Desi Crossdresser Sex Stories

Hi friends, I am back with a new exciting story which is inspired from one of my own articles from my previous blog which got deleted. As you know, I am a 25 years old guy who loves to wear ladies clothes in secret. Well, now I stay alone in a flat at Pune so as to indulge in crossdressing and spend most of my time wearing ladies clothes. I have done facial laser treatment so that I do not get a single trace of facial hair. 
So that day, I was at my flat browsing the Internet. I was chatting in a Cross Dressing group on Facebook. I got to know that this group has arranged a ‘Suhaag raat’competition. In this competition, there are two groups. One for Crossdressers and another for CD Lovers. 
The competition is – You have to upload 5 pics of yours as a crossdresser. The members of the group will vote. The Crossdresser with the maximum votes will be selected as a dulhan or Bride. In the same way, the CD lover with maximum votes will be selected as dulha or Groom.
The two winners win a Suhaag Raat night in a 5-star hotel’s honeymoon suite. I was very excited. I considered myself as one of the most beautiful CDs so my chances of winning the competition are also positive.
I browsed through the profile of the participants. I saw their photos. Except a few, all others were not perfect with crossdressing. I thought to click 5 pics of mine in different types of Indian and Western skimpy clothes.
I have a huge collection of clothes, wig and breast forms. (Breast forms are fake breasts made of silicon specially for crossdressers. These look very real and no one can make out that these are actually fake.)
These are the 5 pics I uploaded. If you also like them let me know through comments. I hoped that I’ll win the competition and I was expecting it correctly because when I results came out, I was declared as a winner.

The Groom winner was some guy called as Ajay. I checked his pics. He was a handsome and tall guy and had a well built body.
I was very excited. According to the rules, the organizers of the competition came to my flat. These were 4 Crossdressers who were really very beautiful. They came wearing sarees. I had uploaded the measurement of my blouse on the internet. So they had come with a Bright Red Saree (Shaadi ka joda) and lots of jewellery.

I had to have a bath first. After having a bath, I wore my 36 inches breast forms that had big black nipples. My intention was to make Ajay mad so that he could fuck her bride like a dog in the very first night itself. 
I wore a black padded bra and hooked it from behind, then I hid me penis in between my thighs and wore a black velvet panty as it gives me a womanly feeling. The four ladies then made me wear a silky velvet red petticoat. The petticoat was really sexy, it was very soft and when it touched my thighs and legs, it started giving me hard on. 
I wore a wig which had dark brown hair and the hair came to my waist , ie , the hair were long. Then one of the ladies started helping me the in wearing the blouse. The blouse was a bright red one, it had quarter length arms, was deep in the neck area thus exposed a lot of cleavage. It had no hooks, instead it had knots on the back. It also exposed a large portion of the back but still covered the strap of the bra.
I wore the blouse and then I started draping the heavy saree which had a lot of works done on it. Somehow, they helped me wearing the saree perfectly and I told them to make the pallu in such a way that some of the cleavage would still show up from the front.
Then I sat on the dressing table. They applied heavy makeup on my face and made me look like a bright young bride. I wore a lots of heavy jewellery, earrings and all. I applied bright red lipstick, dark black kajal, sindoor and a red bindi on my forehead. I also wore golden payal. Finally I wore the dark mehroon sandals which they had brought for me.
Now we waited for the groom to come in his car. The car arrived in 10 minutes. It was a White Mercedes car decorated in a great way. The dulha was sitting at the back seat. The ladies took me to the car which belonged to a 5-star hotel.

I sat inside the car and smiled at Ajay and said “Hello.”
He smiled back, took my hand in his hand and kissed it.
The driver drove the Merc for 20 minutes and finally we were at the entrance of the hotel. We went upstairs and entered the honeymoon suite.It was a beautiful room with a king sized bed in the middle which was decorated with flowers. It had a lot of decorations in and around the room.

