A New Life Chapter 3 Testing Times

by: Bythe Spirit 
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Rating: X Add Review    Added: 05/07/2007
Complete: no 
Synopsis:Wanting to transition and transitioning or two different things. The path is strewn with many decisions and tests to help candidates decided is that what they really want.
Joseph's understanding of transitioning enters a steep but very enjoyable learning curve.
Categories: Crossdressing / TV  Cultural Change  She Males 
Keywords: Hormones 


A New Life

Chapter Three

Testing Times



Wanting to transition and transitioning or two different things. The path is strewn with many decisions and tests to help candidates decided is that what they really want.

Joseph's understanding of transitioning enters a steep but very enjoyable learning curve. ****************

Shower Scene

I kissed Serenity goodbye and we promised to sleep over again that night to compare notes. Auntie Dawn and I retreated to my bedroom and she quickly slipped off my nightie and I stood quite naked in front of her. "Turn around," she asked.

Well I was never one to be bashful and I slowly pirouetted around.

"Your nipples are nice and puffy," she smiled and she softly stroked each one in turn. Well the effect was instantaneous. In two places. My nipples throbbed with delight and the little tips went quite hard. But my willy shot to attention too. I giggled fiercely.

Ok AUNTIE DAWN had seen me naked and aroused before, but not because she was responsible.

"Turn again," she said sweetly.

I turned around quite happy to hide my hard willy.

"Stop!"

I had my back to her.

"Spread your feet apart and put your hands on your head."

Well as kids we were always obedient to our elders and it was quite natural despite my nakedness to do what she asked. My willy stood out and my nipples were still very erect.

She came up behind me and stroked my buttocks softly. "Quite beautiful and very sexy," she crooned and she stroked and squeezed them so tantalisingly.

Now don't get me wrong I was use to caresses and cuddles and full on gropes from Serenity and with other kids in the showers at school. But this was my auntie, my second mother. It was strange, but ever so nice. So excitingly tingly. I could feel my willy throbbing like never before.

"Now spread your feet apart and put your hands on your knees honey."

Doing as she asked I quickly realised that my buttocks were in a very vulnerable position. Again it felt a bit scary, but as always quite safe.

Her hands caressed my buttocks and then I felt her fingers parting my buttocks. It was exactly the same feelings I got when Billy and Serenity played with me. Feelings I always enjoyed. Feelings my Auntie Dawn was now providing. I was trembling all over. My willy was rock hard and tingling like never before. The feelings though were incredibly heightened, because this was my auntie. This was new territory. The one thing I did know was that I didn't want it to stop!

EVER!

Her finger traced around the little tight hole. It was scary but so very, very stimulating. I was soon panting and moaning with pleasure.

Then it stopped. I turned around in shock and disappointment.

"What. Why did you stop?" I asked plaintively.

She smiled ever so kindly. "Because I'm your auntie and I shouldn't do things like this to you. You were enjoying it though?"

Oh yes," I panted. "Please do it again."

"No if you want to play games like this you will need somebody else."

"Who? Who?"

She smiled widely, "well you all ready know some of the answers. Serenity, Billy, other kids. They love to do things like that to you. Not just your bum either. Your little puffy nipples and that lovely hard willy. True?"

I nodded reddening in the cheeks. How did she know? Yeh Serenity, but Billy and the other kids."

She looked at my surprise. "Hey I want to school as well you know?" she chided. "I had a special friend just like Serenity. Her name was Melissa. And the kids at school did exactly what you kids do today. You think you invented all the fun things hey?"

I shook my head and grinned, "suppose not."

"Of course there are other things as you get a bit older."

"What?" I asked.

"Well Toby I am sure will be willing to include in some of his games and Mike too. And I've seen Charlie and his friends give you more than one admiring look on your female days."

I was astounded. Gee those guys were at least sixteen.

"Don't look so amazed, " teased Auntie Dawn, "I can assure they will be most happy to help with your transition. They had big "sisters and brothers' as I did."

"You mean sex stuff?" I asked softly. I was sorta scared, but excited at the same time. Like I said we sorta knew about things without really knowing too much.

