The Challenge Part 005

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I had dropped the girls off at school and now I had to come back home and take care of my domestic chores. Fiona had ordered me back into my empathy suit and a maid's uniform for doing chores around the house, I pulled on a pair of black tights for convenience and threw on my maid's dress. I wished I didn't have to wear high heels for cooking and cleaning but it was her rules. It was a little irritating how she would lounge on the couch and watch golf while I would go at the furniture with a feather duster.
 

The Challenge: Part 5

By Tyler


 
I had dropped the girls off at school and now I had to come back home and take care of my domestic chores. Fiona had ordered me back into my empathy suit and a maid's uniform for doing chores around the house, I pulled on a pair of black tights for convenience and threw on my maid's dress. I wished I didn't have to wear high heels for cooking and cleaning but it was her rules. It was a little irritating how she would lounge on the couch and watch golf while I would go at the furniture with a feather duster.

I had to get all my duties completed by noon so I could change into my Hooters uniform and head off to work. I had been up since 5AM preparing breakfast and helping to get the girls off for school. I had to remember to always smile and never let anything get to my head. This whole time, I hadn't had much of a chance to talk to my girls and really see how they were dealing with this change. Sometimes it seemed like they couldn't be more enthusiastic about being women and other times my former sons were quiet and sullen and it was hard to gauge their emotions. I was worried that the boys would lose their respect for me seeing me feminized and cuckolded by Fiona. Fiona had even given me a new driver's license that read: Monique Washington, Female, 37 years, ethnicity: African-American.

I had finally finished doing the dishes. Fiona was satisfied that I had completed my domesitc chores and I was ordered up to change into my little costume. My butt swayed back and forth as I went up the steps and I could tell the hormones were really doing their business on me. I pulled down my tights and threw them into the hamper. It felt good to finally be able to ditch my maid's uniform and my empathy suit.

We had to wear pantyhose at Hooters for sanitary reasons, and so our bare legs wouldn't be scalded by hot grease. I opened up a fresh pack of sheer pantyhose and stretched them out like Fiona had showed me how to do before I pulled them on my legs. I wiggled my tights all the way up and then I put on my white bra. We weren't supposed to wear panties or even a thong underneath because our pantylines would show through the shorts. I slipped into my Hooters tank top and finally put on the orange shorts. The uniform was quite form fitting and the guys had been giving me generous tips for my first few days as a waitress. I sat down on the edge of the bed and put on my socks and sneakers. Fiona allowed me to wear sweatpants over my shorts on my way to work just because Hooters girls weren't supposed to wear the shorts outside of the restaurant.

Mandy, the head Hooters girl, had taken me under her wing and had given me some "tips" on how to keep the male's attention. I always had to bend over from the waist to pick up something off the floor and never squat; that way the male patrons could see the full moon of my butt. I had already had my butt slapped twice in the last three days and the guys who went in there to eat were quite friendly and wanted to flirt. I was getting alot of practice at being coquettish and my daughters would hound me with questions about work. They would want to know about how I was interacting with the customers there and what exactly I was doing. It was restaurant policy that a waitress would be fired if she actually started to date a customer. I couldn't cheat on my wife with another man anyway.

I had to work a 5 hour shift for five days a week. I was only kind of embarassed when we had to go over and sing the birthday song and twirl hula hoops and shake our butts. We had to sing these stupid little songs on occasion and clap our hands. If my guy friends could have seen me shaking my booty like Beyonce! But it felt really good to pick up a ten dollar bill as a tip from every table I waited on, and I was just raking in spending money.

Before I knew it my shift would be over and I was back in the Minivan; driving to the high-school to pick up my daughters. They would tell me about their day and soon we would be home and getting ready for either a ballet or an ettiquite class. .It was bizarre seeing two black girls in little schoolgirl outfits or cheerleading uniforms come out of the school and realizing that they were my progeny. I barely even felt like a man anymore, and being an actual father felt like a distant memory. It did give me a deep perspective on what my wife had been going through for the last 17 years.

