Waking up felt like day one all over again except this time I managed to keep my memories intact of all the crazy events that occurred last night. I could feel the bulging knot of the buttplug and the tight squeeze of the chastity cage encasing my cock. Thinking about last night was all it took for the fluffy tail to slap around against the bed covers.
I sighed, wiping away the grogginess from my eyes, and made my way to shower. Through some rather lengthy experiments under-running warm water, I found that rubbing my tail acted as a literal replacement for masturbating with the same sensation as if stroking my penis. I lingered for several orgasms before deciding to finish up while taking care to properly dry my tail. The pleasure turned addicting, keeping my arousal at peak levels without ever having a chance to dip down.
In my attempt to figure out what to wear, I caught sight of a note left behind on the dresser's countertop in Gina's handwriting. It was another list of instructions, this time more detailed than the last.
"Good morning, sissy. I hope you enjoyed last night, there's so much more to come. First things first, your second dose of medication. Once you've taken it, move on to the next step." The metallic pill container and a glass of water were sitting beside the letter. Today's dosage came out to four tablets with one of them as thick as my pinky. She had everything prepared and all I had to do was swallow them.
I held onto my reservations about flushing them down the toilet, and later lying about it to her later on. I thought about my tail being a dead giveaway if she were to press the matter and I couldn't help but reflect on the threat she mentioned in passing. That one of the benefits from the medication was to remove my need to take a dump, something that would be painful to endure were I not to take them given my new tail.
Agonizing on it any further only sought to achieve Gina's goal of messing with my head. So far there were no ill effects and I could only hope to trust her on this matter even though she didn't offer much choice, to begin with. I struggled for a hot second, swallowing the giant horse pill, and read the rest of her words.
"Good boy." My tail wagged energetically at being able to imagine her voice she would have used to praise me were she present.
"I left some clothes for you in the living room. You'll need them for today's errands, which need to be finished before I return from work." I brought the letter with me into the living room, setting it down on the coffee table next to the clothes she detailed.
I grunted at her wardrobe choice picked out for me. A one-piece dress in all light pink with thin straps, exposing my bare shoulders. The fluff and extra fabric around the chest area hid my lack of breasts, making me seem like less of a perverted crossdresser. It came together with a pair of black fishnet stockings that rose up to my thighs. The dress's skirt ended several inches above the thigh-high stockings though unlike the prior tutu came with a pair of frilly panties. They even had a hole for my tail to loop out of but didn't help with hiding the obvious bulge from the chastity cage.
My cage made it obvious to anyone who saw the panties that there was a penis underneath them. I already saw the design flaw of this selected wardrobe or from Gina's perspective the fun side of things. A single uncontrollable tail swing was all it took to place my private parts on full display.
The last article of clothing was the peach-colored, closed-toe dress shoes accompanied by one-inch heels. Staring back at myself from the standing mirror in the living room was a totally different person. I hardly recognized myself with my hair flowing all the way down to my buttocks. The brown highlights matched my wagging tail that was constantly displacing my skirt every which way possible.
I glossed over it earlier but I noticed something peculiar during the process of fitting on the fishnet stockings. It had to do with the toned muscles I worked so hard on every day. Their density reduced, shooting down to smooth features. It really was a different person staring back from the mirror as my legs turned petite and my arms flat with a soft jello-like flab to their touch.
My overall frame stayed the same with the only thing odd being my wide shoulders. This had to be one of the other side effects of the stupid medication. There was currently no point of having a skirt with the way my tail was behaving from all of the fear that settled in. I was only on the second dose and there had already been such a drastic transformation to my figure.
I couldn't understand how all of this was possible without enduring any permanent damage and quickly shed the thought as to avoid spiraling into a state of hysteria. I took a deep breath, closing my eyes and turning away from the mirror before opening them again and returning to the letter.
"I bet you look adorable, I can't wait to see you tonight. On to your tasks for the day." There was a space between her writing, "Visit our salon and ask for Mia, she'll know what to do when you arrive. I also want you to visit the grocery store to make dinner for us tonight. A plus for something delicious."
The last line was her extra stipulation to ensure I didn't cheat on anything. "Be sure to take photos of yourself throughout the whole day, I want to see your slutty selfies later on." Having to use my cellphone to take pictures made it so that I couldn't do any of these activities without wearing the clothes she set out for me.
I thought about the best way to tackle her game plan for the day. I figured it would be best to visit her stylist first in the hopes that she could make me look less like a crossdresser and more like an actual girl. Only then would getting groceries for dinner be somewhat less taxing without having to worry about everyone's possible attention.
I knew exactly the salon she referred to, having passed it many times on my way to the resort's gym. It turned into a ten-minute walk from the unnatural route taken the whole way there. Not only did I hold down my skirt on both sides but I made sure to wait for the all clear before rushing from one checkpoint to the next. All of this to avoid any unnecessary set of eyes. The last thing I needed was someone from last night to recognize me. I'd die from embarrassment and never be able to finish the assigned tasks.
I couldn't help running into people once at the salon's front entrance. There was tons of traffic for a Thursday, luckily for me many of them paid no heed and minded their own business.
"Welcome, how may I help you?" One of the employees paused after looking up from behind the counter. Her questioning stare had me responding rather quickly, asking to see Mia. I knew my voice was a dead give away which was why I waited until right near her to speak softly. It wasn't long until the employee made it back with the person in question.
"Ah, Gina reserved a room for you." Mia did a once over on me, cocking her head ever so slightly. "...This way, follow me." She led me to a back room, one of the few rooms used with privacy in mind from what I could tell.
"Have a seat, darling." Mia directed me to a large hairdresser's chair pointed at a large wall mirror and a table with an assortment of products laid out.