felt anything like it. April took her time. She kept a steady pace and somehow made it seem like his cock was in a whirlpool, using her tongue and lips to great effect. Rocking him back and forth, it wasn’t long before he came. Courtney took all of it and swallowed.

Jeff sat there in awe as he tried to catch his breath as he came down from the high.

“That was… amazing!” he panted.

“Glad to be of service,” Courtney said as she gave him a kiss. “Now let’s go have a good time.”

They left for the party and had a good time drinking and dancing. They stayed there for a few hours before things started to wind down. Courtney wanted to keep the good times rolling.

“Let’s change into something a little less goofy,” she started, dressed as a referee. “I got Theo to rent us 

a hotel so we can go there and have some more fun.”

April joined Courtney and Jennifer as they went and changed and left to go to the hotel. It was a fairly impressive one that was for rich out of towners that came to stay and see the town.

The girls danced around and kept drinking and partying. Jennifer jumped around on the mattress in here black dress and matching pantyhose and April joined in.

“Ill be right back,” Courtney said with a slur. “I’m gonna go get something”.

The door slammed as April and Jennifer slouched down onto the bed.

“I’m going to miss you when you go back to being just Jeff,” April said as she rested her head on Jennifer’s shoulder. “You have been my favorite girl. You are willing to get feminine, but not ashamed of your masculinity.”

April grabbed onto Jennifer’s hand and got closer.

“It’s not like we can’t see each other,” Jennifer started. “We have class together. I’d love to get to spend more time with you.”

April and Jennifer got closer together and Jennifer turned and looked April in her lovely, blue eyes.

Just then, Courtney burst in to the room carrying two large bags.

“Don’t open these until you get home. They are just tokens of my appreciation for how much I love you two,” she said as she gave them a big hug. Courtney had killed whatever mood at been in the room previously so everyone went their separate ways.

Jennifer went home and started taking off her clothes as she switched back to Jeff, having spent his last time as Jennifer. However, he did want to see what Courtney had given him. She was nice enough to give him the gift, he might as well have the decency to look at it.

He grabbed the bag after he got out of the shower and began to dig through it.

It was some skimpy shorts, and sleeveless pink top and some white heels. It also had a box with a new wig in it with long, curly blonde hair.

“She knows I’m not going to be dressing up anymore. Why would she get me this?”

He took the bag and threw it by the trash. He got in his pajamas and went to bed.

He woke up the next morning and without thinking got up and grabbed some sheer  black pantyhose and panties and slid them both on.

It took him a second to register what had happened, but he was confused when it all caught up with him.

“What the hell am I doing? I need to take these off.”

Jeff reached down to take the pantyhose off but his body would not comply. The feeling of the stockings on his body overruled his will. They felt just like they did yesterday. His body refused to remove something that felt so good.

Jeff was angry at what was happening, but decided to just leave them on for now.

He grabbed some food and went upstairs and put on some blue jeans, red shirt and sneakers, hiding the pantyhose underneath.

“I’d prefer not to wear them, but they feel so damn good,” he justified to himself.

Jeff arrived at class and noticed Chris was there, but Adam was in girl mode.

When class dismissed, he ran over to talk to April.

“Hey, April. How are you doing today?”

“Doing great, honey,” she smiled. “How about you?”

“Same. I have to get home, but I wanted to know if you want to come over later and watch a movie or 

something.”

“Sure thing. I’d love to!” she blushed. “Is 8 ok?”

“Yeah that sounds great.”

April gave him a kiss on the cheek and they went their separate ways.

Jeff went back to his apartment in high spirits. He got to quick work on practicing his lines for the upcoming play. He had four hours to kill before April came over.

Jeff thought for a moment about how it was strange that he was so eager to date someone that was technically male.  He then remembered he got a blow job from Courtney and realized that going on a date with a cross dresser was the least of his worries. Especially considering he couldn’t get himself to part with pantyhose.

“April considers herself a female though, and she prefers to be female. So, to me, she’s a lovely woman and I am lucky enough to have a date with her.”

Jeff kept working on his lines when he heard a knock on his door. He looked at the clock and saw that it was only 5. April was early, he hoped.

He opened the door and was surprised to find Courtney at his door. She was dressed modestly compared to her usual attire: black skirt and blouse, and silver ballet flats and a large backpack.

“Hey Jeff,” she said as she barged right in. “We have work to do.”

“What are you doing here Courtney? April’s coming over soon. You can’t be here.”