Fiona came into my bedroom to help get me changed for dance; she was wearing a basic black leotard with pink tights. I typically liked to dress conservatively for ballet but she had for me a leopard print leotard with long sleeves and an attached short skirt with ruffles, and I was supposed to wear white tights underneath. She pulled my sheer hose that I had worn for work off of me and had me sit on the side of the bed. She had me put my feet in both legholes of the tights and she rolled them up to my knees. I did really enjoy being assisted at dressing myself by a totally hot lady like Fiona. I really took no offense because I was so new at being a woman and I was really like her little daughter who she had to teach with love. I wanted to be a woman like her and have sexual confidence and empowerment. For now, it was girlie see, girlie do.

"Stand up," she ordered. I did so immediately, and she pulled the tights up my ebony legs and made sure that they were on smoothly. She took the leotard and had me step into the garment. Soon, I was looking really cute in my leopard print leotard, a color and pattern that made an interesting contrast with my white tights. I liked how she had been gentle with me and helped me ease into my female role. She was really treating me like I was her little sister. I posed in the mirror with her for a few minutes and I wished I could keep this outfit on for the rest of my life. I felt like a six year old black girl. I was a hot female leopardess, and I felt like Cleopatra. I shook my wild ass in the mirror and I loved how my cute big butt looked. Two weeks into the challenge, I had totally awesome curves like train tracks. She told me to put on my tennis shoes and get my dance bag together while she helped my sons get changed.

It was a crazy role-reversal situation to be sure. It felt great to be totally encased in nylon and be a total boy-magnet. The only genetic female in the house was the one totally in charge. We knew if we crossed her we would be in big trouble. But Fi was usually nothing but sweetness and love.

Kendra came out wearing a tiger-striped leotard and white tights, and Brandy was also wearing a leopard print leotard, but a silver and white variaton from mine, and her leotard also had the attached skirt. Brandy was wearing white tights underneath, and I noticed just how prominent and full her breasts were becoming, much more so than last week. The three of us made the sweetest mother/daughters tableau. We all looked so smooth in our matching feline dance outfits. Fiona told the three of us to grab our purses and dance bags and get in the minivan.

I would have felt ridiculous wearing so feminine an outfit at a dance class back home, but all the other dads were being forced by their coaches to wear equally embarassing leotards, so I didn't really feel alone. Tamika, formerly Jay, for example, was stuck in a pink leotard spangled with white stars and he was wearing white tights. Bufanda, formerly Barry, was wearing an interesting combination of yellow tights and a purple leotard. So we were all in this together. There was strength in numbers.

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Since it was Friday night, Fiona decreed that we could finally have a night just to relax. I kept on my ballet outfit and went up to my room to pop in a DVD of season one of Desperate Housewives. I crawled into my bed when Brandy came in my room, still wearing her dance outfit. We looked like a mommy leopard and her baby girl. Brandy was clutching one of her black barbie dolls and I invited her up on the bed to cuddle with me and watch TV. She happily crawled into my arms and I stroked her pretty straight hair. We unintentionally rubbed our tights together.

"Mom," said Brandy, "I've been thinking alot about our futures."

"Really," I said with surprise, "What is on your mind?"

"Well," she said, "I was thinking mabye I don't want to go back to being Mike."

"You want to keep living as Brandy after this is over," I replied.

"I might want to stay as a girl," she said, "but I would change to a white girl. It would seem more natural. I would be Melissa and I would be a ballerina."

"I was totally unaware you liked being a girl so much," I said with shock, "I just thought you were going through the motions."

"I was at first, but now I am really starting to like this new lifestyle."

"Does your brother feel this way too," I inquired, "He seems like he is adapting way better towards being female than either of us."

"I can't really tell with Kendra. I think she is so young she is just going to do whatever she sees her role models do. If she sees us being black women she'll jump in head first. But it seems like she is all about barbies and Ballet now and Kevin is gone."

"So what about you," I asked, "How are you feeling?"

"Well," said Brandy, "I feel torn all the time. Half of the time I feel like I am a guy and this whole thing is ridiculous. But other times I just love getting to be cute and sexy. I like getting to have my hair and makeup done and wear pretty dresses. Being a girl, you get to wear different things everyday besides pants. And I think I actually like things like ballet more than my old sports. Even if I go back as a guy, I'm still going to take ballet."

