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

Chapter 27 by Nicegent42

What's next?

Chapter 27

Pop music came from the speakers in the car as they drove to the Summer’s house. Bailey texting away on his phone to Candi.

Bailey: Aunt Megan just picked me up, Leah is soooo cute I just like want 2 pinch her cheeks
Candi: Someone sounds excited, just remember she is 16 not like a little girl
Bailey: I know that!
Candi: I saw you putting your coloring books in your backpack before work today.
Bailey: U were totally using one the other night!
Candi: It was like a picture of a baby and momma giraffe, of course I did.
Candi: Anyone with a heart would.
Candi: Her dad is like dating Aunt Megan right?
Bailey: Yeah, that like why I was asked to babysit, she can’t be left alone

Looking at the phone Bailey rolled his eyes, but didn’t say anything out loud. Once upon a time it felt like a betrayal that Chuck would date the blonde haired woman who made him act like a ditzy girl, but lately felt like the coin had flipped. Chuck wasn’t the man he thought him to be and he couldn’t understand why Aunt Megan would date him at all.

Candi: Mom doesn’t like to leave you alone and yet you are going to be the adult tonight?
Bailey: I am an adult
Candi: Of course you are little sis <3 U
Bailey: Go back to making kissy faces with Ry
Candi: He is cooking us dinner, or burning us dinner from the smell
Candi: I was just thinking about how if Aunt Megan married her boyfriend Leah could be like our little cousin.
Bailey: U R always thinking about getting married, besides she would B MY little cousin.
Candi: Not after our parents get married
Bailey: U R totally obsessed!
Candi: You love me
Bailey: More than I should <3
Candi: It is the right amount, you are just bad at math

With a huff Bailey slipped his phone into his purse. “Is something the matter?” Megan asked, glancing over to Bailey and then checking on Leah in the backseat with a mirror.

“Its like fine, Candi was just teasing me about not being good at math.” He rolled his eyes at the thought. It had been a bit since she beat him in the little math competition she had them do, but he had gotten a lot better with the math workbooks and was sure his air headed friend wouldn’t win the next time, especially now that he was ready for her tricks.

“Oh yeah? What is two hundred and fifty times three?”

“Aunt Megan, I don’t like want to do any math.” Even though he rebutted her, Bailey still smiled not wanting her to take any offense. He just really didn’t want to think about math and numbers right now. Ahead of him was going to be an evening of making Liam feel uncomfortable, it wasn’t time for a little lesson or test.

“Maybe Candi is right then if you can’t do that.” He always seemed to have to act like a ditzy brain dead girl and he really didn’t want to show that in front of Liam right now when he was supposed to be in charge.

“Fine, its umm…” He imagined putting the numbers over one another and adding them all together. “Seventy five thousand.” Bailey said with a nod of his head.

Megan liked her lips as she pulled into the subdivision, getting close to their destination. “Bailey honey, how did you get that answer?” The answer was widely wrong and she had no idea how Bailey had come up with it or if she was teasing her because the answer was so simple.

“Ahh it’s like super easy, I put the numbers over one another and I added them all up. Zero, plus zero, plus zero is three zeros and then three fives is fifteen and you like put the one over the twos so that the six you get from putting them together becomes a seven.”

“Why did you put all three zeroes in the answer, but not the fives or the twos?” Liam asked, just completely shocked at the answer she gave. Looking into the backseat Bailey smiled at the feminized man that now looked like a creature of feminine beauty.

“Because you like only do that with zeros, because when you add a zero to another zero it is still a zero so it becomes two zeros.”

“Oh” Liam said in a quiet voice, surprised his expectations of her intelligence had just gone down.

“Bailey what would you say if I told you the answer is actually seven hundred and fifty?” Scrunching up his eyes a little thinking about the problem he shook his head. He did it right, but maybe she was talking about money and there was a decimal place or something. If he was wrong, then he was sure he would have gotten it right if it was written down. Sometimes the workbook had decimal points or wanted an answer rounded.

