Tug of War 38

In addition to the walk-in closet, Timothy's new room had an attached bathroom as well, containing everything a girly young lady would need. It had white walls and marble floors, flower pots everywhere, a large mirror, a cabinet full of women's beauty products, and even a big bathtub, which also was something completely new to the boy. 

Getting closer to the bathtub, he noticed that it was filled to the brim with water and bubble foam, and there were some aromatic candles on a nearby stool. He touched the water with his fingertips, and got surprised at how pleasantly warm this felt. 

Well, it can't be so bad, he thought, starting to get undressed. 

When he finally got into the tub, he couldn't help it but let out a groan of contentment. Yes, it felt even better than he had expected. So delightful… In his still sleepy state, the boy's mind began to wander and he wondered if he would ever again get satisfied with a simple shower after such an experience…  

After a few minutes of just relaxing there, he finally got a soft sponge and started rubbing all over his body, from his neck to his toes, making sure that every bit of his soft skin was getting enough attention, including his "breasts". Timothy was still having a hard time getting used to those forms attached to his chest, but not even them were able to bother him at that moment. In fact, looking down at his body, with his "girls" over the waterline, was a very sensual experience – So sensual that he wondered why his member down there wasn't getting as hard as it used to get... 

Maybe that was because it had spent almost twenty-four hours straight being crushed by a gaff? It was hard to say for sure, and Timothy would surely be a lot more concerned about the issue had it not been for the fact that he was feeling so relaxed…

"Tiff, honey, are you finished with your bath?" he heard his stepmother asking from the bedroom, and got alarmed. 

"Almost, mom!" he cried out, coming back to earth. He was enjoying the bath so much that he had completely lost track of time. "I'll be there in a minute!" 

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"Oh, here you finally are, princess!" Susan exclaimed when Timothy returned to his room. The woman saw satisfied that her stepson had wrapped the towel around his chest, exactly like she had taught him. "You took a long time in the bathroom, sweetie. We women are all the same, I guess… It seems like you really loved taking a bath, didn't you?"

"Y-yes" Timothy admitted, blushing.  

"You don't need to be embarrassed, honey. There's nothing wrong with indulging yourself a once in a while. And trust me, you'll experience many of those little pleasures now that you're a girl. I fear you'll get so hooked to your new lifestyle that you'll find it impossible to go back to being the old you" the woman giggled. "Don't look at me like that, young lady. You agreed to be treated like a girl all the time, remember? You even begged me to push you harder if I felt you were going to… how did you put it? Oh yes… chicken out! So now I say it's time for you to embrace your femininity. Let's get you ready for school."

The first thing Susan handed Timothy was a new gaff to tuck his private parts once again, and then a set of lace lavender lingerie. Next, she tied a corset around his waist, making sure it was tighter than ever. 

"Take a deep breath, darling" the woman said. "I'm sure you want to look flawless for your official debut as Tiffany, don't you? The other girls will be so jealous of your slim waist... Oh, and the boys won't be able to take their eyes off you!" 

Timothy then looked with concern at the outfits his stepmother had set aside for him to try on. There were at least five of them, and everything looked extremely feminine. 

"Since this is my first day as a girl, wouldn't it be better for me to wear something simple, mommy?" he asked, pouting. "You know, maybe a T-shirt and a pair of jeans would…" 

"Absolutely not, silly!" Susan shook her head vigorously. "You need to make a good impression today, and I can't picture a girl like you wearing pants so often, anyway... So be a good girl and put on this white top with that pink skirt. I think this will be a good outfit to start with..." 

An hour and many tops, skirts and dresses later, Susan finally decided for a pink off-shoulder knit sweater (which forced the boy to change his bra to a light pink strapless one, with matching panties, of course); a navy blue and white pleated mini-skirt, so short that Timothy knew he would have to be careful all day long not to show off his underwear; white knee socks, and black 3-inch Mary Jane heels.

Next, Susan helped the boy to style his hair and put makeup on his face, and then chose some rings and bangles for him. She just lamented the fact that his ears weren't completely healed yet, which meant he couldn't change the little studs he was wearing. 

