Rajan To Rajni: A Boy Becomes A Girl

My name is Rajan and I was little girlish looking during college days. When I joined the junior college at the age of 18, many friends and seniors commented that I looked like a girl to whom I felt very uncomfortable and shy. I stayed in the hostel. My roommate was Vir, who was 2 years senior to me. He was strongly built and muscular and it seemed he liked me. He often protected me from the bullying from my classmates as well as seniors. So I too began to like him and we became friends soon.

Once there was a play to be enacted during a function at college. Each class has to present one play for which there was a competition and prizes too. There was a girl’s role in the play, which our class planned to play. The girls of our class declined to take part in the play and to my discomfort everybody forced me to play the girl’s role. I could not refuse. After few days rehearsal the day came for the function and final competition. Though initially I was not comfortable, I found it exciting to perform a girl’s role. Excitation was even more, when I was being dressed as a girl. “Look, he does not even need make ups, he looks like a perfect girl” someone commented. At 18 I had not developed facial hair or mustaches, so no need to shave was there. But I had hairs in my legs, which was shaved by the makeup man.

I was given a padded bra to wear and after that I wore a top and skirt and I looked really like a girl in the mirror. The play was a success and there were claps for my role and many surrounded me after the play was over. Many friends and seniors tried to kiss me, hug me and squeeze my boobs and I was really having tough time. Vir again came to my rescue and escorted me to our room and I had no chance to remove my girl make ups even. Once we were in our room, I thanked Vir bhai. Vir bhai was staring me in a strange way then. He said “hey you are really looking like a girl, a very beautiful girl indeed” I became very shy on hearing that. Before I could realize Vir bhai kissed my lips and hugged me.

I was getting excited too and my cock was hard too. He entered his tongue inside my mouth and began licking my tongue. His hands began squeezing my boobs forcefully. Soon he made me naked and sucked my small breasts and nipple and I became fully excited. He was standing with his hard cock pointing towards me. He lifted me to the bed and we caressed each other. He touched my penis and said, “I am going to fuck you today, you are going to be my girlfriend tonight”. He asked me to hold his penis in my hand and then asked me to suck it. I sucked his penis. I answered to Virbhai, “ Vir bhai, if you did not protect me, I was bound to be fucked by many, I have always liked you and I feel so happy to be your girlfriend and I want to be your girlfriend today onwards.”

Hearing this Vir bhai put his penis in between my thighs and tried to fuck. Then he turned me around and inserted his cock in my asshole and started moving. It was painful first, but he quickly squeezed and caressed my nipple and soon I started enjoying his moves. He was calling me Rajni, my love, my darling, my girl etc. Soon he ejaculated his sperms inside me and then masturbated me to ejaculate too. Then we slept naked in each other’s arm. There after I became his girlfriend and he enjoyed my body daily. He would put his penis in between my thighs and imagining that as my cunt he would rub his penis there and explode. He would say this was safer than anal. Though he fucked me anally too sometimes. During summer vacations he invited me to visit his house and I was delighted. We would roam in the day and at night he would give me his sister’s dress to wear and then make love to me. I was too in love with him.

During 2nd year I decided to become a real girl for him. He was against it but he agreed at last. I started female hormones and soon my breasts began to grow. I no more could go to the common bathroom in the hostel topless. Vir bhai understood my problem and he rented a small room and we two shifted there and I remained dressed as a girl for 24 hours. My breasts grew even more and now were visible even if I wore a loose shirt. I started wearing a bra of 34 B sizes now. I did not go to college anymore but tried my luck in the modeling. My stats were like this 34-26-30.

Finally I got selected for an ad and earned my first money. I was very happy. It went on, I wanted to act in TV serials or a film and I attended many screen tests without any success.
Vir bhai also dropped his classes and was supporting me. He also started to try for role in TV serials and films. During one such screen test, one old man took interest in me. He said he would give me a role as well my boyfriend, Vir too if I agreed to spend a night with him at hotel. I told him everything about me and also told him that as soon as I earn some money I would go for sex change operation. He appreciated my honesty and said he wants me as a shemale and would be happy to fuck my ass.

He took me to a 5 star hotel and we checked in a suite room. He ordered lavish dinner and drinks and asked me to sit on his lap. He felt my thighs first and said “you are having sexy thighs” then he cupped my breasts with his hands and caressed them slowly. I was in heavens. He slowly undressed me and kissed me all over. His kissing my lips was excellent and he really knew how to please a woman. He asked me to suck his penis, which was hard and throbbing. I sucked it. He applied little oil and smooth my ass before entering me. “Promise me one more session once you have a sex change” he whispered. He fucked my asshole and exploded on my back.

Cross Dresser sex story

I was recently promoted to the post of Team Leader after 1 year of joining this Company. My boss, a very handsome man of 40 years old called me into his cabin one day. He told me during lunch in his cabin “Now, we are buddies, you know, my wife is going out of the town for a day. Dude, do you know any woman who is deprived of sex? I am bored with my wife, I want to enjoy with other women. Do you know any? I can pay.”

I told “Well, sir, I know few women but first of all you have to get along with them. They can’t come directly to sleep with you.”

Then he said “Ok, to tell you my secrets, I really like Sexy curvacious women and beautiful Cross dressers also. Can you arrange some one for the night? You have many contacts in this city.”

Then I said “Ok, let me try, I will ask someone to directly come at your flat.”

