Hi, My name is Sindhu (using a female name). Here, I am going to write about how I am smitten by my girlfriend’s brother and turned from a straight guy to a dick-loving cross-dresser.
My girlfriend and I started living together after both of us got a job in the same city. Both our families knew about this, and they were cool with us.
We were happy together; we were enjoying our life to the fullest until her elder brother came to stay with us and took me to a fantasy world which showed me how much happiness I was missing.
My girlfriend’s brother recently lost his job and asked us if he can with us until he gets another job, as he was not able to pay his rent. We happily agreed to his request and let him stay in our guest room.
After about a week, one day I came early from the office to the house due to a headache and was surprised to see that it was locked, as I thought my girlfriend’s brother would be in the house.
I opened the door with my spare key and was shocked to see him in my GF’s dress. He had worn a black tank-top and jeans-skirt of my GF and was looking at himself in the mirror.
I was kind of aroused by seeing him like that. He can be easily mistaken for a beautiful girl. He did not have any body-hair and has very sexy legs. He was very fair and had bulges at the right places which made him hotter in my GF’s dress.
I liked what I was seeing. My girlfriend’s brother was genuinely shocked on seeing me (he was wearing earphones, so couldn’t hear me entering the house).
He tried to cover himself and left for the bathroom without saying anything and then he came back wearing normal clothes. He was constantly saying sorry for what he did and begged me not to tell his sister.
I told him not to worry about anything. I will not tell anything to anyone. I also did not tell him that I really loved seeing him in my GF’s dress and I also wanted to try dressing like him.
To my luck, his sister went to her native place over the weekend for some pujas and would be back only after the weekend.
We did not bring up that topic until that weekend. On Friday evening, I casually asked him if he was gay and our conversation went on like this,
“So, you just like dressing like a girl, or are you really gay?” I asked.
“I am so sorry Sai (my real name). I will not dress like that again, please forgive me,” he pleaded crying.
“It’s ok, don’t worry about it, in fact, I liked seeing you like that, can you dress me like that?” I asked him shyly.
His eyes widened on hearing this, and then he asked me, “Are you also gay?”
I told him that I did not have any gay experience until now. I also told my girlfriend’s brother that I was also not sure if I like it or not, but I really loved seeing him in a girl’s dress and wanted to dress like him.
His smile widened, and he told me, “Don’t worry, Sai. I will help you dress like a girl, you will love the experience,” and he asked me, “How do you want me to dress you?”
I always liked seeing girls in sarees, so I told him the same.
He said, “Wait in the hall and when I tell you, then you come to the bedroom.”
I was very nervous. I locked the main door and was pacing in the hall impatiently, excited, confused and preparing myself for the new experience.
After 10 minutes, he told me to come to the room. I went to the room and was shocked by seeing the things which were on the bed.
There was a blue transparent saree, matching blouse, and inner garments on the bed. On the side, I also saw lipstick, mascara, and all other girl make-up items.
I told him, “I don’t remember my GF having all those.”
He told me in a husky voice, “Those are my personal items.”
He asked me, “Are you ready to turn into a girl?”
I said, “Yes,” sheepishly, and we laughed at each other.
He told me to go and have a bath and remove all the hair from my body. I was excited at that thought and went to the bathroom.
As my girlfriend’s brother had told me to do, I removed all the hair using my GF’s hair removal products and came out after 30 minutes with a towel wrapped around me.
He came close to me and smelled me, which aroused me to the core. I was ready to be kissed by him. He moved back and said, “Not like this darling, you have to become a girl first.”
I got excited even by that thought.
He tossed the bra and panties to me and told me to wear them. I went to the mirror and looked at myself without any hair for the first time. My chest looked like it was implanted with boobs without any hair. I smiled on looking at myself. I wore the bra and panties but was still in my towel.
He came towards me and removed my towel. Now I was just in bra and panties. I shyly tried to cover my panties and bra with my hands.
He slowly came to me, and we looked at each other in the eyes. I went forward to kiss him (silly me), but he was in a very teasing mode.
He leaned back and told me to wear the blouse, lehenga, and saree.
I said, “I don’t know how to wear the saree.”
He laughed and said, “I will drape the saree, you wear the blouse and lehenga.”
I did what he said. He came to me and draped the saree and applied lipstick, mascara, and other make-up on me, and as a final touch, he kept a long hair wig on my head.
