Sissy Karen's Tennis Adventure

by Sissy Karen

 

I jumped out of bed with a definite spring in my step as soon as my alarm sounded at 6AM. Today there was a  slim chance of being allowed a much longed for 'release'. It had now been thirty days since I last had relief and the 'morning tensions' were becoming more intense each day. I didn't want to get my hopes up too high though as Mistress had made it perfectly clear that the circumstance of my release would depend entirely on my behaviour as well conditional upon Her and Sandra winning the Bridge game tonight. There was also the fact that I had to serve the very three ladies who seemed to take the greatest delight in seeing me get into trouble! I hated to admit it, but I had a sneaky suspicion that perhaps they orchestrated events somehow that would cause my downfall on occasions. My stomach lurched at the thought of being in their presence because I couldn't help feeling that the chances of having my possible 'release' dashed were now tripled. However some hope was better than none at all and I resolved to remain positive even though my fate seemed undoubtedly resting precariously in the hands of those three ladies.

After my shower I focused on the ritual of dressing. Today I could not afford the slightest mistake. I carefully laid every item out and checked they were in perfect order. My beloved 'Alice' dress had to be laundered for this evening's Bridge party so I was wearing my 'working maid' black sissy dress today. I was pleased I could see no sign of any stains but I had to trim one loose thread. I gave my stilettos a quick polish and then donned my white gloves to ensure I would not ladder my black stockings. I checked and double checked the seams were perfectly straight before clipping them to the suspender belt. It was then on with black panties followed by the black satin sissy maid dress and apron. I put on my wig but spent a bit longer than usual brushing it to perfection. I stood in front of the mirror and did a final straightening and check of everything. Satisfied my attire would more than pass Mistress's  strict standards, I trotted to the kitchen to prepare Her juice. On Saturdays Mistress woke earlier and would go to the gym for an early session. All Mistress ordered was a freshly squeezed pineapple and ginger juice on waking and would return later for her breakfast. I rinsed and chopped  the pineapple and ginger and put them through the juicer. Mistress's motto is 'fresh is best' and prefers not to purchase ready made juice. Why would you when you have a sissy maid to do all the peeling and juicing and washing up of the juicing machine? I had it ready on the tray with a fresh flower in the vase at 6:58. I checked my uniform and waited for 7AM to tick over before knocking on her door.

'Enter'

'Good morning Mistress, Your juice.'

I handed Her the tray and bowed my head.

Mistress watched me as She sipped Her juice. I was aware that She hadn't dismissed me so stood with my head bowed respectfully waiting for instructions. "Turn around Karen."

Obediently I turned as gracefully as I could, albeit a little nervously.

'Hmmm..." She said at long last in a jovial voice. "It would appear you managed to get everything right this morning Karen. But now that I know you are fully capable of doing so, I expect this level of perfection every day. Well done, but I warn you, do not get complacent now."  Her voice carried that familiar warning tone that I was well used to by now.

"No Mistress, thank You Mistress." I couldn't help feeling a huge sense of relief. Phew! First hurdle over, I thought. 

"Now Karen, listen carefully. I want you to go now and strip the sheets, pillow cases and doona cover off your bed. and pop them into the wash. By then I will be dressed and off to the gym. While I am gone I want you to strip my bedding and get all the sheets in the wash as well. While the washing is on you can put fresh sheets on the beds and then vacuum the bedrooms. By the time you hang out the last load of washing it'll be time to prepare my breakfast. I shall have my fruit and yoghurt on the balcony as usual when I return, which I imagine will be around 9:00. Understood?"

"Yes Mistress, understood."

"Very well Karen, don't stand around waiting for better days. Off you go, quickly now!"

I immediately scurried off and attended to my chores. I was most attentive making Mistress's bed. Everything had to perfect, right down to the hospital corners. I had to make sure the doona was perfectly straight and not the slightest crease anywhere. The pillows also had to be perfectly placed with absolute symmetry, or else! Once the bedding was under control I thoroughly vacuumed the carpets making sure I covered every inch, using the small attachment to get into every nook and cranny. It was not unusual for Mistress to use the 'sneeze' test to check my work. This involved Mistress making me kneel on all fours, and then ordering me to push a coin along the carpet with my nose. I have an allergy to dust so if I sneezed after doing the test Mistress would deem I had not done a good enough job and a thrashing would ensue. This was certainly a strong motivation to do a good job!