He told “Who? Woman or Crossdresser?”

I smiled and said “That is for you to find out.”

He smiled back and I went to my work desk for continuing my work. When I returned to my flat I was really excited about this idea. I myself am a Cross dresser and my regular readers know my story. For those visitors who have visited this site for the first time, let me tell you that I stay alone in a flat because of my Cross dressing hobby.

Whenever I am alone, I remain cross dressed. I have every stuff which a cross dresser or a lady could imagine in her wardrobe. I have breast forms, wigs, jewellery, accessories and all types of clothes. My height is 5’8 inches, I am a bit healthy and I undergo laser treatment for removal of body and facial hair. I don’t have a single trace of body hair and my skin is very smooth and shiny.

I decided to give my boss a surprise in the evening by visiting him as a Cross dresser. No one can make out that I am actually male, in fact everyone thinks that I am a Hot woman because I look so real.

I wanted to wear something sexy tonite. I went to the bathroom and started having shower. I really like to bath in the form of a woman. It gives me a very sexy feeling. My wig’s hair also gets wet but I like to dry them up like women do.
I came out of the bathroom wearing a gown. Then I wore the breast forms which I ordered from the internet. These breasts forms had U shaped breasts which were 36 in size and had dark brown nipples. The breasts matched my skin color so no one could make out that these are fake.

I went to the wardrobe area and took out a set of bra and panty. The panty was black in color and had laces. I wore the silk panty which made me feel like a young vibrant outgoing girl. I tied the panty which had laces on the sides.
Then I started wearing the bra. I carefully placed my breasts in the cups on the black bra. This bra had colorless straps. I hooked it from behind. I was so happy behaving in this way because I know how I have developed as a cross dresser.

Then I took out a blue saree with blue blouse and peticoat. I wore the petticoat first. When the petticoat’s soft silk material touched my legs and thighs, it felt great.
I tied the petticoat under my belly. Then I wore the blouse which had half arms and was a bit tight to let me show my sexy and hot clevage which any man would like to suck.It was a modern blouse and it had short sleeves. It had deep neck and back cuts.and was also a bit tight in the armpit area to make my boobs look hot.
Finally I wore the saree and made a pallu which was just enough to hide my sexy cleavage.

I didn’t wear much jewellery but applied some make up. I don’t have facial hair as I do gold facial every week. I wore blue heels sandal and carried a blue bag with me.

I called up the cab with the same driver with whom I had sex a week back. That is other part of a story, but still if you are interested then click here to read How this driver had fucked me.

I entered the cab and the driver was very happy to see me. He complimented my new avatar. Finally he drove me to the mentioned address.

I went to the 4th floor and rang the doorbell. My boss opened the door and welcomed me inside. I could speak in a feminine voice as I had been practising for the last 8 years. He couldn’t recognize that it was me. I introduced myself as Rani. His eyes had great lust in them and I could see that he was clearly deprived of sex from his wife.

We sat and had Vodka based drinks. We chatted about ourselves and he couldn’t guess whether I was a Lady or a Cross dresser. I know many of you also cannot guess. There is a photo of mine on the left and let me know how I look after dressing up.
I know you all have misunderstood me as a housewife. Same was the case with my boss. We had already taken considerable amount of Vodka.

Now both of us had started getting horny. I was so attracted to him that I started kissing him. He also responded smoothly and kissed me back. He removed his T-shirt and jeans and hugged me in his arms. We went to the bedroom and I removed my pallu of the saree. He also undraped my saree from the petticoat. We kissed again and he pressed his chest on my boobs. I removed his underwear and took out his 9 inch long dick. I started licking it from top to bottom.

I started sucking the head of his penis and tasted his pre-cum. Then I started licking his whole rod with my tongue. Slowly I took the whole dick in my mouth and started sucking it. I was rubbing his balls while sucking his penis. Just then I took his penis out of my mouth and he started fucking my mouth by taking his penis in and out of my mouth. He removed my tight blouse which had become wet from underarms. He he removed my bra and my hot 36 inch boobs sprang out towards him.

I was sucking his penis deep in my mouth. Then I took his hard rod in between my big breasts and he started fucking my breasts. Then I stood up he hugged me and kissed me.

He opened the knot of my peticoat and made it to fall to the ground. Then he asked me to sit on the bed like a bitch. I sat on the bed like my master ordered. He then removed my panty from behind. My ass was exposed to him and my hard penis also came out. Then he started rubbing my asshole from the tip of his hard penis. I was feeling like a slut waiting to be fucked. Then he started inserting his penis into my asshole and grabbed my big breasts from behind. It was painfully exciting. He slowly entered his full dick inside my ass and grabbed my breasts tight in his hands. He slowly started fucking me and I held my hard penis in one of my hands.

I was feeling the great feeling of someone raping me or having sex forcefully in such a hardcore manner.
He fully inserted his dick in my ass and started fucking me as hard as he could while hugging me from behind and smelling the ladies perfume from my underarm.

He fucked me hard and while he was fucking me I took my hard dick in my hand and started masturbating. Both of us were in pleasure. Just then he was about to cum, I also increased my speed of masturbation. HE cummed in my ass while fucking me, I was in pleasure as I had also taken out all my sperms from my dick. He had filled my asshole completely with his hot sperms.

Then we had sex in every possible position and we fucked for the whole night. It was such a wonderful experience that I cannot forget for the rest of my youth.

