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

Chapter 19 by shadow0101 shadow0101

What's next?

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.

Please log in to view the imagereference

Please log in to view the imagehttps://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.

What's next?

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