My sexual encounters: Becoming a bottom

Hi readers, I am Vinod, and I have been a regular reader of ISS and a few other sex story sites. Having read many stories, as per my understanding and experience, I believe most of them are fake and fantasy stories with an aim to fish for sex. Nonetheless, I am sure all of them achieved the objective of making the readers horny!

Coming to me, I am here to share my sexual journey, which started in 2012 and took a couple of turns, one of which made me a bottom and the other a cuck. All this, I will narrate across multiple parts, depending on the feedback.

This part will be about the first turn in my sexual life, which made me a bottom from being a straight guy who used to jerk off fantasizing about actresses.

*****

It was October 2012, six months into my first job after getting placed in a college campus interview. I felt uncomfortable with the culture at my first company and started looking for a job. Many suggested that 6 months is too early to change and to somehow stick till at least 2 years for the resume to look positive.

Though I agree with what they said, I still wanted to try my luck and hence, updated my profile on job sites. After a few days, I got a call from a company asking about my details, current role, etc., and they said they would email me an interview invite letter.

Two days passed, and nothing happened, so I assumed it wasn’t going to happen. But after a couple of more days, I got a call from them to confirm attending the interview the next day. I said that I hadn’t received an email and then realized that it had gone into spam.

It was close to 9 pm, and my hair and beard were very shabby. So I rushed to the salon. They were almost about to close, but I requested them because I had an interview scheduled for the next day.

The owner said okay, told a barber working under him to shut down the shop after my haircut, and he left. I was the last customer for the day, and he rolled down the shutter so that no one else could come and extend his day.

The haircut and shaving were done. I asked him if he could spend 15 more minutes and do an oil massage for my head. He kind of reluctantly said okay and started an oil massage for my head. He started massaging my head with warm oil, and I just relaxed by closing my eyes.

After a while, he massaged my neck and then my shoulders. His oily hands kept squeezing my shoulders, and it felt quite relaxing.

I guess this is where I should tell about how I look… I am 5’9″ tall, fair, and chubby with soft skin.

Now, coming back to the massage… he widened my collar and started massaging my shoulders more vigorously. Suddenly, he moved his hands deep into my shirt and touched my nipples. I was kind of taken aback but assumed it was a mistake.

After a while, it happened again, and this time his fingers touching my nipples lasted a while longer than the previous time. I didn’t know what was happening or how to react. After a while, he did it again, and this time for a little more time and also squeezed my boobs.

I didn’t react; frankly, I didn’t know how to react. I just kept my eyes closed, not sure what to do. He kept sliding his hands down my shirt more frequently, and every time, he started squeezing my boobs more vigorously.

It’s no more a game of hide and seek. It’s getting more obvious.

A while later, he kept continuously folding my boobs and then wildly squeezing my nipples. I couldn’t help but react to it. My body spontaneously arched with “ssssshhhhh” coming out of my mouth.

It has become like a two-way street now. He was continuously squeezing my boobs with all his strength, and I kept moaning to his acts all the while with my eyes closed. There was a mixed feeling of pain and pleasure as he was squeezing my nipples like squeezing juice out of cut lemons.

As I look back, all through this, I never thought of resisting him, and I still don’t know why. He kept on and on with his intensity and was deeply moaning. It was getting heavier inside me, and suddenly, I wasn’t in control, and I burst out a load of cum in my underwear.

Reality hit me, and I came to my senses. I opened my eyes, pushed his hands away, and stood up from the chair. I was hugely embarrassed by what all happened. I moved a couple of steps away and was reaching out for my wallet to pay him.

He asked me what happened. I didn’t answer. He persisted, and I told him that my underwear was wet. I paid him, and as I was about to leave, he asked me for my number, but I was reluctant to give it. He insisted, and I gave it to him.

He gave me a missed call, and I didn’t bother to save it. I rushed out of the salon, got on my bike, and headed towards my flat, all the while wondering what just happened and with a sticky unease in my underwear.

