If I Only Knew

by Rachael Free

(2)

 

Sarah and Jamie start a new life together in "Trans-Paradise". Is everything what it seems? Is it truly paradise?

 

Day 1 of Womanhood

Sarah and I moved our belongings into one of the staff villas. We didn't have much but the collection of nice lingerie and all the cosmetics and luxury spa items took some time packing and arranging in our "new" home. I felt a rush of excitement as Sarah and I held hands as we made our final walk to our new home.

The director gave us a few days to get organized and feel part of "Trans-Paradise".

The first night of our new life, Sarah and I had a quiet catered dinner alone in our villa. Sarah had purchased some things for us now that we were on the staff. We could wear other types of "normal" clothing while we enjoyed our free time. While I was cleaning up before dinner, Sarah came in the room with two long bags. She opened them and there were two identical cocktail dresses, one in red and one in black. "I wanted to make our first night of our new life special dear. Does red or black interest you?" I was so taken with the beautiful dresses that all I could do was sputter out, "The red one, no the black one. But red may look better". I must have acted like a total bimbo not being able to decide on which dress to wear. Yes I was a blonde now too.

"Let's wait and see which one after we put on our new lingerie?" I looked up at Sarah and gave her a sly smile. This night would be the best. I wondered what else she had in mind for the evening. We finished cleaning up, fixing our hair and redoing our makeup. I wrapped a silky short robe around me and watched as Sarah finished up. Sarah told me to go and pick out my lingerie that was on the bed. I walked into the bedroom and saw two identical sets of lingerie, one in red and one in black. A nice push up corset, bikini panties, and silky smooth stockings. I looked back at Sarah and just said one word. "Red". She smiled and said, "I thought so, Jamie. I can almost read your mind now. It's a perfect fit for you my dear. You will look simply beautiful in red."

Sarah helped me lace up my corset making my new breasts fill out the cups. As I saw my overflowing cleavage in the mirror I began to blush. I felt like a bride on her wedding night. Sarah knew how I felt and hugged me, whispering in my ear, "the best is yet to come. Here let's finish." I sat on the bed and slipped my feet into the stocking, What an incredible feeling, I attached the first then the second and slid the panties up. The curves of my new body felt every sensation and as I turned to look in the mirror, I saw a beautiful creature staring back. "Hey beautiful, quit gawking and come help me". I snapped out of the trance and helped Sarah with her corset, stockings and panties. Sarah then told me to hold out my arms and step into the dress. I slid my arms through the sleeveless shoulders as she adjusted the waist and zipped up the back just above the top of the corset. The neckline was the first thing I saw showing off my now ample cleavage. The dress was a wonder of flowing silk with the hemline about three inches above my knee. I turned and helped Sarah with her black dress. Sarah took some Chanel #5 and sprayed it on my wrists, behind my knees and a little spritz on my neck and cleavage. She also sprayed herself. We turned to each other and she held my hands telling me that I made her the happiest woman in the world. All I could say is that she made me the happiest "woman" too. We broke out into a laugh as she took my hand and led me into the dining room where dinner was being served.

There was one of the staff members waiting for us as we entered the room. He commented on how beautiful we both looked as I blushed again from the compliment. He helped us both into our seats and then served us the most incredible dinner I have ever had in my life. It sure beat the healthy living diet I had been on in the past week. Sarah looked over at me and said, "Now Jamie dear, you'll have to start watching your figure now. You will have to keep up with the exercise, yoga and healthy eating to keep you as beautiful as you are tonight." She was right, "yes dear" was all I could come up with as a response.

During dinner I asked Sarah how she planned all this, what happened to the business, the house, our stuff? Her explanations didn't really matter to me and seemed a little cluttered. I was now Jamie and living in paradise. Why should I really care about my old life anyway. It must have been another blonde moment.

We finished dinner and had an after dinner drink on the porch looking out into the sunset. How romantic it was but as me being one of the beautiful girls on the swing. Sarah put her arm around me and pulled me closer to her as she lowered her head to mine and began kissing me like we have never kissed before. I could feel our lipsticks meld together as she sweetly probed my mouth with her tongue. When I tried to respond with mine, she kept pushing it back and would go deeper and deeper. She finally pulled back and looked at me saying, "Now how was that lover?" I could only gaze into her eyes and nod with approval.

We sat until the sun set and then walked around the complex for at least another hour holding hands, kissing, and daringly catching a feel of each others breasts. We reached our villa and we walked into the villa ready for whatever was to be.

