Hello, you can call me Sam. I am from Mumbai, 28 years old, working as a Senior Developer in an International IT company. I have been reading these lovely stories for years, and I finally gathered enough courage to share my story with the audience.
Although I never thought of myself as gay, that changed the moment I met Amit. His 40-year-old fat dick properly penetrated my virgin ass hole, while his wife played a very important role in guiding and shaping the dynamic between us.
So, before this episode of my life, I was a straight, normal man, a virgin. My height is 5’6″; I have an average male body. I am not overweight, and I have a kind of hairy body with sparse hair on my shoulders. My dick size is 5 inches.
This story is not fictional; it’s based on true events.
Now coming to the story…
One day, I was traveling from the Mumbai local towards home. I saw a guy sitting next to me who was using a dating app and was chatting with so many people. Suddenly, in that chat, someone sent a dick picture to him, to which he reacted normally, as it is a common thing. But for me, it was such a kick that I just wanted to know which app it was.
So, I saw the logo of the application. It was a yellow robotic/tribal mask with two eyes on a black square background, and I saw the first word of the app name, which was G. Now that the guy’s station had arrived, he got off the train, but he had made me very curious.
I opened my app store and searched for all the apps, and finally found the application with the same logo. I downloaded that app. While it was downloading, my hands were kind of shivering with excitement, as before this episode, I had never given a thought about gay feelings, and I never knew I had a hidden gay side inside me.
So, after the application was installed, I registered and completed the profile, which was quick, and I uploaded a live selfie of mine (no idea how I got the courage). In a span of a few seconds, I started getting dozens of texts inside the application asking for my location and preferences. Some only used T, B or V, and I had no idea about these initials. Some even sent their dick pics; some started asking for my dick pic, and it went on. This really made me feel overwhelmed.
Now, I was in a moving train, so my location kept changing, and new people kept texting me, so I had seen so many dick pics that my dick was rock hard. Then, after I reached Dadar railway station, I received a text from Amit (name changed).
Amit: “Hey buddy, just saw your profile. There is not much to it. I would like to know more about you… But before that, can we do a quick video call so I know I am talking to the person in the profile picture?”
Sam: “I have just downloaded this application, so I did not bother to update my bio properly. As your text seems sensible, so yes, we can do a video call.” (I had no idea the application had that feature; I just agreed.)
He did a video call, which lasted 20 seconds before he disconnected and started texting.
Now, about Amit: he was in his early 40s, with wheat-colored skin tone, clean-shaven, well-combed hair, and looked really good. Also, he was slim with no big stomach, a well-maintained body (which I got to know when I personally met him).
Sam: “This was the first-ever video call on this app, and I have to say, you freaking look smart!”
Amit: “Aah… even you are nothing less… so what are you looking for?”
Sam: “Just curiosity made me download this application.”
Amit: “Same here. To be honest, I downloaded this app to find a bottom who I could fuck when my wife is on her period.”
Sam: “Okay, but I have no idea what a bottom is. People have been texting me T, B, V, Top, Bottom, or Versatile? I seriously do not know what that is.”
Amit: “Wow… you never had a gay encounter?”
Sam: “No… not even in my dreams.”
Amit: “Yet, you are here in a freaking gay application.”
Sam: “Ya… told ya, just curiosity brought me here.”
Amit: “Top is the person who takes the active/dominant role during sex. Bottom is the person who takes the receptive/passive role. Versatile (Vers) is a person who is comfortable being both top and bottom.”
Sam: “I am taken aback with all these terms; they are so new to me… as if I were living under a rock.”
Amit: “I am a Top… so what do you think you are?”
Sam: “No idea… but to be clear, Top dick goes inside a bottom’s asshole? And a Vers does both things?”
Amit: “Yes.”
Sam: “Fascinating… my dick is throbbing hard right now.”
Amit: “So is mine. I live in Dadar, close to Dadar railway station. Your location seems to be very near to me.” (I understood that the application shows the location in meters between each other.)
