A Redirected Life

by Holly Day

 

I'm not sure how we met. I had loved to play trivia games at my favorite bar especially when it was entertainment trivia. I never did as well with sports but I wasn't horrible either. I always turned up on the same night each week. I saw her many times but never tried to approach her because I figured she was out of my league. She was about my height maybe and inch shorter but with heals I had to look up to talk to her. She just happened to sit next to me one night when I was on a roll. I was having fun feeding her answers to some chick flicks when she asked me if I wanted to see a movie with her. That was all it took. One thing led to another and I moved into her place with in a month. She thought I was a sensitive male and loved being with me. We enjoyed seeing all the romantic films.

It was the beginning of October when we saw an advertisement for a big Halloween party to be held at a local hotel. Julie pointed out the poster in a bookstore window. There was a costume contest with a thousand dollar prize for the winning couple. "Les, we should go to this. It could be fun."

"I agree. How about we go as Bonnie and Clyde? Don't you think that would work? You know all decked out with machine guns and twenties outfits."

"That is a wonderful idea, Les, but I have an even better idea on how to improve it. I can be Clyde and you can be Bonnie."

"Well I'm not so sure I want to dress up as a woman."

"It'll be fun. You'll see. Besides I promise you a great time after I get you home."

I smiled and reluctantly said yes.

Julie put a lot of effort into getting our costumes. I can't say I was much help. She had gone to several thrift stores and a few costume shops. She looked great in her costume but I looked too much like a man in a flapper dress hairy arms and all. When the winners were announced we weren't even in the running. She was not happy at all with my effort and told me so all the way home. She made me promise not to mess it up next year. I promised I would do whatever it took. She was satisfied and kept her promise. We fucked all night. Just thinking of what she would have done if she had won the contest made me look forward to next year.

Julie started in on me the next week when it was time to get a hair cut. "Julie I'm headed out to get my hair cut. It's starting to cover my neck."

"Oh no, you're not," she shot back. "Not this year. You are going to grow your hair out so we don't have to use a wig on you next year. I always liked long haired men so having you in a ponytail would be a nice change." I never considered a ponytail before. True I always wore it long by today's standard with it covering the top of my ears. My hair had a natural wavy which always looked better when it was long enough to show the wave. When cut too short it just didn't look good. Part of me liked the idea but part of me worried about how it would be accepted especially at work.

"Now let's think this over first Julie. How do I keep a good appearance at work? You know I have to be well groomed for work. True a ponytail can be well groomed, but the transition period till it's long enough to tie back may be tough?"

"That may be so but let my hairdresser, Barb, give it a try. If anyone can do it she will know how. Please just give it a try please."

What could I say? She had a point and a possible solution. "Okay Honey, I'll let you try, but remember I'm the final judge."

Julie smiled a broad grin and jumped up. Without a response to me she grabbed the phone and called Barb. "Barb, it's Julie. He'll go for it. Do you have an opening? Great I send him right over. Thanks a bundle. Bye."

She had this planned what a stinker. "You have been talking about me haven't you? It sounded like you told your hairdresser what you wanted me to do even before you talked to me."

"Yes Baby, you know how it is when a woman gets her hair done. I told her of how frustrated I was with your wig at the costume party and one thing led to another. You know. I just want to win that contest so bad. Please you promised. Barb has an opening right now so go over there and let her try. Pleeeeease."

Damn, she is so beautiful how could I say no? "Okay where is the salon?" So off I went to a beauty parlor.

Barb saw me coming up and met me at the door. "Good to see you Les. Julie has told me all about you. Let me look you over first so just sit down." She looked me over very studiously. "I think it should work. We'll start by giving you a trim to even out your hair. Not much, mind you, but it will look well groomed. As time goes by I have a couple of long men's hair styles we can use. In six months I bet I can have you in a reasonable ponytail. You game?"

"Okay, I already promised Julie that I would try so do your magic."

Barb clapped her hands and grinned. "Over to the hair wash station and we'll get started."

I must admit it was an excellent cut. A bit androgynous but well groomed. Julie was very pleased and I was immediately rewarded with a wonderful nooner.

She then convinced me that I would be far more at ease in my costume if I wore feminine clothing on a regular basis. "Ah come on I can't go to work wearing a dress Julie."

"I'm not saying that I'm suggesting that after work and on the weekend that you consider a different style. Let's start with nightgowns and maybe a teddy on Saturdays."

"Do you really think that would help?"

"Yes I do. Please try. Pleeeeease." Reluctantly I gave in and that night I wore my first nightgown. As the weeks went on I found our little nighttime game could be fun. With my hair growing longer and my small frame I started to feel the part.

With winter in full force I really enjoyed having a longer hair. Barb had just redone my hair in a new style using a perm that held its shape so my hair didn't fly around in the strong winds but flowed smoothly back along my head forming a mullet in the back. It looked a bit effeminate, but Barb and Julie assured me that it was still masculine enough and that I was near the point of starting the pony tail. Julie was having fun brushing my hair and with me is a teddy she would pretend we were having a slumber party. This led Julie to suggest that we do each others makeup and hair. "Leslie please just a little eye make up and some lip stick. You really need to practice."

"No Julie that is a bit too much."

"You promised you would do everything you could to win the next contest remember."

I tried to protest but she was right I had promised so I was now going to have to learn the art of make up. We started slow. First she taught me about mascara and eyebrow pencils. The next time she brought out her lip sticks then the next time eye shadow and so on. By the end of the month I was getting pretty good at applying her makeup and I was looking pretty good as well. At least I thought so.

