Wrestling Contest

by Suejrz

 

I was sick with fright the next afternoon as I sat next to Judy in the car heading towards Harold and Anne's house. I was wearing a summer shift dress, beige hose and beige flats. Judy was wearing shorts and a summer top. I had begged her to let me wear something less feminine like my Capri pants but she insisted I wear a dress, heels and hose. As we neared the exit for Harold and Anne's house, Judy looked over at me and said. "Patti will you relax. You look simply adorable in that outfit. And Patti, don't forget what I told you. Remember, you will behave as a perfect maid. You are to look and act the part at all times. And I want you to act happy about it too. Is that understood?"

"Yes. I understand. I will act happy but believe me I'm not."

"Well, that's fine. I just want you to appear happy. How you really feel, doesn't matter."

When we pulled up to their house, Anne came out to greet us immediately. We got out of the car and Anne looked me over from head to foot. I was so embarrassed standing here in my dress and hose. "Judy, you're so right. She looks amazing. If she works as good as she looks, I think you've solved my problem."

"Not a thing to worry about. Patti is an excellent maid. She's very capable. You'll see." Turning to me, Judy continued talking. "Patti, please bring our bags in."

Anne answered, "Yes, Patti, you can put your things in Maria's room. Maria left in a hurry but she moved her personal things in the bottom drawers so you should have room for your things. She also left her clean uniforms in the closet if they fit you. I think they will. You look about her size. And you remember her room is right off the kitchen, don't you dear? Judy, I figured you would want to stay in the guest suite by the pool. Is that okay, Judy?"

"Yes, that's perfect. I love that suite. And I'm sure Patti will certainly be better in Maria's room considering her duties. Isn't that right, Patti?"

"Yes. Maria's room will be fine for me. I'll put my things in there right now."

"Patti, please unpack my things and hang up my clothing so nothing wrinkles. And Patti, please change into one of your uniforms when you return. I told Anne you would prepare and serve dinner tonight. Where's Harold?

Yes, madam." I responded as I left to complete my chores. As I was picking up the bags, I heard Anne respond.

"He's still at the office but he'll be home within the hour. He was looking forward to seeing you both. I told him about Pat helping out and he assumed he'd be like a butler so I never told him about your new arrangement. So, he'll be in for a little surprise when he sees our cute little maid. I can't wait to see her in her uniform."

My stomach sank at the mention of his name. Within the next hour my superior brother-in-law would witness my complete and total emasculation. Even worse was the fact that he was completely in the dark about my current plight. I finished unpacking all of our bags and just started to change into my uniform. I had my black pantyhose and heels on by the time I heard Harold drive up. Harold always had a booming voice so I could hear him clearly as he came in and greeted Anne and Judy. As they exchanged pleasantries, I finished putting on my uniform and making some final touchups to my makeup. I was now totally made up as a maid.

"So where's my new butler, Pat?"

I could hear Judy saying she would get me. "She came to the bedroom door and asked if I were ready. I wasn't but I simply nodded affirmatively. I took a deep breath and followed Judy to the kitchen. As we entered the kitchen I could see the quizzical expression on Harold's face. Anne must have seen it as well.

"Harold dear. When I told you about Pat helping us you naturally assumed he'd be serving as a butler but Judy had something different in mind, something much more like Maria. Meet Maria's replacement."

Harold turned and examined me closely at me with a confused look on his face. Finally, he recognized me. "My God, Pat! What are you doing dressed up like a damn maid?"

"Patti! She prefers to be called Patti now, Harold. Isn't that right, Patti?" Judy stated very factually.

"Yes. Please call me Patti. Its much more appropriate for my new role."

"Patti?" No longer able to contain himself, Harold broke into a loud guffaw. "This has to be some type of joke. Will someone tell me what the hell is happening?"

Judy interjected. "This isn't a joke. About a month ago, Patti and I made a little bet over a wrestling contest. The bet was the loser would serve as a maid for the summer. Patti never expected that I could actually beat her but it obvious I did. She's been serving as my maid ever since."

"You mean you actually beat Pat in wrestling. That is too much." Turning towards me, Harold continued talking. "Unbelievable. You're going to be a maid. Christ, you even shaved your damn legs and you're wearing pantyhose. I bet you're wearing panties too. "

Remembering Judy's warning to me, I quickly answered Harold. "Of course I'm wearing panties. You wouldn't expect me to be wearing boxer shorts under my pantyhose, would you? Since I'll be serving as your maid I think it makes sense for me to dress appropriately from the skin out, especially when you're entertaining. Don't you agree?"