It was Friday, a couple of days later, and I, along with my flatmates, was having drinks at night. I was into my second beer and got a call from an unknown number. I answered the call, and it was an unknown male voice.

Me: Hello, who’s this?

He: I’m Srikanth.

Me: Who is Srikanth?

He: It’s me… two days ago, I did a massage for you.

Me: Oh….

He: What are you doing?

Me: Nothing much. Drinking with friends.

He: Oh… weekend party, huh?

Me: Yes, kind of.

He: So, how was your interview?

Me: It went well.

He: So, you got the job?

Me: Don’t know yet. There will be 1 or 2 more rounds.

He: So…

Me: So??

He: How was it the other day?

Me: (silent)

He: You there?

Me: Yes.

He: Tell me… how was it the other day?

Me: It’s okay.

He: You didn’t like it?

Me: (silent)

He: Tell me… You liked it or not?

Me: Hmm.

He: Do you want it again?

Me: I don’t know.

He: I loved every bit of it.

Me: Hmm.

He: You have an awesome body. I didn’t feel like leaving you. But you left midway. I was unsatisfied.

Me: Hmm.

He: You have boobs like a woman and so soft skin. I am crazy about chubby women… and you are just like one.

Me: Hmm.

He: Shall I call you ‘Namitha’?

Me: Why?

He: You are just like her. Chubby, fair, soft skin, fat at the right places. I fantasized about her when pressing you.

Me: (silent)

He: So…

Me: So???

He: Shall I call you ‘Namitha’?

Me: Your wish.

He: Ssshhhh, darling. I wish you are here right now. I want to play with every part of your body.

Me: (silent)

He: Are you there?

Me: I need to get back… friends are calling.

I disconnected the call and went back to drinking. After the drinks, all my friends slept, but I couldn’t. I was sitting on the terrace thinking about the incident that happened a couple of days ago, and the phone conversation.

With the influence of alcohol and his talks, I started feeling like his hands were all over my boobs. All his talks over the phone started making me horny, and I felt like calling him. But it was very late at night, around 2 am, so I didn’t call.

The next 3 or 4 days, he used to call every night and talk to me about my body, how he would enjoy it, and all. I used to feel horny during those conversations.

One night during the call, he told me that he is going to be alone the next day in his room and asked me to come over. I kind of reluctantly said okay.

The next day, I was getting ready as usual to go to the office. I was not really keen on going to his room. I got a call from him as I was getting ready.

He: What is my Namitha darling doing?

Me: Getting ready for the office.

He: Are you not coming?

Me: I don’t know.

He: Don’t think much. Come over. We will have a good time.

Me: Hmm… tell me the address.

He: (explains address)

I got ready in full formal attire and went to the address he explained. I got a little confused and called him, and he guided me to his place. It was a single room on the 2nd floor of a building with an attached bathroom. It was a typical building built for the purpose of renting out to bachelors.

I got a really weird feeling as he took me to his room and closed the door as we entered in. As I was glancing across the room, he rushed and hugged me from behind with both his hands on my boobs, fondling them wildly. I could feel his breath on my neck.

I was concerned about my shirt getting wrinkled, but he never cared. He then opened a button and slid his hand into my shirt and squeezed my nipple. I let out “sssshhhhh,” gasping for breath. He then took off his t-shirt, pulled off my shirt and vest, then he sat on the bed and made me sit in his lap facing him, with my legs wrapped around his waist.

The position was such that my boobs were right in front of his face. He started wildly squeezing one and sucking and biting the nipple of the other. He kept alternating this like a crazy person.

I too was going crazy and couldn’t balance my body due to the reflex action, and held his head with both hands, running my fingers through his hair. This went on for a while. And as I was sitting in his lap, I could clearly feel his cock fully hard and poking my ass.

After a while, he told me to lie down on the bed. He removed my belt, then my trousers, and I was just in my underwear. He then came on to me and continued his play with my boobs, this time spanking occasionally on my thighs, ass, and waist. I was just holding his head and moaning to what all he was doing.