The one thing she couldn't change was my skin. She tried to use thick base coats but it never looked good up close. After another frustrating month she surprised me.

"I've decided that you need some help with your skin tone. It's just too course. We need to soften it to give you that subtle difference that makes all the difference." I listened but didn't know where she was headed until she let it drop. "So I've decided that you should start taking hormones that will, by the time of the contest, give you the skin of a woman and reduce that soften your body hair."

"But isn't that drastic," I complained.

"Only if we continue too long, but if we stop in time your breasts will subside except for your nipples, which would be a wonderful keepsake to remind us of this outing."

"Breasts, you're talking about estrogen. That could really mess me up."

"Now, now, you promised you would do everything I asked remember. Here is your first pill take it with a glass of water."

I looked at the pill. "You promise this will only be until the contest and afterwards everything will be okay." She smiled and handed me the pill and water. My hands were trembling but I managed to take the pill a wash it down with the water.

Then she pulled out a second pill. "What's that for," I wimpered.

"This one is your estrogen."

"Then what was the first one," I stammered.

"Oh that was a testosterone blocker. It will block your body from using any of that nasty testosterone that would interfere with the estrogen that you are about to take. Now put this pill under your tongue and let it absorb through your mouth tissue and directly into your bloodstream. It is more effective that way. The estrogen bypasses the liver and stomach so nothing goes to waste." I took the pill and looked at it closely. How could something so small scare me so much? Hand trembling I put the pill under my tongue. She gave me a big hug and brushed my hair and told me again how much fun we were going to have at the contest. In bed she was wild that night. I was in such a state of arousal I soon forgot all about pills and concentrated on making love with this beautiful vixen.

I felt a little strange that first day but it went away. Each evening when she brushed my hair she would give me my meds. The sex was wonderful. I didn't notice anything until one day a couple weeks later. As I was slipping on my nightgown, it brushed my chest. A wonderful thrill occurred and the nipple stiffened. I loved it but wouldn't say so since I was in protest of this whole thing. Julie saw my reaction though and started to play with my nipples. "Now doesn't that feel good," I let out a little gasp and she responded, "It will get better I promise."

By the next month I my hair style had changed to a center part with my hair evenly swept back on each side completely covering my ears. Not all of my hair was long enough but in a couple months I knew it would be long enough for that ponytail. With my hair down, Julie really had a good time making me look feminine. After giving me my nightly meds she dropped the other shoe. "Leslie you have adapted well to the meds. It's time to up the dosage."

"Please it is working, do I have to?"

"We only have eight months to get you in shape and the complete dosage is necessary. Be a good girl and take your medicine." Reluctantly I said okay. So, the next day I started taking my meds with our breakfast in the morning, as well as taking them during our nightly beauty sessions.

I was starting to enjoy the feelings that my breasts were producing. They were a little sore but with a gentle massage the pain would subside. I loved playing with them. Julie caught me over and over again feeling myself up and just smiled. Finally she walked in with a box and said, "Surprise." I opened the box finding several 38A cup bras and a couple almost B cup bras. She said it was about time I started supporting my new attributes properly. I knew she was right but wearing a bra was a big step I was trying to avoid. After a little more cajoling I gave in and tried one on. It felt so comfortable and sensual. "But what am I to do about work. I can't hide a bra under my clothing."

She reached in and pulled out an athletic bra. "Use this under an opaque shirt. It should work."

"Yes it should I think."

Not stopping there she said, "There is one more thing we need to add to your regimen of meds."

"Oh what now," I pouted.

"You won't fill out properly if you don't take it. Your breasts will look more like tubular cones."

"Yuch that sounds awful. I've never heard of that."

"Sure you haven't that because women also produce progesterone."

"You mean I have to take that too."

"Yes, if you want to fill out properly."

Knowing there was no arguing with her, I shrugged and said, "If I have to just give it to me. I'll swallow it with my testosterone blocker."

She smiled and said, "You could but that wouldn't be as effective."

"As effective? As effective as what?"

"This one you take rectally now I need to bend over, lift your nightgown and spread your legs while I put on my glove." As she was administering my new med she told me, "It has a positive side effect in that you will sleep better. Isn't that nice?" Wonderful I thought now I get a nightly finger wave to look forward to. At least she has small fingers.

Spring was approaching and my ponytail was progressing well. Barb used hair extensions to fill in the sides and top so that they could be pulled into the ponytail. I felt more comfortable at work to have a masculine ponytail tied low on my head rather than rather effeminate hair style I had just had. Besides when my hair was down Julie had even more ways of playing with it at night.

I noticed how much more comfortable I was but something wasn't right. I was having a problem getting aroused. I started to think back and I realized that I hadn't awakened with a hard on in over a month. I told Julie that evening during our beauty session. She said, "Don't worry it is only temporary. It'll come back after Halloween when you go off the meds but for now we need to get you rounded out. The estrogen and progesterone in your system are telling your glands that no additional hormones need to be produced and thus your testicles have shut down and your prostate is shrinking."

"What have you done to me?"

"Don't worry your silly little sissy head. It's only temporary. You haven't been castrated. Well actually you have been chemically castrated you but don't worry it will come back when we're through."

"Promise me because I really want to have that part of our relationship back."

"Now stop worrying, put on your teddy and come to bed. I'll show you new ways of having fun," which she did.