There were two glasses of champagne poured and ready for us when we came into the bedroom. The bed was turned down and the silky sheets all arranged for the evening. We toasted each other as Sarah kissed me lightly, then deeper and ever more deeply. I could have melted in her arms. I could feel the zipper slide down as she slid each strap off my shoulder letting the dress fall to the floor. My breasts were now rising and falling with every breath. I was getting excited beyond belief. Sarah turned as I unzipped her dress letting it drop to the ground. She turned back as be pressed our breast together kissing deeper and deeper, moaning from the pleasure. We slowed down as she led me to the bed, removed my panties, and told me to sit on the bed. I removed my heels as she removed hers. She pulled her panties off, laid back on the bed and led me down to her warm, wet, love nest. "Please, Please, Jamie, please make me yours." Sarah laid back on the bed as I slowly parted her lips with my tongue, I could feel her warmth as I ever so slowly brought her to orgasm after orgasm. Sarah finally laid back, too exhausted to continue. "OH Jamie, you are the perfect lover. Come up here so I can kiss you my darling." I moved up next to her, feeling the soft, silky lingerie, our silky stockings sliding against each other and the smell of her perfume as it mingled with mine. I felt so sensuous as I kissed her heaving breasts and then her sweet lips. Sarah, rolled me over on my back and started kissing me with passion. Our breasts mashed together as she reached down and started rubbing me. Little did I know Sarah had slipped my a little blue pill in my drink. I now had a very nice erection and Sarah was making sure I was just perfect. Sarah mounted me and began to make love to me as I was a girl. I could feel her press down on me, feel her grabbing my breasts, tweaking my nipples whole bucking back and forth in the throws of sex. "Yes, Yes, Jamie. Make love to me girl." I was now very excited and was thrusting back and was enjoying the newfound attention with my breasts. Jamie kept pumping away as I got closer to exploding. "Sarah, I'm ready to cum", as she kept pumping. I exploded for what seemed hours, with a new feeling inside of me that I have never felt before. It lasted almost a minute as Sarah kept pumping. A minute later, still hard, I was ready for another explosion. Another orgasm, and then another, how was that possible. Sarah finally slowed as she rolled off of me. I could only lay there totally spent. Three orgasms, how did that happen al in less that 10 minutes?

Sarah rolled back over to me and gently kissed my now lipstick smeared lips. Ur makeup was smeared too and our mascara was running from the heat of sex. We looked like two tramps after a long night out. "Baby, that was incredible." I just looked into her eyes as she played with my hair pushing it away from my face. "We're not done yet my love, just wait, the evening is still young." I didn't know how I could ever continue after that. "Just lay back for a few minutes and relax." You'll see, this weeks exercise and healthy regimen was designed for us to have maximum pleasure. We slid the silky sheet up our still lingerie clad bodies as we held each other and kept kissing so ever softly.

"Now baby, tonight is a night of firsts. This is the first time I have ever had "lesbian" sex, the first time I ever made love to a "shemale" and the first time my "girlyman" will loose his virginity as a "woman" in love." Lesbian, shemale, girlyman, woman…. these people were all me. Loose my virginity? What did she have in mind now? "All you have to do baby is lay back and relax my new lesbian girlfriend. I'm going to rock your world." My head was spinning thinking about the possibilities. I laid back feeling my nice slender body, my firm bulbous breasts, my new curves, and my new softness. My hands wandered over my body playing with my nipples, sending wonderful sensations down deep into my body. I even let out a few soft moans while I enjoyed the feelings.

Sarah got up and went in the bathroom coming out in a few minutes with her robe covering her. She told me to close my eyes for a sec. I did and she got under the covers next to me facing me. "OK baby, feel what I have for you." She took my hand and led it down to her bush. I was amazed to feel a cock, bigger than mine, with soft balls hanging below. It was attached to a belt she wore around her waist and crotch. "Here, little girl, want to play?" She made me stroke her just how I liked it stroked as a man. "Now I want you to lick it and suck it for me. Go on, you know what to do." I was a bit frightened. Sarah seemed so controlling right now. I put my head under the covers and lowered myself to her sex. She pulled back the covers as I licked the tip and down the shaft with my eyes looking right at "her" cock. "Close your eyes my dove and enjoy the feeling" I closed my eyes as I took her into my mouth and began to suck, I started slow at first and Sarah grabbed my head, guiding it up and down the shaft. I gagged a few times but got used to it hitting the back on my throat. We carried on like this for some time. Sarah had me on my knees, in a 69 position, laying under her and other positions I don't even remember. I made love to her "cock" for at least an hour. Sarah then told me to stop, helping me roll over on my stomach and putting a pillow under me. My nice ass was now free for the taking. Sarah worked her way up to my ass and separated it. I felt something wet and soft realizing she was using lotion to get me ready for her. She rubbed lotion all over my puckering rosebud and inserted a finger, then two making me squirm with pleasure. When she pulled her fingers out, she moved in back of me on her knees and guided her "cock" to my waiting "pussy". She told me to just relax as she pushed forward. I could feel my ass expand from the pressure, tightening down as she pushed in deeper. "Relax baby, you'll love it, just relax" is all I could here. It hurt but there was also a tingling sensation that was building in me as I took her in. Sarah was now riding my ass with her dildo, in-and-out, in-and-out, reaching around and playing with my now hard nipples as she thrust herself into me deeper. My own cock was fully erect as I felt a wave of pleasure pass through me. I began to have an orgasm as she continued making me her woman. She could feel me tense as I experienced another deep orgasm, this time different than the first. A minute later, another rush, and another. My mind was reeling from the intensity of the feeling enveloping my new body. Sarah sensed my exhaustion and pulled out of me very slowly, making sure I tightened up as she totally withdrew. There was now an empty feeling but I was totally satisfied.

I laid back on the bed as Sarah removed her "cock" and climber up next to me. She nuzzled into my neck and softly whispered, "Now you're my girl". All I could do was say yes as I slipped into a peaceful sleep.

