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One of the plans I’d come up with before my father and step-mom died was to hire someone who knew what they were doing when it came to the art of bondage and discipline. I needed someone experienced, discreet, and trustworthy.
I finally found the perfect dominatrix, an older lady named Silvia Supreme (yeah right, like that name ever appeared on a birth certificate) and convinced her to come out of retirement to help me for a hefty fee. She not only had all of the qualities I needed in a tutor, but she also had her own fulltime slave. I made arrangements for them to live here for a full year, but that left me with another problem; I had no staff left to keep the house running.
Alfred had discharged most of the household employees when he’d found out I was staying at school after the funeral, so my staff was just him, the cook, one maid, and the groundskeeper. Father had used around twenty full time retainers to maintain the place, even in his absence, so I knew I needed to do something fast.
I knew it was going to be an awkward conversation based on what I’d be doing for the next year or more, especially since Alfred was the person who’d driven me to boarding school or camp when I was a kid. Still, I needed staff that wouldn’t run away screaming when the whips and chains came out, and he was the one I needed advice from.
He’d kept track of me over the years, although spying would’ve been a more appropriate term, and knew all about my extracurricular activities. He said that while the cook and gardener wouldn’t be a problem for me, the maid would have to be offered early retirement or I’d most likely give her a heart attack.
All new hires should be done with approval from my new teacher, but he suggested using some of my college ‘models’ to flesh out the hiring pool. If I offered to pay ten grand per month with a one year contract, I’d probably have to beat them off with a stick.
School was expensive these days and that kind of money would tempt almost anyone coming out of school with no real job waiting for them. I had Brandon and Jerry hold some preliminary interviews for me.
When Silvia arrived, it was like a whirlwind blew through the place. She was sympathetic to my situation and seemed positively delighted to have a blank canvas to work with, as well as an unlimited budget.
We spent a few days going over blueprints of the house and then hired a dozen different contractors to remodel the place to better suit our needs. Most of that work went into the basement where we built a proper dungeon and playroom, and a large infusion of cash made sure the work was done in record time and kept completely silent.
Both Silvia and her slave Lily would play a large part in my training and didn’t have the time to spare to manage all the small staffing details. She brought in a former pupil of hers named Claire to fill the role of maître de, concierge, and all around gofer. Alfred immediately fell in love with her no nonsense style and they worked together extremely well.
Brandon and Jerry not only found staff for us, but they’d apparently been working double-time in their workshops. On the day my last contractor had finished, they showed up with a whole truckload of paraphernalia to stock the place with.
Silvia was more than impressed with their work, and was giddy like a little schoolgirl over the range of toys she had to play with. She turned delivery day into my first real lesson since she said (with a wink) that she needed to test each and every item they’d brought.
“Ok, boys,” she began. “You have the equipment, but do you know how to use it?”
“We’ve had a little practice, but it’s all been trial and error trying to duplicate pictures we’d seen on the internet,” I replied.
“While I’m sure that was educational in its own way, pictures don’t tell even half the story and can even be dangerous when you don’t know what you’re doing. Lily, come here.”
Lily had been kneeling by the door but immediately got to her feet and stood in front of her with her hands behind her back, feet spread shoulder wide, chest out, and head bowed down. It was her standard response to a summons and didn’t look like much, but it impressed the hell out of me.
“Strip and masturbate,” she commanded.
In under twenty seconds Lily had shed her clothes and put one hand on her tits and the second between her legs, rubbing her pussy and circling her clit with her thumb, while the first hand rolled her nipples between her fingertips. Again, she did it without hesitation or apparent embarrassment; the power Silvia held over her was impressive.
“Go fetch the red case from my room. Don’t stop playing with yourself and do not cum... you have five minutes.”
She bolted from the room with her hand still working between her legs, racing to try to complete her task in time. Silvia’s room was three floors above us and I doubted she’d make it back in time even if she wasn’t diddling herself.
“The first thing you need to instill in a submissive is obedience. Once they learn how to obey, everything else follows. I personally prefer the ‘carrot and stick’ approach, since simply beating a slave makes them fearful and secretly sullen.”
“So you reward success and punish failure,” I said. “It seems fairly straightforward to me.”
“It’s not quite as simple as it sounds. For one, rewarding every success works in the short run, but fails dismally in the end. Craft the tasks for your submissives carefully and make sure there are plenty of chances for them to fail. Be fair, but push them to the edge of their abilities.