With the start of summer I realized that I would not be spending any time at the pool. My chest couldn't be hidden. My 38A cup bras were fitting just right. I now was using the first hooks and the cups were full completely. I wore nothing but opaque shirts over athletic bras at work. My trousers were getting tight in the thighs and hips so I tried to diet down only to find I was losing more in the waist than in the ass. I did manage to keep my wardrobe with the help of a smaller belt. Julie arraigned to have her friend, Ruth, alter all of my trousers to adjust for my smaller waist. My shirts I left baggy to conceal my developing chest. My skin was looking good and I think my face had softened. Julie told me that a layer of fat under my skin was causing it.

I started to notice I was losing muscle mass. My legs and arms just were not as large as they used to be. I also noticed that my body hair was so much finer than it used to be.

By July, I was having a new problem. I was struggling with some packages when Julie came into the kitchen. "Julie, I was trying to bring in the groceries but the bags are too heavy."

"Honey the bags are no heavier it's you. Look how trim and feminine your arms are becoming isn't it wonderful. Oh I see your masculine ego has been bruised. You want to maintain your strength. I think I know how to handle this problem. We can both sign up for some exercise classes. Do you think you'd like that?"

"Sure I would. Just sign us up."

The next evening Julie told me she had signed us up to take a course together at a women's spa. "Here Leslie, try this on and don't forget to tuck with this new gaff." It was a one piece leotard. Oh my, what have I gotten myself into now?

"Leslie, I've started us with a yoga class that will firm up our muscles, as well as make us more flexible."

"Will we be alone in the class?"

"No silly there will be other women in the class but you'll fit right in. Just pretend your one of us."

I put on the leotard then turned to Julie. She smiled and pulled out a scrunchy and replaced by elastic band. Placing it higher up my head it really looked feminine. Then she sat me down at her makeup table and worked on my eye brows. "Hey I have to go to work remember not too far."

"Ok ok neat but not thin." Using a little mascara and a little eyebrow pencil and finished my new look. "There that will be good enough for now put on your new pink sneakers and get in the car."

It was then that I realized that I was going out en femme for the first time. Not only that but my driver's license was for a male and if I was ever pulled over it could go badly. "Julie you should drive my license doesn't match now."

She looked at me and laughed, "You're right. I'll do the driving from now on."

As time went by I found I was getting far more flexible. I could almost do a split. Thank God no one was taking pictures because some of those yoga poses are embarrassing. The leotard made me very conscious of my weight so I started to diet. As my waist got smaller my bottom and top continued to swell. I was soon in a 36B cup and down to a size 8. My business suits were baggy and it must have been obvious that something was up but so far no one has said anything. I do think I was getting a few weird looks but it could also be I was a little paranoid.

When we went out for our next series of exercise classes Julie had a surprise for me. She had signed us up for pole dancing. She said it was all the new rage and that we could practice for each other. The idea of seeing her pole dance distracted me from realizing that I would be pole dancing as well. The night before our new course Julie had me use a feminine razor on my legs and underarms. "Our new workout clothes are going to be a bit sexier and we can't have you too hairy. Not that you are hairy for a man it's just that women shave their legs and under arms and tomorrow you will be showing both."

The next evening I found myself learning how to walk around a pole with a sexy sway to my hips. Grabbing the pole and spinning around. Dismounting and posing with the pole. Our instructor told us how much our men will love it.

"Julie, I think our instructor may figure out that I am a man if we keep this up."

"Don't worry your sweet head they don't know." With that she stroked my face and grimaced, "Oh dear did you forget to shave."

"No, I shaved early this morning."

"Well your beard is showing. Under makeup your beard can't be seen but sweating it out in class your beard may be visible to a questioning eye."

"See that's what I'm saying something is going to give me away."

"Relax Leslie, I have an idea. You're fair skinned and your beard is brown. It would probably work."

"What would work?"

"Laser treatment," she replied taking a sip of her coffee.

"Laser treatment?" I whispered back.

"Yes a few visits and most of the problem will disappear."

"But that's permanent isn't it?"

"I've never seen you wear a beard or moustache so it isn't as if you really want facial hair. Look at the advantages. You'll no longer have to shave your face. Your skin will look and feel so much smoother. A lot of men are having it done and besides I would love it. It's just another positive thing to our little masquerade." She made sense. Shaving was a pain not to mention the nicks, cuts and ingrown hairs.

"Ok I will get it done if you insist."

"I do," she said, and that was that. Over the next several weeks I would have my beard removed. Julie set up an appointment and let the clinic know what was wanted. I went in as my male self. Dr. Douglas looked me over and said I was a good candidate for the process. Within a few sessions she had removed my entire beard including my side burns and stray hairs on my neck.

At the end of the last treatment she suggested that I also remove the stray hairs between my eyebrows. I asked is that was safe and she said she recommended electrolysis for this region as well as any mopping up any of the facial hair that might regenerate. I took her advice and let her work on my brows. By the time she was done my eyebrows looked very neat. In fact a little too neat but what was done was done and off I went.

The next night Julie was showing off in our bedroom on our newly installed dancer's pole. She had just bought a stripper's outfit that I fell in love with. I asked if I could borrow it and she smiled. "Sure you can have it if you wish just do your routine for me and play along."

I took the outfit into the bathroom and changed. I noticed her makeup was out by the basin so I did up my eyes and applied a dark lipstick. I took my hair out of its ponytail and let it fall to my shoulders in the new style that Barb had just done for me today. There was nothing masculine about it. With my hair down it gently framed my face. Other than a bit of a brow, a little fullness of the chin and angle of the nose I looked like a moderately attractive women. With all the make-up training that Julie had given me I was able to camouflage those flaws. Using a little blush and a ribbon around my neck, my transformation was done.