“Don’t worry. When I am done with my job here, you will be thanking me,” she smiled.

Jeff watched with curiosity as Courtney set down her bag and pulled out a a vial of pink nail polish and a navy blue dress.

 “April told me about your date. I know you wanted to stop dressing up, but if you want to keep a girl like April. I know her, and if you want to make her your girlfriend you will listen to me.”

“I don’t want to have to dress up anymore though. It’s just not my thing.”

“I know. Just do it this one time. I’ll show you what April likes and you won’t have to ever dress again and you’ll get the girl. Now, come with me and let me get you ready.”

Courtney stripped down Jeff to just his pantyhose and got to work on his make-up and eyebrows She kept it light, but she had laced it with enough hypno-powder that Jeff would never be back. She gave him his dress which also had powder on it. The wig was last which also had the same treatment. Each item became easier and easier to put on as the powder took effect.

Jeff was in love with himself at this point. He was in a massive state of euphoria as the powder absorbed into his skin.

Courtney led him into the living room and laid him down on the couch. She handed him a pillow as he lay in a state of euphoria.

Courtney looked at the time and saw she had two hours until April arrived. Plenty of time to get rid of Jeff and introduce Jenny.

“Jeff, I want you to do something that April loves in her man. A man that knows how to please.”

“Ok.”

“Come do what I did for you yesterday. Get on your knees and take my cock in your mouth and make me come.”

“What?” he said snapping out of his trance.

“It’s what April loves. She loves guys that are in touch with their feminine side and don’t mind pleasing their lover. You don’t want to disappoint her, do you?”

“No, but this is…”

“It will be our secret. No one needs to know.” She whispered into Jeff’s ear.

She sat down across from Jeff as he slowly sat up and crawled across the floor towards her. He reached under her dress and began to pull down her panties. He looked on, as Courtney’s cock was already ready to go. He sat for a moment, considering his next course of action. Courtney was massive in relation her small size. The girth made Jeff wonder if he could even fit it in his mouth. He also noticed it had some blue powder on the tip of it.

Before he could ask what that was, Courtney shoved Jeff’s head forward. He grabbed on and slowly slid the tip into his mouth.

“There you go,” April purred. “Now, do just as I did.”

Jeff tasted the weird powder on his tongue, but that quickly went away as it dissolved. He didn’t know what was going on, but he was actually enjoying it. He took Courtney’s cock and went back and forth slowly and rubbed his tongue all around it. He moved his hands under Courtney’s legs and grabbed onto her ass as he rocked back and forth, unable to get enough of Courtney’s cock.

“Oh yeah…” she moaned. “You learn quick.”

Courtney moaned as Jeff went back and forth, picking up pace until she couldn’t take anymore. She came like she had never came before. No warning for Jeff as he recoiled as semen filled his mouth. It tasted amazing to him for some reason. He swallowed it and began to lick the remains of the tip of Courtney’s cock.

“That’s a good girl,” Courtney said as she regained her composure. “Now, let’s get you finish your transformation.”

“My what?” Jeff asked as he wiped off his mouth.

“Just follow me darling,” she said as she dragged Jeff upstairs. She changed him again into a pair of short shorts and a orange tank top and some sandals and sat him down in front of his computer.

“I know April will enjoy this. She made me watch this video and helped make me who I am. I made some modifications to make your own personal identity. But enough chat. Let’s watch.”

Jeff stopped to wonder what the hell he was doing but the video started and he was captivated as the screen showed a bunch of different images and a soothing music played through the speakers.

The images were of different women covered in semen. Some had cocks in their mouths. Jeff licked his lips as he became engrossed in the screen. After several minutes of this, Jeff stared blankly at a screen with swirling colors. Audio began to play from the speakers.

“Your name is no longer Jeff. Jeff no longer exists. Your name is Jenny. You are a slut. You love sucking cocks and pleasing men. You love working at the club and enjoy being best friends with April and Courtney. You are a ditz. You enjoy dressing in feminine outfits and pantyhose. Do you understand?”

“Yes.”

“Good, now wake up Jenny,” April said as she returned to the room.

“Oh my god, that video was like soooo long,” Jenny complained.

“I know. But he have just enough time to get you ready. Let’s go!”

April got off work and headed straight over to Jeff’s house. She was nervous about this. She had a crush on Jeff and was glad he felt the same way, but this was unknown to her. She had dated before as Adam, but that was back before he had begun to live full-time as April. At least Jeff was done cross-dressing. She just wanted to have a normal dating life like any other girl, and she felt that Jeff was the one for her.