“Don’t make things impossible either... if I told Lily to fetch the case I left in San Francisco, she’d know it was a completely unrealistic task. Getting the case from my bedroom in time is difficult, but theoretically possible.”
“So you’re basically setting her up for failure, but keeping hope alive?”
“Pretty much,” she agreed. “One key element is to keep things random so they never know what to expect from moment to moment. The best weapon in your arsenal isn’t the whip or cane, but your mind. Do something unexpected and keep them off-balance.”
“Like what?”
“Punish her hard for a small infraction and then next time let her off lightly for something bigger. Make her stop her current task to give you a blowjob. Chain her to her bed all night with a vibrator running in her twat. Strap her to the cross for a whipping but leave her alone for a few hours instead. Random, random, random!”
“I sort of see what you’re getting at, but the theory sounds easier than the execution.”
“If you can see that already, then I think your training will progress quickly. When she gets back, I want you to restrain her in a manner of your own choosing so I can see what skills you have and where your weaknesses may lie.”
Lily was out of breath when she returned and knelt before her mistress with the case held high. Silvia took it from her hands and put it on the table, opening it to reveal what I called my bondage starter kit.
It contained leather cuffs and straps, a good variety of gags, nipple clamps, dildos, butt plugs, a beautiful silver riding crop, and a cat-o-nine tails flogger. I picked a medium size ball gag and placed it into her willing mouth, buckling it snugly, but apparently not snug enough. She made Lily say ‘ahhh’ and had me pull it deeper into her mouth at that moment. I got it three notches tighter this time.
Not knowing what she’d have me do, I put leather cuffs on Lily’s wrists and attached them to an overhead hook. I pulled her taut but made sure her feet were still on the ground when I tied it off. I put a second set of cuffs on her ankles and used a spreader bar to move her feet apart, tightening her position a little more in the process.
I couldn’t decide on what I wanted to do next so I delayed the decision and began fondling her tits while I thought about it. Her nipples were jutting out farther than I was used to seeing on a girl and I found it extremely erotic. I let one of my hands wander down south and replaced its former location with my mouth.
My questing fingers found both warmth and moisture down there, and I’d never seen such horniness from a girl with so little stimulation. I played with her pussy for a few moments, but remembering her advice to keep things random, I pulled my other hand away from her chest, moved in close, and gave her a solid slap to the ass.
She didn’t grunt in pain like I expected, but rather moaned in what sounded like genuine delight. Encouraged by the response, I stepped slightly to the side so I could get a better angle at her ass, yet still kept a finger inside her snatch.
I gave her a dozen swats and then switched to the other side and changed hands so I could spank her on the other cheek. I looked over to Silvia to see if she had any comments or suggestions, but she was simply sitting in a chair with her legs crossed, calmly watching me.
Since Lily didn’t seem to mind a bit of pain, I retrieved the flogger from the case and began warming up her ass properly. She had me turn Lily sideways so she could see what my technique was like and offer some suggestions.
Her ass was bright red by the time Silvia was satisfied with my use of the flogger and suggested I change things up. She wanted to see my rigging skills, so I let Lily down and grabbed a few pre-cut lengths of rope.
Doubling the rope over, I quickly tied her wrists behind her back using three wraps, and ran the tail ends twice around the middle to cinch it up nice and tight. She inspected my work closely and told me there would be circulation problems after about ten minutes. I redid the tie without cinching it so tight and got her seal of approval this time.
I used another rope the same way to pull her elbows together, not needing to be warned to go slowly so I wouldn’t pull a muscle or do anything to cause any lasting damage. I didn’t pull her elbows completely together, but a few extra cinching wraps made sure it was nice and snug. She gave me a thumbs-up for that one.
I thought it would only be fair to let Lily have a little fun so I grabbed one of the vibrators from the case and slowly worked it into her pussy. I turned it onto the second of five settings and made sure it stayed in place with a hastily tied crotch rope.
I tied her legs together with wraps at the ankles, below the knees, and lower thighs before helping her to lie down on her stomach. I ran one last rope from the ankle tie to her elbows and slowly pulled out the slack, putting her into a nice tight hogtie. Silvia double checked all my ties and gave me a little golf-clap.
“That’s much better than I thought you’d do on your first attempt,” she complemented me.
“Thanks,” I said, feeling flushed with my success. “I deliberately slowed myself down and thought carefully about each step this time.”