Day 2 of Womanhood

I woke with the sun peaking through the shade. I rolled over to kiss Sarah and found her side of the bed empty. I laid back, savoring our evening together, feeling like a complete woman for my wife. I was still dressed in my corset and stockings as I ran my fingers up to my breasts and played with my sensitive nipples. I was beginning to get horny again when Sarah entered the room. "All right sleepyhead, time to rise and shine. I've already been up an hour and ready for the day to begin. We have a long day ahead of us. Exercises, yoga, swimming and all before lunch. You've already missed formal breakfast, so here, have your grapefruit, orange juice, "vitamins", and some granola." Breakfast in bed. What could be better. "Once your done with breakfast, hurry and take a quick shower to clean yourself up from last night and put on your exercise outfit."

I finished my breakfast and did as she asked, quickly washing, lightly applying some blush, mascara and lipstick and putting my hair back in a ponytail. My tight spandex exercise shorts and shirt bra top made me feel like a real woman. I had beautiful breasts and all the curves. My breasts seem to even be a little bigger since yesterday. It must be my imagination. Short socks and pink sneakers finished the look. I grabbed some water and a towel and hurried out to the exercise area. Sarah was already there stretching.

"Hey cutie, let's get to work." Sarah waved me over and we began working on all the machines, jogging, stretching, lifting, pushing, until we had a thorough workout. "Come on over here baby, it's time for aerobics." I blindly followed Sarah as we went through another hour of aerobics. "Here, drink some water. We don't want that pretty little body of yours dehydrating now do we?" I drank some water as she took my hand and led me to the pool. We went into the dressing room and she opened her bag passing me a bright pink two piece bikini. She had an identical one in baby blue. I removed my exercise outfit and put it in a locker. I pulled the bottoms up my legs and found my groin was nice and flat, just like a woman's. How did that happen, I wondered. Sarah saw my expression and said it had a built in gaff that did the work. "Here, let me help you with your top." Sarah said as she came over and put the cups over my breasts and tied the back with a little bow. "There, you look fantastic, I'll bet you get some whistles hotstuff." I blushed from her comment taking down my ponytail and letting my hair drape down over my shoulders. "Wow, you are one hot honey now aren't you," Sarah said as I flipped my hair back, grabbed a towel and posed for her in the doorway. "Come on, let's get wet".

Sarah and I walked to the pool and she dived in while I gently walked down the stairs. I didn't want my top coming off my first day at the pool. There were only four other people in the pool. Two other women staff members and a couple on vacation. "Vacation" I wondered. Was the same thing going to happen to him as it did me? I could feel two sets of eyes on me as I entered the pool. One set from the pool boy and other from the man in the water with his wife. I enjoyed being looked at and immersed myself into the warm water, swimming over to Sarah. As I reached Sarah, she saw the two men and smiled at me. She had us do laps, relaxing on our backs between sprints. An hour later Sarah told me to collect my stuff, it was lunchtime. I got out, dried myself, wiggled my butt a bit for the pool boy again and walked into the changing room with a little wiggle in my step.

We showered, put on two robes and went back to our villa. We changed quickly and headed over to the restaurant for lunch. "Only a salad for you missy," chimed Sarah as I looked at the delicacies out on the tables. Fruit, lettuce, celery, and so on and of course my "vitamins". We made a plate and sat enjoying our lunch. There were three vacation couples at the restaurant. One couple got there a week ago. I didn't see any changes in the man. Why not? I evidently changed a lot in a week but he looked masculine, in fact in great shape, bulging biceps, firm abs, strong legs. The wife was absolutely gorgeous too. What a couple. The other two couples stayed to themselves, dressed in the pastel uniforms we wore when we arrived.

Sarah snapped her fingers in front of my eyes as I was gazing at the very masculine man. "Come on and finish baby, we have to catch up on our sunning." We left the restaurant and walked back to our villa holding hands. In the bedroom, Sarah came up to me and kissed me passionately. "I'm so proud of my new girl. Are you enjoying the experience yet?" I returned her kisses as she nuzzled at my neck, making me weak in the knees. "I love the new me. I don't want to ever end." Sarah smiled and handed me another bikini just like the one at the pool but in a bright purple color. I put on my 3" sandals, grabbed a towel and went out to the veranda to sun. As we basked in the sun, Sarah made sure I was lotioned up, to help intensify my tan. She also recommended that I remove my top to even out the tan. I felt exposed but followed her lead. Two hours later, we had a nice golden tan and went on to the next activity she had planned for the day.

We dressed in light shorts and sports bras with a loose top covering up the bra. Sockies and sneakers, pink baseball hat with our hair pulled back, sunnies and off we were on our bikes for along ride. Over the hills, through desert terrain, and back two hours later, sweating and ready to finally relax. We put our bikes away and showered again (four times so far today) for the evening cocktail hour.