Sam: “You want to meet now?”
Amit: “Yes.”
Sam: “Okay, let’s meet… but let’s coordinate with this app, as I am skeptical about sharing my phone number.”
Amit: “Great.”
After a few texts, we met near Dadar station, and man, he was handsome. He was about six feet tall, with salt-and-pepper hair, wearing a polo T-shirt, shorts, and flip-flops. I could see a bulge in his shorts. I don’t know why my eye first went to this bulge.
We greeted each other and talked about a few things. Turns out, he was also a software developer, and he requested I visit his house for a hookah session. I could have said ‘no,’ but my tongue just said ‘yes,’ and I kept walking with him. We reached his society; it was a good locality, a posh locality, so I started to let my guard down.
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We entered his flat, which was on the 15th floor, and were greeted by his wife, who was sitting on the sofa watching TV, eating ice cream, and smoking hookah. Amit introduced me as an office junior and told her some urgent project work had popped up, to which his wife just saw me and nodded her head.
He took me to his bedroom, closed the door but did not lock it, and he asked me with excitement if he could kiss me. Now, for me, this was so new that anything happening was giving me the chills and waves of an adrenaline rush in my body. So, I just smiled at his question.
He just grabbed my neck and started kissing me like a hungry animal. For a few seconds, I froze, processing what was happening. Then slowly, I started responding (before this kiss, I had never kissed anyone – not even a girl). This was my first kiss.
I was mostly just trying to suck his lips, but he was doing all the work. While kissing, he even took off my shirt, which I later realized, and even his T-shirt. Now we were both topless and full of lust for each other.
He asked me, “Are you a virgin?” to which I replied, “Yes.”
He again asked me if I wanted to try bottoming, to which I just nodded my head in agreement.
He pulled me close to him, and he lay me down on the bed and started kissing my whole body, and his dick was just poking from his shorts.
He grabbed one of my nipples, started sucking and licking, and I was moaning very loudly. He kissed my ribs and suddenly did the same with the other nipple. I was in heaven at that time.
He was about to unbutton my jeans when there was a coughing sound in the room from the door. To my shock, his wife was standing behind and watching us do the act. I suddenly felt so ashamed and just wanted to hide myself.
But she did not say a word as Amit walked out of the bedroom. Now, his wife and I were alone in their bedroom. My heart was beating so fast that it would have just exploded. So many thoughts were in my mind: now what will happen?
She then said this arrangement is only during her periods, “And I am here to prep you for my husband, as I heard you are a virgin… so your cherry popping has to be a memorable moment. You can only touch my husband’s dick when I am on my period and no other time.”
She was talking in an authoritative tone to which I obeyed like a slave.
Now, she told me to strip. At first, I did nothing, and she said it in a louder tone, and I removed my jeans and was in my underwear. I had also lost my erection seeing her in the first place. She told me to remove my underwear, to which I complied. Now, I was standing naked in front of her.
She started to inspect my body and said, “There is a lot of work to do, but you will make a good bride.” I was just listening to her and doing whatever she was saying; too much was happening to me, and I was trying to process what was happening to me.
She took me to the bathroom and told me to bend over. She already had a plastic bulb type something in her hand; she inserted the tip of that bulb in my ass and filled it with some liquid and told me to sit on the toilet seat. She went out and told me to call her when I was done. I had no idea what was about to happen.
At first, it felt strange and tight in my butt hole, like something foreign was in there. Then the pressure built fast, making it impossible to ignore. I felt a sudden need to go to the toilet; it was intense and uncomfortable, like everything in my stomach wanted to come out.
But it was over soon. I felt a great sense of relief, like a weight had been lifted – shocking at first, but strangely felt satisfying.
After that, I called her. She came in with a mask on her face due to the smell of the dump. She used an air freshener, then gave me some cream and ordered me to apply it on my whole body, leaving no inch of it. I started applying the cream; she helped on the back and my butt crack. It turned out to be hair removal cream.
