Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 150 by Nicegent42

What's next?

Medication Delivery

Rolling over in bed Bailey pulled the sheet closer to himself, trying to ignore the sound he heard, his weary mind not making an effort figure out what it was or what caused it, but when it came again Bailey sat up in bed, aware of what annoying sound had woken him up from the perfect nap. Sound one was pounding on the front door, it couldn’t be Aunt Megan and he didn’t know why the mailman just couldn’t leave whatever it was at the door. “I’M LIKE COMING!” He screamed while cupping his hands to his face, completely irritated that the pounding just kept coming.

Getting out of bed in just a pair of panties and bra Bailey grabbed the sweater at the end of the bed to cover himself. It did a great job of covering his upper body, but if he so much as slightly bent over his panties would be on display, it would do for the mailman. Dashing out of the room Bailey moved on the balls of his feet while his hips swayed with each step as he made his way down the hallway, stopping at the hallway mirror partway down to look at his face. Turning it from right to left Bailey frowned and made a move for the bathroom to fix himself before someone saw him not looking his best, but stopped when the sound of the front door being banged on was joined by repeated sounds of the doorbell. “PEACHES! JUST LIKE HOLD ON!” He was incredibly cross, being woken from his nap and not even giving him a chance to look good, Bailey swung the front door open almost mad enough at whoever it was to not smile.

“Oh!” Bailey touched his left hand to his chin, covering his mouth with his fingers. “I’m like sorry for yelling, Miss April.” Bailey hadn’t expected her to be at the door and by the expression on her face she didn’t seem too happy.

“I brought your medication.” April said holding up a small brown paper bag, stepping forward to come inside before Bailey had made room, forcing the feminized man to take a step back and open the door more. Once inside, April took a glance at the living room before focusing her attention on Bailey, who stood there barefoot in front of her only wearing a sweater she recognized as her brothers. “Your Aunt asked me to pick up your medication for you, I’m not sure what Nilandron is, but I was surprised to see my god daughter getting a prescription for birth control. Are you worried someone might knock you up when you open your legs?” April twirled her finger in the air, pointing at Bailey, specifically the sweater being worn when she said someone. It hadn’t been a problem to swing by the pharmacy to pick up the medication after work, she would have picked up meds for Bailey before the feminized man was listed as her god daughter, but that would have been for Amanda’s sake. It had bothered her when Bailey couldn’t be bothered to answer her phone when she called or when she knocked on the door. Now standing there watching Bailey hold closed the toggle button sweater with one hand she felt down right annoyed. ‘What is he playing at wearing that to answer the door for me!?’

“Umm well like the bir… birth… those pills were just cause like the doctor was a meanie and wouldn’t listen, saying I had to have them, but like the other is to help me feel better and stop a umm issue I’m having.” April ran her eyes from the top of Bailey’s head, looking at the platinum blonde hair mussed up from sleep, down the body where Bailey held closed the sweater like the boy had someone to hide, down further across the hairless lets and down to the painted toes.

“Are you naked under there? Are you wearing that naked!? You know what I don’t want to know. It would be just like you to go around naked.”

“I’m not naked.” Bailey shook his head.

“It doesn’t matter, just tomorrow when you show up to the office wear a dress or skirt slightly longer.” Bailey looked down to his bare legs, the sweater doing little to cover them and then back to the dark haired woman in front of him. She had on a white blouse, an aqua blue blazer and a calf length black loose skirt that had a top layer of sheer black material that went down past the other fabric by about a quarter of an inch and a pair of black peep toe slingbacks. The corner of Bailey’s mouth went up seeing that her toe nails had been painted to match her blazer.

“I will I like promise, yesterday my bestie and I went shopping for clothes for work, but she like picked out a miniskirt and I told her…” April held up her hand, it bothering her more and more as Bailey insisted on continuing to talk like some girly bimbo, even talking at the rapid pace a teen girl might when speaking about something they were excited about.

“Sure, wear that.”

“To like the office? But…”

“No butts Bailey! You bought clothes for the office and you can’t show up in jeans and a t-shirt like you once did when going out for lunch with Amanda.” She wasn’t sure what Bailey had purchased for work clothes when out shopping with Candace, but it pleased her to know whatever it was that was picked out he didn’t like. The younger Connors had shown up today after assisting Bailey wearing a houndstooth knee length pencil skirt, a collarless white blouse and a pair of black three inch heels. She hoped Bailey looked as presentable the following day when he showed up. This was her first run at manager duties with running the intern program, while she was going to use this opportunity to take Bailey down a peg with his view of how a girl should act, she still needed the bastard to reflect well on her and Amanda. “I don’t want to hear anymore of your complaints, isn’t that one of your good girl things you say? Just wear what Megan and Candace picked out for you so you can be a good girl or whatever. Or I swear to whatever celestial powers that you believe in that I will make you rue the day if you make myself or your… mother.” April had almost said girlfriend, but considering where her best friend was right now and the trip she went on with Derrick Connors, Bailey being in a relationship with her felt laughable. Bailey looked much more like a girl and a girl would be dating… April grunted a little, her thoughts bringing her back to Bailey dating her brother and wearing his sweater. She was going to use this chance to pair Candace up with him as much as she could, make him see what a good match they would make and maybe she would **** Bailey to turn up the dial on the ditzy act. Even if it bothered her, she didn’t think there was anyway her brother, as thick as he could be at times, would even want to be near a girl that thought the book green eggs and ham was a good read.