Before I showered, Sarah suggested we have a few minute of fun before we get ready. I was ready to hop in bed but she guided my hand to the bathroom. I got on my knees in the bathroom while she leaned back against the counter top. I was more than willing to give my "wife" pleasure. She took care of me for the past week and it was my duty to pleasure her. I eagerly lowered my head and licked her beautiful clit, the inner and outer folds of her love nest, inside and out, over and over, while she moaned and gasped with orgasm after orgasm. I could taste her sweet nectar and smell her musky womanly scent as I made love to her with my tongue and mouth. She grabbed my head and held it close to her pussy. I was in heaven. "That's it my little blonde baby, suck momma, make her cum." I heard her talking but didn't register what she was saying. She spasmed again and pulled my head back. I look up at her as she petted my soft hair telling me I was the best. She pulled away and got into the shower as I joined her, soaping her, lathering her all over, and cleaning her pussy. She didn't say a word but basked in the attention I was giving her. She got out and dried off as I finished showering. We put on our matching panties and bras (push ups of course), helped each other with our hair (mine curled and hers pulled back in a French braid) applied our moisturizers, lotions, makeup and of course perfume and put on matching sundresses. Sarah's was yellow with small flowers, and mine, light green, with a paisley print. 3" sandals, our sunnies, earrings and bracelets, our clutch purses and we were off.

We held hands like two lovebirds on the way to the reception. I loved how the wind caught my sundress, lifting the skirt and a rush of soothing air on my legs. I felt so light and feminine as I sashayed along the path. We were the second group to be at the reception. Sarah walked up to the couple and introduced herself and then me as her aide. Her aide! That was a new twist. I was her husband after all, not her aide. We chatted as others arrived. All the men had on the same lounge attire, or "uniforms" as the staff likes to refer to them as, but looked pretty normal to me. We met five other couples being introduced the same way each time. I smiled even though I questioned what her "aide" meant. Oh well, at least I'm here and enjoying paradise. A little title doesn't really upset me.

After an hour, the group dissipated and Sarah and I went back to our villa. I asked her what she meant by referring to me as her "aide" and she told me not to worry my little head, it really meant nothing. I flipped my hair and said "OK" and just let it pass. I looked at myself in the mirror and loved the way my sundress fell over my breasts and slung to my figure. I struck a pose as Sarah came and swatted my bottom. "Enough of that little missy. There will be time to enjoy yourself later. Let's go to dinner, I'm sure everyone will be there." We left and enjoyed a wonderful dinner, me eating only greens and fruit again at Sarah's advice. More "vitamins" with dinner, of course. The troubles of keeping myself in shape. It was worth it though, being with Sarah, taking care of her needs, being her "girl". Her "girl", now that was easy to say this time. I must be getting used to it I guess.

After dinner, Sarah and I strolled along the paths of the complex and headed back to the villa. I immediately went to the bedroom as Sarah poured us some champagne cocktails. "Don't change yet dear, I have something else planned." She said as I looked back into the living area. Now what else could happen today?

"Here baby, come sit out on the porch as we watch the sun set. That's a good girl, always listening to me and doing what I want." I sat next to her and drank our champagne cocktails. She took my head and laid it on her shoulder. In a matter of minutes, I was off in a dream world. It must have been all the activities or the champagne, but I don't remember anything else that evening.

Day 3 of Womanhood

All I know is that I woke in bed in a long flowing gown, makeup smeared, my ass very sore, and my crusty stuff around my mouth and in my hair. I looked around but saw that Sarah again had gotten up and wasn't in the room. "Ah ha, my little kitten is awake. How do you feel?" I look at her as she is ready in her exercise outfit as she brings in juice, toast, grapefruit and my "vitamins". "Why don't you just relax here this morning sweety. After all, you were quite the little minx last night. You probably need some rest." Minx, last night, what in the world did she mean? I tried to shake my head to clear out the cobwebs but it hurt too much. After finishing my healthy breakfast, I went into the bathroom and saw what a mess I really was. Hair in total disarray, makeup smeared, lipstick all over my mouth and crusty stuff on my face and hair. Crusty stuff, is this what I think it is? What in the world happened last night? Too much to think about right now. Time to make myself beautiful again.

The shower felt so invigorating making my body tingle all over. Was it the new soap Sarah put in the shower, was it the water, or was it just my overall enjoyment of looking and acting like a girl. It didn't really matter anymore, I just felt so alive.

After the shower I dried myself and covered my ultra-smooth body with a silky robe, styled my hair into a nice mass of curls, did my makeup, put on some beautiful perfume and strolled into the bedroom to dress for the day. Now what should I wear? I started with my pink thong panties (Oh how I am loving the color pink now days). My pink miracle bra was next. Something was wrong though. My titties busted right out of the cups. How could that be. I went to Sarah's drawer and found the same type bra but only in 38C. I tried it on and it fit perfect. My bra was only a 36B. How could I have expanded to a 38C in only three days. Oh well, Sarah's bra fit great, may as well keep on dressing. I chose a tennis outfit to wear with a short little skirt. The top was cut down real low showing off my now ample breasts. I loved how I looked. Now what do I do next? Oh, I remember, sockies and tennis shoes. I looked at myself in the mirror, struck a pose with my hand on one hip, blew a kiss to the mirror and grabbed my purse to go meet with Sarah.

I walked around the complex for awhile talking to other staff members, the pool guy (he's real cute), the landscapers (cuties too), the maids and anyone who would like to talk. I met some of the guests and seemed to giggle a lot. When did I start giggling. It must just be the blonde in me. Oh well, now where was Sarah?

I walked for over an hour and finally sat down at the pool. Across the pool was Sarah taking to the cute couple we saw yesterday in the water. Sarah had on a beautiful bikini which showed off her great body. I walked over to them as the man stood up and pulled a chair out for me. I blushed a bit as I sat and quietly said thank you. His wife looked phenomenal in her ultra sheer two piece bikini also. He had on a Speedo that showed all of him (if you know what I mean). His muscles ripped as he flexed his arms and moved his body. I was getting aroused being next to him, his wife and Sarah and felt completely out of place in my outfit.