After a while, she wiped my whole body with a warm towel, and my body was completely clean of hair. My body felt like a girl’s body, and seeing this, my dick started to get erect. She just ignored my dick and told me to take a shower and come out.
I took a shower and came out of the bathroom. She was waiting for me outside with some innerwear and clothes, and asked me to sit in front of the dressing table. She removed the towel, and she went on her knees and started giving me a blowjob.
I was so shocked at what was happening and caught between shock and pleasure. Then she pulled a condom on my erect dick and started sucking again, this time way too fast. I just ejaculated in that condom, and I totally collapsed due to extreme pleasure. That was the first blowjob I ever received.
She removed that condom, and slowly my dick started becoming limp. While this happened, she handed me a black thong, and then, she put some plastic device on my limp penis and locked it. Then she told me to wear that black thong. The string of the thong perfectly slid inside my ass crack.
She told me this is a chastity device that will prevent me from getting hard and ejaculating too soon, and also prevent ruining her husband’s sexual session. I will only ejaculate after her husband allows me to cum.
She then gave me a bra and helped me adjust the hooks. Then, she inserted some soft pads inside the bra cups, which made them look fuller. Those pads had adhesive on the back, so they stuck perfectly to my skin. Then she gave me a halter-neck black baby doll.
Now, I was standing there with a lock on my penis, wearing a bra, a thong, and a baby doll in front of someone’s wife with my penis locked in some plastic device. This made me feel horny; my dick was trying too hard to get erect, but could not due to that lock.
As I had no hair on my face, she did some touch-up of makeup and applied lipstick on my lips, some eyeliner, blush, and a long hair wig which had a ponytail. When I saw myself, I just could not recognize myself. I just looked like a hot chick who just wanted to get fucked.
Then Amit’s wife made me sit on the bed and put on a big net dupatta on me to hide me as if I were a newlywed girl waiting for her husband, and she spoke in my ear, “Be naughty, be obedient,” and she left.
Now, I was alone in a bedroom waiting for my man like a newlywed girl. My hands were shivering, and my feet were sweating, but I somehow controlled myself with that overwhelming feeling.
Then came Amit into the room and sat beside me, and took the veil off me. He said, “Wow, you freaking look amazing.”
I kept my gaze lowered, so he held my chin and raised my face. Our eyes met with each other, filled with lust and excitement. I smiled, and he realized he had my permission.
He grabbed my face and started to kiss me passionately; our tongues moved together as we shared an intense kiss. While kissing, he pressed my bra as if pressing my artificial breast, and I got a small jolt in my nipple. It dawned on me that the soft pads in my bra were designed with a mechanism that sent a slight electric pulse to the adhesive side when pressed.
My whole body felt a continuous jolt as he kept pressing repeatedly, and I was moaning in pleasure while kissing him continuously. He stopped and removed his T-shirt and shorts, and now he was in his underwear.
He made me lie on the bed while I was breathing heavily, recovering from the jolts of electricity. He started to lick my smooth, hairless body, while his hand again started to press my breast. Jolts of sweet current started to flow, and I was trembling with pleasure.
Then, he removed his underwear and brought his dick near my mouth. Just naturally, as his dick came near my lips, my mouth started to open automatically as if my body wanted to suck that six inches of uncut raw meat. He pulled his foreskin back; the head was pink, and the shaft was veiny.
It was my first time I had a dick in my mouth. He started to push in my mouth slowly, but I gagged as I was unable to breathe. So, he removed his dick from my mouth and then just pushed the head in and told me to suck it like a lollipop, but use no teeth.
I obeyed like a bitch and started sucking his dick, using my tongue to feel the tip of the dick. It tasted salty, and slowly he kept pushing. After a while, I started sucking his dick like it was natural to me. I almost took half of his dick inside my mouth. He mouth-fucked me for a few minutes, then again we kissed passionately.