Some time during this, he took my hand and put it inside his shorts and made me touch his cock. My impulse made me pull out my hand, but he made me do it again and whispered in my ear to “remove his shorts and feel his cock.”

I removed his shorts; he’s now totally nude, and I started feeling his rock-hard cock in my hand as he continuously kept playing with my upper body. I could feel that it was thick and certainly bigger than mine and started rubbing it.

Suddenly, he stopped playing with my boobs, got up, and stood on the floor beside the bed, held me by my hair, and gently pulled towards him and asked me to sit. I sat on the bed’s edge in front of him, and he pulled my face towards his cock.

It was smelling weird, and I tried to move away, but he held my head firmly and brought his cock close to my face and started rubbing it on my lips. The weird smell was even stronger now, and I held my breath and closed my lips tightly.

He then started rubbing his cock all over my face, telling me to take it in and I will like it. At some point, I gave in, and he pushed his cock into my mouth. He held my head with both hands and shoved it deep; I started gagging as it was hitting my throat inside, but he didn’t care.

He started pounding my mouth like there is no tomorrow, and saliva kept dripping out of my mouth due to all the gagging. I felt like I was just powerless. He kept fucking my mouth at full speed.

In a couple of minutes, he stopped and held my face hard against his groin with his cock deep inside my throat. I then felt a spurt of his cum in my throat. The position I was in, the way he held me, there was no other way for it to go other than down my throat.

I could feel his dick shooting cum for about 10 seconds in short bursts, and finally rested it in my mouth for a few more seconds as it kept throbbing after shooting off the cum. He then took it outside and relaxed on the bed.

As I was still trying to comprehend what just happened, he started pressing my boob and told me to lay down close to him. As I did, he was gently running his hands on my boobs and asked me if I liked it. I meekly said yes.

After a while, when he went to the washroom, I dressed up to go to the office by the time he came out.

He asked me, “What?”

I said I need to go to the office. He came close to me and said, “Sit down.”

He made me sit down on the bed with him standing nude in front of me. He then gently slapped me on the face and then slapped with his half-hard dick and said, “You are not going anywhere… no one will disturb us till evening… You suck me all day today.”

I somehow couldn’t say no to him and called up my team lead and said that I need to leave for the day. After that, he told me to get nude again, and we both lay down on the bed as he started talking to me about how great it felt touching me, etc., all through squeezing my boobs, waist, thighs, and bum.

I too kept running my hands on his chest, back, and occasionally playing with his cock. Once it was fully hard, he told me to suck again as he was lying on the bed and his cock was pointing towards the ceiling.

I started sucking him as he kept his hands busy, either pressing my boobs or spanking my ass, thighs, or waist. This time, he was not holding my head, so I was having the liberty to do it at my own pace and comfort.

After a while, I paused as my cheeks were aching. He then held my head and pushed it towards his cock and told me not to stop till he cums. I kept sucking, and this time, it took a while for him to cum.

He started moaning wildly, and I understood he was about to cum. This time, all his cum landed in my mouth rather than in my throat, so I could tell what cum tastes like. It was salty, starchy, and felt all slippery in my mouth.

I thought of spitting it, but he insisted I swallow. It felt weird the first time, but as I did it many times, I started loving the feel of cum in my mouth and all over my face.

He then asked me to lick up whatever’s left on his cock, and I did so. We had brief moments of eye contact while I was doing that, and it felt very slutty. I smiled within myself, what a slut I have become.

I was in his room that day till evening and sucked his dick 2 more times, and those lasted way longer compared to the earlier 2. The first one was hardly 2 minutes, the second one may be 10 minutes. The last 2 rounds easily lasted 30 minutes each, and he made me suck in multiple positions like in porn.

That evening, I left his room with aching cheeks, burning nipples, and blushing inside with a real slutty feeling. This is how an unsuspecting me had a big turn in my life, which made me a bottom, and later took another turn that made me a cuck.

*****

There are more experiences across my sexual journey that I can share, and that depends on the feedback to this, which can be sent to [email protected].

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