Chapter 18

Breakfast was meager for Liam, he had a shake and an apple, with the promise of a handful of almonds if he was a good girl that morning. Then it was back to practicing his walk and he was well aware she was making him like he was on the prowl, much like how her niece walked. Thought of standing behind Bailey as she walked distracted Liam just enough that he almost skipped checking himself out in the mirror. One foot in front of the other, move my hips, heel toe, heel toe.

The lessons continued with him learning the supposed proper way for a girl to sit, smoothing his skirt, keeping his legs together. Crossing his legs at the ankle and at the knee, that one felt rather uncomfortable and because of that Megan had made him practice it over and over again. “Alright Leah, I am going to give you a list and I want you to put it in the order of importance to you. Everything on the list is something you love, you just have to decide how much you love one thing over over another. I even filled out the number one spot for you.” Megan said, handing a piece of paper she had just gotten from her home printer.

Gee I wonder what kind of bullshit he put on the list he thought, taking the paper from her. The number one spot shouldn’t have been a surprise, apparently the thing he loved the most was heels. Below that read, Makeup, Boys, Dresses, lingerie, pretty nails. With a smile on his face he looked up at Megan. “This is a great list Miss Megan, should I start on this now?”

“I want you to think about it first. We have some things to do today, and I know you are going to be excited about it. We are going clothes shopping! You think about the list and when we get there you can tell me your list.”

“That sounds just wonderful Miss Megan!” Liam said with a large smile on his face as he thought about how he would rather spend his day covered in oil overhauling an engine.

Still holding the piece of paper in his hands, Liam looked down at his body. The breasts on his chest were just as perky, with the nipples just showing through the dress, he knew the skirt clung to his ass, but at least the pain from them pumping whatever it was into him was gone. His teeth still felt uncomfortable though.

“Miss Megan, can I ask you a question?” He still had two strikes, he wasn’t going to get that third because he didn’t want to go out and let anyone see him like this. It was only a matter of time, but he wanted it to be as far off as possible.

“Not now dear, I do appreciate you asking though. Go ahead and pick up your purse, and think about your list.” So far every time Liam had asked permission she had granted it, but Leah needed to learn that sometimes the answer would be no.

“NO? I asked just like you told me I had to!”

Megan tilted her head slightly as she looked at the feminized young man, touching her her finger to her lip for just a second. “Raising your voice, that violates being seen and not heard, that is one. You talked back, arguing with me that is two. Pull out your book Leah, you earned two strikes for that outburst.”

She watched as Leah’s eyes opened wide, realizing the ramifications for what was just done. She was so happy Liam was predictable, mostly… she amended. “We will discuss your punishment when we get back from shopping, but I am willing to forgive the next strike for something lesser like we did this morning. I warn you though Leah, if you accept the lesser punishment and don’t follow through you will get two extra strikes. Now I have had just about enough of your backtalk and attitude, I know you are a teenager, but you will mind your manners. Now nod your head yes or no about my offer.”

She had been making him ask permission to just ask a question, it felt like it was a formality for her stupid game of control, he hadn’t even considered her saying no. Be smarter Liam, she is doing all of this on purpose to mess with you. I need to be good, I need to be a good girl for her or things could get bad, like tied to a chair and giving a blow job to Lucus type of bad. Liam nodded quickly to her offer, the phone call was embarrassing, but having to do things like use a dildo and act like he was loving it was so much worse.

“I do like it when I see you have a good head on your shoulders Leah, and I promise everything I do is to help you be the best girl you can be. Now when we go to the mall if I see a boy around your age I will ask you to flirt with him. Keep in mind if you don’t you will be punished, I’m thinking you need to start to learn about what it feels like to do anal.”

“Flirt with boys!? Anal!”

“No dear, flirt with boys I point out or you start to learn about anal. Leah you need to keep your head out of the gutter, you arn’t going to sneak off and have boys fuck you at the mall. I swear Charles is raising a slut. Now move along and get your purse, chop chop.” She said clapping her hands together twice. She enjoyed seeing Leah move into action down the hall to retrieve the purse. Her smile grew a size seeing the apparent teen girl stop to look at herself in the mirror, just as she had practiced before retrieving the item and then again on the way back. By the time she was done with Liam he would be checking himself out on any reflective surface Leah passed.

“One last thing before we go, you are going to need to tuck that little thing between your legs back.” Without much warning Megan pulled up the white dress and pulled down the panties, exposing his dick. “First we push these little marbles up to where they came from.” Liam let out a small yelp feeling her manhandle his balls.

“Then we pull this little thing back and pull your panties back up. See, just like that you have a smooth front like the other girls. I have something coming in the mail today to help that stay tucked away, unless you would rather everyone see the bulge in front of your pretty dress?”

“No, Miss Megan.” This was all bad enough, but he didn’t want everyone to right away see through all of this, thinking he was some kind of sissy freak. It was going to be bad enough when people did find out, he didn’t want it to happen right away.