CROSSDRESSER BUSINESS TRIP – PART II

We started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road and were delayed another 40mins. We finally left town at around 5 20 pm. I didn’t talk much to the cabbie as I had fallen asleep as I was tired after my romping session with Manoj( shopkeeper in Part I ). I woke up around 6 PM and asked him where we were and he replied we had just left the town and we should reach the destination at about 8 PM. I said OK and as we were out of town and as the weather was getting chilly ( it was late October) I wanted to take a piss, so I asked the driver to park on the side so I could take a piss. I got down from the car and started taking a piss and when I was tucking my dick back in my shorts I realized I was still wearing on the panties which I just bought.

I lit a smoke and offered one to Rajesh he took one even though I saw his own pack on the dash of the car. I opened a can of beer and started chit chat with the driver. During the chit chat and 3 beers down in 40 mins the topic came to massage and call girls. He said once back in Lucknow he could arrange a girl for me, I replied I would rather prefer a guy to massage me. He said a girl can give you more pleasure in massage than a guy. I asked if he can arrange a cross dresser for me. He replied that he doesn’t know any guys who dress as girls but why I need such a guy. I told him” I also like to dress like a girl’, he asked ‘ So you want to dress as a girl and want a guy to massage you or you want a cross dresser to massage you?’ . I asked him to park on the road side and I took another piss and he did also. I lit up another smoke and another opened beer and asked him if he had met any cross dresser and he replied no. “ want to see CD pics of my friend?” I asked, he said “yes”. I put on a slide show on my mobile of my own pics which started off with pics not sowing my face but in lingerie, skirts etc.. then he saw me in the pics and he kept watching till the slide show ended on the phone screen. He gave me back my phone and should we go. I got in the car and we moved off. The beers and cool wind was making me tingly. I asked him ‘ Did you like my fiend’s pics?’ he replied’ I think some are your pics. Do u really dress like that ?’ I replied “I do and am wearing a lace panty right now”. I lowered my shorts to show him. After a few minutes I asked him how much longer to reach there and he said another 1 hour minimum. “mind if I dress up fully and ride till we reach there?’ I asked. He said sure. I spotted a open air small food joint on the road side ( common in India) with the wash rooms on one side a bit away from the main eating area. It was empty except for a cpl of waiters standing outside. I told him to park and have some tea while I go and change in the rest room. I picked up the bag of newly bought lingerie and some some spare cloth from my bag to use as pads and went in. I washed my face, got naked. I wore my bra and padded it then I wore the floral leggings and the new top. I packed my normal clothes back in the bag. I peeped out and saw he was still having his tea. To pass the time I lit a smoke and puffed away. I heard the horn of the cab and I guessed that the driver was back in the car. I took a cpl of long drags of my smoke and stubbed it out. I took a deep breath and picked up my bag of normal clothes and walked out. The car’s headlights were towards me and I turned and saw the waiters looking at me. I walked the 30 mtrs or so to the car without looking towards the waiters. I got into the front next to the driver and told him to go before the waiters come looking. He moved out of the joint and drove a mile and parked the car on the road side. “why did you stop?” I asked. He turned on the light inside the car and was looking at me. He shifted a bit in his seat and finally he moved his hand to adjust his cock in his pants which I think was hard and making him uncomfortable. He held my boobs for a bit and felt my legs over the nylon leggings. “ How do I look?” I asked “ you look very hot and those boobs are quite big” he replied.

“OK lets go now, tell me when we are about to reach so I can change to normal before we check in to hotel” he said sure and we drove off. He drove at an average speed and looking at me whenever he had a chance. I was busy with my last beer and smoking looking out the left window. The car jumped over a bump on the road and I turned to look what it was and then turned to Rajesh and asked what it was, “ just a pot hole” he replied. He had one hand on the wheel and then I noticed he had pulled out his hard on and was rubbing it. “you drive let me do it for u” I held his dick)” and he just let me rub him. After a cpl of miles he slowed down while crossing a small town. The traffic was moving at a snails pace due to some cows sitting in the middle of the road. He quickly tucked his cock back in his pants and I rolled up the window as I was in the front seat and everybody could see me. I noticed a lot of bystanders looking at me as our car passed them.

The rest of the journey was uneventful except that around 8pm Rajesh parked in another food joint and I understood we were about to reach and I should change back to normal. I changed back to normal and we drove and reached the destination. I checked a cpl of hotels and checked into the second one. I got a room facing the road.

I took a shower and order food and a cpl of beers. The waiter got me the beers and told me that the food would take another 15 mins. I finished off my first beer and was browsing through the TV channels and there was a movie playing where a guy dresses as a girl as a guy’s girlfriend. I got the urge to change into ‘Sheila’ and I got out all my stuff and got naked. I wore the thongs and tucked in my shaved dick between my thighs and then came the floral leggings. I hooked the bra and padded it making sure the shape was right. Then came the nighty. I combed my hair back and wet them. I applied some cream on my face and a nice pink lipstick. (Dressing up and admiring my self in the mirror is the part I enjoy most ).