Just then the doorbell disturbed us. "In fact," smiled Auntie Dawn, "I think you're just about to get your first lesson, or at least your first close-up view."

She passed my thigh length silk bathrobe to me and I slipped it on over my tingling excited body

I was mystified. I was even more mystified when Serenity burst through the bedroom door looking very flushed and very excited. She was wearing a pair of shortie cotton PJ's under her robe and as always looked ever so cute!

A few second with a bit more decorum can Toby and Mike. But it was the female Toby and Mike. Both were wearing short pleated tartan skirts, tight little short cotton blouses showed off their midriffs. Both were wearing little bras and had very realistic boobs and all set off with knee high white socks. Their hair, which like most boys was quite long, was tied into two plaits. They were both lightly made up, and looked I have to say, quite scrumptious. Mike especially was quite a cute female when he took the time. Serenity always thought Toby was sexy too, but hey he was my brother. He couldn't be sexy could he?

"Hi girls," smiled Auntie Dawn, "I take it you heard the good news?"

"Oh yes," giggled Mike, "Serenity couldn't get over quick enough to tell us, we were just deciding on whether a male or female day when she sort made our minds up for us."

Auntie Joy appeared in the door. She was a bit older than Auntie Dawn but a real babe. She oozed pure sex appeal. Even at twelve I knew that. She was always immaculately dressed, often in quite revealing ways. Today was no exception. She looked tremendous. From her knee high black leather boots, her tight short leather skirt and her semi-transparent white blouse that showed off her more than amply boob filled black bra. Serenity had assured me ages they were very, very real. As was her male clitty she packed in her sexy panties. I wasn't the only one to take showers and baths with my favourite auntie.

"And I thought I better follow just to make sure nothing got too out of hand," grinned Auntie Joy

Auntie Dawn took me by the hand and led me to the bed. "Now sweetheart you have decided you want to start the testing. Dr Sebastian will be doing that; he's known you all since birth and before. He helped both Joy and I when we transitioned. But before we go there is a sorta pre- test."

"What sort of test?" asked Serenity who with Auntie Joy had joined us with sitting on the bed."

This one is for both of you. We know you love each other dearly, always have, always will, but that is not the same as marriage. If Jo is transitioning then you both need to know a lot more than you do know. Understand so far?"

We looked at each other and smiled encouragingly. This transition and sex stuff were all tied up together, but we didn't really know how.

"You know you will both share the one husband, just like Joy and I do with your mummies, right?"

We nodded gain. This was baby stuff.

"But do you know what that means?"

"Well Auntie Joy took care of me when I was a baby along with mummy of course." said Serenity brightly.

"You tell us things we need to know," I added.

"You take us shopping," laughed Serenity, "and usually get told off for spoiling us!"

"We certainly do," smiled Auntie Joy.

"But what about being married to your father?" asked Auntie Dawn more seriously. "what does that mean?"

We both looked a bit blank.

"You know how babies are made?"

"Of course we're not little kids," scoffed Serenity.

"Who has the baby?"

"Mummy of course," I laughed

"Why not me?" asked Auntie Dawn

"Don't be silly, you're an Auntie, Aunties can't have babies, they don't have a......"

"Yes," she smiled kindly.

"A womb or a vagina," added Serenity

"What do we have then?" asked Auntie Joy

I looked at Serenity. We were beginning to see were this was going but were none the wiser.

"You have a penis, a willy, juts like Toby and Mike and me and daddy," I added as an afterthought.

"OK, why am I married to your father?"

This was getting very frustrating!

"Cos you love him," I said.

"And mummy too," added Serenity. "I've heard you and mummy tell each other that and you kiss an awful lot," she giggled. "but it looks nice and fun."

"OK final question. You know how mummy and daddy show their love for each other. How do I show I love your daddy?"

"Well," I began a bit hesitantly. "They tell each other, they kiss, they sleep together they......."

"Yes," encouraged Auntie Joy

"They have sex, they ... you know... do IT!" said Serenity.

"And me and Auntie Joy? How do we show our love?"