Coming out I strutted to the pole and showed her everything I had. My arms and legs had trimmed down and my shoulders were delicate. I had nice hips and a small waist. Even my chest was nice. I started the routine that we were planning for the Halloween contest and completed it without a mistake. She was whistling and clapping by the time I stopped.

"I have the perfect reward for that performance," she said and went into the bathroom. She came back out a minute later wearing a strap on dildo. "I think that since you can't get it up until after Halloween that we should try out something new. First I'm going to lick and suck those beautiful breasts of yours. Then just as I used to do for you, you are going to lick and suck this dildo. Then I'm going to ravish that beautiful ass of your's. We will both be satisfied because this is a double headed dildo. Lord knows I need the penetration as much as you do." First she came up to me and removed the straps holding up my top. Then gently she started tonguing my nipples. It was exquisite. She kneaded one breast as she sucked on the other. I then went down and kissed the tip of the dildo. Running my tongue along the bottom of the dildo before taking it into my mouth little by little, I pretended it was real. Julie grabbed a tube of lubricant and ordered me to roll over and kneel like a cat in heat. My ass stuck up in the air she applied the lubricant to my crack with one finger then two. Putting some lubricant on the dildo she aligned with my anal pussy and started to enter me, God that hurt. "Relax," she said, "I'll be gentle, my little sissy." With that she entered farther until it was all the way in. She then slowly pulled back before pushing back again. I was in pain but what an experience. I loved having her fuck me. I just wanted the pain to subside, which it finally did. I felt something arouse in me as my prostate was being massaged. I felt a trilling wave of ecstasy come over me and I shuttered. I had just had orgasm unlike anything I had ever experienced. I looked between my legs and saw my penis was still flaccid but a small ejaculation had occurred. Julie finally let out a cry. She had an orgasm too, the first since my impotency.

It was wonderful that first time but not without pain. I complained of being too tight to try this again. She smiled and said "Just roll over and I have another surprise." I felt something else enter my lubricated anal pussy.

"What is that?" I asked.

"It's a beginner's silicon butt plug," she replied. I rolled back over with a puzzled look on my face. "I have three more of different sizes to break you in. Do you like?" How could I say no to this woman? So I nodded yes. We kissed again in a tight embrace, our breasts pressing against one another's and fell a sleep.

Halloween was getting close and we needed costumes. Since we had both worked so hard at our performance we decided that we both needed to be women which meant that we would now need a couple men to act as our escorts. We agreed that they had be strictly window dressing since they would not be part of the routine. They would have to look good in tuxedos so that our femininity could shine brighter. Julie guided me in putting together a list of attributes that we wanted. The men had to be very masculine, at least six foot tall, take charge individuals, dark hair, dark eyes, tight ass, thirty something, showing some character lines in their faces like strong brows and strong chins. Just imagine yourself with him Julie said. I realized we had described men that were nothing like me. My hair was brown which might be called dark but other than that I had or no resemblance left of what Julie so eagerly described. I was 5' 8". Just under average but I was never going to be a six footer. Both Julie and I were in just out of college and still looking very young. I looked in the mirror, my chin was on the smallish size for a man and I never really had much of a brow. As for having a tight ass, I had had one last year but now I have a nice rounded spankable ass. I weighed 135 lbs where I used to weigh 165 lbs. Obviously Julie was a take charge person. She sat there glowing as she described it to me. "You and I will dress up like Pussycat Dolls and the men would just be eye candy. Just think of yourself being escorted in by such a hunk. It just makes me hot thinking about it. Close your eyes Leslie and imagine yourself in that position. Don't you love it?"

I closed my eyes and shuttered. "Really Julie I would rather think of you not an escort."

"Ah that's sweet but for the evening you will have to be in character. Be more feminine. When holding his arm, make sure your breast rubs his arm. You are a sexual being. A female sexual being who everyone knows will be with her man at the end of the evening. Just imagine that the large plug you are wearing is really a man. I want to see you squirm as if you are straddling his lap and he is fucking you."

"But, I really want to be with you at the end of the evening."

"Yes I know but the audience must see you as wanting a handsome man. The Pussycats are not lesbians. I need you to fantasize that you want a strong man. Now squirm and make me believe it"

I closed my eyes and spread my legs on the chair. My anal muscles flexed and I moved in subtle circles feeling my butt plug inside me. In a breathy voice I said, "Ok I'll do it as long as you agree that after Halloween I get to be that man for you."

Julie looked at me and burst into a giddy laugh. "Okay it's a deal I'll fantasize about you being masculine and you fantasize that you aren't."

For our performance we planned to dance and lip sync to "Don't Cha" We spent hours getting ready and looked fabulous. I took vacation time the week before the contest so that I could get my hair done right for the contest.

The weekend before the party Julie took me dressed en femme to the mall to pick out some hoop ear rings for our costumes. Suddenly I realized that my ears were not pierced. "Julie, I don't have pierced ears."

"Don't worry baby we can get your ears pierced right here and you'll be ready to go by next week."

"But people will see the holes when I get back."

"Oh don't worry. We'll cover your ears until the holes heal up."

