However, Nicholas found out soon enough that he was lagging in the race, when Heather yanked hard on his leash, and said “Come on Nicolette. Your wife and Laura’s slaves are already running away with this race!”
Nicholas attempted to walk faster in the five inch stiletto heels as Heather pulled on the leash, trying to propel him along faster. Unfortunately, instead of picking up speed, Nicholas lost his balance and fell down onto the concrete walkway. Heather immediately began smacking him very hard on his ass with her riding crop, as she pulled upwards on the leash attached to his collar, and said “Get up now Nicolette or I will royally beat your ass!”
As Heather pulled him up with the leash, Nicholas gingerly got back up onto his feet, and began walking once again, trying to keep up with her.
Even though he couldn’t see, Nicholas could tell that he was in trouble, judging from the loud cheers he heard from all of the women on the patio, who were urging Tony and Thomas on. He heard the chants of “Go Antoinette – Go Tommie!” and Nicholas quickly realized that he wasn’t even in the race.
Sure enough, by the time that Heather had led Nicholas around the pool one time, through the first lap of the course, Jessica and Laura’s slaves were neck and neck, as they headed to the finish line. Just when it looked like the race might finish in a tie between Thomas and Tony, Thomas lost his footing and fell down onto the ground. Laura immediately began hitting him with her riding crop, and pulling on the leash connected to his slave collar, trying to get him back up onto his feet.
Unfortunately for Thomas, by the time that he got back up, regained his balance, and started moving again, Tony had crossed the finish line to the applause and loud chants of the women observing the race.
“Way to Go Mistress Jessica!” “Nice going Antoinette!”
By the time that Heather led Nicholas across the finish line, all the women had already surrounded Jessica, and were congratulating her on the job which she had done leading her sissy maid to victory.
Alisha came over to Jessica, gave her a hug, and then she removed Tony’s blindfold, and unlocked the handcuffs, freeing his wrists. She then turned to Heather and Laura, and said “You can leave those two slaves blindfolded and handcuffed. We’ll deal with them shortly. Right now, Jessica needs to receive her reward for winning the race”.
Jessica was led over to a large cushioned chair on the patio, and Tony was ordered down onto his knees in front of Jessica, as Alisha announced “As her reward for winning the race, Jessica has earned the right to be pleasured by Cynthia’s sissy slave Antoinette”.
Jessica looked over at her husband who was still blindfolded and handcuffed, and she realized that the thought of having another slave pleasure her while Nicholas helplessly stood by, really excited her sexually, and she wondered what thoughts were going through Nicholas’s head. Jessica stood up for a moment, slid her wet red silk panties down over her legs, and removed them, placing them on Tony’s head. Then when she sat back down, she pulled Tony’s head between her thighs and up against her pussy. She didn’t have to say a word to Tony, and he didn’t hesitate for a second. Tony quickly began licking Jessica’s clit and sliding his tongue in and out of her pussy.
The women standing on the patio urged Tony on, by saying “Ok Antoinette, let’s see how long it takes you to give Mistress Jessica a nice orgasm!”
Tony didn’t need much encouragement at all. He was feverishly working his tongue in and out of Jessica’s pussy, while he licked and sucked her clit furiously. Jessica soon felt the waves of an oncoming orgasm, and she tighten her thighs around Tony’s neck, and pressed her high heels into his back. Seconds later, Jessica’s body shook, and she cried out, as the pleasure from a wonderful orgasm spread through her entire body.
When the pleasurable after-shocks of her orgasm finally subsided, Jessica released her grip on Tony’s head, and allowed him to get up. Jessica then took her panties, wiped the wetness between her legs with them, and pushed them into Tony’s mouth, telling him that he could keep her panties as a souvenir of the race.
Cynthia Williams came over to Jessica first, and said “I hope that my personal slave did a proper job of pleasuring you”.
With a big smile, Jessica said “Oh, you don’t have to worry. Antoinette did a fine job of using his mouth and tongue, and he gave me a wonderful orgasm”.
Cynthia then turned to Tony, and said “Congratulations Antoinette, and thanks for making me a proud owner today by winning the race, and pleasuring Mistress Jessica properly!”
