A family affair – part 4

This is 4th part of my story. Hope you loved the first three parts.

Again, I am giving you an idea about my family at the point of time when it started.

Regarding my family, my mom Smt. Sarita Sharma 40 year old career oriented lady. My father Shri. Ramesh Sharma 47 years old. I Rajani Sharma 21 years old my elder sister Rita Sharma 23 years old and my brother Suresh Kumar Sharma 19 years old.

After my elder sisters marriage, post classes My brother cross-dresses in my clothes. First he was caught by me and lastly in previous part he was caught by my mom.

Thereafter during my vocational training, I was introduced to the pleasure of sex.

In the third part I enjoyed the company of my uncle and explored my sexuality.

Now let’s start.

Without any notice we reached home. My brother was in nighty. He opened the door in shocked. His hair has reached passed neck a inch more and it will be shoulder length. He invited us in. He quickly went in and we noticed that he was wearing petticoat inside.

We got fresh up and changed to our pjs. We took a light breakfast prepared by my brother. Then we sat in living room for some chit chat. Mom asked how he is feeling. He replied that he is feeling good. After enough interrogation he replied that he wants to feel feminine side of him and might quit after he is satisfied with it. Well it has been how many years then? Mom asked? I replied, 2 years. Mom raised her eyebrows. Ok 5 years he told.

Mom winked at me.

Mom: see this way you could not ever. I and your sister has done some research on it and if you trust us we can help.

Suresh: yes I trust both of you, but what I need to do.

Mom: that you leave to us and do what we say without questioning. You have to surrender to us completely for just a week and you going to see the difference.

I too assured him.

He agreed to listen and follow us.

Mom: first of all Suresh you have to give up your masculinity. You have already left clothes for good.

Me: yes you can’t be a man and a woman at same time. You must renounce it for good. What is the use of it anyway?

Suresh: ok I renounce it. What next?

Mom: so your name will be Sanjana from now on. You are my daughter Sanjana Sharma. Did you understood? So what is your name now?

Sanjana: Sanjana mom, I am your daughter.

Me: good girl.

He supposed to like that name.

Mom: much of femininity comes from what you feel from inside and not what you from outside.

Sanjana nodded.

Mom: how are you feeling Sanjana?

Sanjana: good mom.

Mom: see you have to learn first what to wear when. Nighty are for bed times. Now you are feeling good and happy about your new name. So you must express it.

Sanjana: yes mom. I will at once. I have a perfect dress for this occasion.

She took us to her room. We sat on her bed and she opened her wardrobe and picked a navy blue dress knee length frock styled.

Mom asked him to change. Means change in front of us. I assured her as now she is a girl, she should feel comfortable.

She undid her nighty, petticoat, then bra and panty.

Mom: that’s good, you are pretty much hairless everywhere. Thank God except your head.

We three laughed.

Mom continued: ok, don’t just get dressed so quickly. She picked up a scale from study table and pointed at the penis in semi erect form and asked what is it.

Sanjana: it’s my penis.

Mom: now how come a girl has penis. I told you have to leave your masculinity for time being if you want to experience.

Sanjana: then what I do?

Mom: it’s a penis and not yours anymore. Yes till the time. And since it is not yours you can’t touch it or use it in any way. You can only touch it while tucking it between your legs. Rest no matter what you can’t touch it.

Sanjana: but mom,

Mom: no but. You have to surrender everything. I think you understand now. So if you want to proceed further? Think then answer.

Me: come on it is just a mater of some days. Moreover it is not going anywhere. You always wanted to be a girl and now you thinking?

I tried to motivate her and finally she said ok.

Mom: ok then if you happen to touch it or use it by any means then you need to get punishment. Do you agree?

Sanjana: what punishment?

Mom: 5 beating of this scale on that penis. Is it ok. For every touching event.

Me: you will totally appreciate it.

Sanjana: it seems to scare me now. Ok what happens if it gets hard.

Mom: you have to ignore it. Even if it gets to Burst you have to ignore it and even if it gets hurt you have to ignore it.