Pulling into a parking spot at the mall, Megan removed her seatbelt before looking over at the passenger seat. Liam sat with his legs crossed at the ankle like she had taught him, while holding the piece of paper she gave him earlier and biting a fingernail on the other hand. A habit that wouldn’t last long once she got Leah nice acrylic nails. “Have you figured out your list Leah?” She always tried to use Liam’s new name as much as possible, wanting it to sink in who he was now.

“I umm think so.” He said, frowning for just a few moments before correcting the mistake, and hoping she didn’t notice. “Number one like you said is high heels, and then number two is kittens. I know they aren't on the list, but they are just so cute and I love them! He looked at the list to see if Megan was good with his addition. He did like cats, they mostly tended to themselves and hearing them purr when sitting next to you was calming, but saying kittens sounded well girly and he was hoping to earn a few points to knock off some of those strikes he had or maybe get some leeway. The threat of having the dildo shoved up his ass had him freaking out.

“Do you think you are responsible enough to take care of a kitten?” Liam blinked his mascara covered lashes at her a few times. It wasn’t the response he was expecting at all, but while he added it to the list he did not want her getting him a cat.

“I am, but Daddy would never let me get a pet.” The rule was to always smile, but he felt it was worth taking the risk, and pouted. Sticking out his puffy bottom lip to look like the idea upset him.

“Hmm, if you are good I will talk to him about that for you. After all a good girl deserves to be treated like a princess and princesses get gifts. Now what is next on the list?”

“Umm High Heels, Kittens, Makeup, Dresses, Pretty Nails, lingerie and then boys.” He wasn’t sure if this was just to mess with him or if she had a specific order in mind.

“I’m surprised as boy crazy as you are wanting to practice on the dildo and thinking about a boy taking you from behind at the mall that boys would be last on the list, but good for you prioritizing yourself before a man. Though it does make certain sense, you want to look your best for boys after all.”

He kept a smile on his face as she somehow made putting boys at the end of the list seem like the goal of the other items, but her words triggered something in his mind. A good girl always looks her best. The thought came unbidden after repeating it so many times.

“Alright, let's go shopping!” Megan said getting out of her SUV and escorting her prisoner into what amounted to a chapel to shopping.

The mall didn’t have many people in it this early, but with each of his or Megan’s steps on the tile floor he could hear the click on their heels. Each person Liam did see he searched their face to see if they could see through the disguise, but with his chest bouncing in the dress from the lack of a bra he didn’t really need to worry. He was just following Megan, feeling his anxiety go up a few notches every extra minute he was here out in public looking this way and hadn’t noticed their destination. It was a lingerie store and he stopped in his tracks before its threshold. “I know lingerie isn’t number one of your list Leah, but we can go shoe shopping after. First we needed to get you fitted for a bra, it isn’t very decent to go around without one.”

Megan took his hand, only having to pull for the first few steps. Walking inside she pointed to a few different things, making him feel the material and comment on how much he liked one over another. When she spotted an employee she again took his hand and started toward her, while Liam’s eyes started to bug out.

“Miss Megan, Miss Megan!” He said in a rapid whisper, he was thankful when she stopped. “I know her! I mean I dated her, she knows me!” Megan looked over her shoulder at the young woman maybe in her mid twenties. Blonde, hazel eyes, a little taller than her and with a chest that would definitely be causing her back problems in a few years.

“Leah, somehow I doubt that she will know who you are unless your uncle introduced you to her and she was more interested in spending time with a sixteen year old girl than her date. Now stop playing pretend, you need to be fitted for a bra.”

“Excuse me, Vivian.” Megan said seeing the woman’s name tag. When the blonde turned to look at the two approaching, Liam took a half step behind Megan to try and hide himself. Already he could feel a blush coming on from embarrassment. He had slept with this girl, a few times before dumping her and here she was looking at him wearing a dress and heels.

“Good morning! How can I help?” Seeing her white smile made Liam think back to the last time he had seen it, they were laying in her bed and had just come up from sucking on his dick, a little bit of cum dripping down from the corner of her mouth. She had satisfied a dry spell and he would have kept her around for a while if she didn’t text him thirty times a day. He doubted she was smiling when he texted back saying they were done. He did thank her for the great time, but he had to quickly block her number with the wall of texts and profanity she sent back.

“I hope so, my boyfriend’s daughter here…” Megan turned around and pushed Liam a little bit away from her. “Leah, don’t be so shy it is just us girls here. She has had a bit of a growth spurt and we needed to get her fitted for a bra. Her father is hopeless about these sorts of things and I bet he would be almost as crimson in the face as Leah here.”

“Aww, I would be happy to help, and needing a new bra is nothing to be embarrassed about. My name is Vivan, but you can call me Viv if you like, all my friends do.” Liam started to shift from one foot to the other, looking over his shoulder at the way out back into the mall.

“Say, you look a little familiar, have you come in here before?” Liam shook his head, causing his hair to dance about.