Alisha then went over to Heather and Laura, and said “Before we go back in to eat, you two ladies need to punish the two losing slaves”. Alisha handed a handcuff key to Heather, pointed to a large tree in the back yard, and said “Take Nicolette and Tommie over to that oak tree, and handcuff them around the tree”.
Heather and Laura led Nicholas and Thomas over to the tree, and had Nicholas face one side of the tree, and Thomas face the other side. Using the handcuffs, Heather connected Nicholas’s right wrist to Thomas’s left wrist. Then she connected Nicholas’s left wrist to Thomas’s right wrist. The way that they were restrained, caused both men’s bodies to be pulled up tight against the bark of the oak tree, and neither man could hardly move.
Alisha went over to her toy box on the patio, took out two wooden paddles, and handed them to Heather and Laura. Then she said “Laura, I think that since Tommie came in second, he should receive ten strokes of the paddle”. Then turning to Heather, Alisha said “I think that you need to paddle Nicolette at least twenty times, for her poor performance. I am sure that when you are done punishing Nicolette, she will spend a lot more time learning how to walk faster in high heels!”
When Jessica heard what Alisha said to Heather, Jessica felt somewhat sorry for her husband, because she knew that Heather could probably hit Nicholas hard enough with that mean looking paddle to make him cry. Jessica’s assessment of Heather was confirmed very quickly, the minute that Heather brought the paddle down hard across Nicholas’s ass with the first stroke.
Nicholas let out a loud cry, as his body was pushed into the rough bark of the oak tree. When Heather hit him the second time, Nicholas cried out even louder from the pain. Alisha quickly took a ball gag out of her toy box, handed it to Heather, and said “You need to gag him tightly. There’s no neighbors close by, but the way he is screaming, someone walking by my house may hear him, and I don’t need any of my neighbors calling the police!”
Heather shoved the ball gag all the way into Nicholas’s mouth, and secured the strap around his head as tight as it would go. Heather then resumed paddling Nicholas’s ass even harder. He screamed as Heather delivered each blow of the paddle, but the gag did its intended job, and sufficiently muffled Nicholas’s cries.
By the time that Heather had given Nicholas the twenty strokes of the paddle, Nicholas was shaking, sobbing, and a flood of tears were running down his face, messing up the beautiful make-up job which Jessica had done on him. Nicholas looked like a complete mess.
At the same time, it was very obvious to all that Laura Wilson, who had no real experience as a Mistress, had been much more conservative in the way that she had paddled Thomas on the other side of the tree. While Thomas did let out an occasional cry, his suffering paled in comparison to the punishment which Heather had inflicted on Nicholas. While Thomas’s ass was bright red, everyone could see that Nicholas would be dealing with welts on his butt for quite a while.
While everyone was watching the punishment of the two slaves, Robert had come out to the patio and advised Alisha that dinner was ready to be served. As soon as Heather and Laura were finished paddling the two slaves, Alisha requested that all of the women go into the dining room and get seated for dinner. As the other women headed into the house, Heather removed the gag from Nicholas’s mouth, and then removed the blindfolds and handcuffs from the two slaves. Both slaves were then told to go into the kitchen and assist Robert with serving dinner.
Thomas walked into the
house with no problem at all, but it was a totally different story in Nicholas’s case. Once he was freed from the oak tree, Nicholas basically collapsed on the ground from the trauma of the paddling he had received. Jessica went over and had to help Nicholas back up onto his feet, and she assisted him as he carefully walked in the high heels, and headed into the house.
Instead of taking him directly into the kitchen, she grabbed her purse which contained her make-up supplies, and took Nicholas into the hall bathroom, where she comforted him, and then tried to make him look more presentable as a sissy maid, by fixing his make-up as best as she could with the limited supplies she had in her purse. Trying to add a little levity to the situation, Jessica said “Sweetie, we are just going to have to have you wear high heels at home more often, so you will get good at it, and win the next race!”
Jessica then told Nicholas to go into the kitchen and assist Robert, while she went into the dining room and took her seat with the other women at the table. John Saunders was responsible for keeping every woman’s glass filled with wine, so as soon as Jessica sat down, he offered her a refill, which she accepted, saying “Thank you Joanna. Make sure that you keep my glass full at all times tonight!”