Mom came near Sanjana and hold her penis and hit it with scale three times. She shouted in pain. Mom hinted her if she touches it, she will get 5 more.

Me: why you beat her?

Mom: she is just thinking about penis even after renouncing it.

But that time she hold it to relieve pain. Mom asked him to come near her. Then she asked me to get some rope to tie his hands. She told that she knew it will happen.

I brought the rope. Mom asked me to tie Sanjana’s hand at her back with legs making her at knees. Then she grabbed that penis and hit 5 times. Sanjana was like crumbling in pain but as her hands were tied she can’t do anything but to see hanging red penis. Mom gave a break for 30 mins then she tied a cloth around Sanjana’s eyes. After 5 mins she hit 10 more times on that penis and testicles each.

Sanjana was in severe pain, I could feel. After one hour she untied Sanjana’s hands. Sanjana didn’t even looked at that penis.

Mom: see Sanjana you can do without touching or thinking about it.

Sanjana: yes mom. ( She said in low voice )

Mom: remember it or you understood. And you have to be honest. All times we will not be keeping watch on you, you only wanted to experience. So by chance if you ever touch it or use it then you yourself should bring scale to either me or your sister for suitable punishment. Ok now we are getting late you need to get dressed now.

She got dressed up quickly. See we going to give to an edge here. Something we missed at the time of your sister and now you both will have it together. Nothing much. After a long discussion your sister has agreed to it.

Sanjana: oh! Nose pin. Am I too would be getting it?

Mom: sure baby. Are you not happy?

Sanjana: yes I am. I am so happy mom.

Mom: see Rajani, learn from your sister. Oh, Sanjana you are such a good girl.

We reached a reputed beauty parlour. Mom went in and talked with parlour lady as we were waiting outside. After sometime a beautiful girl came out and invited us in. We both had our ears pierced once in each ear lobe and we only came for nose done. Mine was fairly quick, marked on my left nostril one punch click and done. It pained as it was supposed too. While in Sanjana’s case she got two additional ear piercing done along with nose. Well seems like she enjoyed it.

Then parlour lady took Sanjana to a seat and tried her best to shape her eye brows creating a high arch and adjust hairstyle that suit her face. And then she appeared. She was looking no less than a princess.

We teased her and then came back. Mom gave her some medicine she arranged while we were in parlour. Mom asked her to take in regular intervals on 3-4 hours.

After that we had our lunch. Mom gave Sanjana a matching chain to wear. She happily accepted it.

Then mom said, our phase one is over. Phase 2 is you make you walk and talk properly. So mom gave her some exercises to do by then we slept in the afternoon. Sanjana was preparing properly throughout the Evening. She already had a bit of high pitched voice.

Next day she was having some weird mood for some time. I asked mom is it ok? Mom assured me that everything is under control, after all girls do get mood swings don’t they?. We made him do much of the house hold work and those exercise in free time. It was indeed remarkable that she was so adapted to it. Moreover, she had neither touched nor uttered a word about that penis since then. She was trying her best to speak in feminine voice possible. While she was pretty close.

So mom awarded Sanjana with breast forms. That stick on her chest and it is supposed to stay there for a month. Mom said in our family girls in your age are supposed to have at least c cup breast and you will take some time to grow them so till then you have this. These are almost like real ones.

She seemed to be very happy with those hanging from her chest. Mom asked her to do all the works again that she has been doing since morning. She explained that how it going to feel with new extensions.

She happily did. By afternoon she was all done. Mom congratulated her and asker to relax and enjoy the evening. Post evening mom brought her a shapewear.

Even though she was slim but mom said she could do with a slimmer waist. It was difficult to put her in. But while getting in she touched there. She even confessed that she got a half erection after wearing these breast forms. Mom favor her an evil smile and asked her to strip and sit on the chair in front.

Mom asked her to repeat the condition she had agreed to. She repeated it with her head down. She further said that she agree to punishment and spread her legs wide and holding them with her hands.

Mom: that’s like a good girl, but you will get punishment none the less.

Me: oh! Mom, it might be happened by mistake and she has been such a good girl. Please forgive her this time.