It was too much Liam couldn’t help himself, when a single bit of laughter escaped his lips that had been trying to hold in. “Don’t mind her pumpkin, the two of you are two peas in a pod. I was looking over a story she wrote the other day, and the entire thing had maybe three sentences. No commons, ample use of the word and. Maybe when school starts up Charles and my sister can pool money to hire a tutor.” She said pulling the car into the driveway, still mystified at how Bailey got that answer. It had been a long time since she made the mathwork books with the intention of making Bailey worse at math, mostly changing around how formulas worked and PEMDAS. She couldn’t believe she put in there anything to try and convince Bailey you add zeros together like that, but she figured she must have if Bailey came up with that answer.

“Alright girls, I just want to get a photo of the two of you together inside and then I will be on my way. Leah, your father should be home shortly, but try not to bother him, he has to get ready to go out quickly.” Megan smiled at Bailey. “She is such a Daddy’s girl, always wanting his attention.”

“I will make sure she behaves, Aunt Megan.” Bailey said as he looked into the backseat and gave Leah a smile and a wink.

Coming inside the familiar house that his two friends, well ex friends really at this point. Bailey looked around, things were much like they had been, the nice expensive leather chair that Chuck liked to sit in. Next to it a pink couch that he knew folded out to be a bed. Bailey remembered when he bought that couch for Chuck. Chuck had been so excited about getting a new nice leather furniture set, but after going to the furniture store and realizing how outrageous the prices were he couldn’t afford it.

It was a happy and amusing memory as he slapped his taller friend on the back and told him not to worry about buying the sofa, how he would take care of it for him. He had gotten him a leather sofa, but it was from a different set and was pink. The couch wasn’t cheap, but the look on his friend's face when it was dropped off was worth it. It had been almost two years since that day, but the sofa looked like it had hardly been used with the condition of the leather compared to Chuck’s favorite chair.

Sitting down Bailey smoothed out the tight pencil skirt as he sat down and crossed his legs. He gave a warm smile to Leah as she sat down next to him. Liam had always been a little smaller than him, but seeing the man dressed up in a gown that would have fit right in back in the forties to sixties it was hard to see the arrogant man in the demure girl, who looked like she would rather crawl into a ball and be alone than pose for a photo. “Scooch a little closer Leah, and pull your feet up on the couch and to the side. Okay girls, put your hands on each other, perfect.” Megan said snapping a few photos. Sending one off to Bailey, another to Charles.
Please log in to view the image

“Okay you two have fun tonight. Leah make sure you are a good girl for Miss Bailey and Bailey prove tonight that you can be trusted or next time I will ask Candi to watch you both.”

When Megan left the house Bailey locked the door behind the woman, then leaned his back against the door looking over to Leah. “I love my Aunt, but sometimes she can be like a little much right?”

Liam nodded, but only slightly. He looked around the room to see if she left a video camera or some other type of recording device. Liam wouldn’t put it past her to set something up just to catch him saying something not appropriate. While he found nothing, the lack of evidence didn’t mean there was nothing to find, so he kept his words to himself. Liam had literally never been babysat before, let alone when he was pretending to a teen girl. “What do we umm like do first, Miss Bailey??” He added the like to his question, trying to imitate the bimbo in front of him, remembering what Miss Megan said about fitting in so she didn’t suspect anything.

“First of all you only have to call me Miss Bailey when one of the silly adults are around. You are like only two years younger than me, so this is less like babysitting and more of two new friends getting to know each other and having fun!” Bailey said with excitement back in his voice.

“Tonight we are going to paint each other's nails. I picked up some new ones at the store the other day that I thought were super cute. Here let me show you.” Moving over to the backpack Bailey pulled out a bag and from it he held up three different vials of nail polish. “This one I think will look soooo adorable on you! Pink with silver glitter mixed in, oh my gosh I can’t wait. You love it right?!”

It took extra effort to keep up with Bailey, she was talking much faster than he was used to. She was talking to him like he had seen her talk to her hot blonde friend Candi. “Adorbs, I just can’t wait!” He wished he could wait, wait this all out in some bunker somewhere.

“Oh, Oh! I have more things in my bag, I have some coloring books, I just love to color. I also brought over some movies.” Liam watched her pull more and more out of her backpack, one of the coloring books looked like it was meant for a child around the age of five, then another looked to be an adult coloring book, but those were the only two he saw of the stack of four. The movies she laid out on the table were Sisterhood of traveling pants, part one and two. The third movie was Mean Girls, none of them were even a slightly good option.