Any time now I was expecting the food to come. I sipped n my second beer and smoked looking at myself in the mirror. I heard a knock and I shouted “come in” and rushed to the toilet not to get caught by the waiter all dressed up. He came in and laid the dishes on the table and asked me to sign, I just took the bill folder in from the door and signed it and slid it back out, but the door opened to face the toilet basin with a full size mirror over it. He could easily see who was inside and in what condition. He did see me all dressed up and after I gave him the bill back he stood there for a bit and then moved away but did not go out. I peeped out thinking he had left and found him standing near the room door. He had seen me so I walked out and draped a towel over my chest. “ Are you alone, where is Sir?” he asked. Then he realized “Ohhh sorry…….no problem I shall clear the dishes later” he said. I gave him a generous tip and told him to keep it secret and come back to clear the dishes. He said “ Don’t worry. If you need anything just call room service and call for me only, my name in Ranjit”, “sure thanks” I said and he went away. I finished my food and smoked one. After a few minutes there was a knock and I peeped through the eyepiece and saw it is Ranjit and allowed him to enter. He cleared the dished and asked me if I needed anything else. I asked for a pack of condoms. Sure I wil get them for you he said, I gave him some money and he went out saying that he is busy with room service and will return with the condoms as soon as he is free. He came around 10 30 pm and handed pack of condoms and told he is not yet free and will be around mid night as some guests were having a party. I told him am tired and going to sleep and he should try to call me on my room phone before he comes. He agreed and squeezed my right boob before he went. I was getting a feeling it would be an exciting night and dozed off.

The phone rang around half past midnight and Ranjit asked me if he could come. I was wide awake as soon as I realized he was ready to come to me. I said OK and he was knocking just a minute later. I opened the door and he came in, stood just looking at me. “ SO what do you want so late at night ?”I asked. He was quite horny and I could see it in his pants. He just came near me and felt my boobs with his right hand and left hand squuzed my bums. I backed up a bit and lit a smoke. He was feeling me all over and gave a few kisses on m y neck and cheeks. Suddenly we heard voices in the hallway, sounded like 3-4 guys. We both stopped and after a min he said” Come to the terrace with me , no one will come there at this time of night. “. Now that sounded exciting and he went out. I finished my smoke and went out cautiously. The lift was off so I would have to go up the stairs. I tucked in the room key in my leggings and my pack of smokes and lighter in my hand I walked up the stairs. The teraace was two floors above mine, I reached and saw Ranjit there and opened the door for me, we both stepped out in the cold wind and he locked the door behind us.

He led to away from the terrace entrance door and started fondling my boobs and after a cpl of mins he dropped his pants and out came his hard on. He put his hands in my leggings and pulled it down along with my panty down to my knees. Then he made me bend over on the terrade wall. I gave him a condom and he slipped it on his hard on in a flash. “ Have to be quick, the manager might call me anytime” he said and put his tool on my hole and pushed. He entered half in the first stroke and then fully in the second one. HE pumped me without saying a word. He was done in about 5 minutes. The used condom went over the terrace wall into the bushes behind the hotel and Ranjit pulled up his pants and helped me pull up my panty. Then we went to the terrace door and he unlocked it and I went to my room and he went wherever he had to go. I went into my room and had a smoke and fell asleep.

A knocking on the door waked me up. I checked the time and it was around 4 AM. I peeped through the glass and saw it is Rajesh the driver. I let him in and in my slumber I had forgotten I was still in my nighty. He came in and asked if he could rest for a while in my room as it was getting cold out side. I said OK and fell on the bed and dozed off for another one hour.

I woke up and found him on the sofa sleeping. I got up and went to the toilet for answering nature’s call. I came out and he jerked up awake and saw me I was wearing my padded bra panty and nighty.

He was still lying on the sofa I walked up to him and picked up my cigarette pack and lit one. It took him a few seconds to get focused and then he saw me, got up and came and held me tight. Neither of us needed to say anything the obvious was about to happen. The fucking on the roof made me want to to it again in the open. So I just asked him’ will you take me for a ride dressed up?’, “sure” he said and I quickly changed from my nighty to my top and slacks. I wore a thin jacket over the top and my jeans over the leggings as it was cold outside and also as I had to cross the reception area and couldn’t do it as dressed up as Sheila.

We got in the car and he turned up the heat to make it more comfy. Once the car was warm I slipped out of the jacket and jeans as he moved the car out of the parking and we were just cruising around. There was a light fog and not many people around. After 10minutes of driving around he stopped in an alley behind a row of houses. We both rolled down the windows a bit and lit a smoke each. His left hand was on my boobs and squeezing softly as though real tits. “open your top baby” he said. I did and he came out of the car to my side and opened my door. “Lets take a walk “ he said” You want me to walk like this in the cold weather?” I asked. “ sure why not. You look soo sexy like this I will make you warm don’t worry” and I could see his dick straining against his jeans. I was getting very excited and I just wore the thin jacket over it. We walked for a bit and I was feeling the cold wind on my chest as I was wearing only my bra and the front was open to expose my tities. About a 100 mtrs from the car we came to a hedge covered my some vines, we went behind it and he looked around and dropped his pants to reveal a 7” shaved tool standing at attention. I stroked him and he pressed my ass cheeks. He kissed me on my neck and back. He then slid down my leggings and panty. He rubbed his cock on my hole and was holding my boobs from behind. I was not feeling cold any more and I gave him a condom and he wore it. He positioned his tool on my hole and held my hips and pushed. He entered in the first stroke and I moaned. I bent over and held the pole of the fence and he started full strokes. Pulling out almost fully in each stroke. He increased his speed and was pumping me in full strokes. I was moaning and he was grunting. Suddenly a guy came in the alley walking a dog on a leash. We saw him when he was about 20 mtrs from us and Rajesh signaled me to be silent though he didn’t stop fucking me. The guy with the dog was a servant from on of the houses I guess. He came near us and asked Rajesh for a light for his smoke( he didn’t see me till he was near the hedge). Rajesh stopped fucking for a min and gave him the lighter. Then that guy saw me “ be careful and hurry up before anyone else comes!” he said to Rajesh. HE lit his smoke and stood there watching us. We both realized he wanted to watch so Rajesh started fucking me real fast and I was moaning. My tities were bouncing to and fro and he was making thup thup sounds with each stroke. The servant started masturbating. Rajesh fucked me for a good 5 misn and the other guy shot his load on the hedge. Rajesh made me lift a leg and put on the hedge and fucked me  hard. I was moaning and he suddenly jerked hard and gave the final push deep in me. He shot his hot load in the rubber and held my boobs tight. He pulled out after a bit and then I stood up, the other guy’s eyes popped out and his jaw hung open when he saw my hard on dripping pre cumm. I shagged my self with a great orgasm shooting rope after rope into the hedge.