April arrived at Jeff’s apartment, and knocked on the door. To her surprise, Courtney answered.

“Oh, hey girl!” she said as she greeted her with a hug. “Come on in! Jenny just got done getting ready. We invited a bunch of the boys over from class and we are going to have a good time!”

“Jenny?” April inquired.

As they entered the house, April saw a fabulous blonde with curly hair and booty shorts on admiring herself in the mirror.

“Hey April! We have the cutest boys coming over tonight! I can’t wait to show them a good time. Let’s get our party on girl!”

Week 1- Courtney

Chris listened to his teacher ramble on about his stupid club. Why was he paying to listen to this guy to talk about his personal life? Why doesn’t he actually let us practice for the play coming up soon? That’s a novel idea. Chris sat slouched in his seat wearing his blue hoodie and blue jeans and his blue sneakers, waiting for class to get started. When Professor Theo finally stopped rambling, class went by quickly. Before Chris left, he decided to swing by Jason’s office to say hey. Jason was the vocal teacher assigned to the drama department. Jason had helped Chris develop a deep, booming voice. Naturally, Chris had a very soft and feminine voice but Jason had taught him how to change that.

Jason saw Chris coming to talk to him.

“Hey Chris. Go meet me in my office buddy. I’ll be right there.”

Chris gave a wave up and went off.

Jason was going have to play a little dirty if he wanted to get his new waitress by the opening of the club. He had been trained to use hypnotism to help coach people into developing a new voice, but he had never tried it for this: feminizing someone. Chris was the perfect candidate as he had a soft, tan skin. His natural voice would be hard to distinguish from a natural woman’s, and he was very short and had a demure demeanor. His long brown hair also would be easy to style. Theo had said anything short of kidnapping was fine and helping Chris get in touch with his feminine side couldn’t hurt, could it?

He went back to his office and met with Chris.

“Hey Chris! How you doing buddy?”

“Can’t complain I guess. Theo is driving me crazy, rambling on about your club. No offense, of course. I just think that class time should be spent doing things for class.”

“I agree with you. That’s why I waited until after class to ask a favor from you. I made some new audio files for my performers to listen to at the club. To help them with their singing voices. You are my best student so I wanted to know if you would take them home and listen to them for me. I will pay you 200 bucks if you listen to them for a week and then get back to me.”

Eager at the chance to help Jason, and to get 200 dollars, Chris eagerly agreed.

Jason told Chris he would e-mail the files to him and sure enough, they were in his inbox when he got home. Chris loaded the files onto his iPod and went about the rest of his day until he went to bed. Right before bedtime, Chris put the earbuds in and went to sleep.

Day 1

Chris woke up in the morning feeling refreshed. He took the earbuds out and got in the shower.

“Whatever those earbuds were supposed to do, they didn’t do it. Oh well, they have a week left. To do whatever it is they are supposed to,” he thought to himself.

As he showered, he looked over his legs and felt a little annoyed by the hair covering them. It seemed like a forest.

“That is going to drive me crazy,” he thought.

He grabbed his razor and began to shave off his leg hair.

“Might as well get everything while I am at it,” he thought.

Many, many minutes later, a nearly hairless Chris left the shower. The only hair left was the flowing brown hair he had on his head.

“That feels much better,”

Chris put on his usual hoodie and blue jeans, but they felt too heavy to him today for some reason. He took them off and put on some of his shorter shorts and put on a sleeveless black shirt he had. He slipped on some flip-flops to show off his newly trimmed legs.

For some reason, Chris felt like going to see Jason today.

“He is paying me to listen to these audio tapes. Might as well tell him I don’t think they are working.”

Chris arrived at Jason’s office and found that he was out for the day.

Chris was annoyed but he found the door cracked and decided to explore Jason’s office.

The office was fairly boring except for a suitcase Chris found. The note on it said that it was for him! 

Chris grabbed the suitcase and went back to his dorm.

Chris opened the case when he got back to the dorm. A note inside read that it was for him to help get into character.

Chris was surprised to fin that the case was filled with… women’s clothing? It was filled with stockings, pantyhose, a few dresses, a short skirt and short shirt, make-up and nail polish.

Chris didn’t know what to think so he did the only thing he could think of: he laughed. It was silly. 

Dressing up like a girl isn’t going to help out with the tapes, he remarked.

He was about to close the case when his hand rubbed across some sheer pantyhose. It felt so soft on his hand. He picked it up and felt it caress his skin.