As per custom, I sat on the middle of the bed with my pallu covering my head and face. I was hoping that it should be one of the memorable nights with Ajay.
Ajay came with rose petals in his hands. He switched off the lights but didn’t switch off the 4 lamps which lit the room with yellow lights and were very romantic. He sat on the bed and started throwing rose petals on me. He lifted my ghoonghat and saw my face. I acted as if I was blushing. He smiled and said “You are very beautiful”
I said “You are also very handsome ji”
Then he told me “From the past few days, I have been looking at your photos and masturbating 3-4 times a day, now it is my chance to satisfy my thirst.”
I was greatly aroused by what he said and became very horny. Suddenly Ajay started kissing me and I responded smoothly. He placed his hand inside my pallu on my blouse and started pressing my boobs. Then he started removing his white sherwani. He also removed his vest and was topless. Then he hugged me while pressing his nude chest on me. He said “Waao, feels great.”
We started kissing again. HE removed my pallu from my blouse and exposed my hot deep cleavage. Then he started kissing and licking my cleavage and my neck. I moaned in a sexy manner “ahhh.. ummmm…”
Then Ajay told me “Touch here, on my penis and see how hard it has become.”
I placed my hand on his pyjama and felt his rock hard penis waiting to be freed from the cage. I started pressing his dick from over his pants. He closed his eyes and moaned “ahhh…. ohhh.,…” 
Then he took my hand in his hand and slid it inside his pants. I felt his warm penis waiting for my hand to touch it. Oh my God!! it was a very big dick. He started removing his pyjama and was successful in letting his pyjama down. I held his penis in my hand and was rubbing it. He had become very horny, hugged me again and started untieing the knots of my blouse. 
He untied my blouse and rubbed my bra strap. He also opened my bra strap and with his teeth, he started removing my blouse from my arms, biting my shoulders and neck at regular intervals.Then he removed my whole blouse and also my bra. He started squeezing both my big breasts with his hands and stood with the help of his knees facing me. He placed his 9inch long cock in between my breasts and started fucking my breasts. 
While he was fucking my breasts, the tip of his dick was touching my lips. Then he undraped my saree. I was just in petticoat. I took his dick in my hand and shaked it. Licked its head and started taking it in my mouth. I was sucking his dick, pressing my tongue on his hard rod up and down. I fully took his dick down my throat and sucked it like an obedient wife.
Then he told me “That’s it, now let me fuck you, I have been waiting for this moment for the last 5 days. I wouldn’t wear a condom while fucking you because you are my wife tonight.”
I was becoming hornier and hornier by listening to his dirty talks. I lifted my petticoat and he asked me to sit like a bitch on the bed as he wanted to fuck me in doggy style. I did as he said, He lifted my petticoat and lowered my panty to expose my ass.
He started rubbing my asshole with his dickhead. He said “Feel the pleasure that my rod is going to give you.”

Then he started inserting his dick in my asshole. I moaned and screamed at the same time.When he inserted it fully in my asshole, he climbed on my back and held both my boobs in his hands. He started pushing his rod in and out of my asshole and at the same time he was squeezing my breasts with every stroke.
When he increased his speed both of us started panting heavily “ohh yesss.. fuckk me.. ahhh.. ohhhhh” I was screaming like this.
After 20 minutes of fucking in this style, I made him lie on bed, I removed my petticoat and panty. Then I sat on his tummy and took his dick in my hand and placed it on my asshole. Slowly I started siting on his dick making it go inside my asshole. Then I started jumping on his dick like a bitch and he was pressing my boobs. After fucking like this for 10 minutes, he suddenly got up and made me lie on the bed.
While I was lying on bed, he came in between my thighs and kept both my legs on his shoulders. Then he inserted his dick once again in my asshole. While he was fucking me in this style, I couldn’t stop my urge to masturbate. I took my hard erect dick in my hand and started masturbating heavily. Just then he said that he wanted to cum. He started masturbating his dick and spurted out all his hot sperms on my face and boobs. I also took out my sperms at the same time.
Oh my god, I never saw anyone taking out so much sperms in one shot, I clearly understood how this guy Ajay was waiting for 5 days to fuck me.
That night, we fucked again in the same positions. This was my experience of a suhaag raat. I hope you liked the story.

During the last two months, I didn’t do any exercise and thus I had gained 10 kilos. I had become a bit fat and thus I decided before hitting the gym, I wanted to crossdress and live a few days as a Busty Aunty. I have this Crossdressing hobby and thus I stay alone in a flat. I have all kinds of CD stuff like wigs, breast forms and lots of clothes.
I remain crossdressed whenever I am in flat. In night also, I sleep wearing nightie. I always have my wig and breast form on my body.
I love to live like a woman.

