The story of how I built my harem of lawyers. Still twelve years ago... The end of my year with Diana and the first sighting of Katherine.
The first protocol poker event was a success so I decided to try to make a regular thing of it. In the next game, I invited the same dominants but I also included their partners. They all readily agreed. I also invited Baby to join us. I put my trainee, Diana in charge of ensuring the attending submissives were well versed in the rules of the event.
"For this event, if any of the other subs break a rule, you will receive the punishment alongside them," I informed the young Latina before the event. She bit her lipped and nodded. She and Baby had been hanging out in the weeks leading up to the poker night practicing positions and service. Jack's partner Aiko came over the week of the event to prepare as well.
The second protocol poker night was even better than the first. It turned out the Max, Vivian's submissive, was a bit of a card shark and quickly was given the full-time dealer role. Diana, Baby, and Aiko were a formidable service team who relished the pressure to perform. That was a bit of bummer, however, because they managed to avoid breaking any rules for the first 30 minutes of the game.
To remedy that we paused the game and had a game of Simon Says between the girls. My variation was called "Sir Says" and I used the position numbers as commands. The first one out received ten licks from my dragon's tail, which is pretty similar to being snapped with a wet towel. The second one out would get five and the winner would administer the punishment.
All three submissives held their own in the first round of the game. So I pulled a dirty trick and called out "Sir says, 3, 10, 3, 10, 3, 10," and let them get a few reps in before calling out "That was too easy. Stop, stop, stop! Let's try something harder." It didn't fool Aiko or Diana but Baby fell for it and stopped. Jack let out a cheer for Aiko and I gave Diana a wink of approval.
Diana and Aiko eyed each other as they got back into position for the next round. The game continued for a few more minutes before Aiko slipped up and got one of the more obscure positions wrong. I gave my trainee a hug and quick kiss then we lined up the losers for their punishment.
Nothing is sexier than two experienced pain sluts take their licks. The cute squeals from the Japanse submissive and the guttural moans of the blonde pixie had the room riveted. As they took their punishments, the rest of us at the party were so turned on that we were all fidgeting in our seats.
"I wish I had a recording of that for my listening pleasure every day," muttered Scott and we all nodded in agreement.
When my sexy Latina submissive was done, the sexual tension in the room was palpable. Jack, high off of the scene we had just watched, grabbed 2 sets of nipple clamps and called Aiko over to him. He then attached one end to a nipple and the other to a serving tray. It was a sheer genius! Now his beautiful partner only had a few inches of play between her nipples and the tray, forcing her to squat to deliver our drinks. We all made drink orders at once to see if she could handle it without breaking the connection. To her credit, the diminutive sub never spilled a drop.
Vivian, not to be outdone, decided her sub need to become a snack pony and had him balance a bowl of popcorn on his back. She then took out a cattle prod out of her gear bag. Justin and Scott took advantage of the situation to call Max over for a snack and then walking in opposite sides of the room. Vivian, noticing Max's hesitation, jumped all over him and delivered some shocks to his leather-clad ass. That sent the bowl of popcorn crashing to the floor. The girls quickly helped Max clean up the mess and then Vivian made him lick the floor clean for good measure.
After that, we resumed our game but the bar for punishments had been raised. Baby was still a little spaced from her licks from the dragon tail and let Justin and Scott go two hands without refilling their drink. The normal punishment for that was an over the knee spanking but the sadistic friends decided to up the ante by inserting an anal hook that was bound to her wrists behind her back.
"Please be gentle with Baby's asshole," the blonde submissive asked in her best "little" voice.
Justin and Scott just laughed and then played rock, paper, scissors to determine who went first. Scott won and delivered his 10 spanks to the writhing blonde pixie on his lap. Between Baby's wiggling and her verbal reactions to his spanks, Scott was sporting a massive erection when she switched over to Justin.
By the Justin was done delivering his half spanking, Baby was so worked up I thought she was going to explode.
"Please, Sir," she begged. "I need to be fucked. PLEASE!"
"Well, I'm not sure it would be good to reward you after you've been punished for leaving my guests without drinks for so long," I teased. "How about we leave it to Lady Luck to decide your fate. We'll flip over a card, if it is black you can name what you want. If it is red, no orgasms for you. What do you say?"