“Wearing these won’t hurt anybody and it might help with the audio tapes so might as well give it a try”

He also grabbed a pair of fluffy, pink socks from the suitcase and went to the bathroom and tried them on.

He was amazed at the way they felt on his skin. His body got a little too excited, but Chris decided that it was just the sensation of the stockings, nothing more. Chris wore them for the rest of the day.

Chris went to bed with his pantyhose and socks on under his pajamas while he drifted off listening to the next audio file.

Day Two

He woke up and quickly hopped in the shower. He spent a lot of time fretting at the mirror. His face looked so boring today. He decided he couldn’t do anything about it, so he just straightened out his hair and went to class.

Jason was here today so Chris ran over to his office after class.

“Sorry I wasn’t here yesterday Chris. Did you get my suitcase I put together for you?”

“Yes I did. Thank you. I don’t think the tapes are working though,” Chris said as he sat down and crossed his legs.

“Well, that’s too bad. I do have another packed for you if you want to try and see if that helps.”

“Sure why not? he said eagerly.

“Before you go today, I want to teach you how to put on make-up. I know it’s silly, but it might help you with the tapes. You never know.”

“Alright. Might as well.

Jason led Chris back into the area where performers got ready. He gave Chris an overview of make-up and left some dark eye shadow and mascara on his face.

“Here, try on this outfit,”

Jason handed a bag filled with goodies to Chris. Chris went into one of the changing rooms and dug through the bag.

“What am I doing,” he thought as he looked through the bad. “This is silly”

“Earning two hundred bucks” he responded to himself.

That was enough motivation for him. He put on the outfit piece by piece. He started off with the black 

satin underwear, the only reason being his boxers would not work with the daisy duke shorts. Before that, he out on some black pantyhose. He then slipped on the red, pointed toe flats. Last, he put on the red hair band and red necklace along wit the sleek black top.

He left the dressing room to be greeted by a very happy Jason.

“You look fabulous… Courtney,” he laughed.

“Don’t get to use to Courtney,” Chris responded. “She is only here until I am done with the tapes.”

“We could really use someone like you at the club. You would be great for it,” Jason pleaded. I don’t want him to listen to all of the tapes, he thought. If I can stop him now it should be fine. I’m not sure what will happen if he listens to all of them.

“No thanks. I’m not dressing up like a girl for a living. See you later.”

“Well, I think the tapes aren’t working. No need to listen to the rest of them. I’ll pay you the 200 hundred. Don’t worry about it.”

“I’m not one to leave a job undone,” he said as he walked away.

Before he left, Chris changed out of his clothes and took them with him in a bag.

“No way I am being caught walking around like that,” he thought to himself.

The day dragged on until Chris went to bed. Once again wearing his sheer tights and pinks socks, Chris went to bed while the 3^rd nights taped began he to amp up the molding of his subconscious.

Day 3

Chris woke up feeling refreshed once again. Chris had class today so he quickly showered and got ready. He put his long brown hair into a bun and put on some foundation so that his face would look nice.

“No one is going to notice, and it will makes me look prettier. Ur… I mean handsome,” he thought.

Chris decided to wear some black, stay-up stockings under his blue jeans today.

“They feel great and no one will see them. Not that it matters,”

Before Chris left, he decided to wear the black shirt Jason had given him yesterday. It was too soft not too wear, he thought. And you couldn’t tell by looking at it that it was a girl’s shirt.

The day went by quickly. It took a lot of effort for Chris to keep his dick from tearing through his pants as the sensation of the stockings coursed through his body throughout the day.

Chris rushed home after classes, and dropped his pants and ran into the bathroom. It didn’t take much effort before Chris came all over the toilet.

“I don’t know why these clothes are making me feel so good,” he panted. “But I’m enjoying it.”

Chris cleaned up his mess and decided that he wanted to check out the club Jason owned with the other teachers

Chris put his pants back on and walked down to the club. It was about half-way between here and the women’s college on the other side of town.

Chris arrived and went into the club. He found people doing construction still on the stage. 

Chris walked around and found himself in a room with a plethora of outfits all around and several couches. It also had a short, beautiful women walking towards him. On any other day, Chris would have been admiring her face or ass. This time, however, he couldn’t get his eyes to stop from admiring her red blouse and purple tights and black strap heels.

“Hey Chris! Great to see you sweetie! It’s me April from theater.” She said. “Well, you know me as 

Alex. I got hired as a waitress here today so they are letting me play around with the outfits. Sorry 

about my outfit. I was just goofing around with everything.”