Just then, the wife said, "Jamie, we both want to thank you and Sarah for last night. You two were incredible. Maybe next time you could join us for a foursome instead of just lips service if you know what we mean." We're just sorry it was your time of the month. Last night, a "foursome", lip service, time of the month. What in the world happened last night? I sat there very quietly, blushing even more as the gentleman put his hand on my thigh, gently rubbing it while looking into my eyes. "And Jamie, I want to thank you personally for all your attention. My wife and Sarah seemed to hit it off and you really know how to make a man feel."

Wow, Sarah had an affair, with a woman, and I sucked and fucked another man without knowing anything about it. Somehow it really didn't matter though. Was it living in paradise? Was it my outlook on life. I just seemed to let more and more things go the last few days. I couldn't stay focused on the conversation and all of a sudden I blurted out, "Anyone for tennis?" All three burst out into laughter. Now was I that funny? I didn't think so. I just smiled back and let out a little giggle.

Sarah excused us from the conversation and took my hand leading me back to our villa. "You can be so ditzy at times Jamie. You do look great in that outfit though. We have to make the most of today though. Tomorrow we start earning a living in the client services group. I have a beautiful corner office and am now office manager. You will be right outside the door at your new desk as my aide. I stopped walking for a second and looked at Sarah. "But Sarah, I was the boss in my old company." I looked at Sarah with tears starting to form in my eyes and she hugged me and patted me on the back saying, "Now, now, let's not have more of this. You will make an ideal aide. Just think, you and I working together. Lunch together every day. Spa and exercise together too every morning. What could be better? And you desk has a side mirror so you can look your best every day. Isn't that nice baby?" I looked back at her and shook my head yes as she spoke. Her explanation just seemed right somehow. Yes, I would be a perfect aide. Now what could I have ever been thinking?

"Now, let's go to the company store so we can get you all set for your first day. OK?" We strolled along the pathway to the company store. I was told that managers and directors had a different dress requirement than the staff. As an aide, I was required to wear skirts and loose tops, only the sexiest lingerie and have full salon services available as needed…pedicures, fingernails, waxes, facials, massages, hairdressing, the works. Sarah picked out some matching sets, some tight skirts with ultra sexy tops, the frilliest lingerie imaginable and even a tailored business suit for business meetings. We walked out with bag after bag of new clothes for my debut.

We returned to the villa unpacking all my new items in my drawers and closet. I had some many beautiful things now and couldn't wait to wear them. Sarah told me to change into a short frilly skirt and new silky top we just purchased. We were going to have a quiet dinner alone at the edge of the property tonight to celebrate. I was getting really excited and wanted Sarah to feel proud of me and strive to make her happy.

Sarah changed from her bikini into a beautiful short dress that flared at the bottom. I wish I could wear that. Maybe I could borrow it some time. Oh well, she looked ravishing. We fixed our hair, deepened our makeup for the evening, put on 5" heels and made our way down the path to our dinner spot. Another catered dinner for just the two of us. I felt so sexy, so provocative, in the arms of my "wife", my lover, my best friend. When we rounded the corner, I saw two people standing next to the table. The couple we met yesterday and chatted with today at the pool. I looked at Sarah and asked, "I thought it would just be the two of us tonight." Sarah took my hand and kissed it saying, "Virginia and James have been looking forward to this all day. They leave here tomorrow to fly back home. As client services representatives it is our duty to take care of our clients. Isn't that right, lover?" James, I used to be James but never such a stud as the James standing across the table from me. All I could do is agree with her. It made perfect sense at the moment. I looked at our guests and gave them a big smile.

Matt handed me a champagne cocktail and one to Sarah. I sipped mine slowly so I wouldn't do the same thing as last night. I wanted to keep my senses tonight. We chatted for some time as we filled our champagne glasses again and again. Wow, I have to stop, my head is beginning to feel a little light. I felt like dancing and letting my body surrender to this wonderful place. Just then James took hold of my elbow and whispered, "This way little lady." I looked at him and blindly followed. I looked back as I saw Virginia and Sarah in an embrace, Sarah stroking Virginias face and softly kissing her luscious lips. James, put his arm around me turning me away from the two women. He led me down the path to a nice comfortable cushioned bench. I could feel his strength, smell his manly aroma, and just wanted to melt in his arms. What was I doing? I'm still a guy but I can't control myself. James tilted my head up to him and gently let our lips meet. Softly at first, then more passionately. I felt his tongue probe my mouth as I returned his kiss. A warm rush flowed from my toes up to my head. We embraced for an eternity when he guided me to the bench and lowered me to my knees. The world was passing me by so fast now I felt I couldn't slow down. James undid his belt, lowered his