Rajesh helped me pull up my leggings and we lit a smoke each and waled to the car. The other guy followed us to the car and I kissed on the cheek before we drove back to the hotel as the sun was coming up.

We reached the hotel and Rajesh came up to my room we both had a shower and we talked about the other guy’s reactions when he saw I was a guy and that mad ehim hard again. He fucked me again before we went out for my meeting.

We came back in the evening and went for another drive.

Crossdresser Business Trip – 1

This is one of my real life experiences. All my cross dressing and sex experiences are on my work trips as that is the only time I am alone and I can indulge in my pleasures ( as I live in a joint family in India so cross dressing at home or in my home town is not possible).

So here I was getting ready to go on another work trip to Lucknow ( a big town in the state of UP in India). I reached there by train around noon and since the office was about 60 kilometers out of town I hired a cab as I would be staying there overnight. I contacted the travel agent at the rail station and booked a cab and got my luggage in the cab and moved off. The driver was a guy of about 24 yrs about 5ft8 and fit named Rajesh. We drove out of the station and I asked Rajesh to stop so I could buy some smokes and then go to the market, as I had to buy some clothes. He asked me what type of clothes so I told him I need some for my wife as a gift. He took me to a part of town where there were lot shops selling all kinds of dresses for women. I told him to park and I would find some dresses and meet him back in the car.

It was lunch time and most of the shops were closed for lunch break. I was looking for a lingerie shop and I found one in a side street with only one sales guy inside and was about to close for his lunch break. He was in his late 30s I guess and a bit chubby with a half bald head. I asked him if I can come in and buy before he closes as I had to go out of town and was in a hurry. He obliged but he closed his shutter half way down so that he wont have any more customers coming in to disturb his lunch break.

I asked him to show me my size of bras and I selected a cpl of white C cup bras. He asked me “ any panties with the bras or anything else?’ I asked for lace panties in my size which was smaller when compared to bra size, he asked me ‘ this will not match the bra size , could you check the size with madam’ . I don’t know what was going on in my head but I asked him if I could smoke and he was OK with it. I offered him a cigarette and we both lit up and I just blurted out. ‘ Actually these are not for my wife but for me !!!’  Now he was silent for a bit and then he showed me some panties and I selected a white lace panty. He again asked me for any thing else and I asked for some leggings and I chose one with a floral pattern. Just then my phone rang and my client told me I would have to stay over for a cpl of nights and the owner had to go out of town and would be available the day after tomm. I finished my call and he was looking at me as I should ask him for some more stuff and I decided since I was going to stay for a cpl of days at least I asked him for a nighty. He showed me some and I chose one with string straps and see thru lace. I said ‘ I think this looks a bit small in size do you have a try room?’ he replied ‘no there is no trial room ‘. Now I said ‘ can I try at the back of the shop’. He just move out of his counter and closed the shutter all the way down and said’ You can try here no one will come, besides I never seen a guy dress as girl though I heard about it’.

SO, I opened my T shirt  and slipped on the nighty. It was a nice fit  and the satin made my dick tingle in my shorts.( I was in my travel clothes T shirt n shorts with sneakers), I said it feels OK but it would be tight once I padded the bra under it . He asked me what pads I use and I told him I just stuff the bra with spare cloth as I don’t have inserts now. He said ‘ why don’t you try it with the bra and if doesn’t fit he can show me a different size”. ‘ are you sure it is OK if I dress in the bra etc… ?’ he said ‘ sure I would love to see u in that ‘. I could see a little bulge forming in his pants.

I said it will take a little time to get dressed and if he can give me some time alone and some spare cloth so could stuff the bra. He gave me some and went out of the shop and said he would be outside and I should knock the shutter once ready. I wasn’t sure what he wanted but I agreed.

I lit a cigarette and got naked, my dick was getting hard. I tucked it in and first came the lace panty, then the bra which I stuffed with the spare cloth. Then came the floral leggings and then the nighty. The nighty was actually fitting quite well over the padded boobs. I looked into the mirror behind the counter and my dick was out of control and I had to pull down the panty and keep it straight. I adjusted my  boobs, had a sip of water, wet my hair  and lit a another smoke and ……….. then I took a deep breath and knocked on the shutter . I faced away from the shutter and smoked and in a I heard the shutter open and close. I didn’t turn back and neither of said anything for a cpl of minutes. I had finished my smoke and nervous as I was I pulled out another one and realized the lighter was on the front counter behind me.