“No she is new to the area, but maybe you have had a run in with her father Charles Summers, or her uncle Liam.” Liam stopped breathing as a spike of terror came through him. That was it, a girl he had fucked and dumped was going to see him crossdressed and with breasts.

“Summers?” Vivian gave the girl in front of her a careful look and realized exactly why she looked so familiar. She had a striking resemblance to Liam, that pig who said how he had never felt this way about someone before and how he didn’t believe at love at first sight, but seeing her… Vivian gave a small nod to herself to stay in the moment. She had sworn to key his motorcycle if she ever saw it at the bar again, but this girl was not at fault for what her shit bag uncle did. “I have met your uncle before.”

Liam felt Megan put a hand on his shoulder and give it a little squeeze. He was starting to feel light-headed, but still he didn't dare move, or even breathe like such a thing would keep her away and who he was a secret. “By the look on your face I can tell you have had the umm shall we say pleasure of meeting him. I don’t know if this makes you feel any better or not, but Charles has told me he has left town. Something about pissing off a woman who planned to rip off his balls so he could see how the fairer sex lived.”

“You know, I shouldn’t wish bad things on anyone, but I do hope she gets her hands on him.” Liam took a deep breath of air, then another, feeling relieved she hadn’t seen the truth.

“Oh, I’m sure whoever she is she will get him well in hand.” Megan punctuated the statement with giving Liam’s shoulder a light squeeze.

“Are you okay honey?” Vivian asked, seeing the girl taking deep breaths, realizing she had just been talking bad about her family. It didn’t matter if someone was a bad egg, family was family and she probably had no idea what type of man he was. “I’m sorry, I didn’t mean to speak badly about your uncle.”

“Vivian, I promise you she will be okay and you don’t have a thing to apologize for. Leah had good reason to be angry at him too, when he left he not only didn’t bother to say goodbye, but he stole most of her possessions. I’m guessing he sold them for **** or ****. Poor thing, just one of the reasons we are here today. We have to get her a whole new wardrobe, she only has about two outfits to her name.”

“Oh I am so sorry Leah!” Liam found himself looking directly into her pretty hazel colored eyes as she gave him a hug. The girl had always been touchy feely, not something he minded when she was pushing those large tits into him, but now he felt them rubbing on his own and it was not a welcome feeling. “He is such a pig, how could he do that to such a sweet girl!? Stealing from his own niece, how low can one go. Tell you what sweetheart, today I will be using my employee discount for you and…” She trailed off as she let go, looking over at a clearance rack. “Maybe a few things you get today can be incorrectly marked for the clearance bin.”

“Vivian that is nice of you, but not necessary.” She had spent the money from Liam’s account already, but she had the credit card from Charles’s wallet, not to mention the money from the sale of the bike coming to her.

“No I insist, it is the least I can do. Helping someone that pig has wronged will be good for my soul, so it isn’t just about you. Please, let me help Leah. I can see why she is so embarrassed to be here, having to restart her wardrobe all over again. You come with me into the changing room and I will get you measured, and I promise you that when you leave here today you will have enough clothes to fill up some of your drawers!”

He really did like seeing her smile, it always seemed to be genuine, but this time it felt like the pretty sight was backing him closer to an edge.

He already knew he was a C cup, or at least that was what the people said when they inflated him like a balloon. Vivian confirmed it, but said it in a way that made him feel worse about his chest. “Looks like you are a C cup, I was about the same at your age. My sister though, flat as a board till she was fifteen, now she is a little smaller than you and if you keep growing like I did I promise you the boys will never leave you alone.” Vivian let out a series of giggles, her smile growing as she did. Liam couldn’t see how that would be possible, unless Megan took him back to that place and filled him up more, but that was supposed to be temporary; he would never look like Vivian with her E cup tits.

When they left the store Liam was now the not so proud owner of two bras with a plunge cut, three pushup bras, two sports bras, one demi, three balconette, and two strapless. Thirteen bras in total, and enough panties to fill up half a bag. Then Megan had made sure he had things to sleep in. Five babydolls, three chemises and two teddys, he wasn’t sure what sixteen year old would dress like this, but Vivian seemed more excited to pickout the things Megan suggested than Megan herself. He thought most girls just wore panties and a t-shirt to bed, but considering Vivian didn’t say anything about it he figured he just didn’t really know.

“Now that we have your foundation garments we can work on the rest. I think there is a kiosk where you can get your ears pierced, then we can head to Shoeaholic.” He already had the upper ear pierced on his left ear, not that he had something in it right now, but he was sure she would fill that spot along with getting him some more piercings. It was okay he told himself, he can pull off the rocker look. When this is all over having his ears pierced wasn’t going to be a big deal, but with each additional thing she did he felt like he lost a little bit more of himself. Glancing down at his chest, now encased in a pushup bra that made the C cup breasts seem as big as Megan’s, he felt some changes took a bit more of his old self than others. At least this last one had him feel a little more comfortable with the weighty things being supported, but he wasn’t sure how girls dealt with the bra straps digging into them all day.