Pants and briefs and sat down on the bench with the thickest, most gorgeous hunk of manhood I have ever laid eyes on. Instinctively, I lowered my mouth licking the tip of his rod with my tongue tasting the pre-cum as it oozed form his throbbing member. Why was I giving in so easily? This is another man. I need to control myself. Nothing seemed to make sense except that here was a gorgeous hunk of a man inviting me to pleasure him. I couldn't hold back. My lips lowered on to his throbbing member as he laid back on the bench. My hands went around the base of his massive cock, my finely manicured fingers glistening in the moonlight. As I started stroking him, I could feel him rock back and forth as I kept in rhythm with his movements. His taste, his smell, his overpowering domination was intoxicating to me. I sucked, licked, savored, tasted and caressed his cock until he tightened up and held my head down into his loins. I knew what was coming. Yes cumming. I felt him swell as he arched his back holding my head in place. All I could do was close my eyes and try taking all of this man. I felt a warm spurt in the back of my throat, another, and another trying hard to swallow every drop from this Adonis. Three more spurts and my mouth was full of cum. I could feel the cum leaking out of my mouth and down the side of my face. He slowed his thrusts as I swallowed quickly to drink all of him. His cock began to soften as I licked him clean. Down his shaft, under his balls, sucking on the tip. I looked up at him with his no soft member in my mouth and he was smiling. I used my finger to clean up the drip on my face as I licked my finger clean.

I still felt like this moment never happened. I was now standing next to him as he guided my arm again back up the path. We entered the dinner area as Victoria and Sarah were waiting with big smiles. "Now how was our little missy, James?" Sarah asked as we approached. James was a gentlemen and said he never kisses and tells. I felt like a Barbie doll being moved from place to place and just stood quiet next to Victoria and Sarah. Sarah looked at me and moistened a napkin with water, dabbing it on my chin and the side of my face. "It looks like our little girl missed something James. I'll have her cleaned up in a jiffy. Why don't you and Virginia have another glass of champagne?" Sarah cleaned my face and helped apply some fresh lipstick to my pouty lips. I stood there like a zombie as Sarah tended to me. "There now, all good as new." I just nodded not knowing the extent of what just occurred. I was handed another glass of champagne, joined in the toast and was at down at the table while the three of them talked and laughed. The next thing I remember is standing and saying goodbye to Virginia and James. Virginia and Sarah embraced each other and kissed each other very passionately. James come over to me and tilted my head back slightly as he kissed me very softly. Virginia came over and broke off our kiss with one of hers. Wow, she could kiss too. I must have been coming down from something as I began to get my bearings. Virginias kiss reminded me of sex with Sarah, her smell, her musky aroma. Was it just my imagination? Sarah came and put her arm around my waist, bid farewell to James and Virginia and led me back to our villa.

The night was such a blur that I don't even remember if we had any dinner. Sarah led me into our bedroom, cleaned me up a bit, took off my heels, dress, bra and panties and put a long gown on me. I was led to bed where I immediately fell into a deep, deep sleep.

Day 4 of Womanhood

Day 4 began as the other three, breakfast in bed and urges from Sarah to hurry and get ready. Now where was my head today. I kept forgetting small things like where my toothbrush was, where my towel was, and so on. Little things but it just didn't seem right. "Come on girl, we can't be late for our first day in the office." I hurried through a shower, set my hair, did my makeup, brushed my teeth, let down my hair and fluffed it into a mass of curls, and went to our room to see the most beautiful all white, bra and panty set imaginable. Beautiful, silky tan pantyhose today too. I better not be too revealing. A beautiful knee length pencil skirt in red with a chiffon white blouse. I dressed quickly worrying about seeing my bra though my new blouse. Was it too much for the first day? Sarah laid it out so it must be OK, I thought to myself. I checked the mirror one last time making sure my lipstick was perfect and twirled around in the mirror as Sarah whistled behind me. "Wow, what a looker. Hurry dear, grab your purse. It's off to work." I grabbed my purse and made sure my lipstick was in my bag. I scurried up behind Sarah as we walked out the door. No hand holding today she told me. We have to act professional. We walked like two business women, down the path, our heels clicking on the ground as we walked, with a little sway in our hips. The new skirt made me walk with my legs held together a bit more accentuating my sway. I loved it really.

We walked into our office as the other staff and girls surrounded us. They gave us hugs and kisses making us feel right at home. Sarah was escorted to her new office while I was shown the ropes of the office, coffee machine, fax, telephones and then finally led to my desk. Yes Sarah was right, a nice mirror on the corner so I can always look my best. I settled in as Sarah was in closed door meetings up until noon. I thought we were to have lunches together but Sarah told me she was having a business lunch with an important client. Why couldn't I join her, I asked. She patted me on my rounded bottom and said, "Now don't fret baby, you're the most important person in the world to me but I really have to make this meeting. We'll have a wonderful dinner together. OK?" She grabbed her purse and was off with the director. I was left alone at my desk with no plans, no one to talk to and all alone.