"I guess I do. Damn. And there is not any doubt about who wears the pants in your house. Judy's wearing slacks and you're running around in pantyhose and a dress. I always thought Judy was the driving force in your relationship. I sure was right."

Before dismissing me to get their drinks, Judy insisted that I tell Anne and Harold all about our big double date, as she referred to it. I wanted to die on the spot but I had to stand there and tell them all about my outfit, my preparations for the big date and then in very painful details, I had to recount my scenes on the dance floor and in the back seat on the way home. Harold seemed to revel in my discomfort as I became more and more self conscious of how feminine and weak I must have appeared to him. I mean how could I appear anything else since I was standing there totally dressed in a maids uniform, talking about my recent dating experience with some guy. It was very hard to look masculine under those circumstances. I mean once you tell someone you kissed a man it's hard to look very strong or masculine.

After Judy was done embarrassing me, I was dismissed to serve them drinks and then begin dinner preparations. As they were sipping martinis I was in the kitchen making a complete dinner. Not knowing what to do, I set three place settings at the dining room table and announced dinner was ready. I figured I would eat mine later. Once they were seated, Harold decided to open a bottle of wine so he instructed me to bring in three wine glasses, which I did. Serving took about an hour for them to finish. As they were having coffee by the pool, I had to clear off the table, do the dishes and clean the kitchen. I was so exhausted I only had a salad for my dinner. I knew right then and there that I was indeed the maid.

Anne and Judy came in to see me after they finished their coffee. Anne graciously thanked me for everything. "I will explain all the rest of your other duties to you tomorrow. I was very pleased with you this evening. Judy was right. Based on tonight, I'm sure you'll be more than an able substitute for Maria."

"I told you Anne. Patti is one heck of a maid. She'll have the place sparkling in a few days, won't you, Patti?"

"Yes Judy."

"And Patti, wear one of Maria's uniforms tomorrow so we can see if they fit you ok. If not, we'll have to buy you a few new uniforms for your stay here."

The next morning after showering and doing my makeup, I donned one of Maria's uniforms, which fit perfectly. However, since I was much taller than Maria, the dress was a bit short on me but I knew I better wear it anyway. By the time I went into the kitchen I was surprised to see Anne and Judy were already sipping on their coffee. Anne noticed right away that I was wearing one of Maria's uniforms and commented that it looked very nice on me. I was even more surprised when Anne offered me a cup too. We chatted briefly for a few minutes and then Anne and Judy were all business again. She explained my duties, which were very similar to what I've been doing for Judy. Cooking, cleaning, laundry, ironing and dusting were all part of my day.

And so my days went. I was busy all day long with only an occasional break for meals. The worst part of my working days, however, was seeing Anne and Judy lounging by the pool in the afternoon as I was slaving away inside. Or they'd be off to lunch at some posh restaurant and then spend the afternoon shopping. Somehow it just didn't seem fair.

That first Saturday was the dinner party event that was the main reason for my being there. Anne and Harold hired a chef to prepare the meal and I would be responsible for serving dinner to the fourteen guests. I was busier than normal that day preparing the house for the party. In addition to setting the table I had to clean the bathrooms and do a general clean up of the downstairs parlor and den.

By the time the guests started arriving I had already been working for almost eight solid hours and I still had another five or six hours ahead of me. I knew Judy planned to attend the dinner party but I was surprised when I discovered that Tom Rizzo would be attending as her date. I blushed when Tom saw me but he just smiled and kissed me hello. Evidently Judy must have told him that I was working for our cousin. This was just another major embarrassment for me right in front of her sister and her husband, no less.

But the party must go on. And so it did. I was so busy for the rest of the night that I barely had time to go to the bathroom. I had to serve appetizers, salad, the main course and then coffee and choice of dessert. I thought my feet were going to fall off before the night ended. However, I did manage to serve everything without a mishap and the night went off without a hitch. All of the dinner guests were very nice and seemed pleased with my service, especially one of the men. I even saw him looking at me as he was leaving. After the guests all left, I cleared off the dessert dishes and coffee cups, Anne found me in the kitchen. She gave me a great big hug. "Patti, you were wonderful. I can't tell you how well you did. All my guests complimented you on your wonderful service. Thank you so much. And as a treat tomorrow why don't you sleep in late and join us by the pool for coffee in the morning.

I did sleep late the next morning and was looking forward to a nice relaxing morning. It was a relief to be able to wear just a tank top and shorts instead of my normal uniform. When I went into the kitchen I saw that Judy, Anne and Harold were all out on the patio so after pouring myself a coffee I walked out to join them. They seemed a bit ill at ease when I first sat down but I figured it was because they hadn't really seen me without my uniform. I soon realized I was incorrect when I saw Tom exiting the pool house in a pair of shorts and a tee shirt. He had evidently spent the night there with Judy.