I look like a perfect woman whenever I am Crossdressed because I don’t have a single trace of hair on my body and face as well. I undergo body butter treatment everyday to keep my skin soft, shiny and glowing.


I decided to dress up in saree. I had a bath and when I came out of the bathroom, I wore a wig which had long hair curled up from the bottom. Then I wore 38 inch breast forms. As I was fat, I wanted to dress up like a hot fat aunty and thus I wore 36 inch breast forms with black nipples.


I went to the wardrobe area and took out a violet color panty which was made of pure viscous cotton and it was very soft. I wanted to feel completely like a woman and thus first of all, I attached a Whisper sanitary napkin in the pussy area of the panty, then I hid my penis in between my thighs and wore the panty. It was so soft that it gave me a hard on. I pressed my penis on the whisper and the panty covered my ass and penis area perfectly.


Then I took out a white bra which had huge cups to cover my big boobs. I wore the bra and hooked it from behind after placing my boobs in the bra cups. The tight straps of the bra felt great on my shoulders and my back. It gave my boobs a very nice cleavage which can make any man go mad.


I decided to wear a silk saree which was brown in color and had red floral prints and green prints of trees. Even the blouse was made of silk and was light brown in color with red and brown floral prints. I took out a red color brown color petticoat which was made of pure silky cotton and had very thin cloth. I wore the petticoat and tied it at the belly. It was so soft that when it touched my thighs and legs, it felt wonderful.


Then I took out the blouse and started wearing it. I placed the bra cups in the boobs area of the blouse and hooked it from the front. The blouse had deep back and front cut which exposed most of my cleavage. It had quarter length sleeves and was tight at the arms area. Then I started draping the silk saree around my waist.

I made a three fold pallu and placed it over my blouse and tied it with safety pin. I sat near the dressing table area and started applying make up. I appliuead foundation cream on my face and brown lipstick on my lips. I applied kajal on my eyelids and eyebrows. Then I wore a pair of gold earrings on my ears. I applied brown nailpolish on all my nails and finally wore payals on my feet.


I didn’t do a lot of make up as I was at home. Look at the picture on the left to understand what type of saree I was wearing with the kind of blouse.


I was ready as a woman and when I looked in the mirror, I adored my beauty because I was looking like a hot Indian Aunty.


Then I started feeling horny and I badly wanted someone to fuck me hard for a longer period of time. I started thinking what to do. I thought of calling the security guard.


I called the guard and told him that the doorbell was not working. So he came and he was in a blue shirt and pant. He started checking the electricity connection in the front room. I told him that I’ll come within 5 mins and he should carry on his work. I intentionally went to the bedroom and started undraping my saree so that the guard can see me.


I removed my pallu and started undraping my saree. I noticed the guard was looking at me. Then after 2 minutes he entered the room and saw me in just blouse and petticoat. I knew that he intentionally entered the room and he thought that I didn’t know he was watching me.


I placed both my hands on my blouse to show him that I didn’t expect him in the room and hid my cleavage with my hand. He said “maam, I am so sorry, I didn’t know that you are changing clothes. anyways the work is done.”


I said “Ok, show me.”


Then I didn’t hesitate and I didn’t wear my saree and came to the front room. He was surprised at this bold gesture and kept looking at my boobs.


I could see his hard on from his pants. I said “Am I so hot that you got a hard on?”


He said “Maam, really you are very hot” and started pressing his penis from over his pant.


I said “Then, do you want to masturbate by looking at me?”


He said “Yes maam, but it would be even better if you let me fuck you.”


I said “No, I had an operation of my genital area and thus I cannot let you fuck me in pussy.”


He said “okk, then can I masturbate?”


I said “Only on one condition that you have to remove all your clothes.”


He didnt respond and quickly removed his clothes and took out his black long dick which was 8 inches in size. I said “Can I masturbate your penis for you?”


Then I took his penis in my hand and he started moaning. I started stroking his penis.
Then I made my saliva fall on his penis and started making it wet with my saliva. I pressed my tongue on his dick’s head portion. Then I slowly started taking it in my mouth. I sucked it while rubbing his balls. I was sucking his dick from top to bottom. He was moaning heavily. I looked at him and asked him to sit on the bed while I will sitting on the floor sucking his dick. He sat on the floor and I started unhooking my blouse. He helped me in removing blouse and pressed my boobs tighly.