Mom: yes she has been a good girl. So she deserves a reward and she deserves a punishment too as she violate the rules.

Mom continued, ok then first come to rewards, mom looking at me said, you remember the hot salty fluid filling your mouth, wasn’t it satisfying?

Yes, it was, I replied.

Mom: so let her have it, experience the pleasure.

But how mom?

Mom: As she confessed, that penis has been staying half awake. It has to offer services for her. I have a perfect device for her. Ok now grab that penis and you know what to do. I am going to bring it.

I went near her and grabbed that dick between her legs. Mom passed a glass to me just in case.

I started to stroke it up and down and it got hard in no time. Soon mom came back and joined me. Not much time it ejaculated and we collected all in that glass. A third of glass got filled up. Mom asked to continue and soon it ejaculated again and we repeated it three more time by then that glass was filled and another glass was also used to collect. Felt that Penis lost all his ability to get erect and was appearing like a small thread hanging in between her legs.

Mom said, see it’s perfect! She cupped it and pushed it inside her along with testicles.

To my surprise it stayed there for some time till she moved and then fell again like a small thread.

Now the actual reward part. Mom inserted a syringe in that glass and collected some amount of cum in it. Then she loaded it into a Device which appeared like a large penis.

Mom handed it over to me and hinted me for a blowjob. I took that penis in my mouth and started stroking it in and out. After two three strokes I slid it into Sanjana’s mouth and pushed it in. She too started sucking it. Mom said, yes that’s like a good girl, ever girl should know how to give her man a good blow, now come on faster.

She was stroking and sucking it hard and soon it released all the cum inside her mouth like a blast. Some even came out and make her to choke.

Mom asked her to keep sucking. It again blasted. She then was asked to lick and drink everything. She first lick whatever was dripping out then drank the rest from glass. She was laying flat on ground. When mom said, if you have not forgotten now is the time for punishment.

Mom grabbed the scale and asked her to open her legs. Mom stroked 15 times on small thread like penis and then 20 times on both testicles. After that mom pushed them in her and tapped it.

She said it will not create problems while peeing. After taping her pubic area was feeling flat and smooth. After some rest she took dinner and slept. For next full day tap was on along with shape ware. No punishment for her. It was just regular day.

With Morning, we planned to go out for some morning walk. We all got ready in top and leggings. She was looking hot and guys were noticing her. She too was giving them positive signals. Later mom made her bring some things and stuff from market. As she was enjoying attention, we made her go in short skirt and crop top with jacket.

She enjoyed much as she narrated all after coming back. Mom remove her tapings. But unless pulled out dick and testicles remained inside. Mom pushed it in back and it stayed that way. Mom asked her to increase the medicine dosage.

Two more days passed. I asked mom what next she is thinking. Mom said to me if I want I can join her for something naughty. As a long time has passed. With my glittering eyes I agreed at once.

Mom told me, my uncle was coming for his office work. We got ready quickly and went to pick him up. We were happy to see him, he was in sky blue shirt with black trousers looking sharp. He brought us some gifts. He gave us tight hug and a slap on my bums. We then started our car for our house but then he said he had booked a hotel nearby as he has some work to do that would not be suitable in home. We then dropped him to his hotel. We allowed him rest for that day, otherwise you know already.

After sometime we left. I asked mom, oh! We are going back dry? Mom replied, but he seemed tired we must allow him some rest. Let’s see what we can do tomorrow, mom added.

We got back home. Surprisingly Sanjana was ready in a beautiful saree. As soon as we entered, she said that there is a trade fare in nearby mela ground and then there is a good offer at Domino’s. We thought for a while and looked at her, she was perfectly dressed. We agreed to take her there. We had a blast doing shopping at the trade fair. Then we called uncle if he want to join us for Pizza and he agreed. It was fun too. Initially he couldn’t identify Sanjana but later we introduced her to uncle properly. He was greatly impressed of her transformation.