"But there is a chance that you will go back as a black girl or a white girl," I asked him?

"Fiona said that our tans would take time to wear off. I might stay as Brandy for some time. But I think if I become a white girl I will become Melissa Thompson. Or, I might just go back and forth between Mike and Melissa."

"Well," I replied, "You have to choose one or the other. Just remember that you have nothing but time to think about it. I will support you wether you become Brandy, Mike, or Melissa."

Brandy said to me, "I've just been having these fantasies of being a pretty ballerina dancing on a stage with a male partner. I want to go back to my old school as a popular, preppy cheerleader and show them how devilishly hot I am. Being Melissa, I can keep my female side."

"So let me ask you," I said, "Have you started to like boys, or do you still like girls?"

"Well," said Brandy, "I found a guy date to take me to the debutante ball tomorrow night. Kendra found a boy too. We've just been too busy to bring it up. Zack is coming buy in his car tomorrow night to pick us up."

"Oh precious that is so wonderful," I said as I gave her a big hug. I smelled the perfume in her hair.

"So Mom," said Brandy, "Is it a sure thing that you are going back to being Joe? I only ask because you looked like you were having so much fun when we were wearing our princess leotards and learning about sex. I would just hate to see you go back to the way things were without any changes."

"So you didn't like the way things used to be sweetie?"

"You were always working as Joe," said Brandy, "If you were a woman you would be home more and we could bond together and have girly talks like we are doing now. Besides, it is obvious that you like parts of being a lady and I would just hate to see your feminine side taken away from you. I saw how happy you were wearing your Ariel leotard, and its hard to believe that you are the same guy who liked to hunt and fish. There is definitely another viable side to your personality than Joe, the tough insensitive father. Cinderella the princess needs to come out of dad."

"Mabye we could just play dress-up on the weekends when no one is around," I said to my daughter.

"I just want to have the same close and loving relationship that we have right now," said Brandy. "If it means we have to keep being girls, than so be it. I just can't see us staying close if we go back to being guys, even if we occasionally put on mom's underwear together. Being female would be much better and we wouldn't have to hide it."

"I don't know how Melanie would take it if I came home wearing a dress," I said defensively. "We would have to move."

"Mom would accept it," said Brandy. This mother-daughter talk was showing me an insightful side of my son/daughter that I had never before seen. "I just love my new female body and I really don't want to lose it. Once my curves are gone they'll be hard to get back."

"I have to admit baby girl, " I stated, "When we were having our hair done in the brading shop, I was having the time of my life. I would love to get to keep going back and getting new styles and weaves."

"We could keep taking ballet as a family," said Brandy, "We could be the ballet guys."

I paused for a few minutes and just held my daughter in my black arms; just cherishing my newfound nurturing instinct as a mother of a teenage daughter a few years away from leaving the nest. It was clear she still had so much more to learn about boys, dating, and life.

"My only real concern with you Brandy, is that you'll be taken advantage of by some guy."

"Oh mom," she said petulantly, "I know all about how to handle a horny teenage boy. I used to be one remember. You don't have to worry at all about my safety."

"Well," I said, "I just wanted to make sure. Its a mother's job to worry."

"Fiona is doing a great job teaching us. There is just one thing I want you to know. Even if we stay as girls, I don't want to have my penis cut off. I want to stay a genetic boy, even if my outside appearance is female."

"That is fine with me," I said, "I would rather keep my manhood if I was going to adopt an external female appearence. We would just have to stay on hormones."

"Oh mommy," said Brandy, "You're the best mommy a girl could ever ask for."

Just then, Kendra came in the door and hopped up on the bed to join us. The three former Thompson males were sharing a girly bonding night. We kept talking about our techniques for making-out and heavy petting and handling a hormonally challenged teenage boy. I noticed that as we were oblivious in heavenly speech, I was subconsciously curling and braiding Brandy's hair. Yes, even if we wen't back to being boys, things would surely change no matter what. My sons would still sneak into their sister's room and try on her clothes all of the time.