I picked out a set of started studs and a pair of large hoops that I liked. I sat on a stool behind the counter. The attendant quickly cleaned my lobes and marked the location of each piercing. She then took out a gun like thing and put it to my left ear. With a snap it was done. I barely felt a thing. She repeated the process on my right ear and I was done. She told me how to keep it clean so the holes would heal properly and gave me some written instructions. I looked at the studs and just glowed. I had wanted this done long ago but the work environment was so hostile. I knew that some of the women must have suspected that something was up. If I had shown up with even one earring the cat would have been out of the bag. If they could see me now, what would they say? I just shook my head and put it out of my mind. Julie then took me to a body spa and we had the works. My gaff was small enough that even the woman doing my bikini wax didn't seem to notice my real gender. The body wax hurt like hell but the effect was wonderful. I just loved the facial.

The morning of the contest Julie dropped me off in costume at Barb's place and drove off to do some shopping. Barb nearly fell over when she came around the corner. "What a transformation. Are those real?" I looked over at myself in the mirror and saw the cleavage that my costume was causing.

"Yes but the costume has a lot to do with it."

"That and a little hormone therapy I suspect. Now get into the chair and let me start on you." She put a smock on me and said, "I talked to Julie." Playing with my hair she said, "I'm just going to trim the ends because I think we have a good style. What I want to do is brighten your hair with a new color and give you a perm. Then we need to fix your hands. Is that good?" I nodded yes. "Now over to the sink and we can get started." I spent the next two hours with washes, and chemicals being put in my hair. In between Barb would work on my nails. To my nails she added extensions painting them with a variety of colors adding small rhinestones that sparkled in the light. After my hair was blow dried I saw my new color. It was a dark red that really made my blue eyes stand out. The light perm worked just right. I could shake my head and the style would bounce right back into shape. "Leslie, just look at you, you should have been a girl. Now let's see you walk." There were full length mirrors on the opposing walls so I could see myself both front and back. I held my forearms up just slightly with my elbows back. My hands were relaxed showing off my manicure. I walked with one foot after the other in short steps. The high heels caused my ass to naturally move from side to side. I was almost happy that I was impotent because I would surely have had a hard on. "Just think of how your escorts are going to feel when they see you."

Damn she's right. "What do I do?" I asked.

"Why show them a good time and they'll treat you like a lady. Just remember to act like a lady. Otherwise you may have to thank them in a more intimate way."

"I'll remember," I said with a shudder. I thanked her profusely and tipped her very well. Grabbing my purse I waited outside till Julie picked me up.

When Julie saw me she let out a long whistle. "I knew I was right. You should have been a girl. I am so proud of my creation. Tonight you will be a woman." I frowned at that remark. "Be proud of yourself Leslie. How many other men do you know who could have done what you have done?"

"Julie, remember I have done this has only because of the contest and you wanted it."

"Yes, I know. But you are such a natural that I really think you are enjoying it too."

"Well a little I suppose. But tomorrow I go back to being a man."

"A man with breasts and curves. A man without a beard. A man with arched eyebrows and pierced ears. I bet you will have a hard time getting back."

I bit a fear went through me. "Of course I'll get back to normal, or at least near normal. I know my beard is gone and that my nipples will retain their size but you wanted those things for me and I don't mind."

"Of course you don't mind. I bet you wouldn't mind if I kept you just like you are now."

"Hold on that was not part of the deal."

"Ok you're right. But tonight I want you to be all girl. Okay?"

"Ok, that's what I promised and I'll keep my promises."

The costumes were gorgeous. I even giggled when I saw myself. Julie had taken charge of finding us a couple handsome escorts. Waiting for our dates to arrive Julie turned to me and said. "I don't know how this is going to turn out tonight but just promise me that you will never to have sex with any other woman but me."

"Of course Julie there is no other woman in the world for me but you." She smiled a devilish smile and gave me an air kiss so as not to ruin our makeup.

Our escorts arrived in a stretch limo and they were everything Julie had promised. Karl escorted Julie and I was escorted by Bruce. He extended his arm and I wrapped my arm around his. I even rubbed my left breast on his arm. Julie saw me do it and smiled her approval. Being driven to the party I felt light a queen in her royal carriage. The men were so polite holding doors open and complimenting us on our costumes.

As soon as the door closed, Julie told the chauffer an address that she wanted to go to first. She then leaned over to me and said, "I want some pictures to remember this occasion. You know some really sexy pictures. So before we go to the party I want to get some glamour shots of us. I've arraigned for a photographer to take some pictures of us and our men. Doesn't that sound like fun?"

"Sure that would be nice," I said trying to be flexible.

The men were perfect gentlemen and opened the door for us. Julie met the photographer coming through from the back of the shop. "So you're here, right on time. Those are beautiful costumes. I see why you said you wouldn't need any of ours or the need of a makeup artist. You two are incredibly sexy and your men are perfect in their tuxedos. "Now let's get to work. Leslie would you sit in this chair and Bruce you come up beside her. Leslie, I want to see passion, like you want to be swept up in his arms." I sat in the chair and looked up at Bruce. I was so nervous but I did my best to look adoringly up at him. "Perfect," said the photographer as he started shooting pictures. "Now reach up to him." I did and I heard more clicking of the camera. "Bruce, hold Leslie in your arms and Leslie, raise your mouth up to Bruce's." I heard more clicking. "Now I want a soft kiss." God I'm kissing a man. What am I doing? "Now a deep kiss." Bruce's lips parted and I felt his tongue entering my mouth. I tried to pretend this wasn't happening, but it was and it felt so good. The photographer finally stopped shooting. "Thank you, that was great. Now Julie and Karl, I want the same performance out of you." I sat down behind the camera and watched as Julie and Karl ended up in a long lingering kiss. It looked so real. Like she really did lust after him and was giving herself to him. She knew I was watching but she obviously wanted him.

