Part 1- Long Story, Fictional but written with Pure Heart and Soul.

Friendship Blossom

A Secret crossdresser leading a normal life get supports of female colleague and she helps him explore his femininity and keeps his secret with herself and be the female companionship he wished for.

  • Simran Shah
  • 2 years, 9 months ago
  • 5 comments
  • 10 👍
  •  👁

This is a story of myself ( fictional ). I’m Simran shah a secret crossdresser aged 32 residing in Mumbai. My body structure has no great feminine features, I’m oversized, chubby and have great body mass but trust me when I wear a saree this extra fats creates hotness and those curves which a typical housewife has. Readers don’t start imagining me and get those wild fantasies in your mind. I have been a secret crossdresser for a very long time, since my school days, was always fascinated with makeup, satin fabrics, colorful clothes. As a kid used to sneak moms saree and wear in my room and admire self, didn’t realize it why I was doing it or for what reason but just used to love it. Wearing bra and making fake boobs with tennis ball, playing with dupatta would bring small joy.

Back then the internet was not so big, but when I got hold of it I did my research and came to know there are many such guys / boys who share the same feeling like me. Never been inclined to men or had any feeling for them but just love the art to dress up, thou use to look ugly back then as had no proper dress nor proper skills.

I still Remember seeing a lady named Akriti as a male crossdresser and use to just admire her, would read such stories and make self-happy. Then came Orkut, made a few friends who were name sake and tried to open up with them and understand each other’s view point and from there my journey began but till date a secret crossdresser. Coming to the present, I still been a secret cross dresser and still don’t have my own wardrobe or make up kit and still rely on beg borrow steal. But in past few years I have come across a real female friend who not only help me rediscover my love but also helped me developed my love and brought me the confidence to bring out dark secret and enjoy it with her.
I’m working in a multinational company in their accounts department. Have my boring work life with dull office environment with people working almost more than 5-10 years older to me so there was of no young blood to chill around while at work except for Pooja who was part of the HR team and of my age. Being of same age made us connect easily inspite if being from different department. We used to hang out within office premises initially and talk during our coffee breaks. With Time we exchanged no official but on a personal touch.

Have my boring work life with dull office environment with people working almost more than 5-10 years older to me so there was of no young blood to chill around while at work except for Pooja who was part of the HR team and of my age.

We used to hang out even outside the office then and meet and chill. With her company I always felt feminine and would try showing my feminine side to her indirectly. Though I never told her till now about my crossdressing which I used to do at home secretly but would tend to behave in feminine way with her without giving much of hint. Over calls we used to call each other sakhis ( Saheli / Girl-friends), I would go out with her for her shopping give her all suggestion, she would also before buying our going out would seek my approval for choice of clothes , matching accessories. With all these activities it help me satisfy mu urge of being a women and having a companion of women. We would also discuss guys and gossip a lot. With time Pooja became my best friend and we use to hang out a lot together from parties to movies to shopping. People in the office thought we were a couple but we were actually sahelis and nothing beyond. Pooja was originally from Bangalore and staying in Mumbai as PG with another girl named Shreya. Being close with Pooja I also be-friended Shreya and soon we two became a trio group and our WhatsApp group was also named “Saheli”. They would tease me in all feminine ways and while shopping would take me to girl section and ask sale girl to show dresses for me, would ask salesgirl to try make up on me before buying, they would place earrings on me to check how it look. For them it was teasing, and I showed like I am embarrassed but deep inside I was enjoying all of it. This continued with time and it became normal as if we were three girlfriends. They also never sensed anything wrong nor doubted and I kept getting close to them coz in a way I was enjoying my feminine hood through them. For me femineity was not just dressing but also enjoying all the activities and process and lifestyle a women goes through.