Judy quickly got up and walked over to him. He greeted her with a little peck on the lips and then they walked over together to join us. Tom gave both Anne and me a kiss hello as well. I could see Harold smiling as Tom leaned over to kiss me on the cheek.

Looking at me, Tom said. "Wow, you did a great job last night. Everyone was really impressed, including me."

Oh great I thought. Now even my wife's boyfriend is complimenting me on what a great maid I am. As I thought about my wife's boyfriend, I was forced to again reflect on my situation. Sitting there sipping my coffee, I couldn't help but wonder what went on last night in Judy's room. My relaxing morning suddenly was no longer relaxing. In fact, after finishing my coffee, I excused myself and went back into my room. I heard Judy and Tom leave for lunch so I decided to change into my uniform to clean up the remnants from the party. After finishing up in the kitchen I went into the pool house to straighten up Judy's room. Upon entering her bedroom I saw a black negligee, black panties and thigh high's lying on the bed. That seemed funny since Judy almost always slept in tee shirts but then I remembered Tom. I guess she wanted to look as sexy as possible for him last night. As I picked up her negligee and panties, I could still smell her perfume on them. It was then that I noticed the empty glasses and champagne bottle on the nightstand. At that moment I also noticed the two empty foil prophylactic wrappers lying there as well.

As I picked up the glasses and the empty foil packets, I couldn't help but think of Judy's actions last night. I could almost see her wearing that sexy negligee as Tom entered the bedroom. I felt like his eyes were my eyes as he took in the fullness of her body. I could feel their kisses as he took her in his arms, caressing her body with his hands and lips. I could see Judy slowly removing his pants and staring in awe at his engorged shaft. I imagined Judy opening her mouth as she moved towards his throbbing shaft. I could almost feel her lips as she opened her mouth to accept him. When I closed my eyes I could almost hear Tom's moans of passion. I could sense his excitement as her lips and mouth moved up and down his expectant rod. Much to my surprise I could almost feel his ejaculation filling Judy's mouth with his passion.

I imagined Tom getting hard the second time and Judy reaching for the rubber. Her nightgown falling to the bed as they struggle together to open the foil packet to unleash their full passion. I could sense her lying there with her legs spread apart and her feet in the air as he mounted her. I could feel his penis as it came closer and closer to the Promised Land. She was wet. She was ready. And boy, was she hot. I could feel him slowly entering her as she stretched to accept his shaft. His rhythmic pace quicken as they moved in unison until they exploded in a loud crescendo of passionate moans. I could almost feel him inside me.

What made my feelings so surprising was the fact that I was feeling what it was like to be Judy rather than Tom. I was filled with feminine emotions and feeling. In the scene in the bedroom I was Judy and not Tom. I was the one wearing the nightgown. I was the one slipping the rubber on my lover. I was the one going down on him and savoring his ejaculation. I realized then that I had really and truly become a woman in not only my dress and actions but in my thought processes as well.

The next day Judy mentioned that she was sorry they left the room in such a state. I just shrugged and said I was used to cleaning up after her. Neither of us mentioned the obvious. She knew I knew and I knew, she knew. It was almost funny in a sick kind of way..

I further realized that my only chance for regaining my former life rested with the resumption of our teaching jobs. I figured that once the summer ended and Judy and I resumed our teaching profession, things could revert back to normal. Well, not totally normal since I would have to face Harold and Anne a few times a year. But I would be able to put up with Harold's teasing on so few occasions. I mean so what that they saw me dressed as a maid for a few weeks. No big deal, right?

So, hopefully things would quickly get back to normal by summers end, even if that only meant me wearing pants and socks rather than dresses and pantyhose. It was a step in the right direction at least. And maybe I'd be the one taking my wife out for a luncheon date instead of her and I double dating with two men. But would Judy really want me back? She has certainly enjoyed her freedom and has taken full advantage of the opportunities that presented themselves.

My dream of resuming a normal life took a strange turn the next evening. After dinner, Harold asked Judy and I to join them in the living room for a drink. I was surprised by this action since for the most part I was totally treated like a servant. They treated me nicely but they made sure I knew my proper place, if you know what I mean. Once we were seated, Harold mentioned he had a proposition for us both. He then explained that his office manager resigned unexpectedly that day. He wanted Judy to take her position at almost double her teaching salary. He also told me that Maria had called over the weekend and her mother was not doing well and she would have to remain in Mexico to take care of her. Therefore, her position was also available. And Harold and Anne thought I would be perfect, especially since I've done so well during these last few weeks. They offered to pay me $600.00 per week in cash.

