Afternoon with Aunt Megan

Moving his head slightly to the left and down so that some of his platinum hair covered one of his eyes, Bailey raised his phone in his right hand to take a selfie as the world zoomed past as the SUV drove down the road. “Your Mom asked you to get Candi to admit waffles are the best and not only did you do it, but she is going to do it on her youtube channel?” Megan asked as she glanced to the side seeing Bailey take a selfie. It made her wonder how much of Bailey’s behavior was the feminized man activating deciding to do something and how much was automatic.

“Oh like yeah, I won a bet so she had to say and do whatever I wanted for like five minutes.” Bailey folded his hands in his lap, still holding onto his cell phone as he looked at the woman who started him down this road to torment. His suitcase was in the back of the vehicle and they were on the way back to her place. The last time he was there she had made him dress and look more like a preteen girl and he was going to try and not give her a reason to revisit that well. “I bet we are like going to have so much fun together while Mommy is out of town!”

Raising an eyebrow at the enthusiasm Bailey was showing, she was sure where that was coming from, but the idea of Bailey having five minutes to get Candi to do anything and it was chosen on admitting one food was superior to another was a surprise. “I have a few things in mind that a girly girl like you will enjoy. It looked like you have been having fun with Candi, especially with how the two of you were whispering and giggling over brunch.”

“Yeah she is my bff, we do all sorts of things together, that is why she was upset when she couldn’t stay over tonight. I wish we could have like done a slumber party tonight.” Sitting in pajamas doing each other's hair and watching another hallmark movie sounded a lot better than going on a double date, let alone one where he would be the date for Liam.

“Well your bff, can stay over another night. I know how much you are looking forward to this evening with Liam and since we are going out to dinner together, if you are a good girl for the rest of the day I will get you a glass of wine.”

It wasn’t till she repeated back bff did Bailey realize he had said it and it felt odd that he really did consider her such a close friend. She was pushy, always wanted to have things her way, she seemed to love making him more and more girly and she had a habit of stealing the covers in bed when she wasn’t snoring in his ear and using him as a body pillow. Candi was also one of the most caring people he had ever met, even when she was trying to be deceitful she was more genuine than most. Her pushing their parents together bothered him, but she talked about it like it was a Hollywood romance. She also always followed up with how amazing it would be that they would actually be sisters. He had seen on shows how a family friend would be treated like family or invited over for the holidays because they were like family, but he had never had a friend like that, let alone one activating trying to make them family. The nicest thing Chuck ever did was float him for a few beers when he was broke or maybe it was when he reported him missing.

Bailey was not only going to see his old best friend tonight, but sit down for dinner with him, while he was sure Liam would be trying to put his arm around his shoulder. Beer was much more Bailey’s speed then wine, but getting to have **** was like seeing light at the end of a dark tunnel, and if he knew his old protege like he thought he did, he was going to need that glass of wine. “That sounds like amazing and like you know I always try to be a good girl!”

When they got inside Megan’s house Bailey dropped his suitcase off in Becky’s room. He looked in the mirror at himself wearing one of Candi’s outfits, they had borrowed clothes from one another before, but he was wearing exactly what she had worn on a previous day, minus his bra and panties. It felt like he was wearing hand me downs with him being the younger sister. “You can do this Bailey, you are Bailey Ann Best and you are just staying at your loving Aunts house.” His words were not very convincing, but at least she couldn’t make him jerk off to a picture of one of his friends again. Taking a deep breath he shook his long nailed hands before slapping them to his cheeks and heading back out to the living room with a large smile on his face. “What are we doing this afternoon, Aunt Megan?” he had his hands clasped together behind his back and rocked forward and back again trying to act excited for whatever she had in mind.

“You do have a lot to get done before our date tonight, you still need to do your ballerina exercises, you need to do a page in your workbook. If you run along and get your laptop from your bag I can also install a new game for you.”

“A video game?” Bailey tried to add some excitement to his voice, but it still came out as apprehensive. He imagined it was some paper doll fashion game or a dating sim.

“I know you are a slow reading and considering you are supposed to have already taken multiple years of childcare development I found an educational game that some schools use in those classes. In the game you are in charge of three different women, each having anywhere from one to four children of different ages. You have to try and raise the children and take care of their needs. Along the way you will hear some of the lessons they would have taught you in class. It will not teach you everything you should have learned, but it should give you a good idea how to take care of children just like you want.”

“Just like I want?”

“I imagine you took multiple years of this class because you wanted a baby of your own to take care of, or maybe you were thinking of going into childcare for a career. What girl doesn’t love holding and playing with a baby after all.”

While the educational game was installed on his laptop Bailey slipped off his heels and went to the back porch to do the leg lifts, he did more than he normally would do, mostly to stay outside and out of Aunt Megan’s sight, but eventually she called him in. She had him sit on the floor and use the coffee table to do his math workbook while his feet were under the couch held in a pointed fashion. When he was finished he was surprised Aunt Megan took the book from him to check the answers for herself. “You are doing so good Bailey, you got almost all of the answers correct. I think it is time that I gave you a new book, you are almost done with this one.”