The same is suppose?" I answered quite uncertainly. There was a truth slowly emerging from my pre-adolescent brain that I hadn't realised before. Daddy and Auntie Dawn were both.... Well both had.... willys... cocks. Auntie Dawn didn't have a vagina like mummy. She use to be a boy just like me. She had transitioned and become my auntie, my daddy's other wife.

"But do you actually know how I do IT with your daddy?"

I shook my head and looked at Serenity, she was none wiser. No help there.

"Well Toby and Mike do. They're going to give you a little demonstration what it means to be a transitioned auntie."

"You're joking," gasped Serenity, "but they're both boys?"

"Really," laughed Auntie Joy, "they look like girls to me. Two very pretty teen age girls."

Mike and Toby smiled and giggled a little. "Why thank you Auntie Joy," said Mike softly, "perhaps you'd like to join us too."

"Tramp," scolded Auntie Joy, "you know that's not the way. You're my son. In any case this is the job for an older brother or cousin. I know you can remember your pre-test," she arched her eyebrows knowingly.

Mike smiled widely. "I sure can. Cousin Freddie sure was a hot one."

Mike took Toby by the hand, "hey sweetie I guess it's up to you and me to show these two little neophytes the ways of the world."

Toby pouted sexily. His make up was perfect and his lips shone with the pale red lipstick. Toby really did do up well when he had his female days. For the first time ever I thought of him a sexy. Mike I always had funny feelings for. He was as hot, but always more tarty.

Their lips met and they exchanged a long soft tongue-stretching kiss. Tonsil surgery was definitely on the agenda. Mike's hand slid to Toby's small right boob. "Oh honey," she giggled breaking from the kiss, "you may not have much but it sure is sexy. I reckon it's time to show these two how sexy their big brothers can actually be."

Mike's fingers expertly undid the four buttons holding Toby's blouse. The garment sprang open and revealed Toby's cute little bra. There wasn't much but what was very, very obvious - his nipples. Now I knew he had cute nipples. They were if anything a bit oversized. Softy and puffy and according to Serenity oh so suckable. How would she know? She's only twelve.

Mike dropped his mouth to the hard protuberances and kissed and then sucked each in turn through the tight material. This was already getting to me. I could feel my own nipples hardened. It wasn't all. My cock was rock hard. I was being turned on by brother's antics.

Toby's head bent backwards and he moaned so girlishly as Mike kissed and sucked each one in turn. His fingers had also found the clasp to Toby's little flared tartan skirt and that soon lay puddled around his ankles. Toby was left in his tight little bra and very sexy matching silk panties. Mike's hand tailed down Toby's back and found his tight little buns. God how sexy was it? I shouldn't be behaving thought like this. He was my ...sis... brother, I mean.

Auntie Joy took my hand and guided me to her side whilst AUNTIE DAWN beckoned Serenity and she joined her.

"Auntie Dawn is your auntie, but I'm just a good friend. There are no rules there. And you look like you need some help."

She looked meaningfully at my groin. At my hard little boy's cock sticking out between the folds of my silk robe. She guide me in between her open legs and cuddled me as I settled to watch Toby and Mike.

Toby was now taking the lead. He ordered Mike to place his hands upon his head and began caressing and lightly pinching his best friend's nipples. Mike like Toby had little or no natural breast form, but his nipples too were quite enlarged.

Mike moaned and panted as Toby teased and cajoled his friends little boobies. One by one the buttons popped open and the blouse landed on the flor. Mike's little bra strained tightly across the slightly bulging flesh. This was so realistic. I looked over at Serenity and she was staring at them.

She licked her lips and whispered more to herself. "Oh they have bigger nipples than I do. It's not fair!"

"Soon sweetheart," said Auntie Dawn and she stroked Serenity's non- existent breasts. Her hardened little nipples though pressed urgently against her cotton top.

"It seems" whispered Auntie Joy, "that the boys around here have bigger boobs than the girls." Her fingers found my own puffy nipples and she rolled them around and around. "No wonder you're so popular with your school mates. Gorgeous littlie nipples and such a tight bum!"

Toby meanwhile was further exploring his boy-girlfriend. His hands traced teasingly down to Mike's panties. It was quite clear, and I do mean quite clear, that Mike was ever so excited. The tent like protrusion made by his hard cock was huge.