As a further incentive, they said we could continue to stay with them, which would save us a considerable amount of money for rent. I was flabbergasted and didn't know what to say. Judy was caught off guard too but I knew she didn't like her job all that much. I wasn't that surprised by her reaction.

"Wow. That's some offer. You know it may be fun to do something different. I could use a change and the salary is enticing to say the least. Maybe I should go to the office with you tomorrow to get a first hand look at the job. Patti, isn't this great?"

"Gosh, I'm not sure what I think. This is kind of a shocker to me. I'm not sure if this is the best thing for me to do. After all, I'm a college graduate and being a maid seems like a step down. But I have to admit that financially it's a good deal. We'd be set."

So we decided to wait until the following day and see how Judy liked the office environment. As I expected, Judy loved the job and she wanted to stay. I couldn't afford to maintain the apartment, my car payments and my student loans on my teaching salary so I was practically forced to agree to stay on as Harold and Anne's maid. I guess I could have moved to a smaller place on my own but I found it hard to make such a big decision. Although living as a full time maid wasn't such a small decision either but somehow that seemed easier. So my summertime adventure has now blossomed into a new full time career and a new full time gender. Judy and I both had new positions. She was moving up the career ladder with a higher paying, more prestigious position and I m stuck as a maid. Some new job!

 

Within the next month we tendered our resignations, moved out of our apartment after selling most of our furniture and sold Judy's car since she now had a company car We donated most of my male clothing to a local charity and moved in with Harold and Anne. As expected there were no changes to our living arrangements. I hoped to move into the pool house with Judy but she quickly nixed that idea. "Patti, I think you need to stay in Maria's old room. I mean after all this is your job and I think you should stay closer to Anne and Harold. It will make it easier for everyone. Besides, this pool house is so small that we would really be cramped in here. And what about Tom when he visits? I can't have him stay in Maria's old room, can I? That would seem very awkward after everything that's happened so far. I mean you know what I'm talking about. You cleaned my room after his last stay. I can't change that overnight." So, that was that. I was now permanently living in Maria's old room while Judy continued to stay in the pool house.

During the months that I was living full time as a woman, I began to develop some feminine physical traits. I noticed my breasts were enlarged, my nipples were more sensitive and my lower body was changing as well. I also felt my hair was finer and I did not have to shave my legs as often. I'm sure it was related to those vitamins Judy insisted I take each day. Those physical changes coupled with the wearing of female clothing and serving as a maid had a very strong impact on my entire demeanor. I was increasing becoming more and more of a woman and less and less of a husband. The husband situation was made even more laughable each time Judy entertained Tom (Entertaining was how she referred to it.). Here was my wife having sex (That's how I referred to it.) with her boyfriend right under my prettily powered nose. And I couldn't or wouldn't do a thing about it. I wasn't even sure what I should do. Should I make a big scene? Should I confront Tom and tell him who I really was? Should I demand that Judy stop seeing him? None of those options seemed to make sense. I mean how could I try to exert my masculine position after months of living as a woman. Tom and Judy would both laugh at me and who could blame them? After all not too many men would allow things to progress to the point they were at now. So I did what I did best. I cleaned up Judy's room every Monday after Tom left to return home. After a few visits, Judy had me start to wash his soiled laundry that he was now leaving for me. Talk about emasculation. Here I was wearing panties just like my wife and I had to launder, not just her lingerie and negligees, but her lover's jockey shorts, socks and shirts as well. That was so embarrassing!

But just when I thought things couldn't get any worse, they did just that. It happened the next weekend on Sunday. Tom was there again for the weekend and he and Judy were going out to a very nice restaurant for dinner and dancing. Naturally they returned home long after I went to bed but the next morning I heard Anne scream in delight when Judy and Tom joined her on the veranda. I went out to see what all the excitement was about and that's when I noticed the large engagement ring on Judy's hand. I hardly heard what anyone was saying for the next few minutes but all I had to know was right there on her hand. She was engaged. She was going to marry Tom.

That evening after Tom left Judy called me to join her in her room. "Patty, I know this probably came as a shock in a way but in other ways you had to expect something. I mean you know Tom and I have become very close and that we care about each other a lot. I didn't expect him to propose this soon but he's too good of a catch to let go and I really do love him. Yes, I still love you but in a sisterly way. " I tried to interject my thoughts but Judy asked to finish. " I know this is hard for you. It's hard for me too. But even you have to face reality. We haven't been husband and wife for nearly a year now. I don't even think of you as a man anymore, never mind my husband. I've been thinking of filing for a divorce for some time now and this just moved it along a little quicker so I will be filing tomorrow. This way we can both get on with our lives. I hope and pray we can still be friends since you're very important to me and I care a great deal about you. It's just that I can't be married to you anymore. Do you understand?"

