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Chapter 19
by shadow0101
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Getting ready for the night
I stepped into the shower, letting the warm water cascade down my body again. As I lathered myself with soap, I closed my eyes and let my mind wander to the night ahead.
What was my intention with Chad- to explore how far I was willing to go. The burning desire I had since this morning never left, and i knew it was an itch only he could satisfy.
Thinking about where the night may lead us, I had to let one thought that had been lurking in the back of my head come to the forefront. I had to be ready for anal - and doing that meant being loose.
I reached behind myself, feeling the curves of my buttocks, and began massaging the area around my anus. I bent myself forward and let one finger slip in. There was that pain of resistance at first, but then the familiar feeling of pleasure returned. I felt myself getting harder and harder as I toyed around with the sensation, slowly increasing the pace until I was leaning against the wall, stretching myself out with 2 fingers while my other hand explored my body, pinching my nipples as I let out a small gasp of pleasure.
The combination of sensations was too much and I felt myself come to my third orgasm of the day.
As I felt myself coming down, I couldn’t help but notice this paled in comparison to my first two.
.
.
I spent the next few minutes cleaning up the aftermath and stepped out of the shower, drying myself before making my way to the bag Stacy gave me. Unpacking it, I saw the clothes that she promised, yoga pants, athletic tops, leggings and other things I could use for the gym. Beneath that was all the things I told her not to pack, the pink sweater/skirt pair from before, some crop tops, shoulder-less blouses, even more skirts.
I made a show of not wanting to try these on to preserve my image for Stacy, but truth be told, I was really excited and very glad she included these, I just didn’t want to wear them outside the room…or for anyone else except Chad...yet.
And she also packed a few wigs she used for cosplays in the past- for brunettes,, raven haired women and blondes. These would totally make me totally unrecognizable.
.
And beneath that was the bra that Stacy mentioned, to be used as padding to really sell the act. But lying next to it, I saw something that piqued my interest. I picked it up and examined it- It was a panty with matching lace pattern.
Did Stacy accidently include this in her mad grab for clothes, or was it on purpose?
The more I looked at it, the more enticed I became “It was probably a mistake…and it’ll just be awkward to return her panties. Might be better if i keep them…and if I keep them…it would be a shame not to wear it” I muttered softly to myself.
I dropped the towel and stepped into the panties, feeling the soft fabric rub against my legs. Bringing them up, I felt the back sinking between my cheeks, while the front tightly but comfortably held my shrunken bulge. I then picked up the bra and buckled it around me- Stacy taught me how to clasp one randomly one day when we were hanging out in her room. I smiled fondly, remembering how I thought it would be a useful skill to use on a girl one day, never imagining it would be so handy for myself
I then put on the wig, choosing to go with the raven hair color with bangs and a length that went to my upper back. Looking in the mirror to admire my handiwork, I was unrecognizable.
With my shrunken clothes, I could easily pass for a girl, but you could tell I was a guy if you really looked hard. With the clothes Stacy gave me earlier, You’d never guess I was a man unless you knew who I was and that I was actively crossdressing.
Now, even I couldn’t recognize myself. The wig completely changed my face frame, and my body had always been feminine, but now the padded bra and underwear now accentuated the curves and long legs I always had.
But even then, I wanted to become more irresistibly, the perfect girl.
I took the makeup kit Stacy provided, and began googling what each product was and finding video tutorials on using them. Through the next hours, I learned how to use lash extenders, mascara, foundation and a slew of other products I’d never heard of before. Why girls would ever subject themselves to this painstaking practice was beyond me….until I set down the final tube of lip gloss and saw the finished product.
reference
https://preview.redd.it/z2luwsmrwy981.jpg?auto=webp&s=f71122d7473e1f8818eeacee8389b69eb2ffee18
Stacy was right. Before, I had been hot. Now, I was drop dead sexy. I stood in front of the full body mirror and admired myself. There wasn’t a hit of masculinity on my face, just raw femininity oozing with sex appeal. My body tingled just at the sight before. I wasn’t a model, but this was definitely a face and figure that boys had wet dreams over - this was me. I could barely contain my growing arousal, and looking at the clock, I saw Chad was set to arrive any minute now.
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Becoming His Girl
College is a place where we learn new things about ourselves, and your roomate is a good teacher.
You're entering college excited to finally have freedom away from your parents. Hooking up with the hottest girls on campus was on your mind, but you begin to learn from your roommate that you might actually have more fun pretending to be one instead.
Updated on Mar 17, 2023
by shadow0101
Created on Nov 18, 2022
by shadow0101
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