After those pictures Julie and I went to the powder room to freshen our makeup. "Julie, you looked like you actually wanted him."

"No more than you wanted Bruce. Besides tonight you're my girlfriend and we each have a man so what's the harm?"

"So it's all just pretend."

"The night is young. Let's just play this out and have a good time baby."

I quietly followed her back out to the photo shoot. We finished the photo shoot with the four of us gathered as couples for group pictures with the men holding us around our waists. The photographer showed us the digital pictures and I couldn't believe how much my pictures looked like Julie's. You would never guess that we were the real couple that was in love. Instead it looked like we were each passionate about our man.

Julie was thrilled. "These will look great in a photo album of this night." Looking at me she gave me a sisterly hug. "You really are special you know. When with a real man you just shed your masculinity completely."

I was trying to figure out the compliment in that phrase as the men led us back to the limo and opened the door for us to step in. The photographer followed us with a camera and a pack of photo equipment. I looked over at Julie with a puzzled look. "Oh didn't I tell you? I've hired him for the evening to take candid shots of us. Just act naturally and pretend he isn't there. You'll get used to it."

As soon as we hit the door heads turned. In a room filled with witches, French maids, vampires and your normal assorted lot of costumes, we really stood out. Our routine was greeted by applause and cheers. We had done it and walked away with the prize.

Everyone wanted to know how we looked so good, especially me. They just couldn't figure out how a man could carry of the part of a woman. We credited our hairdressers, stylists, dress designers and choreographer, but let out the part of hormone replacement therapy. Still we were the hit of the party.

Julie was still flying high at the end of the party so she suggested that our male escorts take us out somewhere appropriate. Feeling rather pleased with myself for having endured this last year I was also in the mood to party some more. Starting tomorrow I would be off the hormones and I expected to be ready for a normal Christmas with Julie. Having made her so happy tonight and having promised her my fidelity, I had every intention of proposing marriage under our Christmas tree. The two men looked at each other and gave directions to the driver. To my surprise we stopped at a new nightclub in town. It specialized in the exotic and transgender. How appropriate I thought for my last night en femme.

Once inside the neon and spot lights were intoxicating. Our dates found a back corner booth near one of the pole dancer stations. The men sat on the ends of the circle booth and Julie and I were in the middle with our escorts on each side of us. Quickly a transvestite waitress, who addressed my escort Bruce as Sir, waited on us. He ordered for the both of us as did Julie's escort Karl. Bruce complimented me on my performance and insisted on finding out how I had pulled it off. This time I broke down I described everything we had done this last year in detail. His gaze was penetrating and I felt so feminine in his presence. Julie rubbed my knee and whispered in my ear to play along and have fun. So I did. After a while the DJ played our Pussycat song. Bruce asked me to do a reprise of my performance of tonight on the pole right next to us. At first I hesitated but after encouraging looks around the table I got up and played along. The crowd started to take note of me and being tipsy I played to them. I even stayed up for the next song and improvised a pole dance. It was then that I saw that the other entertainers were removing their tops. These were nice looking trannies but I was seeing either undersized little tits or the artificial fullness of implants. Although not huge my own perky tits were nicely shaped and filled my 36B bras naturally. I was definitively the best looking performer on any of the three stages. I looked at Julie and she gestured to play along. So I turned my back to the audience and slowly removed my top. I let it drop to the floor in the back part of the stage while covering myself with my hands. Then grabbing the pole I spun around to show the audience my perfectly natural breasts. They loved it and I spent the rest of the dance seductively romancing the crowd. As the dance was ending I started receiving tips and compliments so I had to stay for the third dance. By the time I sat down again I had a hundred dollars in my garter. "Wow I never expected that," I said as Bruce was sitting back in place.

Julie turned to me. "Bruce wants you to give him a lap dance."

"Really, he does?" Turning to Bruce, I said in my most feminine voice, "Really Bruce, you want me to give you a lap dance?"

Bruce looked at me and smiled. "Yes that's right let's see what you can do." So up I went to one of the back tables and started to tease him. I got down on my knees between his legs and brushed his crotch with my hair and pretended to lick his cock. I moved my nipple to his mouth and touched his nose. I really thought he was going to cum right there. At the end of the dance he escorted me back to the table where Julie and Karl were engaged in some deep petting. "I think she'll make a find addition to the club don't you think?"

Karl looked right at me and said, "Yes when properly broken in we have a real money maker here." Julie was quietly stroking Karl's hand.

"What do you mean?" I said. "I'm just playing tonight."

"Play time is over little girl. Tomorrow you start with us."

"With us what do you mean?"

"Karl and I own this club and Julie is our recruiter. She has been molding you for this job for the last year."

"Julie, say it isn't so."

"My sweet little sissy of course it's true. I've already told your employer that you would not be back on Monday and that you had accepted a new position working here. As a matter of fact I think I see him coming over now."

Oh my God where do I hide? "Well Les it looks like I'll accept your resignation. I knew something was up for quite awhile now. Letting your hair grow out and wearing a pony tail was strange but not out of line so I said nothing. It was when your face started to round out and your skin looked so clear that I really started to wonder. I see your ears are now pierced. I'd been looking for that for some time now. Little things like your neatly trimmed eyebrows and a little darkness of your lashes when you failed to remove your mascara completely. Yes, we all noticed and this summer you wore your jacket even on the hottest of days. Even at our picnic you were over dressed. Well, I see now why you did. You have become a very attractive trannie and I wish you well in your new profession. It's just too bad you had a wonderful future with us, but the firm will have nothing more to do with you. I on the other hand I will enjoy bringing special clients over on occasion."