Toby dropped to his knees and leant froward. I held my breath. Was he going to do what I thought he was going to do?

He blew softly on Mike's hard cock. Then he did it. He did what I what I had almost dreaded, but at the same time really wanted to see him do. He kissed there outline of Mike's protruding dick. He actually kissed it. No more than that, he licked it. He licked it around and around. Up and down. Mike remained stock-still, but breathing very, very rapidly.

Toby looked up at his life long friend. "Like it slut?"

Mike nodded and moaned.

"Want more?"

"Oh yes please, please."

"What? What does my slutty friend what?"

"Lick it. Kiss it! SUCK IT!"

I was rigid, in more ways than one.

"Suck it, go on suck it for him," I said softly. Auntie Joy's finger trailed own over my tummy and she found my hard little cock. The gown was pushed apart and I was sitting in-between her soft sexy legs. My robe open, my puffy nipples on fire and my little cock sticking out ahead of me. I had no control over the situation.

"Yes sweetie, suck it, that's what wives do for their husbands. That's what I do for Serenity's daddy. That's what Auntie Dawn does for your daddy," and she laughed softly, "and an awful lot more. And that," she added more seriously, "that is what Serenity and You will do for Dirk!"

There - it was out in the open. Deep down I had already known that transitioning; being with Serenity and married to Dirk was not just games in the garden and idyllic walks in the countryside. Everything we had been taught about the male and female role in our society had been leading to today's revelation. Wives, biological female or transitioned females did ‘IT' for their husbands. And husbands did ‘IT' for their wives, all of them

"Do you think you could do that for Dirk?" she asked softly.

I was awestruck. Toby had released Mike's hard leaking cock from his panties and was kissing the tip of his cock. My brother was actually kissing, no he was sucking, the head of his bests friend's cock. He was enjoying sucking his best friend's cock. They both were. I knew in a few minutes the roles would reversed. Mike would-be releasing Toby's hard gleaming cock and using his lips and mouth to equally good effect.

Was this what I wanted? How could I know? But I did I know. All that conditioning and socialising as both boy and girl burst through. I did want to transition. I did want to be married with Serenity to Dirk. I did want to do all or as many of the things that Serenity could do for Dirk. Yes I would suck Dirk's cock. I would!

"Yes," I whispered, "I could!"

"Are you sure? Take a man's cock into your mouth and suck it until he fills it with his semen. You know what semen is sweetheart?"

Auntie Joy's fingers were delightfully manipulating both my puffy nipples and my hard cock If she didn't stop I might just show them for the first time that I knew what semen was!"

"Oh yes, auntie, I know. I know and I do. I would take it all I now, I truly would."

"Auntie Joy laughed kindly. "Oh you're a natural, we always knew you were, you're just made for transitioning. Now you will have a chance to prove it!"

"UHH! Prove it! Now."

She guided me to my feet and took me to where Toby was joyfully sucking on his best friend's cock. He kept stopping and giving Mike recovery time. Auntie Joy told me that was so Mike wouldn't come too soon.

"We don't want to spoil the fun for you sweetie, now do we?"

I looked up at her smiling reassuring face. I now realised what the pre-test was all about. Could I do to Mike what Toby was doing to him.

I was scared, I don't deny it. Even all these years later I can remember the cold chill that swept through my body. But I can also remember the deep yearning as well. The yearning that said I wanted to transition. I wanted to be as much as woman as I could be. I wanted to be as much like Serenity as I possibly could be. I wanted to share Dirk with Serenity. I also wanted to feel, to taste Mike's sexy feminine cock.

I nodded determinedly and sank to my knees. I was only inches away from where Toby was still gently sucking and licking his best friend's hot gleaming cock. The veins stood out like little rivers. The head glistened pink and wet as Toby's head lifted and then sucked in again. Both were panting and moaning. Mike was almost begging for relief, but stood quite stoically, somehow in control, not moving, eyes trembling, as his best friend brought to the peak of ecstasy time and time again.