“I almost brought over the Captain America movie that came out a few years ago, but Aunt Megan told me how you didn’t like action movies. You like need and I mean NEED to watch it. You will lose your mind when you see Chris Evans without his shirt on it, but I figured for our first night I would bring over things I knew you would totally like.”

“You could have brought that or umm like any of the Marvel movies over.” Bailey smirked, putting his hand atop the small pile as he leaned closer.

“I mention a shirtless cute boy and suddenly I have your interest. Girl after my own heart.” Talking like this had always been something he had to do, but now Bailey found himself doing it for a different reason. He played up who Liam thought Bailey Ann Best to be in order to push him to act the same way. Most of the time when he actually realized he was acting like this he wished circumstances didn’t make it a necessity and he was set on making Leah walk down the same path he had to.

Raising his hand at the elbow Liam waved his open hand to the left and right like saying yep look at me. “Yep you got me, what girl doesn’t have a weakness for hot men without their shirts on.”

“I know right!? Tomorrow a bunch of us are going to the local water park and there are hunks like every where! Auggy, my boyfriend says it doesn’t bother him when I look, but he is always following me around like a puppy dog so I know it does at least a little, but not like I can stop.

“You ahh, you have a boyfriend?” Liam asked surprised, he didn’t recall her mentioning she was dating anyone but him, well they only went out the once, but with what they did there was no way she was in a relationship unless she was a slut.

“Oh yeah totally, but like kind of. We aren’t like official official, ya know?”

He had no idea what that meant, but still nodded assuming girls her age had lingo he just wasn’t familiar with. “Totally.”

“Yeah so like we are going there with Candi and her Ry, I mean Ryan. She is actually like with him now and…” Bailey trailed off for a second realizing he lost track, he was talking about people Liam would know, but Leah would have no clue. “So like let me backup. Candi is my older sisters, but not really but totally acts like it. She can be a total brat, but I love her to **** and she is always trying to cheer me up and gets me gifts when she shouldn’t. So like the four of us and Jeremy who is one of our friends that we met that the mall, oh my god he is the best friend a girl could have. He doesn’t try to hit you, and is like okay being just friends, plus, plus… his Mom owns a shoes store that has the cutest heels in it at the mall. The first time…” Bailey was rambling on when Liam interrupted by talking over him.

“You are friends with Jeremy?” Of course they were friends, the boy was sitting with them the first time he sat down with Bailey and Candi, but with how shy the boy was he figured he wouldn’t even make it to the friend zone, but it did sound like he wedged himself in there firmly with how the rambling girl was talking.

“Wait, do you know him? You do, you totally do! You are blushing OMG, do you have a crush on him!?”

“NO!” The strong and quick rebuttal caused Bailey to move over to sit next to the embarrassed feminized man, so happy to see the red come to his cheeks.

“You do, now spill unless you want me to call him on speaker phone right now and ask about you.” Liam closed his eyes and slumped his head forward. He did not want Bailey to find out they had kissed, it didn’t matter if it was on the cheek or not, it happened multiple times along with walking along holding hands like a couple. If he told the girl a little bit of information he could at least omit things.

“Miss Megan and I were shopping and we went into the shoe store, she is friends with the owner.”

“Oh yeah, they are like almost bffs at this point I think.” Liam nodded before continuing, wondering if Candi and her always interrupted one another when talking like girls do or if it was just Bailey.

“Well umm he helped me with my shoes.” Liam pivoted his heeled foot around, thinking about removing the uncomfortable footwear. He almost did, but thought it best to wait till after Daddy… Chuck came and left. He had been such a pain lately.

“They are soo cute, Jeremy picked them out? I can see why you have a like him.”

“I don’t like him! We just went out on one date.”

“OH MY GOD! You went out on a date!?” Bailey brought his long nailed fingers up to cover his open mouth like he was in shock at the news.

“Just one date, it was ahh like nothing and he might be coming to Church with Miss Megan and I on Sunday.” Liam found his face still burning with embarrassment. This girl and him had been intimate, he had fucked her more than once and here he was telling her about going on a date with a boy while he sat down next to her in a dress and heels.