"So, what you think, sweetie?" the woman asked, placing the boy in front of the full-length mirror. "Don't you look like a living Barbie doll?" 

Timothy gasped facing his reflection. It was worse than he had feared. The checkered pleated skirt, knee socks and Mary Janes – along with his bleached hair and immaculately made up face – made him look like the perfect stereotype of a frivolous schoolgirl. 

There were girls like that at his school, of course; the popular, a little airheaded ones, who almost every guy wanted to date. The feminized boy couldn't believe that now he looked like one of them. Nothing could be more distant from his old image. Not even in his wildest dream did he imagine that this would ever happen someday!

"I... I don't know, mommy... Don't you this skirt is, like, too short? And these heels... How do you expect me to survive all day long wearing them?"  

"Oh god, I can't believe you're once again acting like a drama queen, young lady! Well, it at least fits your new persona. There's nothing wrong about your pretty skirt. You actually look very fashionable. Don't girls at your school wear skirts like this one?"

"Some of them, b-but..."

"Good! And about your lovely shoes, I don't want to hear you complaining about them ever again. A girl like the one you decided to be is supposed to love heels! I bet that in a week or so you'll be so used to them that you'll even find it weird walking in flats."

Timothy swallowed hard, apparently finally realizing how insane his scheme to get even with his father was. He began to hyperventilate thinking he was about spend the next year and a half wearing skirts and high heels all the time, and that he had been the one who had trapped himself in such a trap… That definitely was the stupidest plan ever! 

"I... I don't think I can do this, mom."

"What exactly you don't think you can do, princess."

"Everything! I can't! I just can't… be Tiffany!"

"Oh, sweetie" Susan said condescendingly, hugging her stepson. "Try to calm down, please. You're just getting cold feet, which is understandable. But I assure you that you'll be fine, okay? Isn't it a good thing you begged me not to let you give up? I won't let you down, sweetie. Tiffany is going to school today no matter what. If necessary, I'll even drag her there." 

"What?! No, wait mom! I take back what I said before! You no longer need to..." 

"Enough talk, Missy. Here, take your purse" the woman continued, handing a pink bag to the feminized boy. "Let's go down now. You're already running late" she added, ignoring Timothy's protests and pushing him out of the room. 

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"Holy crap! You look so... so..." Richard murmured horrified, when his son stepped into the living room. He couldn't understand how it was possible that the boy seemed more feminine every time he saw him. 

"I look what, daddy?" Timothy asked, smiling slyly. Despite being about to lose his mind, he got delighted seeing that his father seemed even more distressed about that situation than the boy himself. "Cute? Pretty? Charming? I totally hope you're, like, thinking something along these lines" he giggled, enjoying the despair in Richard's eyes – so much that he began to forget his reluctance about going to school as a girl, at least for now. 

"Yes, you look all that, sweetheart. Very beautiful indeed" Richard said, slowly regaining control of himself. "But don't you think your skirt is too short?" the man asked, as he checked his son's outfit once again, and his troubled mind tried to process what he was seeing. "I don't want people thinking that my daughter is a promiscuous girl!" he thundered, not sure why he did so. Was he truly starting to think of Timothy as a girl? 

No, it can't be! Richard told himself, furious. Someone who was born a man can never be a woman! This 'transgender thing' is just bullshit… A perversion of this corrupted generation!  

"Oh, daddy!" Timothy sighed dramatically, looking at his father with that petulant face he perhaps was getting a little too good at making. "You really don't understand anything about fashion, do you? My skirt isn't that short. This is what stylish girls are wearing these days" the boy concluded, hardly believing he was arguing with his father about the length of his skirt. It just sounded too surreal… and also very ironic, of course, considering that a few minutes before he had been the one complaining about that very same piece of clothing. 

"I don't care about what the other girls are wearing! You’re my daughter, and we're going to have a little talk about appropriate clothing for respectable young ladies later, did you hear me?" the man yelled, more confused than ever.  

"Whatever, daddy" Timothy rolled his eyes again. 

"Now we need to get going, though. I'll take you to school as we agreed yesterday to have that little conversation with your school principal about your new status. Your new life begins today. I hope you're happy, honey bunny…"