“Let’s see what else you’ve got.”
I undid the hogtie and ran through every rigging technique I could think of. I really put Lily through her paces by going through the frog tie, strappado, box tie, spread eagle, and reverse prayer positions.
I strapped her to the St. Andrew’s cross, locked her in the pillory, put her in the stocks, and tied her to a post. Every now and then Silvia would have me deliver a few swats from the flogger or crop, but for the most part, the decisions were left to me.
When I had her spread wide and bent over the spanking bar, she interrupted one last time and pulled out a rattan cane.
“The cane is a very effective punishment tool, but you need to be very careful how you use it. Improperly used, the cane can draw blood and leave permanent scars. The idea is to punish, not maim.”
She warmed up by tapping the cane fairly lightly on her ass, letting the whippy cane do most of the work for her. She then pulled back a few inches and brought it down in a real blow. Lily howled with that strike, yet Silvia ignored her and simply resumed her tapping again.
I could see the harsh red line her blow had left behind, and a second soon formed on her other ass cheek after the next real blow. She handed me the cane and told me to start slow and remember to use my wrist to conserve energy.
I tapped my way up and down her ass until I started feeling comfortable with the springy action of it, and then tried my first real blow. Lily howled and thrashed enough to shake the whole frame of the spanking bar. I guess I didn’t know my own strength, and the stripe turned an ugly purple color.
She let me try again, and this time my stripe was the same red line that hers were. I made a few more that were too hard and a few that were too light, but I was starting to get the hang of it. She told me I should practice on a manikin in my spare time, but now it was time for Lily to get a little reward for the hard time we’d just put her through.
At an encouraging nod from Silvia I dropped my pants and freed the boner that’d been torturing me ever since I put the gag in her mouth. I used a bit of spit to make things easier for Lily, since while she was dripping wet, I had a larger than average pecker.
I positioned myself behind her and slowly slid it into her hot, wet pussy. God, did it ever feel good. I had to force myself to go slow and gradually build up speed or I probably would’ve shot my load in under a minute.
It still took a tremendous amount of self-control, but I was able to prolong this magical moment until I felt Lily explode into her own orgasm. It would’ve been humanly impossible for me to not shoot my load when she came, since her quivering muscles seemed to force it out of me.
My release was so exquisite it was almost painful in its intensity, and I had to drape myself over her back for a moment afterwards so I could recover. We released Lily from her binds and she was made to lick me clean before being sent off to the bathroom to clean and redress herself.
All in all, I thought it was a most satisfactory training session.
***
Over the next several months Lily was worked hard and put away wet, as the saying goes. I learned how to give enemas, install a catheter, and also provide aftercare for when a scene was either rough or strenuous. I learned more about the female anatomy in that one month than I’d learned all through college, and could bring her to orgasm in less than five minutes any time I felt like it.
Claire and Alfred slowly filled the missing staff positions with students that were fresh out of college and willing to endure our strange lifestyle in exchange for the financial benefits we offered. Every girl serving in the house was treated as a submissive and occasionally put into light bondage, but my primary focus was on Lily. Or so I thought.
While I’d been getting a crash course in dominating Lily, I’d unconsciously changed my attitude towards my new staff. They treated me with a respect far outside the regular employee-employer relationship, and it wasn’t until I saw a girl’s face light up with delight when I complimented her on something that I realized what had changed. I was no longer a boss to these girls, I was their Master.
Silvia thought I was too dumb to breathe for taking so long to notice the change, but it had been gradual enough that I hadn’t figured it out until now. I began paying more attention to the emotions and reactions they had, than the actual jobs they did. Their daily tasks were no more than a stage for my training, and as one they practically lived or died for my approval.
Half of my training time switched to firming up that attitude and I gained confidence in my ability to control them with more words and fewer punishments. Any inhibitions the girls started with were stripped away by this point, and nudity or sex became just another part of the lifestyle.
We’d occasionally hire a new girl and have to bring her slowly into the fold, but it was hard to resist the temptations present when all of your coworkers were enjoying plenty of vigorous sex on a constant basis, with only a few strange ‘rules’ to follow and the odd punishment to endure.
After nine months like this, I was called into a meeting with Alfred, Claire, and Silvia. The latest girl they hired was one who was familiar to me, and was to be the final test of my training. When they opened the door and let her in, I saw it was Shelly, the girl who’d let me tie her up and then broke my heart by never speaking to me again.
Oh my.