Mom asked to Sanjana take blessings form your uncle, he will turn you form a little girl to a beautiful woman. Sanjana got up from her seat and bow down to touch uncle’s feet, Uncle gave blessing to her. Then he hugged her.

After pizza we came back home. We wanted to have some fun so mom asked Sanjana that what if Suresh wants to have some workout. Sanjana quickly agreed, but then mom put a condition. That later Sanjana have to penance for Suresh. If she agrees to it. What penance Sanjana asked? Well some pain, some love and some bonus. Sanjana agreed saying let what be, I’m ready for everything.

Mom ordered Sanjana to go to washroom and send Suresh here. She left and changed her clothes and came back with a towel rapped across his hips. Breast forms were also removed. Apart from towel what else was there to wear for him everything else was locked. Mom gave him some capsule for him to eat. Possibly viagra. That had its effect as we approached him removing his towel. He was initially hesitating to touch me but I guided him through my body to get my clothes off. Soon we there were completely nude.

His penis was rock hard pointing at us and quickly it entered us after some foreplay. We were surprised as how he know everything so well. It was a long session thanks to those medicines that mom pushed in his mouth we both were satisfied fully. I missed his penis retracting as the effect of medicine was over. After that we rested. This time it didn’t went all the way in as it was earlier. After rest mom said now it is punishment time.

He presented his penis to get scaled by mom. Mom was not in that hurry. Mom asked her, for how many years she has been cross dressing so it will be a nice idea to carry on this experiment for some more time. Sanjana agreed at once. Mom continued, so you agreed as I presumed so I have decided to get you a present. What present she asked? Oh come on just wait, you will like it dear.

Now is the time for some pain and pleasure. Let us see if you can focus on the pleasure or surrender to pain, Said mom. With asking her to take her 3x the regular medicines.

Sanjana: I’m ready.

Saying it she sat on that chair. With her legs wide open. Mom first took the scale and hit that dick 25 times harshly and each testicles 10-10 times. Then she handed over that scale to me and asked me to hit it 50 more times. It was already painful for me to watch and then hitting was more painful. With all this that poor dick almost shrank, then mom asked me to use my feet to crush it. I did till it slipped out. The. Again I did it to that dick.

Mom came back with breast forms that were left in washroom with fresh adhesives and placed it on her chest. She again pushed her regular medicine in her mouth. She took it. Mom said now let’s start with pleasure. She had also brought a dildo with her and asked Sanjana to come to bed and lay down with legs wide apart. Mom told before becoming women girls do play with themselves to explore their self.

She placed that dildo on her anal opening and pushed it in with tremendous pressure. Then she backed off as that whole dildo was inside of her. She asked her to be in that position for some time. Then, she started slowly stroking her with that dildo. Oh! Tears were running down her eyes. I could understand her pain. But first time is going to be the first time. Mom started pushing and pulling that dildo in her ass. After sometime tears got stopped. She must have started enjoying it now. It continued for some time then she collapsed.

I brought pain killer for her but mom didn’t allowed it saying it’s a sweet pain. Mom continued saying if she bears this pain tomorrow there will be a surprise reward for her.

That day passed. Mom asked her to increase the medicine dosage by 5 times and asked her to get ready in crop top. We went to that parlour and mom had a talk with them. They took Sanjana. But to this time Sanjana was having a right nose and three on each ear. Now as we come to know she would be having a navel and nose middle and nose left. Sanjana didn’t objected and procedure was quick. Her face was glittering with a nose ring in middle of nose accompanied by two pins on either side, also her belly looked cute. It was adorned with a small piece. However navel took one month to heal. During this period nothing new happened. We just had weekly dildo session for her.

Although this was meant for a week or two but this continued for three months. It was then we noticed that Sanjana’s nipples and breasts had grown considerably. Also there were prominent changes in her body. Now she no longer needed breast forms. Her breasts were more than enough to cover up a cup bra a little more and they could fill up Bs. Sanjana did liked them and never objected. In some months her breasts grew up to proper C cups.