"But Dave, I mean Boss give me another chance this was all for Halloween. Julie, tell him please." Julie just looked at me with a puzzled look. "Boss, please listen to me."

"Not now Les, but I'll be back in next week and you can state your case while you give me a lap dance, as good as that one I saw you give this gentleman." With that he turned and left.

I turned back to Bruce feeling so ashamed and needing someone's support. He stepped up to me and I sobbed in his arms. He took my chin in his hand raising my face to his and told me not to worry. "Your future with us is secure. We will expect you to start tomorrow. As for tonight I will be taking you home, my home. Julie and Karl will go back to your old place."

Julie looked at me, smiled and said "Remember sex with a man would be ok since you only promised not to have sex with other women."

The limousine pulled into his estate in a very rural area in about a half hour. The chauffer, Mike, opened my door and helped me out. Bruce offered his arm and led me into the foyer where he took my coat and hung it in the closet. Looking into my eyes he seductively told me, "Tonight, my new raising star, you will be in my bed." I must have had a very nervous look on my face because he spoke so gently while leading me to his master bedroom. As soon as we were inside the suite he started undressing me while telling me what to expect. In the master bath we took a shower and he soaped me down as I soaped him. When I got to his cock it just got larger and larger. So soapy, so hairy, I had never looked at another man's cock before even in locker rooms. I knew that most men were better endowed than I was but had avoided comparing myself to them, but now I could not avoid the comparison. Having a real man's cock in my hands and seeing how small and flaccid mine was, I felt totally inadequate. After the shower he dried me off and then I dried him again leaving his crotch till last. As I finished drying him he started massaging my breasts and I was having feeling that I didn't think possible. As he lowered to suckle my nipple I lowered trying to get away only to find that I was now positioned to take his cock into my mouth. I looked up petrified and he smiled back saying it was right. "Kiss the tip then taste it. Now lick the length and take a bit into your mouth." Somewhere along the line I stopped hearing him and thought of the dildo that Julie wore. Bruce guided me to the bed and had me position myself doggy style. I felt him enter me as I buried my face in a pillow. This is so wrong but it feels so right just as it felt with Julie only better. The thrusts, the feel of his balls on my ass and the warm filling feeling were driving me crazy. Next he rolled me on my back and put my ankles over his shoulders and fucked me face to face. He wanted me to see him fucking me. I was still reeling from the night so I must have had glazed look in my eye. He seemed very happy with my last performance of the night. I went back to the bathroom and found a douche and cleaned myself up again. After that I went back to his bed and crawled in next to him.

The next morning I was given fresh underwear and a sundress and shoes to wear. The chauffer, Mike, was there again and informed me that I had a couple stops to make before I was to get ready for tonight. Bruce met me at the first stop. "First thing my dear is to get you to a doctor."

"But I'm not sick."

"I'm taking you to the club doctor and he will fix you up just right."

The doctor was a handsome imposing man. Standing there only wearing a hospital gown made me feel so vulnerable. "Up on the table young lady." he said. I carefully raised myself up. "Lean back and we'll put up the stirrups." Oh my god he's going to examine my privates. "Just as I figured," he said. "Your penis has shrunken from lack of erections. Six months would that be about right."

"Yes." I mumbled.

"Well your testicles have atrophied to the point that they no longer function and probably will never function again."

"No she said it would return."

"Julie?" he said. I nodded yes. "Well little one Julie is no doctor, and since you are here to get the first of your monthly feminine hormones shots, I don't expect you will ever be a man again. In fact your testicles are so small that testosterone blockers are not needed any longer."

Tears came down my face. "Isn't there anything you could do for me?"

"Well I could put you on testosterone but that's not why you're here. Your boss is paying me to advance your new life not to resurrect your former." I got up and he had me lean over the bench while he administered my shots. Then he spanked me with an open hand that rested to long on my exposed ass.

As I left the office Bruce held the door for me and then to his BMW. I cautiously sat down without saying a word. "You know I've been castrated don't you," I said in a very perturbed voice.

He chuckled and corrected me. "Only chemically castrated however if you want the full treatment that can be arraigned."

I quickly changed the subject, "Where are we going next."

"Oh this one I think you'll like. There is a tattoo and piercing place you will adore."

"I'm not too sure of that. Tattoos are permanent and I'm hoping that none of this will be permanent," I said, still in denial.

"Don't worry your little head just yet we are going for piercings this time."

When we got there Bruce introduced me to Jake. "First let's pick out a second set of studs for your ears." Knowing that an argument wasn't going to stop it, I picked out the most expensive diamond studs in the case. Jake sterilized my ear lobes and marked the spot on each ear. Then he pulled out a gun and shot the studs into each ear lobe. Figuring I was done I started to get up but Bruce came back with a navel ring with diamond studs on each end. I grimaced at the thought of having my navel pierced. Bruce raised my dress up exposing my naval and panties to Jake's eyes. I couldn't look as he did it so I missed Bruce going back to get the last piece from the front of the store. Jake told me how I was going to have to keep the wounds clean so that they would heal right. Just as I was getting up again, Bruce came back. "Not so fast my lovely, sit down, Jake has one more thing to do." He opened his hand and showed me a long rod with studs on either end. "This will please me more than you I'm afraid. Now open your mouth and let Jake pierce your tongue." Bruce took me straight home and let me recuperate for a while.