All going to plan I had just enough time to wash, vacuum, hang out the washing and prepare Mistress's breakfast to  have ready to serve to Her right on time when She returned. I didn't dawdle getting chores done this morning of all mornings,  but couldn't help the mixture of feelings I had while I worked. I was anxious in case anything went wrong to cause a delay in finishing my chores,  but at the same time I knew that the more I worried myself over the possiblity, the more chance I had of something going wrong! It was Murphy's Law. But so far so good. Amazingly, everything was going smoothly with no hiccups.

When Mistress returned I was relieved to finally serve Her breakfast. It meant another part of the day was over without hiccup or trouble. Over breakfast Mistress gave me a handwritten list of the meals She wanted over the next week. Taking care of the meals and shopping were my responsibility so once She informed me of the meals She would like served,  I then had to work out what was needed and add the necessary ingredients and items to the shopping list. Fortunately Mistress allows me to do the shopping in my male clothes but she does insist on sending me off to do the shopping with a conspicuous swag of bright pink canvas shopping bags.

Although I am 'undercover' dressed in male clothes, the shopping trip is not without its stresses. For instance Mistress prefers I shop at a particular delicatessen which is owned by a friend of Hers, Mrs Romano, who also knows my true status. There is always a bit of teasing as she puts the order together. 'Ah, my friend with the pink bags, what are we making for the boss this week? Make sure you place everything on the tray in an artistic way, we want to keep the boss happy, don't we Karen?" The other staff would have a chuckle and I'd go red with embarrassment when she used my sissy name. 

After I finished the shopping, I returned to Mrs Birch's place, tallied up the receipts and presented Her with the change. On shopping days Mistress always marked off each of the items on the shopping list as I put them away. The ritual of marking off items was always a tense time for me.  I recall one incident early on in my training where I forgot some vital ingredients of a dish I was making and the omission was not left unpunished. After a quick 6 strokes of the cane Mistress  sent  me right back to the shops dressed in sissy attire to pick up the missing ingredients!

Luckily all items on the list were accounted for this morning and I was safe!

"I am expecting Sandra here any minute Karen, so I want you to prepare salad sandwiches for our lunch  and make sure the water bottles are filled with cold water to take with us."

"Yes Mistress." I hurried off to the kitchen and began preparing the sandwiches. It wasn't long before I heard a knock at the door.

"I'll get it Karen, you keep on with the lunch," called Mistress.

It was Sandra, and I could hear the two ladies greeting each other and then exchanging pleasantries as they strolled  past the kitchen.

"Hello Karen, darling!" sang Sandra with a happy lilt in her voice. I cringed.

"Hello Miss Sandra," I responded unhappily. I felt my stomach somersault at the thought of the chaos she was capable of inflicting upon  my world. And today of all days....  

"I've brought something special just for you Karen," teased Sandra playfully.

"Thank you Miss Sandra," I said turning to face her and curtseying as I knew she was expecting me to do.

"Can I give it to her now Jennifer?" asked Sandra, smiling and clapping her hands together in a childlike gesture. 

"Sure Sandra, come here Karen." I looked at Mistress to answer Her but noticed She was glaring at me with an angry look on her face. I quickly realised that my own face must have been broadcasting my feelings of consternation now that Sandra had arrived and I quickly smiled and feigned a happy face.

I followed the ladies into the lounge room and stood in the doorway waiting for instruction. Sandra opened her bag just as I arrived to present myself and I could see her pulling out a lovely vintage tennis dress with a thin blue and red stripe around the collar and down the front.

"Come on, clothes off Karen. Lets have you undressed quick smart so you can try it on," said Mistress in a sharp voice. 

"Oh I forgot this," said Sandra with a grin as she pulled out a largish, old fashioned white bra."Put that on first Karen." She flung the bra in my direction and I bent  quickly to catch it before it fell to the floor. I was mortified. It was huge and looked like a granny bra and there was no way I wanted to put it on. I had been instantly enraptured by the thought of slipping that heavenly dress  over my head but brought back to  earth with a jolt when  that bra was produced. Reluctantly I began undressing. When I was bare chested I encircled my waist with the bra, the cups pointing backwards while I fastened the hooks. Before I could slip it around the right way and pull the straps over my shoulders, Sandra piped up again.