"Have either of you girls been playing with your dildos," I asked them? They flashed looks of embarassment on their faces.

"I play with mine all the time," said Brandy, "I want to get really good at being a sexual girl. I like to suck on it as I go to bed."

"How about you Kendra?"

"I like to hold it and rub it," she said sweetly.

"Are you girls still masturbating?"

"Yes."

"Have you girls tried to do the anal thing that Fiona showed us," I asked?

Brandy laid a trap for me and said, "Have you mommy."

I was kind of embarassed but I had to speak the truth. "Yes I did, and it felt great. I thought it might hurt at first, but we women have to be able to take anal sex. All you have to do is just slip it in, and once it goes in the first time, it feels great afterwards." The girls listened with amazement as I described being penetrated like that.

"There is no way I am brave enough to try it," said Brandy.

"Me neither," said Kendra.

"But what will you girls do when your husbands want sex. We don't have vaginas, so we have to let them take us in the rear." The girls looked at me thoughtfully for a second, realizing that I was right. "Fiona taught us this stuff for a reason."

"I'm too scared to do it by myself," said Brandy, "But I'll let you stick your dildo up my butt."

"You can do me too," said Kendra.

I was so proud of my sons; they were such little troopers. I got up and went over to my panties drawer where I produced my massive nine-inch dildo. Brandy and Kendra got up and stood by the edge of the bed. I was ready to deflower my sons into sexually experienced young black girls.

I went to Brandy first and pulled her leopard print leotard off of her shoulders. I took down her garment, revealing her bare back and pink bra. I got down to her butt and took her tights and shaper panties down to her knees, reexposing her butt and penis.

"Okay," I said holding the dildo, "I'm going to enter you now."

Ever so gently and lovingly I slowly inserted the lifelike penis into her butt. She let out a squeal of pain but soon I had it in. "I have it in now."

"Take it out momma, take it out."

I took it out and then I stuck it in again. "Wow," said Brandy, "It doesn't feel so bad now." Kendra watched fascinated and nervous, knowing that she was next.

"You just have to get loosened up." I thrust it in and out about ten more times.

"Fiona was right, it feels fine once you get used to it," said Brandy, "I could totally start doing this."

I was satisfied that Brandy had learned and Kendra already had her leotard and tights down. For a second I couldn't believe that I was ready to do this to my youngest son. Brandy watched me as I used the dildo on Kendra and she seemed to like it.

"I love being a girl," shouted Kendra. After I was done with her I helped her get her clothes back up and we returned to cuddling on the bed. Brandy and Kendra held their dolls close to them. We had shared the ultimate girly fantasy. As guys we would have been branded as freaks but this was acceptable for us as women.

I imagined Mike as Melissa, a busty 16 year old blonde girl who loved ballet and boys. She would just be an absolute beauty and she would have guys lining up for dates. I would sit in the stands and watch Melissa cheer at the football game, or I would go with Julie to watch her dance recitals. Melissa would be valedictorian of her High School and I would have tears in my eyes as she went off to college. She'd find a successful guy to settle down with. As for Kevin/Kendra, well, I had no idea. I assumed that he would be happy either way. But he was at that difficult age where it was difficult to really get him to commit to anything, much less choose his gender for the rest of his life. We had plenty of time to let it play out. For now, we were just going to enjoy being little black girls.

Irritatingly, in this house, whenever I had to use the restroom, I always forgot to sit down and then the toliet wouldn't flush. We were being trained.

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We all fell asleep in the same bed that night. Thankfully Fiona let us sleep in and get some rest because we had to spend the afternoon getting ready for the debutante ball. I woke my sons up and we all took off our leotards and tights. I pulled out a new three-pack of sheer pantyhose, because we wanted to wear new tights under our ball gowns. I was kind of sad that I didn't have a date tonight but I couldn't blame myself because I had been stuck in the house or at Hooters and I really had had no opportunities. Deep down, I wasn't really ready to start thinking about doing anything sexual with guys. It did feel good playing with the didlos but I didn't really equate that with having an actual man.