Then he said’ What’s your name?’ , ‘Sheila” I replied without turning and asked him for the lighter. He got it and came closer and then i turned around to light up. I took a cpl of drags and he was just staring at me all over and he had a huge bulge in his pants. Finally I asked ‘ does it look tight or is it OK? ‘. He came and held my boobs and adjusted them a bit and said ‘ It is fitting fine and you ……..” after a pause  he said ‘ why u want to dress like this ?’. I just took a drag and came close to him, real close and rubbed his hard on over his pants, he didn’t say anything else he got the answer I guess and his hands were all over me in a jiffy. He turned me around and suddenly I couldn’t feel his hands on me but I heard a zipper sound and pants dropping down. I turned around and faced him took the last cpl of drags from my smoke and crushed it out. He was there with his 8 incher black meat under his belly. He came close and raised my hands and slid the nighty over my head and dropped it on the counter. Now I held his dick and stroked it. ‘ you got a condom?’ I asked and he picked up his pants and got out a pack which it seems he had bought while I was changing. He opened one and wore it on is hard on. Then he pushed me down on my knees and I sucked him. His dick was hot and haarrdd. After a cpl of minutes he stood me up and made me face the counter in front of his mirror and slid my panties down from behind me. He then rubbed my hole with his finger and pushed one in. I moaned a bit and my own dick was dripping pre cumm. Then he inserted two fingers and pumped fast and stretched my hole a bit. I held his dick and motioned him to enter. He placed his tip on the entrance and pushed, it did not go in and he spit on my ass and fingered it and then pushed again. This time he entered and his this steel hard dick with no lube, I let out a shout and said’ Damn!!!!! That hurts. Hold on for a sec “. Once my hole got relaxed then I jerked my hips so he could start pumping. He started slow half strokes and gradually got his full dick balls deep in me. Now he started pumping me fast, his strokes were making me jump and my boobs to bounce. I was looking in the mirror and my didck was ready to explode. He pumped me for about 5 minutes bent over the counter and then he removed his dick and lay down on the floor and motioned me to ride him. I faced him and held his dick and positioned it on my hole and slid down on it but it coudnt enter coz his belly was in the way. So I turned around and tried reverse and this time it went in. He was too hard, I never felt a dick get soo hard, it was like a wooden dildo. I sat on his dick and with it in me fully I moved my hips to and fro and he was just moaning ‘ ooh baby , oooh baby’. He had some stamina, I started pumping up down and did for about 7-8 mins and then he pulled me off and made me doggy style on the floor. Now he entered in one brutal stroke and I fell on the ground but he just lay me down and pumped my ass. Then he again pulled up my ass and got up and again inserted in me while I was in doggy and he was standing. Damn!!! This time he went too deep I couldn’t control my pre cum from stopping. Suddenly he increased his speed and held my dick with one hand. That was it, the moment he held mine I came with such a force my cum rope flew a good two feet in the air and landed on the floor and I came and came. He then rammed one last time full deep in me and came in the rubber deep in my hole. We lay like that for a cpl of minutes and then I just saw the time, this guy( never even asked his name) had humped me for a good 25 minutes. My legs were wobbly, I couldn’t stand up. He got up lit two smokes and gave one to me and helped me stand up.

I finished my smoke and started to dress back to normal. He also wore his clothes. Then he spoke’ are you from lucknow or visiting?’ ‘visiting, am going for a cpl of days for a meeting and will be back here to catch my train back’

‘ Will you meet on your return?’ he asked. “ Sure I will if I reach your city on time and have spare time before I catch my train’ He wrote down his number and name( His name was Manoj ) and asked me to call him when I return.  Sure I said.

I had changed back to normal and he packed all my lingerie neatly in a plastic bag. I asked him how much and was glad to get a 50% discount. He thanked me and opened the shutter and let me out. I walked through the parking lot and located my cabbie.  I got in and he asked right away’ did you get a good gift for madam?’. I said yes lets get something to eat and start our journey.

Becoming Erotic Girl

I am Jake. I am from Kerala, Kottayam. I would like to narrate my story here.This is the story happened to me in real life. I am having a little girlish body. In college for college day celebration we all are planning for a variety programme then somebody brought the idea of an item dance, then my friends compelled me to dress like a girl and do the dance and all others will act as males, after few resistance I was forced to agree to that.

On the day before programme we decided for a dressed rehearsal. I went to bathroom my friends also came they asked me to stand in underwear and I did they helped me to shave my whole body since I am fair my skin was glowing and looking so smooth exactly like girls, they removed hair from my legs, thighs, hands, belly, and from chest. And then I took bath, during bath I felt a little fun and shaved my pubic part and ass too.

After bathing I applied red nail polish to my nails of leg and hands, I wore pink colored sponge filled bra and pink panty, then I put sleeveless glittering blouse stitched for me which is low neck and just covering my boobs and with hanging beads to the naval area and mini skirt with skinny material which just only covers my thighs & also I got a high heels. Then I put some trendy necklace, bangles, kammal, kollusu and some rings on my fingers.

