Miss Carly held my hand as she guided me through the hallway, she didn't explain anything to me this time. I felt like maybe she trusted me a little more because I had put my trust in her. It's only Saturday, and already I had exceeded what I thought would be my limits. If I just submit, and do what I'm told, then everything will probably end up ok. Or else I'll end up getting whipped in the basement like Slave A.
I thought I was living a fairly normal college student life in a fairly normal relationship. I stayed focused on school and my parents and girlfriend helped with paying bills. Suzie was my bestfriend, and while it felt like she carried more of the weight at times, I thought our bond was unbreakable.
When she disclosed that she thought about seeing other people, I was heartbroken. I had never had sex with anyone else and couldn't imagine doing so. Still, for her I would do anything.
I wondered if Suzie would be as forceful with me as Miss Carly was.
When we got to Miss Carly's room, she unlocked the door and inside was a beautiful furnished suite. Miss Carly suddenly grabbed the buttplug that was still in me and gently pulled it out. The room had everything I could dream of; a king sized bed, tons of space, and it wasn't fucking freezing! I let a "wow" leave my lips. I was still admiring the place when Miss Carly said "come here, slave" in a gentle voice. She was over by a dresser and motioned to a chair in front of it.
I walked over and had a seat. "You have very mannish posture still. Cross your legs and sit up straight for me, sweety." I obediently obliged. Miss Carly seemed to have softened up. She was demanding, but in a warm way.
She then rummaged through a drawer and pulled out an eyeliner pencil. At the moment she had me facing away from her dresser, I assumed she didn't want me to look in a mirror quite yet.
She leaned over me and carefully began applying the eyeliner. When she drew on my eyelids, it was uncomfortable to the point where I could barely keep my eye open no matter how hard I tried. Eventually after some struggle, she finished and pulled out some mascara. I couldn't help but stare down her cleavage while she was bending over.
"Go ahead, you can have a feel" she said out of nowhere. I looked at her and she seemed very focused on applying the makeup. "I know you want to." I didn't need to be told again and placed one of my hands on her latex-clad breast. It was the largest I've ever felt up and was oh so soft. "C'mon, you can do better than that" she said as she reached down and slid my hand down the top of her dress, so my hand was cupping her naked nipple. She was pierced, a fact I found really hot. I took a deep gulp and began slowly massaging.
"So baby, do you have any questions for me at the moment?" Miss Carly asked.
I happened to have a million, but I dumbly asked "can I please cum?" I instantly regretted asking such a stupid question. But the straining locked up cock between my legs desperately needed some release.
Miss Carly smiled, "Do you think you deserve it?" What a puzzling response. She continued, "No, but if you behave yourself today, you can make cummies with your clitty tomarrow."
"Miss Carly, what other types of slavery is there here?"
"All kinds. Pretty much anything that's legal can be found here. Besides sissies like you, there's toilet slaves like you saw earlier. There's pet slaves, pain slaves, maid slaves, and everything in between. Slave A will probably be a pain slave, as long as he can be amusing as one."
My earlier actions sent me on a guilt trip. I had never sucked off a man before, and I had a girlfriend so... was I cheating? Or was this what my girlfriend wanted. "Uh, I don't know if I'm really cut out to be a Sissy... sorry! I don't want to upset you!"
"Aw, It's ok. So what kind of slave did you want to be then?"
I blushed. I honestly hadn't put too much thought into it, "um, honestly I don't mind dressing up...it is... kinda hot. I just want to please Suzie. And please you too. That's all that makes me happy."
"Well aren't you just the cutest. I really enjoy feminizing my slaves. Other mistresses have their own unique interests." Miss Carly pulled away from my hand to grab some lipstick which she then began applying. "I'll lend you out to them and we'll try to get you trained as every type of slave to see what you're best at. After your girlfriend visits tomorrow, I think I'll lend you to Maggie on Monday." I shuddered at the thought. I could only imagine what that toilet slave from earlier had to endure after we left the restroom.
"And done! You stay right there, and no peeking!" with that, Miss Carly ran off to her walk in closet and returned with a pink shoulder length fringe wig. She carefully placed it on my head and when she was satisfied, she told me "Alright, have a look!" I got up and looked in the mirror. I couldn't believe it. I didn't recognize the person I saw. I did actually kinda look hot. "Ah, so cute! Whaddya ya think?"
"Wow, I look great!" I wasn't lying either. With my accompanying dress, I felt like a real sissy. If only Miss Carly knew how much my cock was throbbing in its confines right now.
"Ok slave, er, Amber, it's time to go down for breakfast now." And with that, Miss Carly walked towards the door and I followed soon behind her. "Oh! I almost forgot your shoes!" I stood still while Miss Carly ran to her closet and returned with a pair of pink slip on heels. The heel was 2 inches, more than I had ever attempted to walk in. I quickly slipped them on and followed Miss Carly out the door.
I was definitely not comfortable in the shoes, but the "click clack" the shoes made while walking was oddly satisfying. Eventually we arrived at a quaint home-like kitchen. There was an island with 4 high stools pulled up to it, and on the other side was a stovetop with a pretty blonde lady cooking pancakes. The lady had enormous tits that she was showing off in a V-necked sweater.
"Goodmorning Miranda!" Miss Carly called out.
The buxom woman turned to us. She was very baywatch-like. Not to be insulting, but I think she might've had some work done. "Oh hey Sugar! It's good to see you!" The woman replied in a thick southern accent. Miss Carly approached the lady and they exchanged hugs. "And who's this little cutie?" She raised her eyebrows at me and had a very genuine smile.