"Now I also have something here that I think will be quite appropriate to fill that bra out Karen!" She pulled out two old tennis balls from her bag and squeezed them roughly, grinning at me with that wicked Cheshire cat grin as she always did when she was deliberately tormenting me.  I could see when she squeezed the balls that they each had a small slit in them causing them to open like tiny mouths. Sandra stood up and took a few steps toward me, a ball in each hand. When she squeezed the balls again the slits opened wide. At first I couldn't think why she would have slits...but of course I only had a second to wait until I found out why... She placed the open mouth of the first ball over my nipple and then let go. The ball pinched my nipple hard and I gave out a scream.

"Don't be such a sook Karen, show Sandra some gratitude," snapped Mistress.

"Sorry Miss Sandra, um, argh, please forgive me," I said trying not to flinch. "Thank you Miss Sandra, the dress is lovely." With that she put the other tennis ball on the other nipple. The pain was intense but with a supreme effort  I managed not to whimper anymore.

"Allright, up with the bra straps Karen," announced Sandra gaily and wrenched the bra straps over the tennis balls, causing me to wince and grimace. It was if the pain in my nipples was of no consequence as she continued to torture them more by making a fuss of tightening the straps even tighter than what they already were!  Finally I was allowed to slide the dress up over my body but did so very gingerly over the bra. Sandra whizzed me around in order to zip me up and I'm sure she deliberately  hauled the dress in unnecessarily tight in order to zip it up. Mistress sent me off to put my sandshoes on and when I returned the two ladies were sitting on the couch looking at me with amused looks on their faces. 

"Oh, don't you look a treat Karen! Let's have a little parade, eh?" Mistress ordered.

"Parade Mistress?"

"Yes Karen, I want you to take a little stroll across the living room floor, stop at the stereo cabinet, and then turn exactly like I have shown you, pause with hand on hip, then walk right back here to halt right in front of us. We want to see plenty of sassy attitude Karen and hips-a-swinging, so off you go." 

I did as I was told and hoped that my nervousness didn't cause me to wobble or falter in anyway which would warrant further practise parading up and down in front of Sandra until I got it perfect. Mercifully Mistress must have been keen to get on with the lunch and afternoon's game because I only needed to do one turn.  As I walked I could hear the ladies chattering and making remarks about how perfectly divine and sporty I looked and how well the dress suited me. I was pleased about that even through my humiliation.

"Ok Karen, that will do. Run along back to the kitchen and kindly prepare to serve us lunch out on the table under the tree please. We may as well take advantage of the beautiful day." The ladies strolled out onto the lawn and made their way to the table by the pool and seated themselves ready to be served. 

I came back a short time later with the lunch I'd prepared and placed in the hamper ready to bring out in one trip. They chatted happily throughout lunch and by all accounts, all was well. Sandra was on her best behaviour and hardly even glanced in my direction, much less caused trouble for me. After lunch was finished I chauffeured the ladies to the tennis court. I drove delicately, like I had a cargo of loose eggs in the car just in case Sandra decided to break out of her unusually inattentive mood and notice some little thing to pick about my driving.  On the drive to the courts Mistress asked Sandra to outline my duties as ball girl.

"Well Karen, firstly you will be carrying our bags and racquets making sure you walk at least three paces behind us. Once we are on the court you will kneel on one knee at the net, ready to race and fetch the ball. At the end of each point you will throw two balls to the server making sure they bounce once before reaching the server and making sure the server does not have to take a step to reach it. Understand?"

"Yes Miss Sandra," I replied meekly.

"Now I am going to keep score of your errors just like a tennis match. With your first error your score is 15, your second 30, your third 40 and with your fourth it's 'Game'. If you reach 'Game' you will stand facing the fence and each of us gets two serves aiming for your bottom. Understand?"

"Yes Miss Sandra," I said trying to stifle the panic I was feeling. I was incredulous when Mistress raised no objection to this method of punishment for my mistakes. Both ladies laughed, adding further salt to the wound. Obviously Mistress was in agreeance with Sandra's methods. 

"That should keep her on her toes Sandra," said Mistress.

"And at each change of ends Karen you will swap your tennis balls under your dress, understand?"

