The year is 2015. I am 36 , a well settled and well traveled IT professional. It was exactly 15 years ago when I had my first gay sex. The year was 2000 and new millennium celebrations were followed by “dot-com bubble burst”. For IT professionals prospects were bleak. Most of my seniors were jobless. Like many others I had started pursuing careers other than from IT. I had just completed first year of college and was keenly interested in photography. I was very eager to drop out of college and pursue a career in professional photography. But the road was harder than I had imagined.
In an effort find work I moved to Mumbai. I was always fascinated by this city.There is no city in the world that can be compared to Mumbai. Mumbai does not offer you peace, abundance of space, privacy, money to the satisfaction and time. But it does guarantee you work to sustain, space just enough to survive and most important friends. Mumbai is like an addiction. It offers you an opportunity which just around the corner and ensure you don’t have to quit. My day usually began early. The daily grind was to go from one tv studio to another, meeting casting directors, requesting established photographers for work and so on. During that time free portfolio was the only real work I was getting. I had done nearly 50 free portfolios until I got the first one where I was paid.
At at that time 1500 bucks was enough to put you on top of the world.People I photographed were mainly struggling models, actors and actresses, who could not afford expensive portfolios. During those days I was staying in 2 bhk flat, shared with other 5 guys. Like me, all were stragglers. Six of us were the official tenants but there were few parasites. Friends or friends of friend who were new to the city or were kicked out by their landlord. In short days were hectic and nights were spent with friends. You cannot find boredom in Mumbai.
Karan was one of my roommates who had started seen some success amongst us. He was an actor. Originally from Delhi but 2 years in Mumbai made him an authentic localite. He introduced to me to Avnish who was working with Gujarati theaters. He gave me my first job. I had to photograph dress rehearsal of an upcoming play. These were actually going to be used for a magazine. I did this job for free just get some publicity and to build contracts. Karan was an understudy for the main actor.
I was invited for the first show and the party that followed. There were few page3 regulars who were invited. Karan introduced me to lady in mid 40s. Everybody called her Amrita or Amy aunty. This was the moment when things were about to change. Amy aunty knew lot of people. People who were Influential and powerful. I introduced myself as a photographer and started up selling myself hoping to get some assignments. She asked me how old are you. I still remember the devilish smile she had on her face when she heard 21. She handed me a card and asked me to meet at her place in chembur next day. I reached sharp at 9:00. She welcomed me in and offered me coffee. She came straight to the point.
She asked me if i would like to work for a tv show. I would get 1200 per day. She also mentioned I could earn 50k additionally. Hearing this I was in 7th heaven. Then came the bouncer. There is some price that I need to pay. And before I could ask she said I had to have sex with another guy. I was in utter shock. Till that time had never heard about such things. I could not imagine myself doing it. She realized i was shocked. She told me I will make another cup of coffee and mean time if you want you can leave. I stepped out of her house and called karan from a public booth explaining everything that had happened. He asked me to wait there until he comes. He reached there in 30 mins. He said he knew this would happen. He had gone through this and money is good. After talking to him, I relaxed a bit. He was able to convince me a TV assignment and 50k was too good to reject.
Both of us went to aunty’s flat and spoke to her. She told me to expect a call from her in the evening. She called me at 5:00 to informed me that a guy will get in touch with you. Few minutes latter I got a call from a guy named Ashmit. He asked me to come to a hotel ***** in room no *** at 10:30. I spoke to Karan who told me that he had been with this guy in past. Karan took me out for drinks. I never use to drink and did not drink on that day either. Karan kept on insisting. He said this would calm you down. It will be helpful , but I ignored.
At 10:30 I entered a lavish hotel room. Ashmit was a gentleman. He was 34 years old wheatish guy. His structure was that of someone who belong to a well to do family. We had a quick chat followed by a light dinner.It was time for the main event. I told Ashmit I have never been with a man. My sexual experience was only limited to girls. He said that what makes you special and that’s what he is paying for. He said If you are uncomfortable just say “I had enough”. And then we stop but I loose the 50k. Sounded reasonable to me. He asked me to strip so that he can admire my body. I was feeling very shy. Once I took off my underwear i hid my penis with my hands. He gave a smile.
He asked me stand on a small table. I complied. He started walking around the table admiring my body. He stopped behind me with my butt just above his forehead.That’s when I felt his first touch. He lightly pinched my butt admiring it. I felt shy but had a smile on my face.
He came forward and kissed my penis. It was hard in a blink. Pink and throbbing. He asked me to get down and lie on my stomach. He put few pillows below my waist and brought some ropes. That was a shocker. He started tying me to bed post. When I revolted he said say the magic phrase and you are out. He said ropes are for his safety. First Timers can run away initially. I believed him. I was laying on stomach hand and legs tied to the bedpost. He asked me if I wanted to make this memorable and before I could answer he took out a handy cam and placed it on the table.
He sat next me on the bed and started opening my butt cheeks. He caressed my ass hole and tried to put a finger in it. He admired that I was a virgin. He said it will hurt a bit but eventually i will enjoy the act. He came up between my legs. He opened my but cheeks with his 2 fingers and place his cock on my ass hole. I was really tensed and he was not able to penetrate. He asked me to relax. He asked me to take a deep breath. That relaxed me a bit and he was able to insert his dick in my ass. Suddenly there was a pain and I screamed. That got him excited as I felt a pulse from his cock on my asshole.
He gave jerk and he was in completely. I screamed one more time and then I felt his pubic hair on my butt. He pulled out his cock and pushed it in another time. This time i screamed. This things repeated for few more times. Eventually i got adjusted to and then he cam. He took off his condom went to the bathroom and came back in a bathrobe. He untied me and stopped the cam. He asked me if I was ok. I was feeling sleepy.
After some time. I felt something cold on my asshole. Ashmit had put an ice cube inside it. He was laying next to me watching tv and having a drink. We chatted for few hrs . It was around 2:00 am when he said let’s have another round. I resisted but he mentioned about the gold phrase rule I could still lose 50k. So the next phase was in doggy position. Fortunately I was not tied and it wasn’t that painful.
He fucked me for another 15-20 mins and then we both slept. I got up at 830 , my whole body was aching. Ashmit was already up. He suggested another round. Before getting any reply from me he was already fucking me. 20 mins later he was exhausted and lying on top of me.
Both of us were sweating. Entire bed was wet. We were covered in each other’s sweat. He got up and had a bath. He complimented my body. He said he had a great night. He said it was more fun to fuck me then karan. Now I realized why karan was insisting that i should drink. It would have relaxed me. Karan had gone through the same thing.
I slept for another hr. I woke up when I realized someone was caressing me. It was aunty sitting next me. She said I had a skin that most girls would kill for. Karan was also with her. My body was still paining. Aunty asked me take a hot bath which would help me. She drew me a bath. That was really relaxing. Karan took me home. I slept for entire day. In the evening he took me to spa where I got good massage. That was really helpful. I fully recovered in next 2 days. Within a week i got my assignment. It was 20 day shoot and got paid really well along with 50k I earned on that night.
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Straight To Gay For Pay – Part 1