I fell asleep in Bruce's bed and was woken in the evening by Mike. "You're wanted at the club little lady, your costume will be there waiting for you."

Bruce met me at his table at the club. "Well Leslie we need a new name for you that reflects your new position. I've decided that you will be subservient to me in everyway and your new name will be Mindwell Rene Masters or Mindy for short. Your costume for tonight is a leather bikini and assorted cuffs." I quietly and reluctantly went into the changing room and put on my costume and makeup. Coming out Bruce stopped and wanted to know how I was feeling.

"Miserable." I said, "My tummy and ears hurt and my tongue is so swollen that I can hardly talk."

He smiled and said it is to be expected you'll feel better tomorrow. "As for now I have a little more jewelry to add to your costume so please turn around." He raised my hair and something clicked. Then he kneeled at my ankles and I heard two more clicks. "Turn around and extend your arms." I did as told and saw him click to small locks into each of my wrist cuff buckles. "You will be wearing these for a while so just start thinking of your new position. And one more thing little lady, you are to call me Sir from now on. Do you understand?"

"Yes Sir," I responded. The rest of the evening I danced for customers and lost myself in a fantasy world. At the end of the night Sir came to me and fastened a lead to my collar and connectors to cuffs. I was then led shuffling off to his van here I was put into a cage for our trip home. At home I was allowed to shower, put on a teddy and shown to another cage.

"No more for you tonight. You have had a hard day," he said coolly. It was obvious that only when he wanted me would I be allowed the comfort of his bed. I guess then it would be in my interest to be nice to him if I ever wanted another good night sleep. The next morning I was awaken by voices. Julie was one of them but who was the man's voice. It didn't take long to find out. In came Julie and Karl. Julie smiled when she saw me. "Ah is my little girl alright.

"Julie," I said upon which she saw my tongue jewelry.

"Why they have already classified you as a submissive cocksucker." I looked at her strangely. "It's obvious. You've already adapted to a cage and that tongue ring is to satisfy a real man's cock. I hadn't had a real man's cock for over a year while we were together so believe me I know what you need. Karl please come over here and let Mindy suck you off." As he came over I wanted to die. How could Julie do this to me, I love her so much. Karl came over, undid his belt and lowered his trousers. It must have been eight inches long and two inches in diameter. With one hand he took the back of my head and proceeded to fuck my mouth. I couldn't handle it so I started to take control and gave him the best blow job I could. As he came, he again held my head and I took every drop.

"My, she is good," he said.

"I trained her well," said Julie. "Mindy you will make a wonderful submissive I'm sure you will enjoy the dungeon soon. There are so many ways that we want to tie you up. But before I leave I want a picture of you in your new cage. You just look so adorable in that teddy and those restraints. Click. There we go now. See you later at the club." Julie left with Karl's arm wrapped around her and my heart broke.

I was back on stage when I saw Julie again. Karl was escorting her into the club. I came over to their table after my set was over and Karl offered me a couple lap dances if I would sit with them for a couple minutes. As soon as I sat down, Karl went to the bar and allowed me to talk to Julie. Julie was sitting with a photo album. "I have the all the photos from Saturday night." she said as she opened the album. "I thought you might like to see them."

I stared at the album. The first pictures were from last year when we first met, then others of a trip to an amusement park. Next were pictures of my various hairstyles. I never realized that my looks had changed so much in the last year. It happened so slowly that I didn't realize that the rounding and softening of my face, the slimming of my arms and waist, the widening of my hips or development of my bust was so obvious. I had convinced myself that each of the changes was unperceivable and maybe each was but the total effect was there and unmistakable. Then those professional pictures from this weekend of me kissing Bruce, us dancing at the contest and receiving our awards, us at the table at the club, me dancing at the pole and stripping for the audience, me giving a lap dance to Bruce and pictures of my shocked expression when I was told of my fate and met I ex boss. All the time I looked sexy and slutty. She closed the album and I saw the title, 'Les/Mindy, A Transsexual's Transformation.' "I'm going to treasure this. I've left empty pages that I'm sure will be filled by the end of this year."

"Julie, please say this is a joke that gotten out of hand and take me home,"

"My silly little sissy this is not a joke. This is what I do for a living. I find trusting submissive men who can be manipulated into becoming transsexual performers for well connected people. You know who runs the porn business. Now they own you."

"You chemically castrated me not for a year but for life."

"Listen to me Mindy. You never had much in that department in the first place. What you have left will eventually be displayed on that wall behind you. You see those niches over the bar with brass plates under them. Well look at the first one. You will see the name Mindwell R. Masters engraved on the plaque and empty glass jar. All they need to do is engrave the date on the plaque and put your pickled balls in the jar."

"They can't do that without my consent."

"Oh they'll have your consent and it will happen sooner than later if you do not cooperate. The more you cooperate the more money they make and the more money I make since I get a percentage of my finds."

"Finds? Do you mean there are others?"

"No not yet but I have found a possible recruit. However it took me several tries before I found you. You were so easy. I loved you for it and still do, but you have to understand this is business. You are Mindy, a trannie. You will adapt well to your new life. Why you're already more female than male. In that costume I see a soon to be beautiful erotic temptress. Your future is as an exotic dancer then maybe a private dancer, then an escort. If you are really good you may become a porno star. You have a bright future Mindy just remember to do as you are told."

( to be continued )

  

  

  

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