My sons on the other hand had all day at school to socialize with boys and get their phone numbers. I was eager to meet their dates and introduce myself as Monique Washington.

Fiona had us all meet in the living room wearing nothing but our strapless bras and sheer pantyhose. Fi was in a short white halter dress with sequins and she had bare legs. She had the dresses us guys were to wear on racks. Kendra stepped into a sleek yellow gown with spaghetti straps with a skirt that ended at his mid thigh. It really showed his sexy arms, shoulders and legs. He slipped on a pair of heels.

Brandy put on a purple prom gown with sequins and a fluffy three layered skirt. The top of the dress was low cut and showed her impressive cleveage. I put on a sleek little black dress. Brandy and I wore long matching gloves to go with our dresses. Fiona spent about an hour putting jewelry on us, fixing our hair, and doing our makeup. It was a ton of hard work to be girly.

After what seemed like six hours, Fiona had us all finished and we were three goddesses ready to be seduced. She pulled out her digital camera and snapped about 200 photos of us. We smiled and posed.

Around 6PM, there was a knock on the door, and two little boys were standing on our porch. Fiona opened the front door and said, "Hello."

One of the young men was a nerdy little white boy with pale skin and glasses. He looked like Harry Potter and I figured he was Zack, Brandy's date. The other was a little black boy about 14 years old and he was here for Kendra. I could tell the boys were impressed when they saw how stunning my daughters were that they were ready to take out.

"You must be Zack," I said to the little white boy.

"Oh hush momma," said Brandy, "You know Zack." It was true, I had seen them talking for about twenty minutes at our girly challenge.

"And I be Jamal," the little black boy said to me. Kendra rushed over to him. As a white guy I would have lost my mind if one of my sons chose to date a black girl, to say nothing of a black GUY. But since we were all now black women it seemed totally natural. All of this was just innocent fun and its not like any of us could get pregnant. Jamal and Zack put corsages on Kendra and Brandy and they smiled and held eachother as Fiona snapped yet more group pictures. We were going to want to remember this special night.

I would be a chaperone as my daughters walked out to the Limo arm-in-arm with their guys, clutching small purses. I just hoped Brandy and Kendra remembered our talks about sex and Fiona's lessons. We were all in high heels, and our heels clicked as we got into the Limo.

The Limo dropped us off at a massive convention center. There must have been 700 guests inside. I was a little nervous so I went in and checked my makeup.and freshened up. But I couldn't stall forever and I knew I had to go back out and mingle.

Zack and Jamal were already spinning my sons out on the dance floor. I was going to just hang out at the bar all evening, despite the risk of appearing as a prostitute. I ordered an apple-martini and began to slowly sip. But not after 5 minutes of being alone, a guy with a striking resemblance to Matt Damon came up to me and introduced himself as Craig.

I was taken a bit by shock and Craig could see that I was nervous. "Relax Monique," he said to me, "I work for NBC. I know all about "Joe.""
I was a little relieved.

"So how am I doing as a black woman," I asked him?

"You are just outstanding," he said to me, "You are the paragon of feminity. Your sons look really good too." Those words felt satisfying to hear.

"How do you think I am doing against all the other guys," I asked.

"We really can't divulge that information," he replied, "But I didn't come over here to talk about the game. I came to tell you that you are the most gorgeous lady I have ever seen and I was wondering if you wanted to dance."

I was stunned and compelled at the same time. I had nothing to lose, and the hormones were making him look attractive and appealing in my eyes. I lost my inhibitions and threw caution to the wind. "Yes," I said.

He grabbed my hand and led me onto the dance floor. Fortunately, because of dance lessons, I knew how to be led by a man during a Waltz and a Fox Trot. I suddenly realized that Julie would see me on TV dancing with a guy, but it was too late. In any case, it was just all part of the game and she would have to understand that. The hormones were changing me in ways I couldn't control. It was nice being held in strong arms.

"I always wanted to dance with a Hooters girl," he said. I blushed.

The hours flew by and soon it was time for my family to be introduced into Dresden society for the Emcee. All of the 18 contestants in attendane formed up in the center of the dance floor with our dates. I was introduced as Monique Washington, mother of Brandy and Kendra Washington.