Shortly thereafter, Mike and Thomas came out of the kitchen carrying beautifully prepared salads and placed them in front of each woman, while Tony made his way around the table offering each woman a choice of five different salad dressings and warm baked Italian bread.
While the women were eating their salads, and the sissy maids were in the kitchen waiting until it was time to serve the main course, Mike saw his first opportunity to talk with Nicholas, since they had last talked on the cruise. He went over to Nicholas, and quietly said “Nick, are you ok? It looked like Heather gave you one hell of a beating”.
Nicholas nodded his head, and said “Yes, I’ll be ok, but I don’t think that I will want to sit down for a few days. I just wish that one of the other women would have pulled my name out of that fishbowl. I was afraid that Heather would react that way if I didn’t win the race for her”.
Mike put his hand on Nicholas’s shoulder and said “Boy, it was real obvious that Heather was pissed at you for not winning. I am just glad that my name didn’t get pulled out of that fishbowl. I never even wore a pair of high heels before in my life till Susan took me out yesterday to buy these shoes. I would never have been able to make it around that course even one time”.
Nicholas smiled, and said “Yes, it definitely takes some time to get used to walking in five inch high heels”.
Nicholas then told Mike how surprised he was to see him at the party with Susan, and said “Things must obviously be going good with you and Susan, since you allowed her to dress you up as a maid for this party”.
Mike laughed, and said “Yes, I just adore Mistress Susan. Actually, I came up from Baltimore to see her on Friday night, and I didn’t even know about this party. Our friend Heather convinced Susan to come to the party, and bring me as a sissy maid, so yesterday Susan took me out shopping for this outfit. I must admit that I wasn’t very keen on the idea at all, but I would do anything to make Susan happy, so I agreed to be her sissy maid”.
The conversation between Nicholas and Mike was interrupted when Robert notified the maids that the women were finished with their salads, and that they should go clear the table in preparation for the main course. Nicholas and the other slaves went into the dining room, removed the salad bowls, and returned to the kitchen where Robert was dishing up Chicken Marsala and Linguine onto plates for the Mistresses. As Robert handed the plates full of food, which smelled absolutely wonderful to the sissy maids, they carried them into the dining room and served the women seated at the table.
When everyone was served, Alisha called Robert into the dining room. She tapped her fork against her crystal wine glass to get everyone’s attention, and then holding up her glass of wine said “I want to propose a toast to my loyal slave Robert for the wonderful job he has done today preparing this beautiful meal for all of us!”
As all of the women held up their wine glasses and complimented Robert, Alisha then said “To thank Robert for the work he has done today on the meal, I have a special treat planned for him later tonight!”
Robert then returned to the kitchen and told the other five sissy maids that they could help themselves to some dinner while the women were enjoying their meal in the dining room. Nicholas and the rest of the sissy maids filled their plates with food, and sat down at the kitchen table to eat. Every five minutes or so while the slaves ate, Robert would send one of the sissy maids into the dining room to check and see if any of the women needed a refill on their wine, or desired anything else.
When the ten women were finished with their meal, they all retired to the living room. Robert then prepared the silver serving cart with coffee, tea, and an assortment of Petits-Fours, and he had Tony take it into the living room. While Tony waited on the women, the other sissy slaves began clearing the dining room table, and then they began cleaning the dishes and pots and pans.
When everything in the kitchen was cleaned, and all of the dishes were put away, Robert then notified his Mistress. Alisha came into the kitchen and inspected the job which the sissy maids had done. Satisfied with the tidiness of everything, she told Robert that she wanted her toy box brought into the living room, and that she wanted all of the slaves on their knees in the living room.
When Alisha’s steamer trunk full of toys had been brought into the living room, and all of the slaves were on their knees, Alisha then announced that it was time to play another game. First, she had two chairs placed in the center of the room, and then Alisha said “Since we have two sissy maids who did not participate in the race before dinner, we’ll have them play our next game”.