Toby lifted his head and smiled at me. His lips glistening with his saliva and traces of what later I knew to be Mike's pre-cum. "Well little sister are you ready? Are you really ready to give Mike relief?"

I looked up at Auntie Joy and then at Auntie Dawn and finally Serenity. It was her face that gave me the final courage. She was fixed totally on me and her own brother's feminine clad body and his hard cock. She told me later she was totally oblivious to the caresses that Auntie Dawn was lavishing on her flat little chest and hard nipples. Even less to the stroking caressing fingers that had invaded her thighs.

She looked at me with true adoration. "Yes! Yes! Yes!" she mouthed. "For me! For Dirk!"

I reached forward as if mesmerised, my fingers nearing Mike's hot throbbing cock. It was like everybody had stopped breathing. There was no sound. No panting. No moaning. No breathing. Nearer and nearer my fingers travelled. Then I touched it. I actually touched the wet hot cock that was Mike. I jerked away momentarily. Then again I reached forward. This time my fingers stayed in contact. His cock trembled slightly. I stroked downwards with one finger. It was so hard, but so pliable too. Then up. Then down again. Then up.

In the dim recess of my mind used two fingers, used three fingers. I did as my mind was telling me. It was actually Auntie Joy I found out later who was telling me, guiding me. Mike was trembling even more. Now I could hear background noises. It was if the sound was being turned up.

"Oh yes Jo, Jo, that is so nice, please don't stop." That was Mike. I was actually pleasuring Mike.

"Wrap your hand around his cock gently and stroke him." That was Auntie Joy again.

I did as I was instructed. There was no fear now. Only wonder. A young boy's first wonder at the real life experience of a sex act. Not the under the bedclothes fumbling of a little boy and girl. Not the late night self-administering caresses as I dreamt of Serenity or more deviously the antics and goings on in the shower room at school. Billy always seemed to be prominent in those late night dreams.

No this was different. This was real and I was loving it.

"Kiss the tip of his cock, he wants you to. You want to." This was Toby.

My own brother was telling me to kiss his best friend's cock. I could only obey.

I kissed the hot gleaming tip. Mike did more than shudder this time and I thought for one horrible moment I had hurt him.

"Again oh yes again, please." It was Mike. He wanted me to kiss his cock, just like Toby had been doing.

Once again I tentatively kissed the tip. He remained stoically still. With more confidence I kissed it again. And again. And again. Oh this was such joy. Such peace. Such fulfilment.

"Open your mouth sweetheart." Auntie Dawn was helping out now

"Suck it in. Go in suck it in. I want to see you suck my brother."

Crying out loud it was Serenity. Serenity wanted me to suck her brother's hard steaming cock.

"Go on suck it just like you will Dirk's," she was almost begging. "Go on show them you're ready, we're ready, please, please!"

Then the silence again........ I was oblivious to all. There was no noise. There was nobody else except Mike and I. Mike and I and this hard steaming red-hot cock.

Everybody wanted me to swallow it into my mouth just like I had seen Toby do. I wanted to swallow it into my mouth just like I had seen Toby do.

There was only one focus of all my attention.

I sucked his cock as deep as I could into my mouth. I sucked and I sucked and I sucked and I sucked. I didn't want it to stop. I wanted to suck his cock, Dirk's cock, any cock - always. I wanted to be the best cocksucker that any wife and I do mean any wife could ever be.

So I did. I kept on sucking and sucking and sucking.

Then I heard a voice in the dim dark distance. It was getting louder like a train approaching. I could hear a voice plaintively moaning, approaching, getting louder and closer. "I'm going cum! I'm going cum! I'm going cum!"

Then I felt it. A red-hot rush of salty liquid, no it was more like liquid cream, like soft ice cream, but saltier. It was filling my mouth.

I kept on sucking, sucking it all, swallowing it all. "Swallow it." It was Serenity again she was surging me on.

Then reality struck Mike had cum. He had splayed his love cream into my mouth. I was still sucking and swallowing his erupting cock. I suppose I should have been at least reluctant, if not revolted, but I wasn't. I wanted to suck all his cream. I wanted to suck him dry.