She nodded and I made a big show of picking out a card, peaking at it like was a pair of pocket aces before I turned it over. "Two of Spades," I announced. "What do you want, little girl," I asked the submissive.
"I want those two bad men over there to DP me," declared Baby, pointing at Scott and Justin.
"Contribute our chips to the next pot, we're going to be busy," Justin said with a wink. Then he led the adorable blonde to the couch.
The boys took off Baby's bra and thong, leaving her in just her garter and stockings. As she went to work getting them super hard, I looked around at the table. Vivian, Jack, and I were all roughly equal in terms of chips but it was obvious that none of us were going to be able to concentrate on poker.
"You guys want to gamble? High card wins the game, " I proposed. Jack and Vivian both agreed and I dealt. Jason got a six. Vivian was dealt an eight. Feeling good about my chances to win, I flipped my card to reveal a six. "Vivian, two wins in a row! I'm starting to think you are hustling us," I joked.
The domme laughed and said "Apparently, luck is my bitch. Now speaking of bitches, MAX gets on your back next to the couch I'm going to ride your face off." The 6'4 Marine sprang into action. "If you will excuse me, good gentlemen, Mama has to take care of some business!"
"Despite losing again, this was the best 45 minutes of poker of my life," Jack declared. Then he turned to me, "you know, there are a bunch of folks dying for an invite to this game."
"That would be great, but where would I put another table," I asked, gesturing to my small living room space.
The conversation was cut short by our submissives kneeling beside us to ask us what we want. Jack shot me a sly grin and grabbed Aiko by the back of her head. "I want my cock in your throat," he growled at the little Japanese woman. Standing up, he walked over to a prime view spot of the threesome on the couch, dragging his sub and a chair with him. Once he settled in Aiko fished out his cock and took half of it into her with one quick stroke. Jack grabbed her hair with both hands and started to fuck her face as he watched the action on the couch.
I turned to my beautiful Cuban trainee. "You have been outstanding tonight, girl. As a reward, you can ask for anything you want," I offered.
"I want you to fuck my ass, Master," she said. This let me know just how aroused my trainee must have been because she tends to only crave anal sex when she is extremely horny.
"Very well. Lose your bra and panties," I commanded, "and crawl to the ottoman."
The sight of her generous Latina booty swishing from side to side as she made her way to her destination had me hard. I knew my trainee wanted the pain of hard insertion as part of her experience. Keeping out of Diana's eye line, I pulled out my cock, put on a condom, and lubed it generously as I walked up behind her. "Spread your cheeks for me, slave," I commanded. She obeyed and then screamed as I firmly thrust my cock up her ass.
Diana kept her ass spread for me so I could alternate between watching my cock get swallowed up by her brown ring and looking at the action happening around me. I gave her long hard strokes, which soon had her begging for permission to cum. I agreed since I knew this was only the beginning of that was going to be a long string of orgasms.
"Oh Dios... ah FUCK," cried out my trainee as she came hard on my cock. I kept fucking her through it. After some screams and more profanity, I got a "Thank you, Master," from her in gratitude.
I picked up the pace and shortened my strokes. Diana was no longer capable of complete sentences. I could feel her close to her next orgasm and all she could do is beg "PLEASE!!"
Chuckling I said "Cum for me, slave!" That set off another loud announcement of the arrival of orgasm from my little screamer. "Keep it going, girl." Suddenly, my screamer went silent. The only the occasional gulp of air and tightening of her ass on my cock let me know she still with me.
I looked up and took in the sights around me. Baby was now riding Scott and Justin was behind her fucking her tiny ass. Her guttural groans let us know exactly how much she was enjoying herself. To her left, Vivian was writhing on her submissive's face, while telling him what would happen to him if he failed to satisfy her. To Baby's right, Jack was roughly facefucking Aiko. Her mascara was running down her cheeks and slobber ran down Aiko's chest.
My trainee at her limit. I knew she had one last orgasm in her before she passed out. "Listen to me, slave! Fill your pussy with three of your fingers," I ordered Diana. She nodded and did as I commanded.
The fingers in her pussy added more tightness in her ass. I hoped I could last long enough to trigger the orgasm I knew was lurking in the Cuban submissive. I brought my hand down harshly on her ass repeatedly, causing her to clench even more. "Let go, girl," I told Diana "I want you to cum on my cock. Show our guests who you belong to. Do it now!"