Handing over the new math workbook Megan smiled, she had spent a good amount of time to make this one. Unlike the first book where every math problem would show his answers wrong if he did the equations correctly and teach him to do things like PEMDAS in the wrong order, this one had some correct answers mixed in so that each page would have anywhere from thirty percent to fifty percent of the answers show the true correct answers. She hoped with Bailey getting so many of the questions correct in the first book that Bailey learned or re-learned how to do the equations incorrectly. Then with this second workbook to learn to accept that she was just bad at math. “You can start on this book tomorrow, but for now I bet you are excited to play your new video game. I want you to promise me you will spend as much of your free time as you can playing this. You and Candi babysat before if I recall, what would have happened if she asked you about things you should have learned in class? No need answer pumpkin, because we are taking care of that gap now.”

Turning on the game Bailey found that he was basically in charge of multiple women on a street, he had the main family. He got to customize the avatar, or well he would have if Aunt Megan was standing behind him and telling him what to do so that it would be perfect. The Bailey in the game ended up being a blonde with long hair down her back and dressed like someone out of the nineteen fifties. The other characters were present, except he was able to name the children. Video game Bailey had a single baby girl that was one years old, the others ranged from two to three children from ages two to five.

The game told him information about baby formula and breastfeeding and had to decide how his baby girl, named Anne, would be fed. Everytime the game stopped to ask a question it had already gone over the answers previously, but had a little help icon in the upper right, that when he clicked on it a female voice came through his speakers reading the information back to him, like an instructor reading from a textbook. Bailey sat there on the floor playing the game for three hours, while Aunt Megan encouraged him to talk to children like they could hear him. So when little baby Anne would cry with WHAAA WHAAA bubble above her head and a little crying baby noise coming out of the speak Bailey spoke to the pixel baby. “Shhh shhh it's okay pumpkin, Mommys here, shhh shhh.” Aunt Megand and Mommy called him pumpkin, so he hoped it would buy him points.

Bailey was thrilled when Aunt Megan said he could stop playing and he closed his laptop, but he closed his laptop quickly hearing her words, not processes till it was too late that she added “If you want to.” At the end. “After playing a game like that and going on a date tonight I know what would be fun.” Bailey watched as she put a blank piece of paper down on the table with a purple pen.

“Why don’t you write down your full name, but instead of your last name Best. You can replace it with August’s last name or Liam’s. Just write down Mrs. Bailey Ann and then their last name and then below that describe what you think your children would look like. Take your time to describe having a girl and a boy and if you want you can think of names you might want to name them.”

Writing my name like I’m marrying them… writing out how I hope our children would look! SUGAR! I don’t want to do that! Bailey focused his eyes and face down at the blank piece of paper, hoping the angle from her standing, him sitting on the floor and his long hair would hide his face. “That sounds like a lot of fun, that is a good idea Auntie. Did you do this when you were younger?”

Megan started to walk away, heading into the kitchen. “I doodled my name with a boys more than once, but I never fantasized about having a baby. My Rebecca was a God send, I love her more than she knows, but I never did what you are doing now. Now my little sister, I once caught her doing this very thing when she was a sophomore. It is nice to see the two of you being so similar. I’m going to get a drink, would you like water or diet coke?”

“A diet coke would be wonderful, thank you.” A diet coke was not going to be wonderful, but all he ever really got to drink was water, vitamin water or something else that was supposed to be healthy like those meal shakes. The diet coke would be a nice change of pace and would taste a lot better than one of those kale shakes.

Megan stopped before going into the kitchen, watching as Bailey started to write and she wondered what Amanda was going to say when she told her what she found Bailey writing. The smile on her face increased as she went to get Bailey a can of diet coke. Bailey had acted like he was the one for her sister and knowing how much she wanted to have a child he went and got fixed. Giving her a vague promise of if she got pregnant then it was meant to be, all while he was also sticking his dick in prostitutes that he paid for with her money. She was enjoying having her ****, especially knowing Amanda was off with a real man. The relationship with Derrick was never part of her plan, but it made her so happy listening to her sister gush about how much fun she had at the wedding. To her it sounded like she was in love with Derrick Connors and she wasn’t going to let Bailey get in the way of that. Her sister deserved to be happy and at this point if that meant Bailey needed to stick around as her daughter, then so be it. Though she still was planning his exit where he can fuck off to someplace else and try to be a male again.

Coming back into the living room she placed the can of coke on a coaster. “Take you time with that pumpkin, but when you are done I will show you what you are wearing on your date tonight. I promise you it will get Liam’s attention. It is an outfit that belonged to Rebecca, but I was too uptight with her and never let her wear it out. Not that she didn’t, I just didn’t let her. I think both you and Liam will agree just how good it will look on you.” She started to head towards the bedroom to get the outfit ready when she stopped and turned around. “Oh, and we need to do another douching to make sure you are nice and clean for night.”