“Yes, yes ma’am.” After her last threat Bailey understood how devilish the woman could be, but as mean as she was. The dark haired woman had a point that Bailey hadn’t considered. With him having to work as an intern at Mega Corp he would be there known as Mommy’s daughter and everything he did would reflect back on her. He hadn’t considered being found out in a while, but if it did happen and it happened there things would be so much worse for the woman he loved. It was another reason he needed to think, breathe and live as Bailey Ann Best, if someone found out the truth not only would everything fall apart, Momm… Mandy would end up losing her job completely. “I will be the bestest girl I can for you and Mommy!”

Rolling her eyes, April let out a sigh. “Fine, good. See that you do and…” She took half a step closer to Bailey, reaching out and pulling the front of the sweater open. “Why are you hiding yourself? It isn't like…” April let go of the fabric, taking two steps back. Her eyes wide, her mouth open as she saw Bailey’s chest. She had expected to see the same chest she had seen when she had attended the pool party at Amanda’s apartment, or that same chest when Bailey came out of the bedroom without a shirt to look through the dryer for something to wear when she was over. Or even him wearing a bra, it could have been stuffed, but she didn’t expect to see Bailey with breasts.
Please log in to view the image

Bailey pulled the sweater closed the rapid movement causing some of its scent, August’s smell to fill his nose as he glanced around the room rapidly for something he hadn’t seen. He wasn’t sure why she was acting so shocked seeing him in his underwear, but the reaction made him want to be more covered up.

When April got over the shock of what she had seen or at least not to be paralyzed by it she tried to rationalize it. That it was fake, not real, but she had seen the way the fleshed moved in those full bra cups. Bailey didn’t have just a little bit of fat pushed up into the cups… the idea of fat made her realize just how skinny Bailey had been as well, but Bailey’s chest had been the biggest change. Bailey had full breasts, and not pubescent breasts either, it looked like Bailey had breasts larger than a B-cup. “Bailey… what happened to your chest?”

Looking down at the mounds hidden under the sweater, Bailey shook his head. He didn’t want to talk about it, he didn’t want to talk about being a male that had that condition where he grew girls tits on his chest. He didn’t want to tell her that is why he had to go to the doctors, he didn’t want to admit to being a man or even a boy. A man that had gone on a date with Liam and… and… Bailey could feel his eyes tearing up. He couldn’t be a boy, he was a girl, he was Bailey Ann Best and it was okay for girls to have breasts. Her Mommy was larger than her, she was also taller but that didn’t mean she was any less of a girl because they were smaller.

“They… they grew. I mean like I blossomed this summer, Candis, all the boob fairy was late. Do, do you think they will grow more like Mommy’s, Miss April?” Bailey asked, letting go of the sweater so that it hung open just enough for anyone to see what was underneath. A part of Bailey’s mind, a big part told him that would never happen, the opposite was going to take place with the doctors pills, but it was pushed back by the bubbly laugh of Bailey Ann. That part of his mind telling him the truth backed away knowing that if it, if the truth of who he was ran free, then so would the darker thoughts, the thoughts that had crippled him for days.

“No.”April closed her eyes, shaking her head slowly from left to right just once before opening them again. “We… I’m not going to talk about this with you.” She shook her head slightly again. “I’m just… not, no.” She turned to walk towards the door, turning her head to see the hint of cleavage on Bailey’s chest. Deciding right then that is why he had taken so long to get to the door. He had been using makeup to make some breast forms look more real, it was just something like what she had found to cover his little dick. He was just trying to get a rise out of her.

“Ya know what Bailey, they might if you are really lucky, but I noticed you are wearing August’s sweater, I hope things are going well between the two of you. In fact I know exactly how you could make things better. Tomorrow when you see your boyfriend I want you to act extra clingy to him, he just loves a girl who always wants his attention and if I know my brother, and I like to think I do. He likes a girl who doesn’t have much going on up top, so make sure you lean extra hard into being the airhead we both know you love to be.”

April smirked remembering the conversation she overheard between her brother and her mother. While she didn’t live at home anymore like he did, her mother. Bless her soul. Insisted on family dinner at least twice a week. It had bothered her when he had said it then, but now it was perfect.