“Church? You are going to church with Aunt Megan? That is amazing, like you have no idea.”

“Why?” Liam asked, afraid of the answer.

“Cause at like this point we go as a tribe, the priest or pastor or whatever can be like totes boring, but I think he is sweet on Nana Connors.”

“What? Who?” Bailey rolled his eyes like it was knowledge everyone had. “Connors, like Candi. Her Nana kinda adopted me, but also like not for reals for reals. She is super nice when she isn’t being all strict. You are lucky she isn’t babysitting because that old woman throws down.”

“Okay…” All Liam could picture was an older version of Candi yelling and threatening to spank him like Miss Megan did.

“Sooooo speaking of cute boys without their shirts on.” Liam shook his head slightly trying to figure out what thought train they had jumped to. “Why don’t you come along tomorrow? Candi and I are like already pairing up, so this would be perfect it could be like one big group date!”

“Ahh like umm can’t sorry, my Daddy needs me around the house to clean.” Bailey looked around the living room taking in the finer details of the dust and beer bottles laying about. “Oh you can totally clean up tonight and I will talk to your Dad for you and if he says no I will ask Aunt Megan, I bet she would have your back.”

“I bet she would… wouldn’t she.” It wasn’t a question, the second Miss Megan heard about this opportunity she would insist upon it. What Liam didn’t know was that Megan already knew about the day at the water park, Bailey bringing it up right after finding out that the two had gone out on the date. Originally Bailey had made sure to invite him to be a fifth wheel to keep August from getting too physical.

When Chuck came home from work first his eyes focused in on Leah, his brother pretend daughter he reminded himself sitting on the floor with her legs pulled to the side with her hands on top of the coffee table in front of the couch. A smile on the girl's face as Megan’s niece painted her nails with a glittery pink polish. The second thing was how the room looked and smelled much cleaner. No trash laying about, the surfaces looked wiped down and he was pretty sure what he was smelling was the cleaner Pledge. “Hey girls, looks like you are having fun.”

“Hi Daddy! I would like totally come up and give you a hug, but I think Bailey… Miss Bailey would throw a fit if I messed up my nails.”

Chuck nodded a little. “Well they look pretty. How are you holding up Bailey? After…” He looked into her green eyes as she turned to look at him and words failed him. Just like he did to her on that night, he could have protected her from his brother. Most of the time it was easy to fully blame Liam for what happened, but looking into her eyes now his mind relived the moment she looked up at him pleading with her eyes.

“Everything is okay Mr. Summers, but would like it be okay if Leah came with the water park with me tomorrow? We are having a lot of fun with each other and I thought it would be like super fun if we got to hang out together.”

Chuck was about to tell the girl he didn’t think that would be possible, being a bikini would be a big risk, but again as he looked into her green eyes he got that same overwhelming feeling of guilt. “I think that would be okay. And umm you didn’t have to clean up around here.” He run his fingers over the back of his neck as he looked around at the room again. “I have been meaning to be a bit less lazy and tackle that.”

“I didn’t do a thing, it was all Leah! She said how she wanted to be a good girl so like you would be in a good mood before I asked you about tomorrow. It is just the living room so far.”

Chuck made eye contact with his fake daughter, the girl was giving him an uncomfortable smile. “Well I do appreciate it Leah, thank you and thank you Bailey for being a good influence on my daughter.” He was about to walk towards his bedroom, he didn’t have time to take a lunch today and was really looking forward to the ossobuco Megan has promised him for the home cooked meal. Thinking of food he turned back to the girls.

“Leah did you have lunch today or a shake?”

“Just two shakes today Daddy.” Miss Megan had shown him pairs and bananas he could have, but as hungry as he had been he didn’t feel like eating a thing. Considering when she offered them it was right after she had him use the dildo and the taste of his own cum was still in his mouth. The only good thing about having braces was the excuse to constantly brush his teeth and make sure flavors like that were fleeting.

“Bailey are you a vegan too?”