I once again sucked his dick and after 5 minutes, I unhooked my bra and exposed my big boobs to him. He started squeezing my boobs while I stroked his penis. Then I took his hard rod in between my boobs and started stoking it with the help of my big boobs. 

Then he started sucking my nipple while pressing my breasts. He said that he wanted to fuck me now. I said I cannot let him fuck because yesterday I had undergone an operation of my vagina.

He said he cannot control and had to fuck me. I said okk, fuck me in the ass. He said that he likes to fuck in the ass. I sat on the floor like a bitch waiting for my dog to fuck me. He lifted my petticoat from behind and lowered my panty to the thighs. He couldn’t see my hard penis as I had not removed the petticoat completely. Then he started rubbing my asshole with his penis. Then he started pushing his dick in my ass hole. While I was moaning with joy and pain, he tried to completely enter my asshole and he succeeded.

His whole 9 inch hard rod was inside my asshole. Then he climbed on my back and held my boobs in his hands while his hard rod was still inside my asshole. He slowly started fucking me by making his dick in and out of my hole. He was fucking me hard and my big boobs were strolling and vibrating in air.

Then suddenly he took out his dick from my asshole and started masturbating it faster near my face. Then his penis spurted out a lot of hot sperms on my boobs, neck and face.

Then I asked him to leave. When he left, I recalled all moments and held my hard dick in my hand and masturbated it quite heavily. I spurted out a lot of hot sperms on the bed. Then I slept and went to wonderland