I was sitting with my head in my hands as one of the new office boys came up and said, "Hello Jamie, you look lonely. Care to join me for lunch?" I perked up as he asked me to lunch and quickly agreed. "I'll just be a moment, OK" I took my purse and went to the "ladies" room to freshen up. I looked at myself in the full length mirror. Quite stunning I have to say. I posed a few times and blew a kiss at the mirror. I proceed to tinkle, wiping my self clean and making sure I put on a panty liner. Sarah made me use panty liners so I wouldn't stain the office chairs if I got excited and leaked a bit. I was satisfied with my look and walked out of the ladies room. Tommy was standing right there, eager as ever, to tae me to lunch. We walked out the door and down the path to the café. He was a gentleman and helped me with my chair, fumbling a bit, but succeeding in seating me. He sat next to me simply looking at me. Not a word was exchanged for at least five minutes. I looked across the café and there was Sarah, the director, and a couple laughing and talking away. I looked back at Tommy and asked, "So what brings you to this place?" It was like opening Pandora's box. I couldn't shut him up. He told me about his home life in Mobile, Alabama, his old girlfriends, his parents, his two older brothers, his twin sister, his adventurous lifestyle, and so on and so on. The only way he slowed down was to order food. I of course, had a small salad and water, with my "vitamins". He had a greasy hamburger, fries, chocolate malt and French silk pie. I was jealous. The food smelled wonderful but I knew I had to control myself to keep my "girlish" figure. Lunch went on with Tommy slowing down at the end of the hour. I saw Sarah and the group get up and leave. Sarah glanced over at me on her way out and had a little scowl on her face. It must have been something she ate, I thought.

Tommy finished his meal and asked if I was ready to get back to the salt mines. I didn't really understand the salt mines, were we next to a mine or something? Oh well, it didn't really matter. We got up and he escorted me back to work, my heels clicking on the pathway and a little more sway in my hips. We got back to the office and I thanked him for lunch. He took my hand and shook it. I giggled inside. He was so, so naïve. He was cute though. I settled back into my seat and checked my lipstick in the mirror. I had to apply some more after lunch. I should have done it before I left the café but we were in a hurry. I hate it when I don't look my best. I lined each lip and applied a new coat. There, pretty again.

I sat at my desk all afternoon making one bathroom break at 2:30. Sarah was still in meetings and finally at 5:30, her door opened. I stayed after the usual 5PM departure to wait for Sarah and walk home together. Sarah came out laughing with the director and the new clients. She looked over at me and said, "Oh you're still here. I thought you would have left by now." I almost burst into tears. Knowing to be on my best behavior I replied, "No Maam, I wanted to stay to make sure everything was in order for our clients." Sarah smiled at me and the director complimented me on my dedication. The new clients were unfazed with my interest.

Sarah bid them goodbye and returned to my desk. "OK piss prissy, what was that demonstration today?" I looked at her and asked what demonstration. "You know, being in the same café as me and my guests." I started stuttering and feebly responding saying I was out to lunch by Tommy and didn't know she would be at that specific café. It didn't matter to her, all she cared about was herself and how I may have embarrassed her in front of the clients. I put my face in my hands and began to cry. I wasn't trying to embarrass her. I loved her. I would do anything for her. Sarah came over to me and patted me on my head. "Stop crying like a baby and get a hold of yourself. I've had a long day, I'm sorry I snapped." I looked at Sarah and regained my composure. "Now get your things and let's go home." I quickly got my purse, adjusted my mirror and waited for Sarah to close her office door. She handed me her briefcase asking me to carry it for her. She locked up her office, shut off the lights, locked the front door and led her way down the path to our house with me following as fast as my skirt would allow.

We got to the villa and I opened the door. Sarah came in, dropped her purse, kicked off her shoes and sat back in the lounge chair. "Jamie, be a charm and turn on some music." she asked. "Be a doll and get me a glass of red wine too" I immediately complied and went to the kitchen to pour some wine. I had to open a new bottle and as I did, some splashed on my new chiffon blouse. I tried cleaning it with some water when Sarah yelled, "Where's my wine." I stopped and took the glass to her trying to cover up the wine stain. As soon as I rounded the corner she looked at me and said, "It looks like you had a little accident now doesn't it?" I brought the glass to her without spilling a drop. "You know that cost me some serious cash. What are you going to do to repay me?" Repay, serious cash, I've never heard her say anything like that to me before. I stood next to her with my head down, being scolded my "wife". "I know, you can take off my pantyhose, and rub my feet. There be a good girl and help me off with the hose." I helped her take off the hose and she told me to start rubbing. I massaged her feet for what seemed like an hour with her sipping her wine and me filling it for her. As I came back into the room with her third glass I saw her panties on the floor next to the chair. "Ok little miss prissy, come lick my toes and work your way up to my pussy." I was in a bit of shock never being treated like this before. All I could say is "Yes maam." And proceeded to lick and suck each toe, paying homage to her feet and working my way up into her lap. "Now lick me baby and make me cum". I knew what to do but being told didn't seem right. I started licking her folds, parting them with my tongue, flicking her clit making her jump with each flick. Sucking and making love to her beautiful pussy like only a girl could do for another girl. She was moaning and having orgasm after orgasm. She actually spurted one time leaving my face covered with her juices. She pushed me away and told me to clean up and get dinner ready. I meekly complied and had dinner ready an hour later. I thought we were to have a nice quiet dinner together but I guess today was too much for her. I only wanted to please her right now.

After dinner I cleaned up and found her sleeping on the chair. I covered her with a blanket and sat on the couch just watching her. About an hour later she woke up, got up, dropped the blanket on the floor and went into the bedroom. I got up and turned off the lights, closing all the doors and went into the bedroom to find her already in bed in her gown. I entered the bathroom, took off all my makeup, washed my face, moisturized, did my face exercises, and finally slid a beautiful gown over my head letting it softly drop down my body and fitting the curves of my body. I put my hair up and climbed into bed next to my "wife". She rolled over away from me as I got in bed and I lay with my back to her as I cried myself to sleep.