We shared a solo dance and afterwards I lost track of my daughters but I was having too much fun with Craig to care. He told me that he was actually the primary developer of this television show. He told me how he had spent his teenage years living as a girl with his transgendered dad but had reverted to being a guy before going off to college. It was his dream in life to produce the defining cultural reality transgender television show that would make crossdressing and transvestism acceptable in mainstream America, much in the same way Homosexuality and Interracial Marriage were gradually introduced into the consensus of American society.

But crossdressing by itself wasn't bold enough, and the executives decided that the guys would have to change their race for the show to really be bold enough to shock the public into watching. He apologized for using my family as unsuspecting guinea pigs, but he explained that we would not have been able to get normal guys to do this if we gave the game away at face value. To my surprise, he told me that before our first season airs on television, NBC will start filming the second season of this show in a town in Vermont. The difference is that the white guys will be changing into Japanese girls instead of Black girls. I silently wished to myself that I could be a part of that season too.

But Craig surprised me and said, "If you and your family want, you can come on as guest coaches for the 2nd season of the CHALLENGE and help the next group of guys transition to Japanese girls."

"I'll have to think about it," I replied. "So Craig, my sons were asking me last night if it would be possible to continue on their lives as Kendra and Brandy instead of going back to being boys?"

"Would you support them. Are you going to remain female?"

"We're undecided. We were just wondering if the option was there for us to keep being girls?"

"If you really wanted," said Craig, "We could give you lifetime supplies of hormones and tanning solution(if you wanted to keep being black.) On the other hand, we could set you up on the typical route of sex-reassignment surgery."

"My sons and I are adamant about retaining our male private parts. We would just want the external appearence of males."

"Oh, don't worry about that," said Craig, "The hormones are cheap and we could sell you a lifetime supply for like 200 dollars."

An hour later I kissed Craig goodbye and told him that I hoped to see him again. He said that he could count on it, but he had to go take care of some emergency business. Just then, Kendra ran up to me and told me that she couldn't find Brandy or Zack.

We looked all over the center for them, and then finally we went outside and caught Brandy and Zack making out on a bench.

"Oh don't get mad at me momma," pleaded Brandy, "I love him."

"Come with me this instant young lady," I commanded. "It is way too late."

Sullenly, my daughter did as she was told and waved goodbye to Zack. She blew him a kiss. I told her that she could be his girlfriend but it was time to go home.

TO BE CONTINUED

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Comments

The Challenge

nikkiparksy's picture

Nice story it is coming along well and Brandy has finally come into her own.How is the competition hoting up between her and LETITICIA. Looking forward too the next chapter too see how they continue too develop.

Chapters 6 and 7 will be

Chapters 6 and 7 will be coming soon. Chapter 6 focuses on Kendra and Chapter 7 begins to develop the Brandy/Leticia rivalry. Chapter 8 will focus on Leticia's family.

After season 1 of the Challenge concludes, 18 guys will take place in the 2nd season of the challenge. Our guys will experience life as Japanese girls!!!!

Look forward too reading

nikkiparksy's picture

Look forward too reading them Thank you and see how they fill out:).

Collective madness or....?!

What I say is very strange, more specifically just inadequate, the behavior of this family
In ones senses any parent not begins to fuck children! Children, in turn, will not allow to do it with themselves. Anyway voluntary. Probably the spray together with hormones contains psychotropic substances.
I not the hypocrite and not the devotionalist , but "experiments" which occur here, it is possible dead certainty to qualify as children's pornography . If IT goes on the air or in the Internet both a channel management, and the daddy \mum, and Fiona straight will go to prison. For child abuse and distribution of a children's pornography.
And maybe I have simply lagged behind a life and now for IT award Congressional Gold Medal?!

Keep going

I am finding tis story very interesting and hope you continue. Thanks.

Wish furfilment by aurthor

Sorry but the idea that people can easily switch between chosen genders a nd alwYs be happy is crap. The story is just an excuse for chilf abuse. For those who are truly transgendered you may as well say dont be silly if toi realy wanted to you could be what your physical body says you are