I am a 40 year old crossdresser from the UK and i love older hairy and hunky men. I have long thick hair as i have been growing it for a couple of years so i regularly go to the hairdressers to make it nice and plumped. Just like a woman. My body is completley hairless as i do laser treatment. I am 5ft7 and big and curvy so my bum and boobs stand out when i wear dresses and sarees. I am a open gay man so i wear tight clothes to show my figure. I also live alone so at home i sleep in nighties and sometimes saree, just like a housewife/bhabi. One day, me and my friend who is a woman, went to the wedding planner to plan her wedding. When we went there, there was a tall dark hunky man with a dark beard. A bear. He is around 45 years old. I fancied him at my first sight. He greeted my friend with hello and he shook my hand as i am a man. His hands were so manly and strong. I was turned on a little . I was wearing a tight tshirt and tight jeans so you can see my thighs and chest. I put my hair in a bun. Everyone would think i am just a gay man. He told us to sit down and gave us tea. As it was my friends wedding, she was talking to him about what she wants. So he is helping her out. I was just looking at him top to bottom just thinking i would love to be with him haha. My cock was getting hard but i was trying to control my self. As the time went, we were all just talking about the wedding, you know normal things like the food etc.Then my friends fiance came and went in the private room to talk about it and left me and the wedding planner in the other room. Oh his name was Shumon. My name is tanbir but when i crossdress i call myself Tanya. Anyway back to the story, me and shumon were sitting down and talking about general stuff like how is work etc. I can see he is always looking at my chest as my boobs look natural. He was telling me how is wife left him for another guy and he lives alone now. I got excited. I want to be his wife now. I would love to be his wife, he is my perfect guy haha. I listened cafefully to what he was saying but at the same time i was so horny. My phone was on the table infront of us and i got a message. My wallpaper is me as Tanya. He saw it and i quickly moved the phone away. I was so shy. He said who was that. I was quiet at first but then said “please dont tell anyone but it is me”. He was shocked. He said “really!” Wow let me see again please. I showed him and i can see his smile. He liked it. Yes! I thought maybe it was a good thing he saw it. I showed him a few more pictures and he was so suprised and said “you look so beautiful!” I said thanks babe. Then we heard my friend and her fiance knock on the door and shumon quickly said “give me your number quickly”. So i gave my number as fast as i could. I was so excited. I could not stop smiling. The next day i see a number calling me, it was shumon. We spoke for one hour on the phone and he then said lets go to the cinema in the evening. I quickly said yes. Later on, i straightened my hair and put on a black tight maxi dress and black heels. Put my makeup on with red lipstick. I then got my favourite scarf/shawl out as it is alittle cold. I got a taxi to the cinema and there he was. He was wearing a blue shirt with jeans. I can see his hunky muscle figure. I went to him and gave him a hug. He said “You look stunning. Lets go in quickly before the movie starts” so i ran behind him. Luckily the cinema was alittle empty so we sat on the top corner. While watching the movie, he put his arm around me and i rest my head on his hunky muscular arm. I looked up at him and said i hope you like me, and he replied “you are special, different. I like that very much” we both smiled at eachother. I can see he pushed his face closer towards mine.I looked into his eyes and went in for the kiss. My cock went hard as soon as we kissed. We put our tongues in eachothers mouths. He loved it. While kissing i was taking his shirt buttons off. His chest was hairy. I love it! Then i managed to open his belt and trouser button. Before i could hold his cock, i felt his hand on mine and said “wow” we carried on kissing and i took his zipper down and quickly grabbed his rod. Oh my gosh it was so big. He had hairy balls too. I was stroking it for a while and said to him “i will take care of this” i put my hair in a tight ponytail and bent down to his cock. I started to lick first then put the whole thing in my mouth. It felt so good. He was holding my head. I then removed his hand and held it with my hand. My other hand i was using it to suck his rod. He was so horny. His cock was nearly 9inches. He said hes going to cum now and wanted to remove my mouth but i wanted to swallow. That made his even more excited. 1 month later it was my friends wedding. My friends are all women and they know about Tanya. So i wanted to go as Tanya. I wore a pink and gold saree with a pink blouse. Styled mt hair and wore pink lipstick. I looked like a proper hot desi aunty. We went to the wedding and as Shumon is the wedding planner, i see him running about doing his job. I went up to him and tapped his shoulder. He looked back and looked at me with suprise. He couldnt believe it. He was wearing a gold sherwani. We matched a little haha. He looked so hot too. We couldnt hug or kiss as there alot of people around us but we were thinking of the same thing. He said to me “tanya sit down ill make sure you get food and the best treatment” i walked away and gave him a wink and blew him a kiss xx. During the whole wedding he had a smile on his face. Anyway when the wedding was over, he came to me and said let me drop you home. I could not say no. So we were in the car on the way to my house and we were just talking about the time in the cinema. He was saying he could not stop thinking about me at all. I was horny anway but that got me even more horny. We arrived at my house and i made sure he comes up with me. I grabbed his hand and pulled him into my home. I quickly locked the door. I threw him on the bed and i undraped my saree showing my navel. He quickly pressed on to it and gave a big kiss on my belly. I was so horny i moaned. He then pulled me on top of him and started to kiss me all over and on the mouth. We were both hard. He undressed and got his rod out. I was still in my saree but he loved the view of me in my saree. I started to suck his cock madly and because we are now alone in a room, he was moaning and me too. He undraped the saree and my petticoat and blouse leaving me in my bra and panty. I was wearing a black silk bra and panty and he grabbed hold of my boobs and started to suck my nipples. I was so hard i was moaning so loudly. I loved the moment. He the  threw me on the bed and i was on my hand and knees. He took my panty off and inserted his rod inside my ass pussy and i moaned loudly “AHHHHH” He was fucking me like he owned me. I was loving it so much. While hes fucking me i am stroking my cock. He was kissing my back and neck and took my bra off. We were both now fully naked. The feeling of his body on mine felt so good. He is hairy all over and i am smooth. I felt like a proper woman being fucked by her husband. We then changed positions and he lied down while i sit on his rod and ride it. We put our tongues into eachothers mouths. He wanted to cum now and i want him to cum inside me. He did. I felt his warm juice pissing inside me and i moaned like he popped my cherry. It felt so nice. I still sat on his cock. And it was time for me to cum so i was stroking my cock and stroking his chest hair. I moaned and cummed all over his hairy chest and he was taking it off and putting it back in my mouth. It was amazing. After we kissed for so long and i said to him “baby stay with me” and he replied “ofcourse baby” then we both tucked in bed. I put my head on his chest and we both said i love you. Next morning i wake up and see he came to me with breakfast and there was a note saying will you be my wife. I quickly hugged and kissed his lips and said yes. For the past 5 years we have lived as husband and wife. I have got the life i wanted. I now live as a full time woman.