Chris remembered Alex from class, but his mind couldn’t connect these two as the same person. Chris started to take all of this in, but his mouth seemed to have a mind of its own.

“I love your blouse and stockings!” he said as his voice reverted to its natural, feminine tone.

“Thanks!” she said as she gave him a hug. “Jason told me you might stop by. He told me you were thinking about joining us here.”

Chris thought to correct her that he wasn’t going to work here, but he decided to just go with it. No harm in pretending.

“Yeah, I’m looking into it.”

“That’s amazing! It will be soooo much fun! Jason told me to give you a makeover to help you get in touch with your feminine side. Come follow me!”

She led him into a closet filled with clothes and told him to strip down. He took off all of his clothes and began to remove his stockings without caring what April would think. April didn’t say anything so no need to worry regardless.

“What am I doing,” he thought as he stood there in just black satin panties. “This is dumb. No point in keeping up this charade.”

Things changed when April handed him his clothes. A dark blue skirt was among the pile, but that wasn’t what interested him. Red pantyhose, red ballet flats, and a red blouse. The red just glowed in his eyes. All of his worries and objections faded as he quickly snatched the outfit and put it on. He was amazed as he looked in the mirror. Large glasses, a lovely scarf, red blouse, black jacket, dark blue skirt, and red pantyhose and flats.

“You look fabulous!” April squealed.

“I know!” Chris laughed. “It’s a gift”

April took Chris over to get his ears pierced after dress-up. It didn’t hurt too bad. After that, she trimmed up his eyebrows into a feminine brow. She then gave him a bag filled with more make-up and another large, rolling bag filled with more clothing and shoes.

“You are amazing April!” Chris squealed as she rolled out the bag. Chris gave her a kiss on the cheek as they exchanged good-byes.

“Not a problem. Jason also had a video in his office for you.” April went on. “He told me not to give it to you yesterday, but he has just been funny lately. Go ahead and watch it. See you later girl.”

Chris left with the bag in tow, dressed head to tow in his feminine attire.

“See you later girl? I don’t know what April is talking about. Me? A girl?” he thought and began to laugh to himself as he went home.

Chris arrived home and worked on some lines for the upcoming play. Bedtime rolled around and, without a second thought, put on his pajamas and put in his earbuds and went to bed.

Day 4

Chris got up and tip toed over to the shower. He showered off and dried off and got to work on his face. He put foundation on and a dab of blush on the top of his cheeks. He admired himself in the mirror and got to work on his hair. He decided to put his hair back in a bun and use some clips to keep it back.

“I’ll go show off for April today. She will be impressed by how good I have gotten,” he remarked.

“Not that I enjoy looking like this,” he quickly added in the back of his mind.

He grabbed a black blouse with translucent black sleeves from the suitcase April gave him along with black stockings, black satin panties, black satin bra and black skirt.

Chris put everything on, stuffed his bra with inserts April had been kind enough to leave for him. He slipped on some black flats and went back to the club.

“Hey sweetheart! Welcome back!” April ran over to greet Chris with a hug and kiss on the cheek.

“Hey girl! Good to be back.”

“I was actually just about to leave to go shopping,” she said as she grabbed him and pulled him along. 

“You are coming with me. I got some things to teach you.”

Before any objections could be made, they were already out the door.

One shopping montage later, and they were done.

“Let’s go back to your place, sweetie. We can try out those heels and I can show you how to walk in them. Come on Courtney.”

Chris thought about telling her not to call him that.

“Who cares?” he thought. “I’m confident in myself. Courtney isn’t a bad name anyways.”

After a brief walk, they arrived at Chris’ apartment.

“Now that we are in the privacy of your home, you have to let me show you how to walk. You have too much Chris, not enough Courtney.”

“What do you mean?” he asked.

“Sit down,” she commanded. Chris instinctively obeyed.

April took off Chris’ ballet flats and grabbed a shoe and jewelry box from the shopping bags.

“Now, the shoes are just for you to try on. I have to take them back to the club. But this lovely ankle bracelet is yours to keep. A gift from me, my dear!” she said as she put a thin, silver bracelet around her ankle.

“Oh, it’s wonderful!” he cheered as he reached down to hug her.

“Consider it a proactive apology for what I am going to do next.” She said as she slipped on a pair of Annie Klein black 1-inch wedges onto his feet.

“Apologizing for what? These shoes are to die for!” he cheered.