Them I realised I was being praised, extolled, admired.

Serenity, Toby Auntie Dawn, Auntie Joy and above all Mike.

He was thanking me over and over again. His cock was softening and reluctantly, like a puppy giving up an old slipper, I let him slip from my mouth. Serenity was next to me. She was kneeling and hugging me. She was caressing my face. I could see tears streaming down her face. but it was tears of happiness. Her eyes sparkled with excitement,.

"Oh Jo you were wonderful, that was wonderful, you truly are meant to be my wife, to be Dirk's wife. We will always be together. Forever and ever." Then she kissed me.

It took a moment before I realised her tongue was in my mouth. She was swirling it around and around and moaning softly. She pulled away and licked her lips. "Oh yummy, it is so yummy!"

She was rescuing the last vestiges of her brother's cum from my mouth.

"They won't let me suck Toby or you or anybody else. I have to wait till I'm thirteen. It's so not fair!!"

And she pouted! So childlike I laughed.

She grinned and then kissed me again hard and long until she was sure that she had scraped every last drop of Mike's cum from my teeth, gums and I'm sure my tonsils.

"OK," laughed Auntie Joy, "enough for tonight. You have your whole lives for that and much more. Just don't be too eager to experience it all at once."

She looked at me and smiled. "Jo you have passed the first stage of your transition testing. Most transitioners don't do what you did first time. Most are content with caressing and stroking their first time partners to orgasm. Like I said you are a natural candidate for transition. Everybody is going to be so happy. Your parents, Serenity's parents and I just know Dirk is going to be overjoyed. You are all going to be so happy!"

"Now its time for bed and given what Serenity has just experienced I think it's time for bed, her own bed," instructed Auntie Dawn

Serenity pouted again, but no amount of childishness was going to change our aunties' minds.

Toby and Mike disappeared to his room. His cock was still rock hard and it didn't take much imagination to know what was going to happen.

I was able to give Serenity along lingering goodnight kiss. My naked body pressing against her cotton clad one. Auntie was right it was better she went home or neither of us would get any sleep. She had already informed us that tomorrow I had an appointment with Dr Sebastian to determine whether I was medically OK to transition. I slipped into my nightie and Auntie Dawn tucked me up into bed. As she kissed me goodnight. A mother's kiss I might add, she looked me in the eyes, her smiling face beaming so kindly.

"You are sure aren't you?"

"Oh auntie," I whispered, "I have never been so sure of anything so much."

"Good, we do know, we all know before anybody else. I did!"

With that she slipped away leaving me to lie luxuriating in the soft glow of the night-light and replay the night's wonderful experiences.

I was just about to turn over when my door opened and Toby slipped in. Much to my delight he was wearing a sweet pair of lemon baby dolls. His hair was still in plaits.

"Room for one more little sister?"

I shrugged back the sheet and he slipped in next to me and wrapped his arms around me in a big brotherly... or was it sisterly way.

"I was so proud of you tonight." he whispered. "You blew Mike way in more ways than one. He couldn't stop talking about."

I hugged him back and it was then I noticed a little tear escape from his eyes.

"What's the matter Toby you said you were proud?.

"I am, I truly am," he sniffled. "But ...... But ........"

"Go on tell me, please, you know you can. It'll be our secret. I promisee. I won't even tell Serenity."

He stroked my cheek and kissed me softly on the nose. "Oh Jo my sweet little sister. I'm jealous!"

I was shocked. How could my big brother, who everybody thought was so wonderful and I looked up to so much, be jealous of me."

"Why?"

He gulped and whispered softly. "I want to transition too. I want be Mike's second wife. I love him so much. But I can't can I? It would kill Dad. Mum can't have any more babies. I'd hoped that Gracie would be a boy and she could have been his heir. But you are going to transition and now I never can."

Another tear escaped his eyes. He was truly sad. But then he grinned.

"But it is OK really. I'm just going to find a second wife who is as wonderful as you. A wife who is as wonderful as Serenity and I'm going to have as many female days as I possibly can. See problem solved!"

But deep down I knew that it would never be that simple for my dear, dear loving sexy brother. And there was nothing I could do about it!