Then I started applying makeup firstly I fit a long hair wig which really looks like original it was my friends sisters she made it from Gulf gate when she was taking chemotherapy. Then applied kajal to eyes and my friends made me to do threading to my eyebrows to get more originality. Then I put blood red colored lip color and applied lip gloss over it. Applied same color to my eye shadow… When I looked in the mirror I was really astonished I looking exactly like girls.

We did the programme all said I was looking so sexy in that dress and really they felt like shagging. I felt so shy to hear that from my friends and seniors after dance many friends touched and pressed my boobs and ass as if I am a girl, I enjoyed that and it made me horny. Next day all my friends went home since it is semester break , I felt so shy to go home in such a situation with shaved body and eyebrows like girls so I planned to remain in hostel then I remembered about my +2 friend, he is dawn, now studying in Bangalore, he was having some attraction to my body, I realized that in our +2 tour he was sharing bed with me in night I felt his hands over my ass then he slide it into my shorts and grabbed my fleshy big ass and played with it I remain as if in deep sleep. I planned to go to Bangalore and I called him and said about the situation then he said when I am coming bring my girl dress and makeup kit also, he want to see me in girl dress, I agreed and went to Bangalore, he came with his car and took me to his flat. He was alone in that flat.

I asked him where the bathroom is and for a towel he gave me towel and soap and said after bathing he wants to see me in girls dress. I said ok and went to bath room and shaved my body again to make it smoother. First, I washed my face well with a gentle cleanser, shaved my face and applied moisturizer, kept it for a while to get soaked by my skin. Apply foundation evenly to your entire face with a makeup sponge. Then I applied concealer, which helped me in dark spots, ruddy areas and veins.

Then I gone for blush, I swept blush downward from the ear to mid-cheek, beginning in line with the top of the ear and ending at the end of the apple of your cheek. I used pencil eyeliner; finally I applied red color lipstick matching to my top. I saw myself in the mirror and oh my god I looked awesome. I was really happy. I put earrings and nose rings, combed my hair. I really looked hot. Wore bra, panty and dress I got. I looked myself in the mirror again, my heart started pounding at very huge rate.

Then I went to him, he was watching TV, he saw me and he was sitting with his mouth wide open. “You cannot be the person who went inside”, he said. “You are truly beautiful. Come here come sit next to me.” And I went. He started kissing me slowly all over my face and neck. I was enjoying myself immensely. His one hand was constantly fondling my nipple and pinching it through the blouse. He gently pushed me down on the sofa.

He was over me and licking my neck and the little cleavage. He slowly went down and licks my navel. He licked my armpits and soon, there wasn’t an inch on my upper body that his sensuous tongue hadn’t passed over. I shuddered with pleasure and moaned with slightly parted lips. Then told me that I look beautiful and he asked me to follow him and he took me to his bedroom and he closed the door and my heart beat began to increase and he sat on a chair he told me that I have a nice round ass and asked me to kneel down before him. I obeyed him then told me that my girl name is Sonia and I’m his sissy slave whore. Then he pushed me to nearest wall and started kissing me.

I felt nothing while kissing him back, because I was not a boy that time, I was feeling like a girl he rubbed his lips on to my lips, started moving his hand in my hair. I closed my eyes responding him and he took my upper lip between his lips and started licking it. After that he probed his tongue inside my mouth and searching for my tongue our tongues met, lips were on each other.

He asked me that who owns me and I told him that its him and he owns my cock and he told me to come closer and took a packet from the table it was a chastity device cb 6000 I was really afraid and begged him not to do that and he told me that he owns it and even I have no right to touch it he then put it on my cock and locked it. I was crying then he told me that it’s to keep me in high sex drive after cumming every male lost interest in sex.

I’m his sissy bitch and every time when he needs me I should do that whatever it is and he then pulled me up and kissed on my lips and squeezed my butts. He again made me kneel down and asked me to remove his pants. I do as he told and he then lowers his pants and took out his cock, its 8 inches thick black cock. He asked me to open my mouth and he put his cock in my mouth and asked me to suck it. I sucked it and after sometime he took his cock out of my mouth.

Then he removed my dress and made me to stand in bra and panty. I started to shiver with excitement and anticipation. Then took some snaps in that dress and in different sexy pos. then he removed my bra. He gave me a full kiss on my lips and was pushing his tongue deep in my mouth. He just did not stop there; he in fact bit my lips and my chin. He was acting as if he has gone mad by lust. He kissed through my neck and started licking my boy boobs; he drew circles with his tongue tip around my dark nipples that I was pushing them out for him. After teasing me for some time, he actually sucked the whole of my left boy-breast into his mouth. He sucked them so hard while his hands were squeezing my other breast. I don’t know how to describe that feeling. It was simply great!! Then he started teasing my nipple by biting them gently, sending shivers through my body. He sniffed my arm-pits and made me lift my hand and to my surprise he started licking the sweat beads from there. His tongue was doing wonders on my young body.

He then led me to his dining room and asked me to lie on the dining table which was a round table of 5feet and made of wood. I was lying on the table, exposing myself as a 7-course dinner for this hungry friend. He started kissing and sucking my feet and then he started moving up from my feet till my waist line. He squeezed my waist with both his hands and then kissed me just below my naval button. He licked the entire waist-line and then like in a porn movie, he held my panty between his teeth and started rolling it down to my feet. My boy cock sprung up into the air, standing erect like a lamp-post. He just stared at the “now-fully-naked” body of mine and was enjoying to the fullest.

