Things settled into a bit of a groove over the next couple of months. Every other Wednesday night amber and I would head to Ms. Linda's condo for cleaning duty. She would take the key to amber's cage and put it in a block of ice which amber would try her hardest to melt on the way home. While there were few repeats of her awkward throwing style she would take her "payment" in the driveway while I was bound. On the first and third Friday of each month I would take amber to the club so she could wait tables while dressed. Some nights Ms. Linda and Ms. Julia would meet us in the office when they arrived or show up during the night, once in a while they would even bring friends as well who would use me for entertainment. Other nights they would not arrive at all but I would be ready just in case with one eye on the door while standing at a table in 5" heels, a short skirt or dress and nothing on underneath just in case. There was also the occasional evening spent at Ms. Julia's home in my maid uniform as fifi. I found it almost impossible to suppress my horniness or my overwhelming desire to please my two Mistresses. My only escape from my ever-deepening need for submission was time I spent with amber reasserting my dominance. It was quite a roller coaster I was on.
As our next Friday night at the club approached I made sure amber was in the proper mindset for it. This typically meant lots of teasing, edging and playtime. Ms. Julia made sure to text me several times during the week stating she had a surprise for me Friday night and I was to be "every bit the willing slut I know you can be!" As per our usual Friday night amber and I got ready after dinner. I'd gotten much better over the weeks at putting in the slut plug in perfectly on the first attempt. For that night I picked out a long sleeve, mock turtle neck minidress with enough lycra to have it conform perfectly to my body. The dress was not quite long enough to cover half of my stocking tops but it didn't matter as I wouldn't be going out grocery shopping dressed like this. I waited until we were ready to walk out to slip on my 5" heels while amber wasn't so lucky. Of course she was the sub, at least until we got there, and she needed to be dressed up. The outfit she had on consisted of a nice black mini skirt, tan stockings, a bright pink top and matching pink and black lingerie. Arriving at the club amber and I sat in the car for a moment looking at the front door.
"Good luck tonight." I said with a smile giving amber's leg a squeeze.
"Good luck to you as well Ms." amber responded lightly touching my hand.
Walking to the club had become a different version of the walk of shame for me. No matter how much I tugged the hem down it would ride up again within two steps. By the time I got halfway across the street I'd given up on it all together.
"There are my two favorite girls!" Max said opening the door for us.
"Why thank you darling!" I said giving Max a soft kiss on the cheek.
"Yes," amber said leaning in for her kiss as well, "thank you Max, so nice to see you as always."
"Oh my amber you look positively divine!" Max said as he coached amber through a slow twirl. "I love this little skirt on you," Max said as he slid his hand up the back of her thigh under her skirt, "and you know I love you in a cute little thong!"
"Thank you, Max!" amber said as that oh so cute glassy eyed look came over her face signaling her sissy cock getting tight in her cage.
We walked down the hall to Max's office where Ms. Julia and Ms. Linda awaited. My stomach flipped quickly as I saw them. Most times when they visited the two of them would be casually dressed, tonight they had their hair done and make up on as well as very nice dresses and heels. It was quite a change to see them dolled up like they were. My inner thighs were already slick in anticipation of them putting me through my paces.
"Oh slut!" Ms. Julia called out with a wide grin, "You look positively ready to walk the street and turn tricks!"
"Thank you, Ms. Julia." I replied feeling my face redden at being essentially called a hooker.
"Yes that dress it quite a choice," Ms. Linda added, "you can't hide anything in that outfit. Now take it off."
"Yes Ms. Linda." I replied already reaching behind my neck to undo the small zipper.
I immediately wiggled out of the dress leaving me in just my stockings and heels, which was not uncommon for a Friday night in Max's office for me.
"We have a big change for tonight," Ms. Julia said as she put a gym bag on the couch, "now while I prefer not to have you in panties you need to put these on." Ms. Julia handed me a thin, white sheer front with lace trim thong to put on which I immediately did. "Now this as well." Ms. Julia handed me a red plaid skirt of sorts.