Day 5 of Womanhood

The sun was peaking through the window as I woke up. Sarah was no where to be seen. All of a sudden the telephone rings. "You better hurry missy, you're already late for work. Get your ass in gear." Sarah didn't wake me this morning and I had to hurry up and get to work. A quick shower, hair in a ponytail, light makeup, and dressing in a new skirt and blouse and out the door on my way to work. Oops, I forgot to put on my lipstick. I stopped quickly in a ladies restroom on the pathway to put on a coat. No liner today, I hope I look Ok for Sarah. As I enter the bathroom I see two landscapers watching me. No problem, this is paradise ,I'm safe. Just then I felt a set of hands reach around me and another start pulling at my panties. I tried to scream but one guy had my mouth covered and the other gut working below my skirt. My panties cam off and my skirt was hiked up revealing my little dickie. "Looky here", said one of the workers. "It's a guy, check out the tits though man." I thought I would be beaten up or even killed when to my surprise, one of the guys lowered is head and started giving me a blow job. The other one was grabbing at my tits, squeezing them, playing with my nipples and sucking on my neck. My little cock grew and became erect to the pleasure of my violator. I came in a matter of a minute but only a short spurt. Not the long orgasms I was receiving with anal sex. I was thrown don to the floor as the tit squeezer dropped his pant exposing his long thick cock. "Come here bitch and do me. I know you know what to do with a body like that." I was really scared now. I just had a blow job and had to perform myself. "Quick bitch before you get hurt." My hands reached for his cock as I wrapped my fingers around him and stroked his cock. I leaned forward but he took hold of my hair and forced his cock down my throat. I was only skull pussy to him….a man, woman, or shemale, it didn't matter to him. I sucked his cock until he released his load down my throat. I now knew what to do with a man's juice and made sure I didn't miss a drop. As I was blowing my intruder, the other guy was fingering my ass while he played with my tits. I felt so violated, so dirty, so revolted.

The man stopped fucking my mouth and pulled up his pants while the other jerked off. I was told that if I reported this I would be killed. If I knew better, I would keep my mouth shut. They left the bathroom and I pulled up my panties making sure my liner was in place. There were two big hickies on my neck from the bastard and I tried hiding them with my collar the best I could. I wiped myself clean, as clean as I could get in the bathroom, straightened my skirt, fixed my makeup and pulled myself together before I left for the office.

When I left, the two men were no where to be seen. I got back on the path and worked into the office over two hours late. I hurried to my desk but Sarah's door was open and as soon as she saw me, yelled out for me to get in here this instant. I walked into her office and stood in front of her desk. She raised her eye's and said, "What in the world have you been doing all morning bitch?" Why did she call me a bitch? What did I do to deserve that type of treatment? I wanted so, so much to tell her everything but I was told I would be killed if I let anyone know what happened. I told her I fell in the bathroom and hurt my leg and it took longer to get ready. I was sorry and it would never happen again. She said it better not and to get back to my desk, I had a lot of typing to do today.

I turned around, wanting to turn back and let it all out but walked away to my desk, feeling hurt, sad, violated and mostly unloved. I sat down and just stared at the stack of memos I had to type. I put one up on the screen and just started working. I didn't stop until lunch when Tommy came by and asked if I would join him for lunch. I told him I was swamped but maybe tomorrow. He understood and walked to his own desk. I typed until 5PM when Sarah told me to pack up and leave. She had an important date and wouldn't be home until late.

I tucked my purse up under my arm and collected myself for the walk home. I was scared that I may be harmed but safely made it home. I went into the villa and sat on the couch and cried for at least an hour. I was cried out and needed some nourishment. I better take off my new clothes or I would get in more trouble. I dressed down in the spa issued lounge wear. Not very becoming now with my new body but very comfortable. I took off my makeup, washed my face, and filled a bowl with some ice cream, a luxury couldn't afford, healthwise, but needed for inner satisfaction. It tasted so, so good as I ate the entire quart. I now was stuffed and felt like a pig. I fell asleep on the couch with a lesbian movie playing on the screen. I was waked by Sarah looking down at me on the couch. "So, you like ice cream, huh missy? And those hickies on your neck, from your boyfriend Tommy I guess?" I looked back up at her and didn't say a word. "Things are going to change a bit around here. I have been promoted to director and you know what that means don't you. I am now Miss Heatherby." Miss Heatherby, that was her maiden name, our name is, or was Matthews. You will address me at work as Madam Heatherby and at home as Madam. I'm not Sarah to you anymore.

What had happened in such a short period of time. How could Sarah, or should I say, Madam, be promoted to director in such a short time. She must have something on the old director. And changing her name, and me having to call her Madam. What's next?

Well it didn't take long to find out. "Miss prissy, I've made arrangements for you to move into the servant's quarters across the complex. I'm sure you'll have a lot in common with the girls over there. Pack your things, I'm having your bags moved tomorrow morning to be moved into a shared room. Now get going and make sure you don't take any more of my bras. I know you used one yesterday."

I felt so beaten, so used, so violated. I was turned into this sexy, blonde bimbo, was fucked by girls and men, given blowjobs now three times, ate pussy as only a lesbian can do, been raped and most hurtful, banished by my "wife" who is now referred to as Miss Heatherby. I was allowed to sleep in the same bed that night but there was no talking, no kissing, no hugging, no signs of love at all.

  

  

  

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