"Yes Miss Sandra," I replied dejectedly. This was going to be a trying day to say the least. After the initial pain of the tennis balls clamped on my nipples it settled down and became bearable but I knew taking them off and letting the blood flow back into them would reignite the pain only to have them clamped on again. There would be no respite for me.

Finally we arrived at the courts without incident. I was safe from Sandra's criticism of my driving. So far, so good.

There were two courts side by side at the edge of a park and at one side of the courts was a steep hill that led into scrubby bushland. My heart sank as we pulled up and I saw a group of girls about 16 or 17 years old playing on one of the courts. As we walked in I could see they were wearing the sports uniform of a very posh private school that had a reputation for producing snooty princesses.

As we walked onto the courts and they saw me with the bags I could hear them giggling at me, I stole a glance and one of them was pointing at me with one hand and holding her other hand over her mouth trying to contain her laughter. When I kneeled into the ballgirl position they could not contain themselves and guffawed out loud. So called princesses, I snorted to myself, they sound like fishwives making noise like that!

Mistress and Sandra began with a hit up. It wasn't long before a ball from the snooty princesses came onto our court.

"Could we have our ball please?" one of them asked.

"Fetch it for them Karen," said Sandra.

More laughter as they heard my girl's name. I ran to get the ball from its resting place and threw it back to the girl waiting, grinning. That caused more uncontrolled laughter and I tried to ignore their taunts. 

Then Sandra hit a ball over the fence and my heart sank as it sailed down the hill into the scrub.

"Off you go Karen, go find it, quick now!"

I ran out to get it and I heard one of the snooty princesses call out, "We hit one down there too, could you fetch it for us?"

"Sure she will," replied Sandra on my behalf.

Hmmphh! I thought...not even a please from the snooty little thing! 

It wasn't easy negotiating the hill or the scrub and I had to pick my way carefully making sure I didn't catch my dress on any branches as I looked for the tennis balls. I finally found them and came back. I threw one back to the snooty princess and it bounced twice before reaching her.

"That's 15 Karen, same rules apply to the schoolgirls."

"But Miss Sandra she didn't make any attempt..."

"QUIET KAREN! How dare you backchat!" snapped Mistress. "Remember, you are on your BEST behaviour today! And if I were you, I would do exactly as I was told!"

Sandra was always so tough on me, and Mistress always backed her up. I knew it would be fruitless to protest though and thought better of finishing my plea.

Throughout the game the schoolgirls kept hitting balls into the scrub and I had to keep retrieving them. I 'm sure they were doing it on purpose just so they could hear my name being called out which gave them an opportunity to humiliate me with their laughter again. Luckily after only half and hour or so they were finished, and left the courts in a loud flurry of laughter and female teenage banter. Sandra and Mistress decided to take a break.

"Cool drinks all round under the shade thank you Karen," called Mistress. "and Karen, bring the towels when you come back please." Sandra and Mistress headed for the shade of a large Peppercorn tree by the court and sat in the lush shaded grass beneath it's canopy. As I prepared the drinks to take to the ladies I allowed myself to feel a measure of gratitude and relief that so far apparently I had not lost my special privilege. 

In the second half hour I made three more regrettable errors and earned my first punishment. The first two mistakes were Sandra's fault which I was convinced she caused on purpose. She allowed the ball to bounce twice on two occasions, accusing me of throwing the ball to her in a haphazard manner!  The third was for being inattentive. The two ladies had been in the middle of a lengthy volley and I stupidly allowed myself to become distracted  for a moment and turned to take in the beautiful surroundings of the park. I was rudely awoken from my reverie when a ball smacked painfully and hard into my thigh causing me to cry out in surprise. I leapt to my feet and clutched my burning thigh.

"Right! That's your third mistake Karen. You should have kept your eye on the ball. Over to the fence and get those knickers  to knees and face the fence. I stood for a moment looking at Sandra and was about to open my mouth but thought better of arguing.

I hobbled over to the fence as quickly as I could and pulled my knickers to my knees. I stood facing the fence and held on to the wire, screwing my eyes tight shut in anticipation of what was to follow.

