My Boyfriend

All characters over 18. No condoms. Its more fun. I love having a mans cum in my mouth, my ass and all over my body and sucking cock. So enjoy.

This is a one on one sex and transgender/gay story of how my secretary made me into a girl. I dressed as one and she got me a boyfriend who I had a relationship with along with my Secretary.

The story is based on events which happened as well as imagination. I wish it were all true and you like the story.

I Sundar, 40, 5ft 6, 70 kg strong biceps was sitting in my office with Srujana my secretary sucking my cock. She was very good at it and I loved fucking her pussy. She also loved being fucked. She was 25, 38B boobs, 5ft 4 and 38-36-40. She was fond of my cock and made sure she got it.

In fact when she joined me five years back in the steno pool I did not even notice her till one day when she was sent as a replacement for Anjali who had reported sick. In the one week that Srujana was with me. She made sure to keep me satisfied even though I never asked her for it and she was the one to make the sexual advances. She dressed in a saree with her midriff showing and a padded bra which enhanced the size and beauty of her boobs and figure.

I was a little tired that day and having a shut eye in my chair when she started to kiss my face and rub her hands over my chest, legs and everywhere else. Her boobs were on me and I thought I was dreaming. Soon she went down on her knees, opened my zip, took my laurda (cock) in her mouth and was sucking it. She must have sucked it for atleast 30 minutes when I came in her mouth and she swallowed all my cum. I of course woke up in between and her saree had my cum all over her bosom. From that day onward this became a routine and she was now my permanent secretary.

The First Chudhai ( Fuck)

I was working hard, concentrating looking at papers to make a quotation for a sale order worth a few crores of rupees. There were three other executives in the office. It was 6pm and we had been discussing since early morning. We were tired and decided we needed a break. The other Managers went out for a stroll while I decided to have a smoke. I went out separately and she joined me and asked for a cigarette. I smoke a combination of two India Kings followed by one Charms cigarettes. While the India Kings is a smooth luxury king size smoke, Charms is a strong cigarette. The combination of both gives me a kick and makes my libido go up while making my cock hard and straight.

Srujana smoked with me. I had five cigarettes and she had four. The nicotine had a effect on her and I could see her boobs becoming firm and her lips go into a smile. She started to rub her chooth. I noticed and asked her if she was uncomfortable. She answered that she was feeling sweaty and needed to sit down. We went into the room and she loosened her bra while reapplying her lipstick. I was looking at her and she was sexy and gorgeous. After some time she opened up and said she was feeling sweaty and wet in her chooth (pussy).

I asked her if she wanted to leave for the day. It was already evening and she could. She answered "Aap kya mujhe disco leke jaaoge. Dance karne ka bahut man kar raha hai...." (Will you take me to a disco....I am in the mood to dance). I was surprised but agreed immediately as this was a golden opportunity to be with such a gorgeous girl......my wife was not there.......my children were not there.....I would anyway go home to an empty house.

So that evening we went to the Blue Pub. She was in her saree looking gorgeous. We had a drink and danced. The psychedelic lights made her look a beauty queen and the way she danced she was the queen of the dance floor. In fact people gathered around us and were clapping in unision to her dance moves. We both had some tequila shots, cigarettes and did not know when the time went by. When it was closing time for the pub the management told us that we were not in a condition to drive, they did not have a driver so they had some rooms especially for the purpose and we should sleep there.

That night we went to the room which consisted of a plain queen bed, two chairs and a small washroom. Srujana removed her saree and bra but kept her blouse on. She was not wearing a panty but had a petticoat on. I removed my trousers and shirt but kept my underwear. Soon I was sleeping but she was awake and removed my underwear. My hard cock sprung to life and she started to lick. She lost no time in aiming her chooth ( cunt) on my cock and was soon riding me. Needless to say I soon came in her chooth (vagina) and she was full of my cum. She then sucked my cock and licked it clean.

With all this I was up and put her on the bed and started to suck her boobs. She was saying "chodo mujhe.....suck karo...ache se chodo......tumhara mooh bahut acha hai......karte raho......fuck me.....fuck me hard......" (fuck me.....suck me......fuck hard....i love your mouth....go on.....fuck me.....fuck me hard.....). I fucked her for nearly an hour and her chooth or vagina was full of my cum from which I then licked her creampie.

This then became a regular feature in our lives

Cross Dressing (This part involve gay sex. If you do not like skip)

One day Srujana told me she wanted me to dress as a girl.....just as a joke.I initially objected but then she pursuaded me that her friend Anita's husband had told her that he was sure I would not dress as a girl but would look gorgeous. What she did not tell me was he wanted to fuck all my holes and treat me just like he treated his wife Anita. Also both Robin and Anita were bi and they also loved shemales and trans folk. Robin wanted to treat me like a girlfriend. Also they had arranged for some business associates and wanted one more woman for the event hence me dressed as a girl.

After a lot of perseverance by Srujana I agreed.

Srujana went to great lengths to dress me. She purchased a new nylon saree, silicone boobs, panty, earrings, bangles, mangal sutra and a wig with long black hair.

She dressed me with kaajal, foundation, lipstick, nail polish. My boobs were looking nice and big in a 40C bra. My petticoat was visible at the end below my saree just like the maids tie it. She told me to go with the flow, be a girl and enjoy the attention of the men. She also told me the men may want to kiss me or hold me thinking I am a maid. I should enjoy the experience of being a woman and of course I could always stop if I was not comfortable.

We went to the party and Robin was mesmerized looking at me and naming me Sujata for the evening said "tum apsara lag rahi ho Sujata......sab log tumhe dekhke chodna chahenge......unke laurde to sakt or khade honge......mazaa aayega.....tumko achi kamaai bhi hogi....." ( you are looking beautiful Sujata.....everyone will want to fuck you.....their cocks will be stiff and hard......it will be fun......you will also earn a lot for the evening.....).

I was looking forward to the evening. I was doing this for fun and to please Srujana. I did not need the money. I was also feeling a little apprehensive being a girl and how the men would treat me. The money which Robin mentioned was not important but gave me a kick.

The evening started. Three male guests Shiva, Ashok and Praveen came. They were all well to do men in their thirties and forties. Robin was hoping for a contract from their company. He started by introducing Anita, Srujana and me. All the men looked at me and whistled finding me sexy and asked if I was a maid. All of them had always wanted to fuck a house maid. They had lot of experience with prostitutes and house wives but not maids. I was given a beer and joined them. Soon my boobs were being played with and Ashok had his hands on my legs. They started to kiss me. Srujana and Anita were also being kissed.

I was thrown on the floor and Praveen opened his zip and gave me his cock to suck and said "chooso meri jaan....ache se chooso..." (suck my cock.....suck well). I was awed by the size of his manhood and started to kiss it. My brown lipstick leaving its mark on his penis. He was in ecstasy.

In the room Srujana and Anita also were serving cocks. While one had a phallus in her mouth the other was being fucked by another. Both were saying "chodo mujhe....bahenchodon....maacdodon.... nafta do......chodon.....mujhe orgasm hona...." ( fuck me...sisterfucker.....motherfucker....cum in me....fuck me....i want an orgasm.....fuck me.....). This went on for some time.

Ashok pushed up my legs and saw my small cock. He was excited and turned me over and before I knew it he was fucking my ass. I screamed with the pain but his fuck did not stop. He called me prostitute or randi and said you have a beautiful chooth (cunt) referring to my ass.

This fucking went on the whole night and I had four cocks in my mouth and in my ass. I was drenched in cum. At the end all told Anita and Robin this was the best fucking entertainment they had and they loved the maid and they would all be my boyfriend and wanted to regularly fuck me.