It was her birthday, uncle made a sudden visit with some gifts for her. He was astonished with her transformation. There was nothing of masculinity left in her now. Sanjana was a girl now. She greeted uncle with bowing down to touch his feet. Uncle blessed her. Mom said now it is time. Uncle too agreed. Sanjana showed shyness and cover her face. It was a long wait for us as well.

She was wearing a saree with all jewelries. After having some chat Sanjana came closer to uncle. Uncle asked her to sit on his lap and so she did sat on uncle’s lap. She placed her hand over his shoulder and uncle grabbed her bare tummy.

Now mom said if you both want we could leave, You must enjoy it. Sanjana insisted us to be here with her. Uncle soon began to kiss her. She too was kissing him back. Meanwhile uncle was playing with her tummy.

Soon they started undress each other. With all these months effort Sanjana has quite a flat front. Even a finger or two could be somewhat inserted there and uncle did just that. Sanjana was enjoying it very much. Uncle were sucking and biting her nipples. After a while Sanjana took uncle’s dick and started sucking it. It was already hard and erect and it couldn’t any get more. But she continued sucking it. And soon uncle said to come lay in bed. He first inserted it in fee front. Only top mushroom of dick could enter. With that he tried some movement. Then he finally entered her ass making her legs wide up. With push it entered.

We purposely used a small dildo so she can feel different now and so she did. Uncle fucked her for sometime and then discharged all in her ass. Cum was dripping out of Sanjana’s ass. She quickly started sucking uncle’s dick again. It was again hard in no time. Uncle again tried entering her front. But only top part could enter. Uncle tried harder but to his luck not much happened. His dick found Suresh’s buried dick. With some more effort uncle managed to enter a bit more in. Sanjana was in curious quire state. Uncle started fucking her front after a while a bit more could enter and some more went inside her. Uncle kept humping her. She too was enjoying. But still uncle’s full dick could not enter her but still considerable part was in her and she was definitely enjoying it.

After some time uncle layed down and asked her to come and sit on his dick and ride him. She did. She was jumping up and down on uncle’s dick. Uncle was holding and squeezing her breasts. It was continuing for some time than with a sound like cracking fingers. Uncle’s entire dick went inside Sanjana’s front hole. She collapsed on uncle while uncle was holding her but slowly let her fall on his chest. We came to hold her up and saw a satisfying feeling on her face. We hold her up and saw that uncle’s dick was completely in her. After a while staying in that position she started jumping again. Uncle got up and again tried to insert his dick in her front in doggy position and it entered fully. He started humping her with full enthusiasm. She too was matching his rhythm. Finally they ended up in missionary position when uncle filled her front hole with his cum. As cum started dripping we got to taste some and some we made Sanjana taste. Uncle said she going to get in mouth too but later.

We took Sanjana to get a bath. She was not able to properly walk. After that we took some meals and let both of them relax and take rest.

In evening everyone was still tired, but uncle called Sanjana to give a blowjob. She was not much ok walking by then also. But somehow she managed to come. After some time when uncle’s dick was hard, he asked her to undress and come in doggy style again. Uncle again entered her from front. This time also his dick went in completely. He fucked her for a while and when he was to discharge he quickly took it to Sanjana’s mouth and discharged there. Much of it she galloped but some still came out.

Uncle then declared Sanjana as a woman. After that uncle left. After two days Sanjana regained her proper walking. She was happy as she told me. We took her to doctor as she examined her and said everything is just ok and nothing to worry.

It was a month later we got her a big dildo. It too entered properly in her front. So she has a kind of vagina now. She enjoyed with it.

Few more months later, her breasts were bigger for a c cup bra so mom asked her to just resumed to original dosage if she wants to have it or now she could leave it as she had all the experiences or she could have more.

Sanjana told that in our house all the mature ladies have d cup size so she too want to be part of that club. Mom didn’t objected. A few more months and Sanjana entered our d cup club. She told mom that she is happy with these changes and would love to continue it. We intimated everyone about Suresh to Sanjana transformation and it was accepted by all the ladies. Well some gents didn’t took it sportingly and rest accepted her.

By this time I got a boyfriend. I asked her to get one for herself as well. This should continue in next story.