"Bottom out Karen," I heard Mistress call. "and head right down!" The very thought of a tennis ball travelling at 100kms an hour towards my bottom filled me with absolute dread. Mistress was to have first serve. I heard the distinct pop as She hit the first ball and sent it hurtling towards me. Thankfully it missed and I breathed a sigh of relief when it hit the fence about a foot to my right. Sandra then called 'Let'.  Which meant Mistress got another shot. Her next serve got me dead on the crease below my left buttock. It stung intolerably and I yelled out as loudly as I could. The next one was faster and hit dead centre in the crease of my right buttock!  Again I yelped.

"Bravo Jennifer, dead shot! called Sandra and I heard her clapping Mistress's efforts. It was Sandra's turn but she missed her first shot also. Her ball was launched with such ferocity that it whistled noisily past my ear and ended it's flight abruptly, hitting the fence  with a such a violent twang that I thought it was going to go right through the fence. I thought I was lucky but Mistress also called 'Let' and Sandra prepared for her free shot. Her aim was superb  and her ball  landed exactly in the middle of my right buttock with a burning 'SMACK!. I yelled and leapt skyward clutching my buttock trying to quell the sting. I jumped around from foot to foot holding my rear, silently pleading for the pain to subside.

"Get back into position  Karen," called Sandra with a laugh in her voice and I reluctantly stood facing the fence again, clutching the wire. There was something very scary about turning your back on something that was about to cause you serious pain. My nerves were very much on edge as I stood waiting for the sound of her next serve. There it was. I tensed and screwed my eyes shut tight again and a second later, felt the tremendous sting  of the ball as it smacked hard into the centre of my left buttock.

"ARGHHHH!!!" I yelled again, leaping into the air. This time the pain was double the intensity of the last hit. I hopped around in agony clutching my cheek and yelping like a wounded pup as the ladies doubled over with laughter over my demise.

Finally the pain subsided enough for me to calm down and I stopped my yelping and jumping around. Sheepishly I looked over at the ladies who had by now managed to contain their laughter and were standing watching me with smiling faces. I was rubbing my bottom and was sure bruising would follow.

"Oh Karen you are a treat," said Sandra laughingly. "You are so entertaining! Jennifer where-ever did you find her?" joked Sandra shaking her head as she walked back to take her position on the court. 

"Get into position on your knee please Karen," called Mistress. Time is marching on, and we've a game to finish so quickly now." 

I managed to get through the rest of the game with no more errors fortunately. I was certainly not keen to risk another punishment of the tennis ball variety! Once the game was over I was allowed to pack up while the ladies enjoyed a cool drink under the Peppercorn tree. Finally Sandra called me over to where she was standing with Mistress.

"Well Karen, how are those nipples of yours? I'll bet they're quite numb by now? mused  Sandra.

"Yes Mistress they are very sore." I replied. They were in excruciating agony in fact.

"Well then, you may take them off for the drive home," said Sandra spinning me around and unzipping the dress. Once the dress was down around my waist, she reached into the bra and roughly removed one nasty tennis ball off my left nipple.

"Arghh! I yelled, not expecting this sudden shock of pain to assault me the way it did.

"Oooo did that hurt you Karen? Oh dear, then the next one's going to be far worse!" Her voice was condescending as she reached into the other side of the bra and grabbed the tennis ball but this time she twisted it hard as she yanked it off my nipple, not in the least bit concerned about the torture she was inflicting.

"Arghhh!!!" I screamed again, bending over in pain. My hands flew involuntarily towards my chest to protect my nipples from further torment. Amazingly, Sandra laughed and tut tutted as she shook in her head in mock apology. "Dear oh dear Karen, did I hurt you?" She turned and sauntered off towards the car, stopping when she reached the rear passenger door, and waited expectantly for me to open it for her to get in.

I drove the ladies home, caught up in my own thoughts while they chatted happily for most of the way. Once home Mistress left me with a list of instructions to carry on with while She and Sandra went off to have their  showers and to prepare themselves for this evening's frivolities. I unpacked the car and put racquets and balls away before heading to the kitchen to start preparing the food for tonight's dinner before the Bridge game. If I never saw another tennis ball I would have been happy.

Mistress's friends Jacqueline and Katerina would be arriving in about two hours. I was so hoping that Mistress and Sandra would be able to win, the thought of possible release after a whole month was very exciting. I knew I must stay focused though and make sure everything is perfect for the ladies. There was a lot to do before 7PM.

to be continued...

   

 

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