The skirt was barely five inches from waist to hem. Ms. Linda approached and adjusted the skirt and thong so that the side strings of the thong sat over my hips and the waist of the skirt sat under them. The front of the skirt barely sat two inches above the top of the thong and extended past the bottom even less. I knew from how it felt that the bottom half of my ass was completely exposed. Ms. Julia handed Ms. Linda a white lace front close bra that was easily one full cup size too small. Add to that it was also a push up bra my boobs were practically under my chin! I was excited to see a blouse come next but soon realized calling it a blouse was a stretch of the term. The blouse had all it's buttons removed and was also easily one size if not two sizes too small. Even if it had buttons they'd never make it closed over my tits. The blouse was tied directly beneath the bra, after Ms. Julia had it set she made sure to adjust the blouse, bra and my tits as needed to make sure it was all to her liking.
"Take off the stockings and heels too," Ms. Linda ordered as she gave my chest one final squeeze, "amber you can go prep the waitress area now."
"Yes Ms. Linda." amber responded before exiting the room.
"These will do," Ms. Julia said handing me a pair of white knee-high stockings and black Mary Jane style shoes, "that and we'll need to adjust that hair of yours."
"Yes Ms. Julia." I replied changing as quickly as I could.
The two women descended on me undoing the hair I'd painstakingly put into cascading curls as well as adding some makeup and lipstick. When they were done my hair was in pigtails and my lips were a bright cherry red. There are slutty school girl outfits and then there is the one I had on for the evening, whorish school girl would be more fitting.
"Ready for your surprise?" Ms. Julia asked as she stepped back to see their handiwork.
"Ummmm," I stammered, "I thought this was the surprise Ms. Julia."
"Ohhhh no," she replied with a laugh, "this is only a very small part of it!" I could see she and Ms. Linda were very excited. "We've convinced Max that this place needs a lady's night!
I felt my stomach twist inside me as I heard those words. Max and I had made an arrangement several years ago that allowed amber to wait tables on the two nights a month that the club was men only. Prior to that amber and I would go there so amber could flirt with the guys and enjoy dancing and drinking with them. Max loved dressing amber in revealing outfits and now karma was coming back to haunt me! I was going to be the one leaning over tables, handing over drinks and baring my butt and chest to customers as I did.
"Why don't you go out and help amber get the bar ready," Ms. Julia instructed snapping me out of my thoughts, "amber will be bartending tonight."
"Yes Ms. Julia." I replied wondering if walking was even going to be possible at this point.
I did manage to walk out to the bar where amber was slicing fruit. The look on my face must have given me away as amber quickly put a shot glass on the bar for me and filled it with something brown. It didn't matter what it was, I barely tasted it, as the warm liquid burned its way down my throat she poured a second. It went down just as quickly as the first. I could feel the warmth spreading through me as I gave myself a pep talk in my head. "You can do this Allie!" I said again and again to myself. Thankfully amber helped me set up what I needed at my station and spoke reassuringly to me. I'd waited tables before, so that wasn't going to be the issue. As a matter of fact, I'd spent years in the restaurant and hospitality business, I'd just never done it for this clientele and this undressed.
"Time to bait the tip jar!" Ms. Linda said as the three of them walked into the main club area.
"Yes Ms. Linda." I said knowing what the phrase meant but not knowing how that applied to me. Waitresses typically don't carry tip jars after all.
Ms. Linda produced four one-dollar bills handing one of them to Max, Ms. Julia and amber. She stated that customers would be encouraged to stuff my tips into my clothing, as a result each of them would be starting things off to encourage them to follow suit.
"amber you get to go first sweetie." Ms. Linda instructed.
"Thank you, Ms. Linda." amber responded.
Poor amber approached sheepishly as she folded her dollar bill in half. It took a moment for her to decide where to put it, eventually she settled on the side string of my thong just above the skirt on my left hip. That was followed by giving me a slight smirk before she returned to her duties.
"Max it's your turn now," Ms. Linda instructed, "hopefully you will be a little more fun than the sissy was!"
"I'll do what I can!" Max said as he approached folding his dollar bill the long way. "I bet you've never had a gay guy touch your boob before." Max said as he managed to slip more than half the dollar bill into my already full bra.
"Not that I am aware of." I said with as best a smile as I could muster.
"Very nice Max!" Ms. Linda said as she approached folding her dollar bill the long way as well. "Turn your back to me," she instructed, "and stick that sweet ass of yours out."
"Yes, Ms. Linda." I replied complying immediately.