“Mom, so I met a girl and…” August said, holding a fork with spaghetti that dripped with sauce over his plate.

“Telling your dear old mother about a girl, it must be serious.” The elder Gates said.

“Mom…” August felt a small blush coming to his cheeks. “She is beautiful, I think you would just love her! You actually have met her mom before.” April remembered him looking across the table at her. She remembered the feeling of agitation that her brother liked another man. She wouldn’t care if he was gay, but she knew better. He was falling for a man who was pretending to not just be a girl but a caricature of one. She never thought of her brother as a pig, a brat, someone who wasn’t nearly as mature as he should be. Someone who looked a lot like their father when he was younger but with only an ounce of the man’s wisdom, but not a pig to like how Bailey was acting.

“Amanda Best is her Mom.” The elder Gates turned her head towards her daughter.

“Isn’t that your friend?” April had nodded to the question. She was much more than that to her.

“Aww isn’t that nice!” Her mother had sounded so happy, of course she did. She thought her beloved baby boy had found someone he could cherish and that she was of good stock. She was being fooled by Bailey and whatever sick game for fetish he was playing at without ever meeting the sexist man man in drag.

“Her name is Bailey, I’m… well that is where I’m going tomorrow night. Over to her place for our second date. Well umm a double date really. You remember my friend Ryan? He is dating her friend. She is almost perfect Mom, I mean I have never met anyone like her before.”

“It is cute seeing my baby boy gushing over a girl. No one is perfect dear, some people are just perfect for each other, but if she does something you don’t like just imagine that being magnified by ten, because that is how you will feel years down the road. I swear I almost suffocated your father in his sleep more than once when he snored like a freight train.”

“Mom she doesn't snore… well she might I don’t know. She is just umm a little dim.” A little dim was the phrase that made April’s blood boil at the time. Bailey wasn’t stupid, he was acting that way. Amanda had said that was what they had come up with to keep people from asking Bailey too many questions, but the man had taken that and ran, not walked his way into acting like a Bimbo who couldn’t count pennies into a dollar if she had all day.

“Baby, that isn’t nice to say, I’m betting you are just focused on other things. You boys are all the same I think.”

April had told her mom she was just under a lot of extra stress at work, and of course she turned that around to ask her about her love life, making her even more upset. Now though, now she had a hand on the wheel. She wasn’t going to let Bailey destroy Amanda’s career, her own career or mess with her brother. The shit might even be doing it to jab at her, but not anymore. By the end of next week August was going to be complaining about his brain dead girlfriend and looking towards her to see if it was okay to break up with the girl and not hurt her own relationship with Amanda. August was kind like that and when he wasn’t trying to get under her skin like all little brothers did, he knew the importance of family.

“I will Miss April.” April’s smirk grew into a more devilish one as she looked at Bailey. She could not just see, but feel the hesitation in him.

“You started acting like that so people would ask you fewer questions right? You will be around a lot of people at the office, so if everyone sees a girl like you with a low IQ, who clings to her boyfriend. They would be less likely to think you are a twenty five year old man?” The question felt odd to Bailey, his very first thought was wondering why someone would think she was twenty five. It was only for a partial second before he remembered he wasn’t an eighteen year old girl. A mental stumble, he was like those method actors he told himself.

Acting like a brain dead girl running around the office might help, but clinging to a man put a bad taste in Bailey’s mouth. This was just like when Miss April told him he couldn’t say no to her brother. She wasn’t really after helping him pass more, or at least that wasn’t the only thing she wanted. The girl was pimping him out to her brother in relation to what she knew about his past relations outside of Momm… Mandy. Miss April knew about what he had done to her brother in the movie theater and she talked a lot to Aunt Megan… like before she was being nicer. This was a form of payback that he had to accept or he would be feeling the fallout. She wouldn’t sabotage things by outing him, that would hurt her too he thought, but she could make it so Mommy hated him and found comfort in Derrick’s stupid strong arms.

“I will, like do what you want Miss April, I just… please don’t tell Mommy what I did when she gets back.” April pressed her lips together, the smirk slowly fading. She wasn’t sure what he was talking about, till it hit her that he had to be talking about how she saw them kiss back at the picnic. She of course had already told her best friend all about and had even teased her about her daughter marrying her brother and them becoming family. Reflecting on that joke made her saliva taste sour to her. The only way they would be family is if she tied the knot with the correct man and she was able to get her brother to move his focus to his daughter. In a perfect world they both would have the positions they deserved, have loving men in their lives and if that could happen and she was able to be a sister in law to her best friend. The person who helped shape her career on a path to success, then all the better.

“Just make sure you behave yourself.” April said before leaving Megan’s house, feeling much more in control than she had when Bailey had thrown her for a loop by wearing her brother's sweater and pretending to have some female anatomy.

What's next?

Comments

      Want to support CHYOA?
      Disable your Ad Blocker! Thanks :)