The story of how I built my harem of lawyers. Seven years ago... The collaring of Diana.
I was stunned. Diana, the beautiful Latina who was my submissive during her last year of undergrad studies was standing in front of me and Katherine, my collared slave. While we talked on Facetime and texted somewhat regularly, this was my first time seeing Diana in person since we separated when she started law school. She was as beautiful as ever.
"I am here to petition to become your collared slave, Sir," said a nervous sounding Diana.
Turning to Katherine, I asked: "Did you know about this?"
"Yes, Master. We have been talking about it for a while," answered Katherine. "You care for her and she cares for you. I would happily welcome her as a sister in service to the House."
I felt conflicted. Part of me knew I wanted Diana back in my life but another part was afraid of the potential disruption of my relationship with Katherine. I can only assume that the girls had talked at length about this but this was my first time contemplating adding another slave to my house. I needed to take control of the situation.
"Ask me correctly, girl," I ordered Diana.
It took a moment, but she understood. Diana undid her overcoat and let it fall to the floor, exposing her naked body. Then the gorgeous Latina got into position #2. With her ass up in the air and forehead on the ground, she petitioned me again. "Please, Sir. I would like to be your collared slave."
After ordering her into position #1, I said: "You know I have deep feelings for you and hope you'll be an amazing addition to the house. But I haven't been a party to your talks with Katherine and I'm not 100% sure how this is going to work. So I'm going to make you a probationary house slave. I will revisit this decision in three months. Do you accept?"
"Yes, Master," she beamed. "I will do my best to earn my place."
"Good! For the time being, you will be in your old training collar. It is in my closet in the box we got it in. Put on your collar wait for me there. Kat, go with her. Put the paddle and cane on the bed."
I watched the two naked women crawl to my bedroom then went to the kitchen to pour myself a tall glass of water and to think through my next steps. It was a complicated situation so I wanted to think it through before acting. I settle on my plan and finished my water.
Walking into the bedroom, I saw that my slaves were both waiting in position #1. They both looked anxious. Each of the most dreaded implement laid on the bed. I did not help the situation be staring at them silently for a minute before I spoke.
"I know you two had the best intentions and while it all may work out wonderfully, this was clearly an attempt to top from the bottom. That is not how we do things in this house. For that reason, you both will be punished. Dee for forgetting how to petition me properly, you get six of the best from the cane. Katherine for trying to top from the bottom, you will get eight blows from the paddle and then you will lie in position #8 until I tell to get up. Understood?"
Both girls nodded. Diana bent over, resting her forearms on the bed. I warmed up her with open-handed slaps to her ass. Once a good blush appeared on her ass I picked up the cane. She took her six strikes well, counting and thanking me after each stinging blow.
"Good girl," I said. "What did you learn?"
"I will remember to make petitions in position #2, Master," replied the Latina.
I ordered Katherine to take her place. I repeated the warm-up process. When I grabbed the paddle I could see tears falling from the blonde.
"Kat, I know your heart was in the right place. You were doing what you thought was best for the House, not your self-interest. Take your punishment and all will be forgiven," I counseled her. "Take some deep breaths and center yourself."
"Yes, Master," she answered.
Once I could tell Katherine's breathing had returned to normal, I administered the first stroke of the paddle. The thud caused both of my submissives to gasp: Kat from the blow and Dee from the memory of how much she enjoys thuddy impact. By the end of the thin blonde's punishment, Diana was panting with desire.
"Kat, lie on the bed in position #8. This is the apology position," I commanded.
After the blonde got on the bed, I called my horny Cuban-American to me. Pulling her to me, we shared a passionate kiss. Our pent up desires engulfed us as we moaned endearments into each other's ears.
Diana frantically removed my clothes, ending up on her knees with my cock in her mouth. She took my erection from normal to diamond-hard in less than a minute. I pulled the gorgeous Latina off my cock by her hair and put her facedown with her head next to Katherine's. Her perfect stripped ass was at the edge of the bed.
"Dee, spread your ass open for me," I ordered her.
I took in the glorious view of her thin pink pussy lips and asshole as I knelt behind the dark-haired beauty. Sticking out my tongue, I tasted the beads of her fluids that were forming from her arousal. Diana gasped as she felt my tongue on her pussy. She was so turned on that it only took a few passes of my tongue before my Latina submissive was begging to let her orgasm.
"Cum for me," I commanded and that set off my little screamer. I didn't stop tonguing her. I switched from tasting her exquisite little pussy to her perfect ass. Then, without warning, I plunged my cock into her wet pussy. That drew a deep moan from Diana.