I didn't know what to say. I had time during that afternoon and evening to reflect on the situation and I could understand to a degree but I was afraid. I was so afraid. "Yes, I understand and I realize our situation was untenable as a long term relationship. I know you no longer considered me as your husband and I really can't argue that now can I? I mean look at me. Look at what I've become. What woman would want me as her husband? No one in her right mind would want that. And I know you're still a vital, loving woman who needs a man in her life and Tom came along to fill that void. But I'm scared of losing you entirely and I'm afraid of what my future holds. But despite that I can't stand in your way so I wish you well. I truly do."

"You're a doll. I knew you would understand. And I decided that you and Anne would serve as my maid and matrons of honor. I want you both to be there since you're the two most important people in my life besides Tom. You'll be my Maid of honor, won't you, Patti?"

"Yes, I will. I would love to be your Maid of honor just as long as I don't have to wear this silly uniform to the wedding." We both laughed at my little joke and then hugged each other tightly.

Judy and Tom set a quick date for the wedding so the next three months passed in a blur. There were tons of things to do. We had to find a reception hall, a band, photographer, florist, centerpieces, gifts and on and on. Judy had to buy her wedding trousseau, her gown, veil, shoes and accessories. Naturally, Anne and I also had to buy our bridal gowns as well plus all our accessories. But the days flew by and her wedding day was now at hand.

During those ensuing twelve weeks I had a lot of time to think and a lot of decisions to be made. With Judy's marriage she would be moving out to a new home with Tom leaving me on my own. Harold and Anne wanted to me to stay on with them and continue working there but I wasn't quite sure what I wanted. As I thought over my options, staying there seemed to make the most sense. I had no place to live and I had no other job possibilities at the present time. My body was also quite different now as well. The vitamins (hormones) Judy had me take changed my body significantly. I now had breasts, hips, silkier hair and more translucent skin. Outwardly, I had become much more feminine than masculine. I knew resuming a male life in my present condition was nearly impossible. So, I decided to continue working for Harold and Anne as their maid and to continue living in their home.

The wedding day and the few days preceding it were frantic as one could expect. One nice surprise for me was that Mike would be in the wedding too. When I saw him at the rehearsal dinner I realized how much I missed him. We spent the entire night catching up on his job and everything else. I looked forward to being with him at the wedding the next day since we were paired up.

As for the day of the wedding, Judy, Anne and I all dressed at home after having our hair and makeup done at a local salon. Anne and I helped Judy get dressed in her gown before we finished dressing ourselves but with our hair and makeup out of the way, actually dressing was simple. Our gowns were pale yellow chiffon with a lace bodice and arms. The dresses were very simple yet very feminine. Judy's gown was beautiful. Her bodice was lace entwined with baby pearls that matched her veil. Her dress was very full with a satin material and a long, lovely train that snapped in place. She looked beautiful.

I trembled as I walked down the aisle with the other girls in the wedding party and felt almost faint as we took our places near the altar. As the organist began playing Here Comes the Bride, I took a deep breath and relaxed. Judy looked radiant as she began her march down the aisle to join her handsome new husband. As Judy walked down the aisle I couldn't help but reflect on our wedding just a few short years ago. That day I was standing in Tom's place full of pride waiting for my bride. Today I was standing with the girls in the wedding party waiting to arrange Judy's train and hold her flowers during the ceremony. A few short years ago I was wearing a tuxedo with a flower in my boutonniere. Today I was encased in a flowing dress, with open toed sandals and my toes brightly polished. As I saw Judy reach the altar, I could see the love in her eyes as she gazed into Tom's eyes. I envied her love and knew right then that I needed the very same thing. I needed to find a man like Tom to make me his wife. Then I looked over at Mike and wondered if he could be that man.

As the preacher pronounced them man and wife, I knew that I too would soon find that wonderful man to call my husband. It would only be a matter of time.

The rest of the day was filled with all the normal activities of a wedding. But the reception was fun and Mike danced with me most of the night. By the end of the night when we tenderly kissed goodnight I realized how much I really missed him. Later that evening as I changed for bed I understood how much my life had changed. My wife was no longer my wife. In fact, I was no longer who I was. I was now a new person with a new life. And as I laid my head down to sleep I knew I would have some beautiful dreams of my new life, my new husband and a truly remarkable honeymoon with my future husband, Mike..

 

The end

  

  

  

*********************************************
© 2004 by Suejrz. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, and compilation design) may be printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without the express written consent of StorySite and the copyright holder.