“Well, it’s complicated.” She started as she helped Chris stand up in the heels.

“The main reason is I was hired by Theo and Jason and Charlie to help get the other waitresses ready. I was crossdressing for a while before this whole business so I have experience I am supposed to impart onto you and make you the best girl you can be. Jason originally was grooming you for the waitress role honey, but decided he didn’t feel comfortable doing it this way. So, I’m am taking over where he left off to take you from Chris to Courtney.”

“Doing it what way?” he asked, confused.

“That’s not important honey,” she said as she got Chris to start walking.

Chris ignored his confusion while he attempted to walk across the apartment. His knees wobbled as he tried to bend down to lower his center of gravity.

“No, no” April started. “Keep your knees straight. Treat them like any other shoe. Take small steps. Heel to toe. Keep your feet straight. This going to make your hips swing. Go with it. Show off your feminine side darling. Work with it. Keep your elbows tucked in. And don’t forget to smile.  Girls always look happy.”

Chris tried and tried, but he just couldn’t get a rhythm down. He just wasn’t convincing. He wanted to throw in the towel.

April never grew frustrated. She just cheered him on as he walked around in the heels, even though they were only one inch.

“Come sit down Courtney.” She called as she patted beside her on the bed.

Chris wobbled over, not even thinking of protesting being called Courtney.

“It’s just a cute pet name she has for me. No one would ever mistake me for a women” he thought as he wobbled over in his heels.

“Now, this is part of what I was apologizing for. I am going to take your mind off of the heels. Get on the bed on your knees and bend over. Grab a pillow.”

Slowly, Chris did as he was asked. He bent over as he heard April digging around in the bag. He heard her doing something, and then felt a she reached for his panties and pulled them down.

“Woah!” he protested. “What are you doing?”

“Relax, this will help you. And no one will know, pumpkin. Just our secret.”

Chris wanted to say no, but an odd sense of excitement filled him as he prepared for what was coming. He felt a cold sensation and then a foreign feeling as April shoved something into his ass. He held onto that pillow for dear life as a burning began as she put whatever it was into place.

“All done,” she said. “You did great! Not many people take butt plugs as well as you.”

The pain didn’t go away, but it slowly dimmed into just a soft reminder that it was there.

“Now, get to walking!” she commanded with a laugh.

“This is weird. What the fuck am I doing? I have a ‘butt plug’ in my ass. I need to put a stop to this.” 

Chris thought as he strutted around the room.

As he was thinking, he noticed in the mirror that a woman was walking around his apartment with a sexy strut. He stopped to admire her and after close examination, realized it was him!

“You did it! I knew that would get your mind off of the heels. You come so naturally to it girl!” she cheered as she gave him a kiss on the cheek. “Now, let’s move onto the big boys.”

They went from 2-inch to 3-inch to 5-inch and Chris handled them wonderfully.

Chris glanced at the clock and noticed it was 11.

“Time flies when you are having fun,” April said as she started to pack up.

“It sure does. My dogs are barking,” Chris said as he collapsed on the bed.

“Before I leave, I have something to help you with,” she said as she went over to his computer. “Grab me that disk I gave you the other day.”

Chris got up and grabbed the tape from his bag and walked it over to her.

“Have a seat,” April said as she put the disk in and got it ready. “Kick up your feet and relax. This is to help you loosen up.”

Chris did as he was told. He was worn out so it didn’t take much to get him to anything.

The video opened up and said introduction across a black screen.

“Put on your computer’s headphones.” April said. Chris did so and April hit play.

April wasn’t sure what was playing on the audio, but the screen was a bunch of relaxing colors, blending together and swirling around and around and around.

April snapped out of it when the screen slowly dimmed and the words’ “She is ready” flashed on the screen.

April looked and Chris was glazed out. Staring blankly at the screen

“Can you hear me Chris?” she whispered, unsure what to expect.

“Yes,” he stated blankly.

“Ok,” she began. “You have a different personality in you Chris. Courtney is your feminine side. She is everything that you have done in these past few days. That was all Courtney. Do you understand?”

“Yes”.

“Courtney loves being feminine. She is a party girl and loves to live it up. She loves wearing girly clothing, especially anything black or red. She also loves wearing stockings and showing them off. She is best friends with me and Jennifer, who she will meet later. Courtney loves making everything feminine. Do you understand?”

“Yes”.