While hanging out one day at Pooja Place, we three Saheli’s decided to go out on a short trip to Goa as there was a long weekend and also to celebrate our friendship and we instantly agreed to it. My parents were also all ok as I was going with group of girls and had no problem. So before heading we again went for a round of pre – holiday trip and during one such shopping activity we decided to buy something similar so we could match up like twining’s and take pics on beach. The girls found a cute white sheer shirt dress for them and now they insisted I also to take the same, which is hesitant but in mind I love that dress and was waiting for it wear. They told me I can wear is as a shirt inside a t-shirt and wear a jean along with it and forced me to but the same. The Girls were excited with this purchase which left me embarrassed in front of them but overjoyed my heart. It was my first ever female item of self as until now I had always stole moms cloths and wore. Now the girls went to lingerie section to get some new sets for their trip. They made me touch the Bras and panties and asked my suggestion for colors and design. The girls were ok and we have such a level of friendship where in we could share such things and felt no awkwardness. While handing over a set to me for choice, Pooja noticed the sparkle in my eyes and way is looking and feeling at those bra and panties and she bursted out and asked if I also want a pair of these to match with the white dress and laughed out. I wish I could just say YES. They selected their items and asked me to pay the bill while they were still looking in different section, it was the most weirdest idea to pay bill for lingerie as a male but for a crossdresser it was one of the best experience to have. We moved from stores to stores and had our hand full of shopping bags and for me they selected most unisex clothes with funkiest to feminine shades and didn’t let me but from proper men section. I was not given an option to choose but just had to try and follow their orders, but I loved what they bought and was already looking forward to our trip and wear them. They also bought earrings and necklace, bracelet for me which were unisex and bought purses for me as well. They showed me on insta how fashion influencer men also carries such item these days and it would look cool on me. I was on cloud 9 as I always dreamt of such things in my closet. 2 days prior to our trip, Pooja had booked a parlor booking for her and Shreya and asked me to accompany them, as it was a holiday I went along with to give them company. When they reached the parlor they came to know of some offer which said on booking of 2 full package treatment, they get 1 free which can be used within next 1 month. SO the girls looked at me and said why wait for 1 month instead bounced on me to get it done and it said its very common for male also to pamper themselves. The treatment included facial, manicure, pedicure, waxing, eyebrows, blow dry and nail art. I agreed for facial, meni / pedicure but not for eyebrows waxing and nail art. The Girls then said they could apply nude shade nail paint which would match my skin tone and not be visible as they didn’t wanted the package to get waste and also convivence me to get my chest hair wax as it would look good while going for swim on beach in Goa, which I also agreed to and having very less hair I thght it also wouldn’t be too painful. The girls got super excited once I agreed to them and I was also overjoyed on having my first ever parlor treatment. As it was unisex parlor the parlor girl first made me remove my facial hair which I had less growth but had never kept it clean in longest of time. We all three were chit chatting and having a relaxed time while parlor girls did their magic. When nail art was being done on two girls, my suggestion was equally taken and even parlor girls were shocked seeing my interest and choice in it. While getting my self waxed I literally had tears and screamed at times which made other girls laugh but once I felt my soft skin I just loved it. I also had not done my haircut in very long time for reason obvious and it was till shoulder length and parlor girl unknowingly blow dried my hair and it had all curls. When I got up I was in all shock and girls were having a great laugh. I pretended as I was angry but I loved the look, the parlor girl realized her mistake and gave me a rubber band and made a cute new unisex hairstyle so I could go out. My skin was glowing and nails were shining and girls were happy with their result and moreover happy tht I used their free package. While leaving parlor owner apologized and said u three and indeed girl friends and blessed our friendship and as a token of gesture said for our next visit also the same offer stands to which we were excited and thankful. We reached respective home and decided to pack bags and next night I would spent my night at girls place as their house was closer to the airport. When I came back home, my mom was also in shock seeing me glowing , having my hair blow dried and nail paint and I explained to her and she also laughed at me but said u look cute. I showed her my shopping bags to which she was even more shocked and she checked with me whats wrong with my style as I had earlier never worn such clothes, but I told them the girls have shopped for me and she had a naughty smile on her face which surprised me. While packing I though this is my best chance to bring out my feminine side to girls, they Neways treat me and tease me like one and we have no secrets plus with this new shopping and parlor experience it would be even more convincing. With these thought I slept and hoping to get courage to come out to then I woke up a bit tensed a bit confused and a bit determined. PART 2 -- COMING SOON

P.S: This story was written by Simran Shah. All rights reserved to her. This story is posted over here by taking consent from her.

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