As I fucked the petite slave in front of me, I studied the blonde laying perpendicular to me. She could not watch the action but the vibrations of the bed and Diana's scream made it obvious what was happening next to her. After five minutes of hard fucking, I addressed Katherine.
"Kat, what did you learn?"
"Master, I learned not to work behind your back to influence your decisions. Next time I will be direct with you," the tall thin blonde answered.
I never stopped thrusting into Diana as I answered: "Good girl! Your punishment is over. Come here and rest your cheek on Dee's ass so you watch my fuck this slave."
She did as I told her and I rewarded her by pulling my slick cock out of Diana's pussy and into the pretty blonde's mouth. Katherine moaned as she tasted Diana's juices on me. I let her clean me for a minute and then thrust back into the Latina.
"Play with your pussy and lick Dee's asshole while I fuck her. You can cum when she does."
I refocused my effort on fucking Diana. The impact of my cock and Katherine's tongue was devasting the gorgeous girl. It was just a matter of minute before Diana was pleading for permission to cum again. With my permission she came so hard she squirted. As the Latina's juices splashed on my balls, Katherine erupted in her own orgasm.
I knew I was at the point of no return so I ordered the two girls to kneel with their mouths open in front of me. A few strokes and I came hard spreading my load between the two women. Diana, the cumslut of the two, latched on to my cock to take the last drizzle of my semen for herself.
I noticed that Katherine had not swallowed, yet. When Diana was satisfied there was nothing else coming from my dick, Katherine leaned over and passed her the saved cum in a kiss. After gratefully swallowing the rest of my load, Diana pulled the blonde into a deep kiss.
"I am so happy," Diana said to Katherine.
"I am too," replied a beaming Katherine.
"I am three," I piped in. "That is a daddy joke if I ever heard one," I added causing the girls to groan.
After some cuddling and catching up things started to heat up again. I had Diana hold Katherine's legs back while I devoured her pussy. I sucked her long labia and tongued her clit while sawing two fingers out of her pussy and ass at the same time. The only time Katherine stopped her dirty talk was to ask my permission to cum. After she received my approval, Katherine exploded in a massive orgasm.
Not letting her stop, I moved up and thrust my dick deep in ready pussy. I fucked her savagely as Diana took the blonde's nipples into her mouth. When Katherine went limp, I pulled out and pulled the Latina on top of me. While she rode my cock, Diana reached over and grabbed the bottle of lube next to me. With amazing dexterity, she lifted off my cock, lubed it, and sank back down to impale her ass on my erection.
Diana worked my cock over with her ass. She started with slow and shallow penetration. Over the course of a few minutes, the Latina went deeper taking me down to the root and lifting almost all way off before sinking down again. I could tell there was an orgasm brewing in her so I leaned up to take one of her thick brown nipples in my mouth. As soon as I made contact I was rewarded with one of her signature moans. I wasn't far behind the Latina so I ordered her to orgasm. My sperm shot deep into her ass when she screamed her release.
The next morning we discussed the nitty-gritty of our new arrangement. It was decided that Diana would stay with us Friday night until Monday mornings. As a newly minted Senior Associate at K Street law firm, she worked long hours and would not have much time to spend with us during the week. We would present her as a submissive under my protection at BDSM functions.
For our part, Katherine and I made some changes to our lives to accommodate Diana's schedule. We headquartered out of DC and limited our business travel be in the city during Diana's contracted time with us. We settled into a comfortable rhythm within a few weeks of the addition of the Latina.
One of DC's biggest kink events of the year fell halfway through Diana's probationary period. Winterfire was a hotel takeover event that considered one of the best BDSM events in the country. There were education programming, a large marketplace, and parties to suit every flavor of kink out there. I was teaching a class on predicament play and Katherine was doing a stint modeling her collar as part of a Polite Society event.
In addition to our official duties, we reserved the entire top floor of the host hotel. Katherine led the efforts to convert a suite and adjoining rooms into a play space. We put up a bunch of our friends from DC and San Francisco in the remaining rooms. Katherine, Diana, and I claimed the suite at the other end of the hall. To say I was looking forward to the long weekend would have been an understatement.
Part of my excitement leading up to the event was that I decided to offer Diana my collar early. In the few weeks we were all together, it was obvious that she fit in perfectly to the house. Rather than creating tension between her and Katherine, she was a complement to the blonde. Their natural competitiveness drove each other to be better without battling for my favor. When I told Katherine of my plan, she was elated.