“Chris is the same as he was before he began listening to these tapes. He uses his deeper voice and avoids anything feminine. He remembers meeting April and is friends with her, but he doesn’t mind that she is also Alex. Whenever Chris hears someone say,” Go get ready, Courtney”, Chris will get a headache and have to go back to the privacy of his dorm, where Courtney will take over and get dressed. Whenever anyone says, “Go get ready, Chris” to Courtney, the reverse will happen. Neither will ever be aware of the existence of the other. Chris will never question the existence of the female clothes in his apartment and any changes he sees on his body. Do you understand?”

“Yes”.

“Good, go get ready Chris.”

Chris mindlessly stood up and went into the bathroom. He came out many minutes later with Courtney’s clothes, and butt plug, which he went on to put into the closet and the sink to be washed, respectively. He put on his basketball shirts and a plain white shirt and seemed to awaken.

“Hey April. What are you doing in my apartment?”

“We were just hanging out silly. I’ll see you later,” she said as she rolled the bags out the door with her.

“Weird,” he thought. “I guess I can stop listening to the tapes. Jason said he would pay me either way so I guess I’m done.”

Chris got into bed and went to bed without listening to the tapes.

The Rest of Their Life?

Chris woke up to his phone ringing. It was April.

“Uhhhh, its 10 in the morning. What does she want?”

“Hello?”

“Go get ready Courtney! We have an exciting day of shopping today!”

April hung up the phone and set out for Chris’ apartment.

She knocked on the door and was greeted by a feminine voice,” Come right in!”

April opened the door and was greeted by her good friend Courtney.

“Let me put on my heels and we can go on an adventure!” April cheered.

Hope you enjoyed. Next installment, we will get to see April's life and perspective on things. 

Dorm Days: Week 1- Jennifer

Week 1- Jennifer

“Alright, alright. Settle down class. We got some work to do. But first, I have an announcement to make. As you all know, Charlie, Jason and I own the drag club down on Peatchtree Street.”

Several cheers and hollers echoed through the auditorium.

“Alright,” he laughed. “Calm down folks. Anyways, we need three new waitresses for the club. We don’t need to you to perform. We just need you to act. And considering how this class is very hard to get into, I would hope some of you would be capable of this. I’m going to leave a sign-up sheet at the door. You have three days to sign- up. The pay is hard to beat and getting in the good graces with your drama, dance and vocal instructors is never a bad thing. Anyways, on to the play we have at the end of the month…”

Jeff could have used the money for the job, but there was no way he was going to dress up like a girl if there was even a remote chance his buddy’s could recognize him. Professor Theo’s bar was great and Charlie and Jeff were both great guys, but he couldn’t bring himself to do it. At least that was before Thursday rolled around.

“Alright class dismissed, see you guys Friday.” Theo said.

Jeff got up to go but Theo yelled for him. Jeff turned around walked towards Theo and followed him as he gestured for him to come into his office.

“Haven’t gotten to talk to you in a while Jeff. How did your summer go?”

“Not bad sir. I stayed on campus and took summer classes and got my core requirements out of the way.”

“Smart kid.” He chuckled. “Listen Jeff. You are one of the best performers we have at this school. You played Lady Macbeth magnificently. That is why I was so surprised when you didn’t sign up for the club interviews.”

Jeff broke eye contact and began to stammer. “Well… you know I’m busy and stuff…”

“Bullshit Jeff. You don’t have another job and you would be perfect for this. You have a dainty figure, no offense. You can do the best women’s voice that I have ever heard. And at most you are 5’6. You would be perfect for this.”

“I’m gonna be straight with you sir. I could not handle the ridicule if any of my friends caught me working there. I would die of shame.”

“You would be ridiculed at an all-boy’s school for liberal arts?”

Jeff thought about it and realized it was silly but he just couldn’t bring himself to say yes.

“All right Jeff,” Theo said as he began to dig around his desk drawers. “I know it won’t be a big deal so I’m only doing this to expand your horizons. You remember that Christmas Party Charlie hosted last year that we all went to.”

“Oh, Sweet Jesus, no…” Jeff thought.

Theo pulled out a picture from his desk. Jake was mortified. He had been very drunk that night and was convinced to dress up in a white babydoll with black stockings and open-toed, leopard themed heels.

“Now, all I ask is you let us try you out for a few weeks and then you can stay or go. Your choice. Do that and this picture goes away forever.”

Jeff did the only thing he could: say yes.

Jeff left the office with a feeling of dread hanging over him. Theo said to meet him at the club in a week so they could teach him everything he needed to know.

Jeff arrived at the club when he was told to. He resigned himself to his situation.