“Nope, not me, I like sometimes am a vegetarian when my older sister is ordering the food, but I totally love meat.“ Everyone had different but similar thoughts to the statement. Bailey internally groaned wishing he had phrased that differently, but had to keep a placid smile like always. No sense in acknowledging it. Liam smirked thinking someone's meat was exactly the type of thing she loved. While Chuck wondered if the teen knew what she was saying. Was it ignorance? Was she trying to flirt? He gave a silent prayer hoping she wasn’t trying to flirt with him.

“Okay, so two small pizzas, one vegan and the other meat lovers?” Bailey’s mouth watered thinking about getting a real pizza. Once upon a time he could sit down and eat a large by himself, but now he knew the small pizza would also give him leftovers he could bring to work tomorrow for lunch.

“That sounds perfect Mr. Summers!”

“Vegan pizza, sounds yummy.” Liam said in a hushed tone. On one hand he should be happy to be getting a real meal, a small pizza all to himself was practically a windfall, but his mind had already made up its well mind on what a vegan pizza would taste like. He thought about asking Bailey for a slice of her pizza, with an excuse of wanting to just try it, but then again he thought about the potential of Miss Megan listening in or even watching.

As far as his life went, the rest of the night wasn’t that bad. It wasn’t good, nor was the pizza. Liam wasn't’ sure how people eat that stuff. At one point Bailey tried tempting him with a piece of sausage, saying to come to the dark side where there was meat. He of course would have snatched it from her hands and the rest of her pizza if he could. She had only eaten two slices and didn’t even eat her crust. She ate like a freaking bird, but after spending so much time with Miss Megan, it felt like a trap.

More than once he considered bringing up himself… his uncle, but every time fear won out. Like bringing up the topic of himself would make her be able to see through how he looked now. So he didn’t bring it up, he painted her nails and then did it again with her guidance after he did a poor job. When he took his heels off and complained about the price of beauty Bailey let loose a laugh full of mirth.

“That is so true! Though your heels are so cute and sooo worth it. Here let me show you some things I do everyday so your feet don’t hurt as much.” He was all for anything that would make his feet throb less in pain. He did take note that when she removed her shoes her big toes, and pinky toes were pointing in towards the others. Liam though she just had feet naturally made for wearing heels, having no idea the torment Bailey went through and what was in his near future.

“See you just sit like this with your feet pointed down under the couch like this and it can really help, but also I have like an exercise I do. Here stand up and let me show you. They are called ballerina exercises.” Liam watched the girl show him how to do simple leg lift exercise. “So like you do this twenty times everyday okay?!”

“Are you giving me homework?”

“I’m helping you silly.” Bailey said, pulling Leah into an embrace, pressing each of their breasts together. “So you just do as Miss Bailey says or I will get my mean old Aunty to come after you.” Bailey let loose a giggle before letting go, acting as if the entire thing was a joke. When he knew exactly what he was saying. “Now put your shoes back on so you can finish cleaning.”

“But… I just took them off.”

“A good girl never argues or complains.” Bailey had just started to say the word argues when Leah joined in like a chorus. “See you get it! Besides the more you wear them the easier it gets!”

The worst part of the evening wasn’t the pizza, or the extra walking around, or even the traveling pants movie. It was when he was alone in his room with the lights off, holding the dildo in his hand. No supposed adult was around to make him do this, Miss Megan was busy so he doubted she would be checking her phone or a video or anything and she didn’t specify he needed to do this tonight and if he did Bailey might hear him being… enthusiastic. He could get away with it, he was almost sure of it, but if he was wrong then he was positive there would be more than one strike. Taking it in his mouth he moaned, but tried to do it softly, like when he tried to be considerate when he brought a chick home.

Any time he thought he heard the slightest noise outside his door he stopped and went to hide the dildo and his erection, but at no point did anyone open the door. It didn’t mean Bailey didn’t hear something, but it was a small miracle that she didn’t walk in on him when the dildo was slick with his own cum as it slid into his open mouth.

After sending off the video he didn’t wait for a response, just pulled the comforter over himself and slipped off to sleep, feeling exhausted and more than sore in a few places. He briefly came to consciousness when the bedroom door opened and the light from the hallway came into his room. Liam closed his eyes again as he saw it was just Daddy, he felt a kiss atop his head, and then slipped off back to the world of dreams before he heard the door close.

What's next?

Comments

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