Then he asked whether I was ready for the endgame. I understood he wanted to fuck me. I nodded my head in affirmation, so he told me to lie on the bed, raising my legs and slightly spreading them on his shoulder. I obeyed. Then he knelt down and positioned himself between my legs. He wore a condom and applied so much lube in my butt hole and on his penis.
I was feeling very tense, and my whole body was very tight. He was very gentle and told me to relax. He first tried to insert his finger, and slowly his finger went in as my ass was already oily due to the lubricant. I was feeling a weird sensation; it did not hurt when his finger went in, so I gained confidence.
He gently moved his index finger back and forth and slowly inserted his second finger. That felt like light pain, and I moaned in pain and pleasure. Now, he was moving both his fingers in and out of my asshole, and it made me feel completely relaxed.
Now, he positioned himself between my legs and kept the tip of his penis on my butt hole. My heart was already pumping, and he pushed his dick inside my ass. At that moment, I felt a feeling of losing my virginity. Just his head went in; it hurt like hell, and I was just moaning.
He stopped but did not remove his dick and waited for my anus to relax. Then he tried again, but the pain was the same. After several tries, his dick slowly slid inside balls deep. And oh my god… he was huge – like really huge! That feeling of a dick inside your ass cannot be defined, but he just popped my cherry. I was no longer a virgin.
He waited inside me until the pain was completely gone, and after my confirmation, he slowly pulled out his cock till his head was just in my freshly broken cherry asshole. Then, he just slid it in one go and started thrusting, and each thrust left me wanting more, and I started moving my hips in a forward and backward motion, which gave him a rush, and he increased his speed.
He leaned over and pressed my boobs with one hand, which increased my pleasure in many folds as that current from the pad was making me way more excited. He kept thrusting his dick inside my asshole. Suddenly, he stopped, removed his dick, then told me to get on my fours. I obeyed. He positioned himself and me and pushed his dick inside me in one go; his dick just hit me in my prostate, and I felt a jolt of electricity inside my whole body.
I told him to remove his condom, as I wanted to feel him raw. So, he removed his condom and then grabbed my bra hook, started fucking me in doggy style. Each thrust made me let out a moan, “Ahh ahh ahh Amit, do not stop, ummmmmmmm ahhh ahhh ahhh ahhh, this is the best day of my life, uummmmm ahh.”
Amit said, “Yeah, bitch, you are so tight and so good; I will show you paradise in this world.”
I had forgotten my dick was locked as Amit’s dick was giving me so much pleasure that I just could not think of my dick. He kept fucking me with increased speed, and his dick was now hitting my prostate very often.
I was moaning hard, “Ummmmmmmm amit aahhhhh fuck me, baby.” Then my body just started to shiver as I was reaching orgasm without even touching my dick.
Amit saw this, and he increased his speed. Then he arched his body and gave one hard stroke. He pushed his dick deep inside me and sprayed his hot cum inside my ass while deep inside and kept stroking harder until he emptied his balls. At that same time, even I had achieved orgasm, which was so strong that I just sprayed all my load from my limp-locked penis on the bed, and we just collapsed on each other.
Amit pulled out his penis, rolled over in front of me, and positioned his dick on my lips. Without wasting any time, I sucked his dick dry and swallowed all the cum on his dick. It was a mixture of salty and sweet. I was just lying on the bed on my stomach. I felt a stream of hot liquid flowing out of my asshole, dripping from my balls on the bedsheet. I had lost all the energy.
I felt the aftertaste of his cum in my mouth; my body felt exhausted. I could sense my asshole was wide open, and cum kept dripping out. This was my cherry-popping night; the most painful yet most pleasurable night.
*****
Thank you for reading my story. I hope my story made you feel like you were the main character of the story. This was my first time writing a story.
Apologies for the mistakes I made; do share your thoughts at
Have a great time ahead.