“I just need to do this for a few weeks and then I’m off the hook.” He thought to himself.

He entered and found the place was swarming with people running around doing construction.

He was looking around for Theo when a young, black haired beauty waved him over to her.

She was sitting by herself in the corner.

“Hey Jeff, I’m April,” she said in a sexy, feminine voice. He shook her dainty hand and looked her over. She had on a short, dark blue dress on and jet-black hair that matched her stockings. She was beautiful. 

“Pleasure to meet you,” he said with a big smile.

“I’m gonna be dressing you up today, sweetie. Let’s go play dress up”, she laughed.

She grabbed him by the hand and led him behind the stage. He relished the feel of her soft hand on his.

“How did you end up here?” Jeff asked as she led him through a winding hallway. 

“I’m one of the new waitresses. I’m in your acting class with you, silly”, she said.

Jeff looked at her face. He gave it a really good look over, but was still confused.

“Wait, so that mean’s…” he said as het let go of her hand.

“Theo told me you were gonna be difficult,” she sighed.

April grabbed her hair and, to Jeff’s surprise, just lifted it straight up.

“I’m Alex,” she said in a different, less feminine tone. 

“Charlie asked me to sign-up and I actually enjoy cross-dressing so why not get paid to do it?”

“But why do you act so different? Why didn’t you tell me you were Alex from the start?”

“Because I’m not Alex,” she said as her voice returned to her feminine, singsong tone. “April and Alex are two very different people honey. Now, come on. I have a lot to teach you to help you get in touch with your feminine side.”

She fixed her wig and locked her arm around Jeff’s as she led him into a new room. She sat him down in front of a mirror. He looked around and saw a room filled with clothing and make-up in front of him along with a vanity mirror.

April quickly got to work on Jeff. She taught him how to use foundation, blush eye shadow, everything under the sun.

“Now, that you know the basics, I’m going to doll you up so you can see how gorgeous your other self is.” April went on as she started applying make-up. She applied a layer of foundation that matched Jeff’s skin, penciled on some eye shadow, extended and darkened her eyelashes, and applied red lipstick to Jeff. After she was done, she left Jeff and came back with a blonde wig. She slowly lowered it onto his head. The feeling was strange for Jeff. He looked in the mirror and saw a beautiful woman. His body betrayed him as he squirmed to avoid any further social embarrassment.

“Now, Theo said since I helped create the new you, I get to name you. I am going to keep it simple. How does Jennifer sound?” she giggled with excitement.

“It’s as good a name as any,” he sighed.

“Now, don’t be such a sour puss,” she said as she rubbed her hands on his shoulders.

“You look great Jeff. Just get in touch with your feminine side. It is just like playing any other role you have done. Except this time you get to write your own part.”

“I guess. But this is just a temporary thing. I am just doing this for a few weeks and then Theo said I could quit. “

“Sure, sure,” she said sarcastically.

“I am serious,”

“Sure, sure” she laughed. 

Thanks for reading. A little short, but the next installment for  the next waitress will be much longer. Any comments are appreciated.

Prologue: Dorm Days

This is my first TG story. This is the prologue so nothing to exciting is going to happen, but I will get the next part up as soon as I can. Each girl is going to deal with a different form of TG. The first once will be a forced feminization to begin with. Second will be willing. Third will probably be my guilt pleasure, hypnosis. Hope you enjoy the upcoming installments. Constructive criticism is appreciated as this is my first ongoing story. 

Dorm Days- Prologue

“Well, if we want to handle the new influx of customers after we finish the remodel, we are going to need three new waitresses.”

“Easier said than done. We had the job listing around campus for the past four months and nobody who has called for the job has worked out.”

“Maybe we are looking in the wrong areas.”

Charlie and Jason looked at Theo with interest.

“We should focus on getting some of the drama students involved. This is something they would be made for. Some of them have had to act in women’s roles in our plays. Many of them have the dainty appearance for it. They would be perfect for the drag club.”

“That’s true. We don’t need them to perform,” agreed Charlie. “We just need them to be waitresses.”

“That is a brilliant idea. I didn’t think the drag club would work at an all boys college but the school is loving it and the women’s college on the other side of town has given us a lot of business.”

Theo smiled and continued. “So it is agreed. To keep things interesting, let’s each get one ‘girl’ for the restaurant. Being a college professor isn’t easy so this way none of us gets overworked. Do whatever it takes to get them to join, short of kidnapping them.”

The three laughed and agreed and got to work as the club opened in three weeks.