He looked at me very proudly, admiring his own creation, and asked me to look into the mirror.
I was astonished by seeing how I looked. I looked like a proper girl. If anyone who didn’t know me, saw me like this, I could easily pass for a girl.
I was smiling very shyly, by looking at myself in the mirror. My girlfriend’s brother came close to me and held me around my waist and turned me towards him, He told me, “From now onward, your name is Sindhu,” and hugged me. I liked the name very much and said, “Thank you.”
He slowly caressed me with his hands around my waist. He then pulled me closer to him, and told me now was the time. He came closer to me and kissed me for the first time. I felt very different, aroused, excited all at the same time.
We kissed passionately for about 10minutes. He broke the kiss and tossed me onto the bed.
I was on the bed like a girl ready to get fucked. He undressed. I was seeing a man’s dick in real for the first time. He came towards me and pounced on me. He pressed my boobs very hard while kissing me. I was enjoying every bit of what he was doing.
My girlfriend’s brother removed my saree and blouse and lehenga. I was in front of him in just a bra and panties. He came onto me and started to kiss me all over my body was making me moan like never before.
He started kissing my neck, my boobs on top of the bra and slid his hand in the panties, and took my dick in his hand. He then began caressing it like he knew what needed to be done with it. I moaned very loudly.
He removed my bra and panties and stood up to see me in my full naked glory. I was very shy and blushing when he saw me like that.
“You look very beautiful, Sindhu. I want to fuck you every day,” he said.
“Stop talking and come fuck me,” I said.
“No darling, you have to do many things to get fucked by me,” he said in a sarcastic way and came towards me. He was holding his dick in his hand and brought it towards my mouth. I understood what he wanted from me.
I leaned towards his dick, it smelled very differently. I kissed it and took it in my mouth and started giving my girlfriend’s brother a blowjob for the first time.
“Aaaaaa bitchhhh suck it, suck it hard..” He moaned and started throat fucking my mouth very fast.
As it was my first time, it was giving me pain. I asked him to stop, but he didn’t listen to me. He slapped me in lust, and he kept pushing his dick in my mouth.
“Bitch, do what I say, I am your daddy, suck it bitch…” he shouted. Weirdly, it made me hornier. Maybe I was a submissive bitch.. Maybe I was meant to be treated like this.
He fucked my throat for 10 minutes and took his dick out. He was still hard. Goodness me, he went to his bag and brought baseline; I knew what was going to happen!
“Bitch, it’s time to get fucked in your ass, turn around like a dog,” he said.
I did as he said. I turned around with my ass facing him. He applied Vaseline all over and inserted his finger to test how firm my hole was.
I shouted in pain, but I also liked the pleasure.
“You like it, uhhh…wait till I put my dick in…” by saying this, he shoved his dick in my ass in one full motion.
“Uhhhhhhhhhhhhhhh, stop it, it’s hurting me, please stop it,” I pleaded with him. In response, my girlfriend’s brother smacked my ass and asked me to shut up.
He started fucking me very expertly. I also started to enjoy it. “Uhhhh Uhhhh don’t stop.. Fuck me fuck meeeee, uhhhhhhh..”
My girlfriend’s brother fucked me for about 10 minutes and then took out his dick and said, “I am about to come.”
He told me to suck his dick. I knew what he wanted. He wanted me to take his sperms in my mouth, ufffffff.
I took his dick in my mouth. In about 10 strokes he came in my mouth.
I took all his warm sperms in my mouth thinking that this must be how my GF would feel when I came in her mouth. We both lay on the bed, exhausted by all the fucking, and then we slept.
We fucked each other, over the weekend. Meanwhile, he told me the difference between a top and bottom gay. He told me to decide what I was.
I said, “I liked both fucking and being fucked.”
“I am a bottom gay, that’s why I like getting dressed like a girl. I only fucked you since this is your first time and I wanted you to experience both and decide what you like more,” he said.
After giving it a thought, I said, “I also like to be getting fucked more than fucking anyone.”
“Haha, haha.. We both are sissy bitches waiting to be fucked. I will introduce you to my friends who will fuck us to our satisfaction” he said.
“We are lesbians bitches covered in the male body,” I said laughingly and went to kiss him. I was thinking about how exciting my future is going to be.
***