Dawn gently spread my thighs and was enjoying the sight of my soft ball-sac hanging down till the beginning of my ass-crack. He gave a very soft kiss on my balls which made me let out a gentle moan. He liked the way i moaned and kissed me more on my ball-sac and slowly swallowed the whole of my sac in his mouth. Like a sex expert, he rubbed the tip (lips) of my cock with his thumb. The pre-cum gave a very good lubrication for this act and i was moaning like a girl. He changed his focus from my ball-sac and started to show his mastery on my erect tool. He attacked the lips of my cock with the tip of his tongue and was trying to open the piss-hole of my cock, slowly he peeled down the foreskin and the musky smell of the boy-cock filled up the air. He gently licked the under-side of the boy-knob and it literally made me shiver with pleasure. And then he put the head of my cock in his mouth and started sucking so hard. I was not able to control my emotions and was on the verge of Cumming. He suddenly stopped sucking my cock and asked me to turn around and stand on all four legs so that my boy-buns will be facing him. I stood like a bitch waiting to be penetrated. But he had different plans for me. He, in fact, was enjoying the sight of a young boy, with juicy buns, bending and exposing his world for him to be explored.

There were no more secrets, no more hidings, and no barriers to conceal my nakedness from this man. I am showing him things which even i never saw in my life. And he was enjoying this supremacy over me. With his rough hands he parted my boy-buns so that he has a wonderful view of my boy-hole. His hands were enjoying the fleshiness of my boy buns and he showed no mercy in enjoying their sponginess and softness. He parted my buns so wide as if he wanted to tear open my boy-hole. Then, to my greatest pleasure, he started licking my ass-crack from the top till the place where the ball-sac hung down. Slowly the licking became stronger, it was almost like sucking, and he was sucking really hard and then it became almost like biting and all this while i was moaning like a bitch. He wanted me to moan more. He was encouraging me to moan loudly and keep muttering his name during my moans and also to say that he is the sexiest person i have ever met .honestly I didn’t had any problems in doing so, because indeed he was the best!!

He slowly pushed his tongue inside my boy-hole and i could feel the muscles around my whole twitching for more. His tongue moved in and out of my hole that my horny hole wanted more of it. He realized it and then he inserted his finger inside my hole. Still, my hole wanted more of meat inside it and he slowly inserted his other finger also and without a warning he inserted one more finger and this time, it was painful, but he didn’t care about it, he started moving his fingers in and out of my hole and i was moaning with pain and pleasure. His other hand was slapping the soft dangling ball-sac which was hanging freely between my thighs. He was enjoying the way my dangling ball-sac would swing with each of his slap and the way i moan with his every slap and his fingers fucking my hole. Sometimes he will stop and start spanking and biting my ass buns and give a tight squeeze on my boy-boobs. This routine continued for almost 5minutes until i was not able to control my passion anymore. He sensed it and this time he increased the pace of his finger fucking and ball-slapping. He increased the pace of the rhythm so much that i was literally gasping for breath and i was moaning uncontrollably. He increased the pace further, the whole table was shaking, and there was total submission from my side. I was moaning loudly and i kept repeating his name and then i let out a loud cry and a huge load of cum spurted one after another on to the dining table. He still continued his activity though my ass muscles where giving wild spasms and finally i just collapsed onto the table, almost my senses knocked out.

I woke up by the gentle kisses on my lips. I looked at his face and smiled with shyness and gratitude and admiration. He held my face in his palms and gave a passionate kiss on my lips. I did not make any attempts to cover myself, mainly because i knew he was enjoying my nakedness and this was the least i could do for my friend who gave so much of pleasure. Then he said he wants his cock inside me and said you sexy bitch walk to bed room and I followed him. Then he told me to lie on the bed. I turned doggie style on the bed and he wore a condom and applied some oil on his finger and inserted it inside. I felt great. After a little bit of finger fucking he kept his dick on my ass and gave a push.

My ass started to pain. And I shouted “aaahhhhhh…..sss slowly.” He took it out. And then again gave a push. This time it hurt even more. But I closed my eyes and tried to bear the pain. Tears rolled down my cheek but I didn’t say a word.

And started moaning like a bitch… Dawn had inserted almost half of his dick in me. He suddenly took all of it out from my ass. And then suddenly in a single push his 6.5 inches dick was fully in my ass. I was not able to scream even.

He started stroking and I was like “ mmmm,,mmmmm cum on.” I’m your slut and I need your cum. I’ve been waiting for your cum. fuck me, fuck me hard! Please!” This drove him into frenzy and he grabbed my shoulders and fucked my ass furiously. Was again begging like a whore for more and more. His thick and long dick was like a magician’s wand. My ass started paining but it was such a sweet pain that I wish I feel that pain for my lifetime in my ass. My ass was torn apart. And he was thrusting his cock in me with increased force each time.

And I was shouting in pleasure. I was feeling like a complete girl now. He was fucking me like a dog. His thrusts were so forceful that I started crying and tears rolled down my eyes and pleaded him to leave me. But he kept on fucking me like a whore. And finally came up. He took out his dick from my ass and went away. I was lying alone in the room on that heavenly bed.

Then I woke up and went to wash myself, and then I went to him. He kissed me and told me that he wants to take me out in girls dress, we went to textile shop and brought some modern dress and went out in girls dress