Alisha then ordered Mistress Jennifer’s slave John Saunders and Mistress Susan’s slave Mike Brennan to take a seat in the two chairs in the middle of the room, and they were told to place their arms behind their chair.
Alisha then asked Jennifer and Susan to come on up to the toy box, where she gave each of the Mistresses a pair of handcuffs, a blindfold, and a pair of latex gloves. Using the handcuffs, Jennifer locked John’s wrists together behind his chair, and secured the blindfold tightly over his eyes. Susan then did the same thing with Mike, so that he could not move or see anything.
When Alisha was satisfied that both slaves were restrained and blindfolded properly, she said “The object of this game is to see how well these two sissy slaves know their own Mistress. They each will be subjected to some pleasure and some pain by Mistress Jennifer and by Mistress Susan. Both Mistresses will be wearing gloves at all times, and rotating between the two slaves. Each time that a slave receives pleasure or pain, he must tell us which Mistress gave it to him. Mistress Cynthia and I will keep score of all correct and incorrect answers given to us by the slaves”.
Then with a devious laugh, Alisha said “Slaves, when we are finished, I will announce the loser, and either sissy slave Joanna or sissy slave Michelle will receive her punishment!”
Then to make things even more difficult for the two sissy slaves, Alisha took molded foam ear plugs like shooters use, and pushed them into both John and Mike’s ears to make sure that they could not hear anything that was said in the room.
Alisha then conferred with Susan and Jennifer for a few minutes, and announced that it was time for the game to start. Alisha handed a pad of paper and a pen to Cynthia so that she could keep score, and then Alisha gave the green light to the two Mistresses, to let them know that they could start anytime they wished.
Jennifer went over to Mike, seductively licked and kissed his neck. Mike correctly said “Mistress Jennifer”.
Susan went over to John, ran her tongue all around his ear and nibbled on his ear lobe. John correctly said “Mistress Susan”.
Susan picked up the Violet Wand, went over to John, and let the sparks fly against his wet ear lobe, which made him jump up from the chair. John inco
rrectly said “Mistress Jennifer”.
Jennifer took the Violet Wand, went over to Mike, and began sending sparks up and down his nylon covered legs. Mike incorrectly said “Mistress Susan”.
Susan took the Wartenburg Wheel and began running it up and down Mike’s arm. Mike correctly said “Mistress Susan”.
Jennifer pushed the bodice of John’s maid uniform down, and tightly squeezed both of his nipples. John incorrectly said "Mistress Susan”.
Jennifer slipped one of her red pumps off of her foot, slid the four inch heel into John’s mouth, and held it there until he started sucking on it. When she finally removed it, John incorrectly said “Mistress Susan”.
Susan took a thick dildoe, pushed it into Mike’s mouth, and motioned to Alisha. Alisha stood right next to Mike, and said “Michelle, show us how you suck that cock, and you better deep throat it!”
Mike started gagging, and tried to push the dildoe out of his mouth. Susan would not put up with that. She started hitting him hard on his thigh with her riding crop until he stopped trying to push the dildoe out of his mouth. After Mike had sufficiently sucked the dildoe and taken the full length of the rubber cock down his throat, while the women in the room cheered, Susan pulled the dildoe out of his mouth, and Mike incorrectly said “Mistress Jennifer”.
It was obvious that both Susan and Jennifer were having a lot of fun, as they used riding crops, rubber cocks, nipple clamps, the Violet Wand, the Wartenburg Wheel, and other toys from Alisha’s toy box on the two restrained slaves, who soon became totally confused, and started giving more and more wrong answers, much to the delight of the women in the living room.
Finally, after about twenty minutes, Alisha announced that the game was over. She removed the earplugs from both John and Mike’s ears, and said that it was time to determine the loser. When Cynthia had the final results tabulated, she handed them to Alisha, who then announced to the group “Well, it was closer than I thought, but the results show that both of these slaves need to learn more about their Mistress. Sissy slave Michelle, you answered six questions incorrectly, and sissy slave Joanna, you answered ten questions incorrectly. Therefore sissy slave Joanna, you are our loser tonight!”
FemDom Law Firm - Part III: Total Servitude For Slave Nicholas Page 4
